6H-indolo[3,2,1-de][1,5]naphthyridin-6-one - Compound Card

6H-indolo[3,2,1-de][1,5]naphthyridin-6-one

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6H-indolo[3,2,1-de][1,5]naphthyridin-6-one

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles O=c1ccc2c3n1c1ccccc1c3ccn2
InChI InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H
InChIKey ZERVJPYNQLONEK-UHFFFAOYSA-N
Formula C14H8N2O
HBA 3
HBD 0
MW 220.23
Rotatable Bonds 0
TPSA 34.37
LogP 2.44
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 220.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zanthoxylum usambarense Rutaceae Plantae 2562172
2 Zanthoxylum usambarense Rutaceae Plantae 2562172

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]
  • 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: 97176
Kegg Ligand: C09098
Chebi: 3363
Nmrshiftdb2: 60024115
Metabolights: MTBLC3363
CPRiL: 63915
Structure

SMILES: c1cccc(c1c23)n4c2c(ccc4=O)ncc3

Level: 0

Mol. Weight: 220.23 g/mol

Antifungal
Fungicidal
Insecticidal

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.880
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.220
Plasma Protein Binding
70.57
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.770
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.830
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.300
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.050
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.730
Rat (Acute)
2.230
Rat (Chronic Oral)
1.410
Fathead Minnow
4.620
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
450.330
Hydration Free Energy
-12.580
Log(D) at pH=7.4
2.000
Log(P)
2.06
Log S
-4.53
Log(Vapor Pressure)
-6.98
Melting Point
249.56
pKa Acid
9.64
pKa Basic
5.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9734
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9734
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.9514
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.9514
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9495
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9495
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.9446
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.9446
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9350
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9350
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.9280
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.9280
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.9269
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.9269
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9039
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9039
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.8993
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.8993
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8987
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8987
Acidic mammalian chitinase Q9BZP6 CHIA_HUMAN Homo sapiens 3 0.8936
Acidic mammalian chitinase Q9BZP6 CHIA_HUMAN Homo sapiens 3 0.8936
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8925
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8925
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8897
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8897
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8887
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8887
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8774
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8774
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8766
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8766
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 3 0.8702
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 3 0.8702
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.8629
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.8629
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8622
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8622
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8560
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8560
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8536
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8536
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8533
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8533
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.8529
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.8529
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.8478
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.8478
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8442
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8442
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8441
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8441
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8439
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8439
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8412
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8412
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8367
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8367
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8364
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8364
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8354
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8354
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8307
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8307
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8269
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8269
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.8199
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.8199
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8133
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8133
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8117
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8117
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8087
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8087
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8054
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8054
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8054
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8054
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8025
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8025
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8012
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8012
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7988
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7988
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7986
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7986
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7959
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7959
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7955
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7955
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7924
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7924
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7903
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7903
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7899
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7899
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7881
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7881
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7837
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7837
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7816
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7816
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7815
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7815
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7791
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7791
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7790
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7790
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7771
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7771
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7770
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7770
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7766
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7766
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7760
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7760
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7758
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7758
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7732
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7732
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7709
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7709
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7700
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7700
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7694
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7694
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7694
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7694
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7684
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7684
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7682
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7682
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7680
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7680
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7674
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7674
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7671
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7671
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7667
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7667
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7648
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7648
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7645
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7645
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7633
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7633
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7625
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7625
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7625
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7625
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7615
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7615
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7614
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7614
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7611
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7611
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7598
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7598
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7577
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7577
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7573
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7573
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7564
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7564
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7561
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7561
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7556
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7556
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7529
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7529
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7499
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7499
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7498
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7498
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7488
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7488
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7479
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7479
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7473
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7473
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 2 0.7457
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 2 0.7457
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7442
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7442
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7442
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7442
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7419
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7419
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7408
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7408
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7396
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7396
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7393
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7393
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7385
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7385
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7384
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7384
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7370
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7370
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7363
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7363
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 2 0.7350
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7350
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 2 0.7350
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7350
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7348
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7348
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7337
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7337
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7325
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7325
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7323
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7323
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7307
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7307
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7305
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7305
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7302
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7302
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7300
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7300
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7290
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7290
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7273
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7273
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 3 0.7264
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 3 0.7264
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7261
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7261
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7260
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7260
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7240
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7240
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7232
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7232
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7230
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7230
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7225
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7225
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7222
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7222
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7216
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7216
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7210
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7210
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7209
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7209
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7201
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7201
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7184
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7184
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7180
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7180
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7166
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7166
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7164
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7164
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7160
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7160
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7153
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7153
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7140
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7140
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7132
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7132
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7123
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7123
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7115
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7115
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7114
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7114
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7113
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7113
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7111
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7111
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 2 0.7109
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 2 0.7109
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7109
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7109
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7089
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7089
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7085
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7085
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7082
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7082
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7081
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7081
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7081
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7081
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7079
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7079
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7078
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7078
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7067
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7067
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7064
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7064
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7057
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7057
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7057
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7057
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7056
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7056
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7055
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7055
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7047
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7047
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7045
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7045
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7041
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7041
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7038
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7038
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7030
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7030
D-alanine--D-alanine ligase Q5HEB7 DDL_STAAC Staphylococcus aureus 3 0.7024
D-alanine--D-alanine ligase Q5HEB7 DDL_STAAC Staphylococcus aureus 3 0.7024
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7024
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7024
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7021
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7021
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7019
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7019
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7014
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7014
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7010
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7010
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7005
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7005

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