8-[(R)-6′,7′-dihydroxygeranyloxy]psoralen - Compound Card

8-[(R)-6′,7′-dihydroxygeranyloxy]psoralen

Select a section from the left sidebar

8-[(R)-6′,7′-dihydroxygeranyloxy]psoralen

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/CCC(C(O)(C)C)O
InChI InChI=1S/C21H24O6/c1-13(4-6-16(22)21(2,3)24)8-10-26-20-18-15(9-11-25-18)12-14-5-7-17(23)27-19(14)20/h5,7-9,11-12,16,22,24H,4,6,10H2,1-3H3/b13-8+
InChIKey HWQSPRJGHSGSPF-MDWZMJQESA-N
Formula C21H24O6
HBA 6
HBD 2
MW 372.42
Rotatable Bonds 7
TPSA 93.04
LogP 3.78
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 372.16
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]
Pubchem: 10547265
Nmrshiftdb2: 70127459

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 372.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.25
Plasma Protein Binding
73.22
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
Non-Inhibitor
CYP 2C9 Substrate
Non-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
8.59
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.77
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.45
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.02
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
-2.28
Rat (Acute)
2.5
Rat (Chronic Oral)
2.19
Fathead Minnow
5.11
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
476.52
Hydration Free Energy
-8.12
Log(D) at pH=7.4
2.46
Log(P)
2.61
Log S
-4.55
Log(Vapor Pressure)
-9.32
Melting Point
122.92
pKa Acid
6.65
pKa Basic
6.88
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 0.9666
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9558
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9542
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.9240
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9081
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9036
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9034
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9015
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8950
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8915
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8885
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8875
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8863
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8834
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8800
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8799
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8785
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8699
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8619
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.8579
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8521
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8477
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8475
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8450
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8426
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8416
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8415
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8411
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8411
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8399
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8338
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8333
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8305
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8294
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8292
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8292
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8270
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8269
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8219
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8214
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8158
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8157
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8135
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8120
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8101
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8083
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8081
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8072
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8001
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.7989
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7982
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7980
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7975
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7970
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7945
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7945
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7909
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7906
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7901
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7900
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7897
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7877
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7877
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7853
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7844
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7840
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7832
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7828
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7818
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7793
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7790
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7783
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7774
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7773
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7766
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7760
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7759
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7758
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7742
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7737
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7732
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7727
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7723
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7721
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7717
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7708
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7689
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7671
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 4 0.7669
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7661
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7659
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7655
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7652
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.7651
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7650
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7638
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7632
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7632
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7626
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7623
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7620
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7612
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7612
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7611
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7607
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7591
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7586
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7584
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7580
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7580
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7577
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7575
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7570
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7565
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7565
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7557
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7553
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7553
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7548
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7548
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7547
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7543
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7539
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 2 0.7537
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7537
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7532
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7529
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7529
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7528
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 2 0.7526
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7520
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7515
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7513
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7511
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7510
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7509
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7499
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7497
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7491
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7489
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7487
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 2 0.7485
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7482
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7480
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7467
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7463
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7461
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7457
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7450
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7450
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7449
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7449
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7448
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7445
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7438
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7435
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7433
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7433
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7432
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7432
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7430
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7427
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7424
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7422
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7417
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7412
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7407
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7406
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7406
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7403
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7402
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7396
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7392
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 2 0.7387
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7379
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7377
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7376
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7371
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7366
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7364
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7362
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7362
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7360
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7360
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7343
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7341
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 2 0.7341
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7332
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7329
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7327
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7325
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7324
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7321
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7319
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7318
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7317
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7315
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7311
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7309
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7309
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7307
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7306
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7303
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7303
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7299
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7292
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7288
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7277
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7270
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7262
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7258
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7248
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7247
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7244
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7244
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7243
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7239
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7238
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7235
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7234
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7231
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7229
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 2 0.7224
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7220
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7215
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7213
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7213
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7212
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7204
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7202
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7197
Genome polyprotein O93077 O93077_9HEPC Hepacivirus hominis 3 0.7190
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7177
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7176
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7173
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7173
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7171
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7167
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7164
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7163
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7154
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7148
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7144
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7143
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7142
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7138
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7136
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7136
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7135
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7131
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7130
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7125
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7114
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7109
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 2 0.7107
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7101
Acyl-homoserine-lactone synthase Q4VSJ8 Q4VSJ8_BURGL Burkholderia glumae 4 0.7092
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7090
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7089
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7089
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7086
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7083
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7083
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7082
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7080
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7075
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7072
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7069
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7061
Diguanylate phosphodiesterase A6T8V8 A6T8V8_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 3 0.7057
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7055
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7054
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7052
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7050
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7050
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7047
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7047
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7046
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7041
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7039
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7036
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7034
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7032
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7032
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7032
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7030
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7029
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7011
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7010
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7007
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7007

Download SDF