7,8-dimethoxy-2,3-methylenedioxybenzo[c]phenanthridine - Compound Card

7,8-dimethoxy-2,3-methylenedioxybenzo[c]phenanthridine

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7,8-dimethoxy-2,3-methylenedioxybenzo[c]phenanthridine

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Benzophenanthridine Alkaloid
Canonical Smiles COc1c(OC)ccc2c1cnc1c2ccc2c1cc1OCOc1c2
InChI InChI=1S/C20H15NO4/c1-22-16-6-5-12-13-4-3-11-7-17-18(25-10-24-17)8-14(11)19(13)21-9-15(12)20(16)23-2/h3-9H,10H2,1-2H3
InChIKey JGUNQXPMULKFNY-UHFFFAOYSA-N
Formula C20H15NO4
HBA 5
HBD 0
MW 333.34
Rotatable Bonds 2
TPSA 49.81
LogP 4.29
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 333.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zanthoxylum usambarense Rutaceae Plantae 2562172
2 Zanthoxylum usambarense Rutaceae Plantae 2562172
3 Zanthoxylum gilletii Rutaceae Plantae 1291627

Showing of synonyms

  • He W, Van Puyvelde L, et al. (2002). Chemical constituents and biological activities of Zanthoxylum usambarense. Phytotherapy Research,2002,16(1),66-70. [View] [PubMed]
  • Nyaboke HO, Moraa M, et al. (2018). Cytotoxicity of lupeol from the stem bark of Zanthoxylum gilletii against multi-factorial drug resistant cancer cell lines. Investigational Medicinal Chemistry and Pharmacology,2018,1(1),10.. [View] [PubMed]
  • He W, De Kimpe N. (2000). Study of biological active principles from Kenyan medicinal plants. PhD Thesis, University of Ghent, Belgium, 2000-2001. [View]
Pubchem: 443719
Kegg Ligand: C12226
Chebi: 31917
Nmrshiftdb2: 60021983
Metabolights: MTBLC31917
CPRiL: 55549
Structure

SMILES: O1COc(c12)cc3c(c2)c4c(cc3)c5c(cn4)cccc5

Level: 0

Mol. Weight: 333.34 g/mol

Antifungal
Insecticidal

Absorption

Caco-2 (logPapp)
-5.29
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.550
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.750
Plasma Protein Binding
84.47
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.180
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.830
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.440
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.440
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
-1.990
Rat (Acute)
2.700
Rat (Chronic Oral)
1.640
Fathead Minnow
5.580
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
499.770
Hydration Free Energy
-7.170
Log(D) at pH=7.4
3.010
Log(P)
4.22
Log S
-5.3
Log(Vapor Pressure)
-8.61
Melting Point
188.47
pKa Acid
10.56
pKa Basic
3.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9823
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9823
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9513
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9513
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9497
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9497
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9477
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9477
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9452
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9452
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.9415
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.9415
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9402
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9402
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9395
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9395
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9392
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9392
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9363
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9363
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9326
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9326
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9315
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9315
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9306
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9306
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9286
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9286
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9278
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9278
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9203
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9203
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9163
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9163
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9134
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9134
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9120
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9120
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.9100
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.9100
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9020
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9020
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9016
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9016
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8990
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8990
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8988
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8988
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.8966
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.8966
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8917
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8917
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8916
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8916
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8902
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8902
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8893
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8893
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8881
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8881
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8881
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8881
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8859
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8859
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8856
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8856
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8856
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8856
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8801
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8801
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8799
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8799
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8790
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8790
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8759
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8759
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8751
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8751
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8738
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8738
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8736
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8736
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8671
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8671
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8652
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8652
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8627
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8627
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8583
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8583
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8570
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8570
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8556
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8556
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8539
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8539
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8537
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8537
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8519
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8519
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8500
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8454
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8454
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.8430
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.8430
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8423
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8423
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8394
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8394
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8356
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8356
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8346
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8346
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8340
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8340
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8337
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8337
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8311
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8311
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8309
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8309
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8279
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8279
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8258
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8258
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8240
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8240
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8195
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8195
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8163
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8163
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8158
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8158
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8158
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8158
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8155
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8155
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8144
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8144
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8078
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8078
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8062
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8062
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8030
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8030
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8026
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8026
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8026
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8026
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8024
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8024
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8011
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8011
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8002
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8002
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7953
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7953
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7947
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7947
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7924
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7924
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7904
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7904
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7900
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7900
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7898
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7898
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7893
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7893
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7892
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7892
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7878
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7878
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7855
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7855
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7829
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7829
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7826
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7826
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7809
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7809
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7803
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7803
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7785
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7785
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7762
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7762
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7760
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7760
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7756
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7756
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7753
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7753
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7746
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7746
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7725
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7725
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7686
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7686
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7679
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7679
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7668
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7668
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7665
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7665
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7636
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7636
Avidin P02701 AVID_CHICK Gallus gallus 4 0.7625
Avidin P02701 AVID_CHICK Gallus gallus 4 0.7625
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7615
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7615
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7600
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7600
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7597
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7597
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7572
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7572
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.7535
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.7535
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7520
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7520
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7519
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7519
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7493
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7493
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7492
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7492
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7482
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7482
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7476
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7476
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7474
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7474
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7472
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7472
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7459
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7459
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 4 0.7446
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 4 0.7446
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7445
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7445
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7441
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7441
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7440
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7440
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7436
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7436
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7432
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7432
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7428
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7428
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7418
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7418
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7415
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7415
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7412
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7412
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7405
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7405
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7388
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7388
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7387
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7387
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7378
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7378
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7375
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7375
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7362
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7362
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7360
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7360
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7354
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7354
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7345
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7345
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7345
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7345
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7344
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7344
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7333
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7333
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7328
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7328
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7293
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7293
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7293
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7293
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7274
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7274
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7273
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7273
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7273
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7273
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7268
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7268
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7264
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7264
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7260
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7260
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7259
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7259
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7257
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7257
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7245
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7245
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7239
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7239
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7224
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7224
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7222
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7222
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7215
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7215
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 4 0.7213
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 4 0.7213
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7189
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7189
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7186
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7186
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7185
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7185
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7181
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7181
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7180
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7180
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7174
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7174
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7174
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7174
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7168
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7168
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7165
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7165
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7163
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7163
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7162
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7162
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7135
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7135
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7125
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7125
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7117
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7117
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7107
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7107
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7097
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7097
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7086
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7086
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 4 0.7075
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 4 0.7075
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7072
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7072
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7072
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7072
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7070
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7070
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7070
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7070
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7068
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7068
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7064
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7064
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7055
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7055
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 2 0.7033
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 2 0.7033
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7026
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7026
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7022
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7022
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7012
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7012
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7008
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7008

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