Nitidine - Compound Card

Nitidine

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Nitidine

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Benzophenanthridine Alkaloid
Canonical Smiles COc1cc2c[n+](C)c3c(c2cc1OC)ccc1c3cc2OCOc2c1
InChI InChI=1S/C21H18NO4/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22/h4-10H,11H2,1-3H3/q+1
InChIKey KKMPSGJPCCJYRV-UHFFFAOYSA-N
Formula C21H18NO4+
HBA 4
HBD 0
MW 348.38
Rotatable Bonds 2
TPSA 40.8
LogP 3.72
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 26
Formal Charge 1
Fraction CSP3 0.19
Exact Mass 348.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Toddalia asiatica Rutaceae Plantae 2839963
2 Toddalia asiatica Rutaceae Plantae 2839963
3 Fagara tessmannii Rutaceae Plantae 1291627

Showing of synonyms

  • Rashid MA, Gustafson KR, et al. (1995). Anti-HIV Alkaloids from Toddalia asiatica. Natural Product Letters,1995,6(2),153-156. [View] [PubMed]
  • Fomani M, Ngeufa Happi E, et al. (2016). Oxidative burst inhibition, cytotoxicity and antibacterial acriquinoline alkaloids from Citrus reticulate (Blanco).. Bioorganic & medicinal chemistry letters,2016, 26(2), 306-309. [View] [PubMed]
  • Gakunju DM, Mberu EK, et al. (1995). Potent antimalarial activity of the alkaloid nitidine, isolated from a Kenyan herbal remedy. Antimicrobial Agents and Chemotherapy,1995,39(12),2606-2609. [View] [PubMed]
CPRiL: 47796
Structure

SMILES: O1COc(c12)cc3c(c2)c4c(cc3)c5c(c[nH+]4)cccc5

Level: 0

Mol. Weight: 348.38 g/mol

Anti-hiv
Anti-plasmodial
Antibacterial

Absorption

Caco-2 (logPapp)
-5.43
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.640
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.670
Plasma Protein Binding
72.92
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
10.900
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.570
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
9.180
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-6.370
Rat (Acute)
2.730
Rat (Chronic Oral)
1.470
Fathead Minnow
5.650
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
498.770
Hydration Free Energy
-6.470
Log(D) at pH=7.4
3.130
Log(P)
0.61
Log S
-2.26
Log(Vapor Pressure)
-9.42
Melting Point
224.71
pKa Acid
10.63
pKa Basic
1.73
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9838
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9838
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9793
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9793
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9629
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9629
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9628
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9628
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9610
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9610
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9526
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9526
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9491
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9491
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9461
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9461
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.9431
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.9431
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9386
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9386
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9308
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9308
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 4 0.9307
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 4 0.9307
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9305
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9305
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9268
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9268
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.9250
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.9250
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9167
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9167
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9062
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9062
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9014
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9014
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9008
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9008
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8978
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8978
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8977
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8977
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8942
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8942
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8938
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8938
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8927
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8927
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8857
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8857
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8812
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8812
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8797
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8797
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8742
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8742
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8736
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8736
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8690
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8690
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8680
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8680
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8676
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8676
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8580
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8580
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8569
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8569
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8547
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8547
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8499
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8499
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8498
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8498
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8485
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8485
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8453
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8453
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8443
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8443
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8428
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8428
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8315
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8315
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.8274
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.8274
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8267
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8267
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8251
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8251
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8244
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8244
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8231
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8231
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8231
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8231
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8222
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8222
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8190
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8190
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8181
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8181
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8173
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8173
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8136
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8136
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8091
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8091
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8073
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8073
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8072
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8072
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8063
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8063
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8046
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8046
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8039
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8039
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.8037
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.8037
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8035
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8035
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8033
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8033
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8028
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8028
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8024
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8024
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8009
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8009
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8002
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8002
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7987
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7987
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7914
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7914
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7888
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7888
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7884
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7884
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7884
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7884
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7877
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7877
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7861
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7861
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7813
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7813
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7810
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7810
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7808
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7808
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7796
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7796
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7783
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7783
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7769
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7769
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7762
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7762
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7756
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7756
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7739
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7739
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7731
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7731
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7717
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7717
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7699
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7699
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7669
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7669
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7666
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7666
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7634
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7634
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7625
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7625
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7621
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7621
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7611
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7611
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7611
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7611
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7606
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7606
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7581
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7581
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7581
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7581
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7571
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7571
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7552
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7552
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7547
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7547
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7524
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7524
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7522
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7522
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7516
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7516
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7509
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7509
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7493
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7493
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7446
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7446
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7436
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7436
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7435
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7435
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7434
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7434
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7434
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7434
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7424
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7424
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7417
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7417
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7411
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7411
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7407
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7407
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7406
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7406
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7376
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7376
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7367
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7367
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7315
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7315
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7308
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7308
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7305
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7305
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7304
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7304
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7298
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7298
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7295
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7295
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7284
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7284
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7276
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7276
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7271
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7271
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7260
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7260
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7256
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7256
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7255
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7255
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7253
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7253
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7246
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7246
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.7245
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.7245
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7242
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7242
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7241
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7241
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7238
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7238
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7236
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7236
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7228
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7228
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7227
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7221
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7221
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7215
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7215
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7213
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7213
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7209
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7209
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7196
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7196
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7195
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7195
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7177
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7177
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 4 0.7173
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 4 0.7173
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7169
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7169
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7160
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7160
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7155
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7155
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7139
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7139
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7131
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7131
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7130
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7130
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7126
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7126
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7121
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7121
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7113
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7113
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7110
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7110
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7110
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7110
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7106
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7106
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 4 0.7097
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 4 0.7097
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7073
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7073
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7063
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7063
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 2 0.7058
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 2 0.7058
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7053
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7053
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7051
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7051
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7048
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7048
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7034
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7034
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7032
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7032
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7030
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7030
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7028
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7028
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 2 0.7026
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 2 0.7026
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7020
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7020
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7018
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7018
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7014
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7014
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7009
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7009
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7008
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7008
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7006
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7006
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 2 0.7004
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 2 0.7004

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