Pituranthosin A - Compound Card

Pituranthosin A

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Pituranthosin A

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles CCOC([C@@H](CC/C(=C/COc1c2occc2cc2c1oc(=O)cc2)/C)O)(C)C
InChI InChI=1S/C23H28O6/c1-5-28-23(3,4)18(24)8-6-15(2)10-12-27-22-20-17(11-13-26-20)14-16-7-9-19(25)29-21(16)22/h7,9-11,13-14,18,24H,5-6,8,12H2,1-4H3/b15-10+/t18-/m1/s1
InChIKey QIIPCPOUDXGJEE-SPQRHKFCSA-N
Formula C23H28O6
HBA 6
HBD 1
MW 400.47
Rotatable Bonds 9
TPSA 82.04
LogP 4.82
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.43
Exact Mass 400.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Deverra battandieri Apiaceae Plantae 1589787

Showing of synonyms

  • Esseid C, León F, et al. (2021). Coumarins and other constituents from Deverra battandieri. Phytochemistry Letters, 2021, 42, 129-133.. [View]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 400.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.87
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.21
Plasma Protein Binding
79.33
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-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
10.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.8
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.67
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.93
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
-16.67
Rat (Acute)
2.62
Rat (Chronic Oral)
1.83
Fathead Minnow
5.21
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
472.8
Hydration Free Energy
-5.37
Log(D) at pH=7.4
3.44
Log(P)
3.7
Log S
-4.7
Log(Vapor Pressure)
-8.08
Melting Point
85.66
pKa Acid
7.28
pKa Basic
7.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9671
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9551
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9534
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.9508
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9461
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9405
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.9334
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9308
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.9229
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.9164
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9102
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9044
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9041
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9027
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8996
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8981
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.8929
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8919
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8903
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8902
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8898
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8857
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8785
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8781
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8751
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8750
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8691
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8663
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8655
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8634
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8615
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.8569
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8560
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8558
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8542
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8538
Cytochrome b6 P83791 CYB6_MASLA Mastigocladus laminosus 3 0.8534
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8532
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8510
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8430
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8426
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8423
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8384
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.8384
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8373
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8307
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8273
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8257
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8249
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8247
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8240
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8235
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8160
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8149
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8148
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8142
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8103
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8101
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8070
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8056
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8033
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8030
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.8016
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8008
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8006
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8003
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7998
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7995
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7992
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7975
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7968
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7961
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7953
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7933
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7930
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7928
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7919
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7909
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7904
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7901
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7885
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7882
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7878
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7872
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7868
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7866
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7861
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7851
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7839
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7836
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7830
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7829
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7822
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7819
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7813
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7801
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7800
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7791
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7783
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7769
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7767
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7766
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7761
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7758
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7751
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7751
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7745
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7741
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7734
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7732
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7731
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7731
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7731
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7731
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7725
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7721
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7721
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7719
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7718
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7716
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7705
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7696
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7690
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7687
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7687
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7681
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7677
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7671
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7664
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7649
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7640
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7632
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7630
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7625
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7625
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7621
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7616
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7614
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7613
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7611
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7608
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7607
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7601
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7598
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7593
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7590
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7586
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7584
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 2 0.7584
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7579
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7577
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7576
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7573
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7572
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7564
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7551
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7549
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7549
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7548
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7547
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7540
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7534
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7533
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7532
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 2 0.7532
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7528
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7528
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7527
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7526
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7523
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7518
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7516
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7512
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7506
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7495
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7495
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7494
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7491
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7489
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7487
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7486
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7482
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7481
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 2 0.7476
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7474
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7470
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7468
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7467
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7466
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7465
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7456
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7454
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7454
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7450
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7446
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7446
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7444
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7438
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7435
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7431
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7431
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7431
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7427
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7425
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7406
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7405
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7404
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7404
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7403
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7399
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7394
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7389
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 2 0.7387
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7386
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7385
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7382
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7378
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7377
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7373
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7370
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7369
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7368
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7351
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7350
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7345
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7342
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7341
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7338
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7332
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7331
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7327
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7325
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7323
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7319
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7319
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7316
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 2 0.7315
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7308
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7301
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7296
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7293
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7292
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7291
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7290
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7290
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7289
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7287
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7286
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7285
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7282
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7280
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7278
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7268
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7266
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7266
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7261
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7260
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7260
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7258
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7256
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7247
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7242
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7242
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7237
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7235
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7235
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7233
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7230
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7229
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7225
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7224
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7224
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7224
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7222
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7220
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 2 0.7220
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7215
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7213
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7212
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7208
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7206
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7204
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7204
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7202
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7198
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7196
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7195
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7194
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7192
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7191
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7190
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7188
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7183
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7182
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7182
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7182
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7182
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7178
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7172
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7167
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 2 0.7167
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7164
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7164
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7156
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7151
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7150
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7150
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7147
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7143
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7139
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7139
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7138
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7138
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7136
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7135
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7134
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7133
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7133
V-1 PROTEASE protein Q9Q288 Q9Q288_9HIV1 Human immunodeficiency virus 1 3 0.7130
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7128
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7127
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7127
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7124
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7123
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7121
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7121
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7117
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7114
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7112
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 2 0.7110
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7109
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7105
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7103
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7099
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7099
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7095
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7089
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7088
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7086
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7084
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7084
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 2 0.7080
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7079
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7078
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7074
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7074
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7072
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7071
Glutamate receptor 2 P42262 GRIA2_HUMAN Homo sapiens 2 0.7070
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7068
Diguanylate phosphodiesterase A6T8V8 A6T8V8_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 3 0.7060
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7060
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7060
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7059
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 2 0.7058
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7054
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7051
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 2 0.7048
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7043
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7041
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7032
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7031
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7031
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 2 0.7029
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7029
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7028
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7027
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7026
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7023
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7020
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7015
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7013
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7013
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7012
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7009
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7009
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7008
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 2 0.7008
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7008
D-alanine--D-alanine ligase Q5HEB7 DDL_STAAC Staphylococcus aureus 2 0.7004
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7003
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7002
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7002
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7001
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7001

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