Iso-imperatorin - Compound Card

Iso-imperatorin

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Iso-imperatorin

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Furanocoumarin
Canonical Smiles CC(=CCOc1c2ccoc2cc2c1ccc(=O)o2)C
InChI InChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3
InChIKey IGWDEVSBEKYORK-UHFFFAOYSA-N
Formula C16H14O4
HBA 4
HBD 0
MW 270.28
Rotatable Bonds 3
TPSA 52.58
LogP 3.88
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 270.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pituranthos triradiatus Apiaceae Plantae 99500
2 Ammi majus Apiaceae Plantae 48026

Showing of synonyms

  • Selim YA, Ouf NH. (2012). Anti-inflammatory new coumarin from the Ammi majus L.. Organic and Medicinal Chemistry Letters,2012,2,1. [View] [PubMed]
  • Halim AF, Lahioub MF, et al. (1989). Coumarins of Pituranthos triradiatus Growing in Egypt. Planta Medica,1989,55,609. [View]
Pubchem: 68081
Kegg Ligand: C16976
Chebi: 66071
Nmrshiftdb2: 60023154
Metabolights: MTBLC66071
Bindingdb: 50242377
CPRiL: 11531
Structure

SMILES: c1coc(c12)cc3c(c2)ccc(=O)o3

Level: 0

Mol. Weight: 270.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.3
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.95

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.14
Plasma Protein Binding
70.93
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
10.27
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.78
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.52
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.71
Micronucleos
Toxic
NR-AhR
Toxic
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
3.57
Rat (Acute)
2.11
Rat (Chronic Oral)
2.15
Fathead Minnow
4.94
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
412.7
Hydration Free Energy
-10.61
Log(D) at pH=7.4
3.15
Log(P)
3.66
Log S
-5.02
Log(Vapor Pressure)
-7.06
Melting Point
117.31
pKa Acid
7.52
pKa Basic
6.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9895
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9895
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9781
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9781
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9537
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9537
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.9326
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.9326
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9183
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9183
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9104
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9104
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.9044
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.9044
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9019
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9019
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9009
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9009
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8864
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8864
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8827
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8827
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8817
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8817
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8789
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8789
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8720
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8720
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8590
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8590
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8454
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8454
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8448
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8448
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8437
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8437
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8385
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8385
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8328
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8328
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8324
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8324
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8322
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8322
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8306
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8306
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8289
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8289
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8266
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8266
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8263
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8263
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8262
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8262
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.8256
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 4 0.8256
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8187
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8187
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8157
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8157
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8155
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8155
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.8136
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.8136
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8115
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8115
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8115
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8115
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8112
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8112
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8110
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8110
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8092
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8092
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8062
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8062
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8058
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8058
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8055
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8055
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8017
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8017
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8014
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8014
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7987
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7987
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7966
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7966
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7938
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7938
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7917
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7917
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7916
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7916
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7908
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7908
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7883
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7883
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7857
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7857
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7855
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7855
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7849
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7849
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7839
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7839
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7838
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7838
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7799
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7799
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7786
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7786
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7776
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7776
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7774
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7774
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7769
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7769
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7761
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7761
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7753
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7753
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7753
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7753
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7735
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7735
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7721
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7721
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7710
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7710
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7710
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7710
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7709
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7709
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7697
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7697
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7680
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7680
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7668
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7668
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7653
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7653
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7646
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7646
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7635
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7635
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7634
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7634
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7632
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7632
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7627
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7627
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7622
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7622
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7616
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7616
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7609
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7609
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7585
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7585
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7583
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7583
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7582
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7582
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7573
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7573
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7569
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7569
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7568
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7568
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7565
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7565
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7550
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7550
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7549
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7549
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7521
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7521
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7499
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7499
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7489
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7489
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7488
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7488
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7487
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7487
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7482
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7482
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7481
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7481
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7474
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7474
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7473
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7473
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7468
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7468
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7466
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7466
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7464
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7464
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7456
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7456
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7446
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7446
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7430
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7430
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7428
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7428
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7426
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7426
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7404
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7404
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7378
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7378
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7377
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7377
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7374
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7374
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7373
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7373
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7369
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7369
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7366
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7366
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7366
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7366
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7361
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7361
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7360
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7360
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7358
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7358
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7358
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7358
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7356
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7356
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7323
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7323
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7323
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7323
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7290
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7290
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7289
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7289
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7283
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7283
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7283
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7283
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7282
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7282
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7281
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7281
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7273
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7273
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7268
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7268
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7266
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7266
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7259
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7259
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7254
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7254
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7247
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7247
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 2 0.7238
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 2 0.7238
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7236
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7236
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7235
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7235
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7234
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7234
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7228
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7228
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7217
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7217
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7215
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7215
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7211
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7211
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7211
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7211
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7210
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7210
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7207
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7207
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7205
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7205
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7205
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7205
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7200
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7200
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7183
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7183
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7180
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7180
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7179
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7179
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7179
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7179
Heat shock protein 83-1 Q4Q4I6 Q4Q4I6_LEIMA Leishmania major 5 0.7175
Heat shock protein 83-1 Q4Q4I6 Q4Q4I6_LEIMA Leishmania major 5 0.7175
Cytochrome P450 3A4 P08684 CP3A4_HUMAN Homo sapiens 3 0.7167
Cytochrome P450 3A4 P08684 CP3A4_HUMAN Homo sapiens 3 0.7167
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7160
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7160
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7153
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7153
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7153
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7153
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7145
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7145
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7140
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7140
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7136
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7136
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7133
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7133
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7130
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7130
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7130
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7130
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7128
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7128
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7127
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7127
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7125
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7124
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7124
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7114
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7114
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7109
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7109
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7098
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7098
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7096
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7096
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7092
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7092
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7087
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7087
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7074
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7074
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7073
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7073
Heat shock protein 83 P12861 HSP83_TRYBB Trypanosoma brucei brucei 3 0.7071
Heat shock protein 83 P12861 HSP83_TRYBB Trypanosoma brucei brucei 3 0.7071
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7060
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7060
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7053
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7053
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7033
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7033
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7031
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7031
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7016
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7016
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7016
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7016
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7015
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7015
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7011
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7011
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7007
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7007
Fatty acid-binding protein, adipocyte P04117 FABP4_MOUSE Mus musculus 2 0.7005
Fatty acid-binding protein, adipocyte P04117 FABP4_MOUSE Mus musculus 2 0.7005
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7001
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7001

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