Caulindole C - Compound Card

Caulindole C

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Caulindole C

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles C=CC(c1c[nH]c2c1cc(cc2)/C=C/[C@]1(C)CCC(=C[C@H]1c1ccc2c(c1)c(c[nH]2)C(C=C)(C)C)C)(C)C
InChI InChI=1S/C36H42N2/c1-9-34(4,5)30-22-37-32-13-11-25(20-27(30)32)16-18-36(8)17-15-24(3)19-29(36)26-12-14-33-28(21-26)31(23-38-33)35(6,7)10-2/h9-14,16,18-23,29,37-38H,1-2,15,17H2,3-8H3/b18-16+/t29-,36-/m0/s1
InChIKey SYOHATBHOYMGBM-CFIJVAFSSA-N
Formula C36H42N2
HBA 0
HBD 2
MW 502.75
Rotatable Bonds 7
TPSA 31.58
LogP 10.12
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 502.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Isolona cauliflora Annonaceae Plantae 489332

Showing of synonyms

  • Makangara JJ, Henry L, et al. (2004). The caulindoles: dimeric prenylindoles from Isolona cauliflora. Phytochemistry,2004,65(2),227-232. [View] [PubMed]
Pubchem: 11443468
Nmrshiftdb2: 60044859

No compound-protein relationship available.

Structure

SMILES: c1c[nH]c(c12)ccc(c2)C=CC3C(C=CCC3)c(c4)ccc(c45)[nH]cc5

Level: 2

Mol. Weight: 502.75 g/mol

Structure

SMILES: C1CC=CCC1C=Cc(c2)ccc(c23)[nH]cc3

Level: 1

Mol. Weight: 502.75 g/mol

Structure

SMILES: c1c[nH]c(c12)ccc(c2)C3C=CCCC3

Level: 1

Mol. Weight: 502.75 g/mol

Structure

SMILES: c1c[nH]c(c12)cccc2

Level: 0

Mol. Weight: 502.75 g/mol

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 502.75 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.36
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.07
Plasma Protein Binding
87.76
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
4.27
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
Toxic
Daphnia Maga
7.71
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
Toxic
T. Pyriformis
-1962.75
Rat (Acute)
2.42
Rat (Chronic Oral)
2.23
Fathead Minnow
14.11
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
513.53
Hydration Free Energy
-3.01
Log(D) at pH=7.4
6.52
Log(P)
10.77
Log S
-6.92
Log(Vapor Pressure)
-8.62
Melting Point
186.91
pKa Acid
12.59
pKa Basic
6.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9401
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9401
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9168
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9168
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.9088
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.9088
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.9045
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.9045
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8618
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8618
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8579
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8579
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8493
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8493
Albumin P02769 ALBU_BOVIN Bos taurus 3 0.8436
Albumin P02769 ALBU_BOVIN Bos taurus 3 0.8436
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8433
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8433
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8418
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8418
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.8359
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.8359
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8355
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8355
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8336
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8336
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8272
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8272
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8205
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8205
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8188
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8188
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8088
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8088
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 3 0.8044
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 3 0.8044
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7922
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7922
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7900
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7900
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7886
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7886
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7774
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7774
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7751
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7751
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7744
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7744
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7740
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7740
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7734
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7734
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7701
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7701
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7701
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7701
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7680
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7680
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7659
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7659
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7648
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7648
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7618
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7618
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7611
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7611
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7604
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7604
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7604
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7604
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7591
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7591
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7580
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7580
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7579
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7579
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7561
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7561
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7544
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7544
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7542
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7542
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7541
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7541
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7530
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7530
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7526
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7526
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7525
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7525
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7522
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7522
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7522
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7522
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 3 0.7521
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 3 0.7521
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 2 0.7517
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 2 0.7517
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7516
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7516
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7492
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7492
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7482
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7482
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7473
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7473
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7469
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7469
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7465
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7465
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7460
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7460
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 3 0.7446
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 3 0.7446
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7444
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7444
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 3 0.7444
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 3 0.7444
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7440
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7440
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7434
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7434
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7429
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7429
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7427
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7427
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7423
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7423
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7418
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7418
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7400
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7400
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7388
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7388
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7383
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7383
UDP-glycosyltransferase 72B1 Q9M156 U72B1_ARATH Arabidopsis thaliana 3 0.7370
UDP-glycosyltransferase 72B1 Q9M156 U72B1_ARATH Arabidopsis thaliana 3 0.7370
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7368
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7368
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7360
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7360
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7358
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7358
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7353
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7353
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7352
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7352
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7351
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7351
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7347
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7347
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7341
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7341
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7341
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7341
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7333
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7333
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.7331
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.7331
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7326
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7326
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7322
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7322
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7321
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7321
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7318
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7318
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7309
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7309
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7307
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7307
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7299
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7299
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7296
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7296
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7269
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7269
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7265
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7265
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7253
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7253
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7249
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7249
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7232
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7232
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7229
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7229
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7221
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7221
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7218
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7218
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7218
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7218
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7215
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7215
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7203
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7203
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7202
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7202
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7201
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7201
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7199
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7199
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 2 0.7197
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 2 0.7197
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7189
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7189
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7187
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7187
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7183
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7183
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 4 0.7174
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 4 0.7174
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 3 0.7170
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 3 0.7170
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7164
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7164
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7149
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7149
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7149
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7149
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7145
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7145
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7131
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7131
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7131
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7131
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7125
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7125
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7122
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7122
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7120
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7120
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 2 0.7118
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 2 0.7118
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7115
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7115
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7108
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7108
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7105
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7105
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 4 0.7095
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 4 0.7095
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7081
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7081
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7076
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7076
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7069
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7069
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7065
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7065
Casein kinase I isoform gamma-2 P78368 KC1G2_HUMAN Homo sapiens 3 0.7062
Casein kinase I isoform gamma-2 P78368 KC1G2_HUMAN Homo sapiens 3 0.7062
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7051
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7051
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7050
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7050
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7045
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7045
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7045
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7045
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7043
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7043
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7031
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7031
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7028
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7028
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7025
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7025
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7013
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7013
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7000
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7000

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