Pituranthosin C - Compound Card

Pituranthosin C

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Pituranthosin C

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles O=c1ccc2c(o1)c(OCC(C(=C)CCC(C(O)(C)C)O)O)c1c(c2)cco1
InChI InChI=1S/C21H24O7/c1-12(4-6-16(23)21(2,3)25)15(22)11-27-20-18-14(8-9-26-18)10-13-5-7-17(24)28-19(13)20/h5,7-10,15-16,22-23,25H,1,4,6,11H2,2-3H3
InChIKey XCQVPFYLQMYTRG-UHFFFAOYSA-N
Formula C21H24O7
HBA 7
HBD 3
MW 388.42
Rotatable Bonds 8
TPSA 113.27
LogP 2.75
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 388.15
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: 388.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.14
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.570
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
62.31
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
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
9.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.980
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.390
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.870
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
-6.210
Rat (Acute)
2.950
Rat (Chronic Oral)
2.520
Fathead Minnow
4.660
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
477.090
Hydration Free Energy
-8.530
Log(D) at pH=7.4
1.970
Log(P)
1.58
Log S
-3.26
Log(Vapor Pressure)
-10.24
Melting Point
132.51
pKa Acid
5.64
pKa Basic
6.52
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 0.9679
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9592
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9572
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9511
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9496
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.9384
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9373
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.9310
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9255
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.9237
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9196
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9170
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9134
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 4 0.9132
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.9116
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9113
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9080
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.9077
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9074
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9048
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8978
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8934
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8908
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8899
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8895
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8874
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8859
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8833
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8824
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8821
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8808
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8802
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8759
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 4 0.8742
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.8742
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8729
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8724
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8716
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8715
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 4 0.8710
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8685
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8681
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8665
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8631
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 4 0.8604
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8574
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8572
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8571
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.8554
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8537
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8534
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8529
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8513
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8506
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8495
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8494
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8490
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8486
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8464
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 3 0.8459
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8457
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8455
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8416
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8416
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8383
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 4 0.8324
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8309
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.8305
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.8305
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8300
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8279
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8237
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8231
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8214
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8147
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8126
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8105
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8105
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8100
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8099
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.8097
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8094
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8088
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 4 0.8087
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8086
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8072
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8067
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8062
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8035
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8031
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 4 0.8026
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8020
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.8011
Diguanylate phosphodiesterase A6T8V8 A6T8V8_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.8003
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8001
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7999
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7990
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7987
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7977
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7972
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7972
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7970
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7970
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7938
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7935
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7926
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7916
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7915
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7906
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7898
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7887
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7879
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7867
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7855
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7833
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7828
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7818
Transcriptional regulator Q8NMG3 Q8NMG3_CORGL Corynebacterium glutamicum 3 0.7806
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7796
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7791
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7784
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7778
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7775
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7773
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.7772
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7769
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7757
Cytochrome P450 2D6 P10635 CP2D6_HUMAN Homo sapiens 3 0.7742
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7741
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7739
TGF-beta receptor type-1 P36897 TGFR1_HUMAN Homo sapiens 3 0.7736
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7734
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7721
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7720
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7709
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7703
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7697
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7695
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7662
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7660
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7659
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7653
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7632
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7618
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7615
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7613
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7608
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7605
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7605
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7598
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7591
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7591
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7578
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7576
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7575
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7574
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7573
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7572
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7570
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7562
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7559
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7557
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7553
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7551
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7550
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7547
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7543
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7540
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7540
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7538
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7529
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7526
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7524
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7523
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7521
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7520
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 2 0.7517
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7510
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7508
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7508
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7507
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7507
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7500
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7499
Casein kinase I isoform gamma-2 P78368 KC1G2_HUMAN Homo sapiens 3 0.7489
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7486
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7486
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7484
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7483
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7478
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7474
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 2 0.7473
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7470
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7470
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7466
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7464
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7457
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7450
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7444
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7444
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7437
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7429
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 4 0.7425
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7422
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 2 0.7422
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7418
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7411
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7411
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7409
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7403
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7403
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 3 0.7403
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7398
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7391
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7391
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7384
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7384
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7382
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7376
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7371
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7371
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7370
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7363
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7360
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7359
F420H(2)-dependent reductase Rv1155 O06553 F420R_MYCTU Mycobacterium tuberculosis 3 0.7354
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7345
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7345
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7345
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7344
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7342
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7339
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7338
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7335
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7333
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7330
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7326
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7326
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7321
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7320
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7318
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7318
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7316
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7314
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7314
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7314
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 2 0.7306
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7297
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7296
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7293
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7286
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7285
Acyl-homoserine-lactone synthase Q4VSJ8 Q4VSJ8_BURGL Burkholderia glumae 4 0.7284
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7278
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7273
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7273
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7272
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7272
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7271
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7268
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7263
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7263
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7262
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7261
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7261
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7257
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7255
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7254
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7249
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7244
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7244
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7240
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7239
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 4 0.7237
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7229
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7223
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7220
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7219
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7215
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7211
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7210
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7208
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7206
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7205
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7201
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7196
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7194
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7194
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7193
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7193
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7190
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 3 0.7181
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7178
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7176
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7175
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7174
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7174
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7169
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7169
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7168
Genome polyprotein O93077 O93077_9HEPC Hepacivirus hominis 3 0.7167
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7165
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7165
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7161
V-1 PROTEASE protein Q9Q288 Q9Q288_9HIV1 Human immunodeficiency virus 1 3 0.7160
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7160
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7160
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7159
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7158
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 2 0.7158
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7157
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7151
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7149
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7144
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7140
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7140
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7139
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7137
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7134
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7131
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7128
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7124
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7120
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7115
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7115
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7113
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7112
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7102
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7101
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7091
Fatty acid-binding protein, adipocyte P04117 FABP4_MOUSE Mus musculus 2 0.7090
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR0 INHA_MYCTO Mycobacterium tuberculosis 3 0.7086
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7085
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7084
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7082
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7080
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 4 0.7079
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7078
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7065
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7058
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7057
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7047
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7046
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7044
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7043
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7042
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7042
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7042
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7041
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7038
Aclacinomycin 10-hydroxylase RdmB Q54527 RDMB_STREF Streptomyces purpurascens 3 0.7036
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7034
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7033
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7033
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7029
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7027
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7021
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7020
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 2 0.7020
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7019
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7018
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7017
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7013
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7012
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7012
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7012
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.7011
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 2 0.7002
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7000

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