(-)-citreoisocoumarinol - Compound Card

(-)-citreoisocoumarinol

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(-)-citreoisocoumarinol

Structure
Zoomed Structure
  • Family: Fungi - Nectriaceae
  • Kingdom: Fungi
  • Class: Coumarin
Canonical Smiles C[C@H](C[C@H](Cc1oc(=O)c2c(c1)cc(cc2O)O)O)O
InChI InChI=1S/C14H16O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6-7,9,15-18H,2,5H2,1H3/t7-,9-/m1/s1
InChIKey CQXZVXNVRFIVCN-VXNVDRBHSA-N
Formula C14H16O6
HBA 6
HBD 4
MW 280.28
Rotatable Bonds 4
TPSA 111.13
LogP 0.88
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 280.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Fusarium tricinctum Nectriaceae Fungi 61284

Showing of synonyms

  • Ola AR, Thomy D, et al. (2013). Inducing secondary metabolite production by the endophytic fungus Fusarium tricinctum through coculture with Bacillus subtilis. Journal of Natural Products,2013,76(11),2094-2099. [View] [PubMed]
Pubchem: 72947237
Nmrshiftdb2: 70130289

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)ccoc2=O

Level: 0

Mol. Weight: 280.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.24
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
56.69
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
9.35
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.09
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.34
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.61
Micronucleos
Toxic
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
-1.39
Rat (Acute)
2.02
Rat (Chronic Oral)
2.76
Fathead Minnow
4.0
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
425.81
Hydration Free Energy
-13.18
Log(D) at pH=7.4
0.5
Log(P)
1.0
Log S
-2.47
Log(Vapor Pressure)
-7.6
Melting Point
187.16
pKa Acid
7.62
pKa Basic
6.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9419
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9419
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9397
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9397
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9351
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9351
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9339
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9339
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9268
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9268
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9251
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9251
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9163
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9163
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.9087
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.9087
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.9076
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.9076
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.9070
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.9070
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9044
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9044
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 4 0.9023
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 4 0.9023
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 4 0.9003
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 4 0.9003
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9000
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9000
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8998
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8998
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8992
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8992
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8974
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8974
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8965
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8965
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8952
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8952
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8919
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8919
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8919
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8919
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8898
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8898
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8866
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8866
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8819
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8819
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8809
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8809
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8794
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8794
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8776
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8776
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8775
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8775
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8731
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8731
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8723
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8723
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8705
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8705
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8623
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8623
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8619
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8619
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8616
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8616
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8578
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8578
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8556
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8556
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8547
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8547
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8543
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8543
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8494
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8494
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.8478
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.8478
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8429
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8429
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.8427
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.8427
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8416
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8416
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8357
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8357
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8352
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8352
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8306
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8306
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8306
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8306
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8285
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8285
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8274
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8274
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8248
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8248
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 Q9UL51 HCN2_HUMAN Homo sapiens 4 0.8242
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 Q9UL51 HCN2_HUMAN Homo sapiens 4 0.8242
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8242
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8242
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8233
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8233
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8201
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8201
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8197
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8197
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8163
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8163
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8143
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8143
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8137
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8137
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8122
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8122
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 4 0.8046
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 4 0.8046
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8017
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8017
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7996
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7996
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7996
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7996
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7995
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7995
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7992
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7992
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7988
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7988
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7980
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7980
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7968
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7968
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7967
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7967
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7967
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7967
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 4 0.7939
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 4 0.7939
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7913
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7913
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7861
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7861
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7859
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7859
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7854
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7854
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7848
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7848
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7836
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7836
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7827
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7827
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7821
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7821
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7806
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7806
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7766
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7766
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7766
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7766
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7764
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7764
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7764
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7764
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7719
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7719
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7718
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7718
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7716
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7716
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7709
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7709
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7682
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7682
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7651
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7651
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7644
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7644
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7642
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7642
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7633
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7633
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7627
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7627
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7609
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7609
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7598
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7598
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7579
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7579
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.7515
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.7515
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7514
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7514
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7486
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7486
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7482
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7482
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7474
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7474
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7473
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7473
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7462
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7462
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7460
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7460
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7459
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7459
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7452
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7452
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7451
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7451
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7447
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7447
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7443
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7443
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7442
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7442
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7430
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7430
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7409
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7409
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7403
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7403
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7401
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7401
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7395
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7395
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7393
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7393
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7391
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7391
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7384
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7384
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7383
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7383
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7378
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7378
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7374
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7374
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7360
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7360
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7353
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7353
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7346
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7344
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7344
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7343
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7343
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7338
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7338
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7337
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7337
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7307
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7307
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7305
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7305
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7292
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7292
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7288
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7288
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7284
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7284
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7247
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7247
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7239
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7239
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 4 0.7238
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 4 0.7238
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7236
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7236
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7231
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7231
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7224
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7224
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7217
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7217
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7216
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7216
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7216
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7216
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7214
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7214
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7207
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7207
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7206
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7206
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7202
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7202
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7200
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7200
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 4 0.7200
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 4 0.7200
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7194
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7194
Leucine carboxyl methyltransferase 1 Q04081 LCMT1_YEAST Saccharomyces cerevisiae 4 0.7194
Leucine carboxyl methyltransferase 1 Q04081 LCMT1_YEAST Saccharomyces cerevisiae 4 0.7194
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7191
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7191
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7189
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7189
Threonine--tRNA ligase Q9UZ14 SYT_PYRAB Pyrococcus abyssi 4 0.7160
Threonine--tRNA ligase Q9UZ14 SYT_PYRAB Pyrococcus abyssi 4 0.7160
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7151
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7151
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7151
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7151
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7149
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7149
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7142
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7142
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7135
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7135
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7122
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7122
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7113
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7113
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7103
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7103
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7096
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7096
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7074
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7074
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7063
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7063
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7062
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7062
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7060
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7060
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7056
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7056
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 3 0.7055
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 3 0.7055
7-methylxanthosine synthase 1 A4GE69 XMT1_COFCA Coffea canephora 4 0.7051
7-methylxanthosine synthase 1 A4GE69 XMT1_COFCA Coffea canephora 4 0.7051
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7049
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7049
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7047
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7047
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7044
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7044
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7039
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7039
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7038
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7038
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7036
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7036
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7035
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7035
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7031
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7031
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7025
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7025
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7022
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7022
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7019
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7019
Ribosomal RNA small subunit methyltransferase E Q5SKI6 Q5SKI6_THET8 Thermus thermophilus 4 0.7018
Ribosomal RNA small subunit methyltransferase E Q5SKI6 Q5SKI6_THET8 Thermus thermophilus 4 0.7018
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7001
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7001

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