4,4'-dihydroxy-2',6'-dimethoxydihydrochalcone - Compound Card

4,4'-dihydroxy-2',6'-dimethoxydihydrochalcone

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4,4'-dihydroxy-2',6'-dimethoxydihydrochalcone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Chalcone
    • Subclass: Dihydrochalcone
Canonical Smiles COc1cc(O)cc(c1CCC(=O)c1ccc(cc1)O)OC
InChI InChI=1S/C17H18O5/c1-21-16-9-13(19)10-17(22-2)14(16)7-8-15(20)11-3-5-12(18)6-4-11/h3-6,9-10,18-19H,7-8H2,1-2H3
InChIKey WRSUVSOOJHAIRI-UHFFFAOYSA-N
Formula C17H18O5
HBA 5
HBD 2
MW 302.33
Rotatable Bonds 6
TPSA 75.99
LogP 2.93
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 302.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ledebouria ovatifolia Hyacinthaceae Plantae 1069013

Showing of synonyms

  • Waller CP, Thumser AE, et al. (2013). COX-2 inhibitory activity of homoisoflavanones and xanthones from the bulbs of the Southern African Ledebouria socialis and Ledebouria ovatifolia (Hyacinthaceae: Hyacinthoideae). Phytochemistry, 2013, 95, 284–290. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)CCc2ccccc2

Level: 1

Mol. Weight: 302.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 302.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.640
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
51.65
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.100
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.420
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.040
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.780
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.400
Rat (Acute)
1.780
Rat (Chronic Oral)
2.470
Fathead Minnow
4.530
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
404.120
Hydration Free Energy
-9.950
Log(D) at pH=7.4
2.770
Log(P)
2.71
Log S
-5.33
Log(Vapor Pressure)
-6.99
Melting Point
157.74
pKa Acid
8.18
pKa Basic
4.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9620
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9513
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9431
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9419
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9378
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9279
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9175
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9146
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.9137
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.9089
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9083
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.9052
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9015
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.9008
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8981
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8975
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8958
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8947
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8946
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8939
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8930
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8889
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8888
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8877
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8852
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8845
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8842
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8841
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8837
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8817
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8788
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8763
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8763
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8761
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8739
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8709
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8702
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8635
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8623
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8618
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8590
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8561
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.8493
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8487
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8458
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8427
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.8421
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8413
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8408
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8408
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8392
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8388
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8375
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8374
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8364
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8362
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8357
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8335
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8317
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8313
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8292
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8286
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8273
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8244
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8240
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8230
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8203
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8171
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8165
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8124
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8120
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8113
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8105
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.8100
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8044
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8044
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8026
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8026
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8016
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7998
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7978
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7974
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7964
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7962
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7949
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7942
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7939
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7936
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7935
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7934
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7933
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7931
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7919
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7918
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7833
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7822
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7815
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7814
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7811
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7800
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7799
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7792
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7776
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7766
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7748
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7738
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7730
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7722
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7720
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7715
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7715
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7713
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7682
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7678
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7652
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7644
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7639
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7631
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7630
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7630
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7629
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7614
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7614
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7607
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7604
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7602
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7586
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7585
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7567
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7542
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7540
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7528
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7516
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7511
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7502
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7499
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7492
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7478
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7457
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7457
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7453
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7452
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7447
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7435
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7431
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7429
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7419
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7410
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7406
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7403
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7400
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7397
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7395
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7377
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7375
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7372
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7366
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7364
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7356
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7352
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7351
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7347
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7345
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7341
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7341
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7330
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7327
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7321
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7318
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7317
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7307
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7305
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7300
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7299
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7298
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7298
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7287
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7284
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7284
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7283
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7281
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7274
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7267
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7264
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7263
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7263
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7249
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7248
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7245
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7235
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7231
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7223
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7223
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7219
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7216
Formate--tetrahydrofolate ligase Q2RM91 FTHS_MOOTA Moorella thermoacetica 2 0.7214
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7214
Botulinum neurotoxin type B P10844 BXB_CLOBO Clostridium botulinum 3 0.7214
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7211
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7208
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7202
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7202
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7197
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7195
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7193
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7193
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7187
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7181
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7179
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7178
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7176
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7175
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7174
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7171
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7163
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7162
Iron-uptake system-binding protein P40409 FEUA_BACSU Bacillus subtilis 4 0.7157
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7155
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7153
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7152
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7148
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7147
Uridine phosphorylase 1 Q16831 UPP1_HUMAN Homo sapiens 4 0.7146
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7145
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7137
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7133
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7133
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7128
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7125
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7121
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7120
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7110
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7107
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7104
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7101
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7098
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7097
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7094
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7093
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7081
Thymidylate synthase P07607 TYSY_MOUSE Mus musculus 3 0.7080
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7078
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7076
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7071
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7070
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7068
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7060
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7051
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7050
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7047
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7041
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7037
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7035
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7030
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7028
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7022
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7013
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7008
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7004
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7002
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7000

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