4-methoxy-6-methyl-5-(3-oxobutyl)-2H-pyran-2-one - Compound Card

4-methoxy-6-methyl-5-(3-oxobutyl)-2H-pyran-2-one

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4-methoxy-6-methyl-5-(3-oxobutyl)-2H-pyran-2-one

Structure
Zoomed Structure
  • Family: Fungi - Pleosporineae
  • Kingdom: Fungi
  • Class: Alpha-Pyrone Derivative
Canonical Smiles COc1cc(=O)oc(c1CCC(=O)C)C
InChI InChI=1S/C11H14O4/c1-7(12)4-5-9-8(2)15-11(13)6-10(9)14-3/h6H,4-5H2,1-3H3
InChIKey SPHSLZLAACRRDR-UHFFFAOYSA-N
Formula C11H14O4
HBA 4
HBD 0
MW 210.23
Rotatable Bonds 4
TPSA 56.51
LogP 1.48
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 210.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Alternaria phragmospora Pleosporineae Fungi 570713

Showing of synonyms

  • Metwaly AM, Fronczek FR, et al. (2014). Antileukemic alpha-pyrone derivatives from the endophytic fungus Alternaria phragmospora. Tetrahedron Letters,2014,55(24),3478-3481. [View]
Pubchem: 102367320
Nmrshiftdb2: 70074955

No compound-protein relationship available.

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 210.23 g/mol

Antileukemia

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.590
Plasma Protein Binding
35.16
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.600
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.810
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.410
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.610
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.770
Rat (Acute)
2.290
Rat (Chronic Oral)
1.790
Fathead Minnow
4.040
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
310.060
Hydration Free Energy
-8.200
Log(D) at pH=7.4
0.490
Log(P)
0.04
Log S
-1.49
Log(Vapor Pressure)
-4.05
Melting Point
87.43
pKa Acid
8.47
pKa Basic
6.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9838
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9838
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9790
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9790
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.9783
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.9783
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9753
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9753
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.9733
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.9733
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9602
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9602
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9587
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9587
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9515
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9515
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.9502
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.9502
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9462
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9462
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9414
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9414
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9398
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9398
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.9398
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.9398
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9321
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9321
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9210
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9210
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9119
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9119
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9082
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9082
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8739
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8739
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.8705
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.8705
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8610
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8610
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.8544
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.8544
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8499
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8499
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8414
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8414
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8377
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8377
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8281
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8281
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8139
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8139
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8133
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8133
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8116
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8116
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8111
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8111
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8053
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8053
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8015
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8015
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7981
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7981
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7977
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7977
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7976
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7976
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7930
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7930
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7902
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7902
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7882
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7882
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7856
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7856
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7854
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7854
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7847
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7847
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7845
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7845
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7806
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7806
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7788
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7788
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7754
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7754
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7740
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7740
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7735
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7735
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7735
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7735
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7733
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7733
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7717
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7717
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7707
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7707
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7706
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7706
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7706
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7706
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7698
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7698
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7673
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7673
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7664
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7664
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7663
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7663
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7643
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7643
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7631
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7631
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7625
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7625
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7615
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7615
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7612
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7612
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7583
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7583
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7547
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7547
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7540
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7540
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7526
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7526
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 3 0.7509
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 3 0.7509
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7505
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7505
Cytidine deaminase P19079 CDD_BACSU Bacillus subtilis 3 0.7497
Cytidine deaminase P19079 CDD_BACSU Bacillus subtilis 3 0.7497
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7491
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7491
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7486
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7486
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7479
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7479
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7477
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7477
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7470
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7470
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7463
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7463
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7453
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7453
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7427
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7427
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7420
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7420
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7412
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7412
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7409
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7409
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7406
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7406
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7405
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7405
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7404
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7404
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7399
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7399
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7392
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7392
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7387
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7387
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7386
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7386
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7381
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7381
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7378
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7378
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7376
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7376
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7371
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7371
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7368
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7368
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7367
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7367
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7366
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7366
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7364
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7364
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7362
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7362
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7353
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7353
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7349
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7349
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7347
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7347
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7347
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7347
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 2 0.7339
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 2 0.7339
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7333
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7333
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7333
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7333
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7332
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7332
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7331
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7331
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7325
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7325
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7325
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7325
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7320
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7320
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7316
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7316
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7315
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7315
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7315
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7315
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7315
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7315
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7313
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7313
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 3 0.7300
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 3 0.7300
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7294
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7294
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7292
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7292
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7280
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7280
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7277
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7277
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7274
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7274
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7241
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7241
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7237
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7237
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7232
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7232
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7232
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7232
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7231
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7231
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7219
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7219
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7214
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7214
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7214
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7214
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7209
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7209
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7208
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7208
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7204
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7204
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7202
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7202
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7198
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7198
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7190
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7190
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7189
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7189
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7179
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7179
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7179
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7179
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7174
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7174
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7173
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7173
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 2 0.7167
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 2 0.7167
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7166
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7166
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7161
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7161
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7152
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7152
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7142
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7142
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7142
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7142
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7137
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7137
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7134
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7134
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7134
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7134
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7133
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7133
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7130
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7130
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7129
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7129
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7128
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7128
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7128
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7128
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7126
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7126
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 2 0.7124
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 2 0.7124
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7108
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7108
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 2 0.7104
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 2 0.7104
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7100
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7100
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7096
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7096
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7090
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7090
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7088
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7088
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7086
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7086
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7085
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7085
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7082
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7082
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 4 0.7073
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 4 0.7073
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7065
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7065
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7064
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7064
1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic O96693 DXR_PLAFX Plasmodium falciparum 2 0.7063
1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic O96693 DXR_PLAFX Plasmodium falciparum 2 0.7063
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7061
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7061
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7059
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7059
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7058
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7058
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7057
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7057
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7055
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7055
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7055
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7055
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7052
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7052
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7052
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7052
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7052
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7052
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7051
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7051
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 3 0.7050
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 3 0.7050
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7043
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7043
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7041
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7041
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7041
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7041
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7035
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7035
dUTPase Q0P8G4 Q0P8G4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7031
dUTPase Q0P8G4 Q0P8G4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7031
Thymidylate synthase P67046 TYSY_STAAM Staphylococcus aureus 4 0.7029
Thymidylate synthase P67046 TYSY_STAAM Staphylococcus aureus 4 0.7029
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7012
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7012
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7010
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7010
Cyclic nucleotide-binding domain-containing protein E0RR11 E0RR11_SPITD Spirochaeta thermophila 2 0.7005
Cyclic nucleotide-binding domain-containing protein E0RR11 E0RR11_SPITD Spirochaeta thermophila 2 0.7005
Thymidylate synthase P07607 TYSY_MOUSE Mus musculus 4 0.7004
Thymidylate synthase P07607 TYSY_MOUSE Mus musculus 4 0.7004

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