Isoimpinellin - Compound Card

Isoimpinellin

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Isoimpinellin

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Furanocoumarin
Canonical Smiles COc1c2ccc(=O)oc2c(c2c1cco2)OC
InChI InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3
InChIKey DFMAXQKDIGCMTL-UHFFFAOYSA-N
Formula C13H10O5
HBA 5
HBD 0
MW 246.22
Rotatable Bonds 2
TPSA 61.81
LogP 2.56
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 246.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Casimiroa edulis Rutaceae Plantae 68535
2 Ruta montana Rutaceae Plantae 266085
3 Pituranthos triradiatus Apiaceae Plantae 99500
4 Pituranthos triradiatus Apiaceae Plantae 99500
5 Ammi majus Apiaceae Plantae 48026
6 Citrus reticulata Rutaceae Plantae 85571

Showing of synonyms

  • Kabouche Z, Benkiki N, et al. (2003). A new dicoumarinyl ether and two rare furocoumarins from Ruta montana. Fitoterapia,2003,74(1-2),194-196. [View] [PubMed]
  • Selim YA, Ouf NH. (2012). Anti-inflammatory new coumarin from the Ammi majus L.. Organic and Medicinal Chemistry Letters,2012,2,1. [View] [PubMed]
  • Halim AF, Lahioub MF, et al. (1989). Coumarins of Pituranthos triradiatus Growing in Egypt. Planta Medica,1989,55,609. [View]
  • Awaad AS, Maitland DJ, et al. (2007). New alkaloids from Casimiroa edulis fruits and their pharmacological activity. Chemistry of Natural Compounds,2007,43(5),576-580. [View]
  • 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]
  • Halim AF, Saad HEA, et al. (1995). Pituranthoside from Pituranthos triradiatus. Phytochemistry,1995,40(3),927-929. [View]
CPRiL: 145808
Structure

SMILES: c1coc(c12)cc3c(c2)ccc(=O)o3

Level: 0

Mol. Weight: 246.22 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.09
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.13
Plasma Protein Binding
74.48
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
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.55
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.37
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.55
Rat (Acute)
2.62
Rat (Chronic Oral)
2.18
Fathead Minnow
4.67
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
396.47
Hydration Free Energy
-9.9
Log(D) at pH=7.4
2.14
Log(P)
2.2
Log S
-3.57
Log(Vapor Pressure)
-6.11
Melting Point
160.49
pKa Acid
6.82
pKa Basic
4.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9952
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9952
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9463
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9463
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9447
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9447
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9423
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9423
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9390
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9390
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9137
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9137
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9059
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9059
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9021
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9021
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8995
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8995
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8994
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8994
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8977
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8977
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8918
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8918
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8913
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8913
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8838
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8838
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8744
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8744
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8716
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8716
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8638
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8638
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8478
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8478
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8362
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8362
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8351
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8351
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8350
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8350
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8307
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8307
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8226
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8226
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8147
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8147
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8124
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8124
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8117
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8117
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8115
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8115
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8106
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8106
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8093
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8093
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8061
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8061
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8039
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8039
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8028
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8028
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7990
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7990
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7962
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7962
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7960
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7960
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7952
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7952
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7912
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7912
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7883
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7883
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7859
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7859
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7850
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7850
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7834
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7834
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7830
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7830
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7808
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7808
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7802
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7802
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7798
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7798
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7796
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7796
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7769
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7769
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7748
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7748
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7740
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7740
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7722
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7722
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7691
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7691
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7689
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7689
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7677
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7677
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7649
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7649
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7645
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7645
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7637
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7637
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7636
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7636
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7621
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7621
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7618
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7618
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7599
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7599
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7589
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7589
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7587
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7587
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7584
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7584
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7566
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7566
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7556
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7556
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7533
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7533
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7528
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7528
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7514
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7514
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7510
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7510
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7508
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7508
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7495
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7495
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7477
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7477
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7474
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7474
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7473
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7473
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7449
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7449
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7443
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7443
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7436
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7436
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7436
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7436
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7429
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7429
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 2 0.7424
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 2 0.7424
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7418
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7418
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7415
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7415
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7405
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7405
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7401
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7401
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7393
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7393
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7387
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7387
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7376
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7376
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7365
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7365
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7363
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7363
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7339
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7339
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7334
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7334
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 2 0.7325
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 2 0.7325
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7324
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7324
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7323
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7323
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7312
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7312
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7311
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7311
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7299
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7299
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7299
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7299
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7286
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7286
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7265
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7265
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7260
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7260
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7253
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7253
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7253
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7253
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7238
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7238
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7228
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7228
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7228
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7228
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7225
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7225
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7217
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7217
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7211
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7211
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7209
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7209
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7203
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7203
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7197
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7197
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7191
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7191
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7185
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7185
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7172
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7172
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7171
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7171
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7167
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7167
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7163
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7163
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7157
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7157
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7152
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7152
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7148
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7148
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7142
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7142
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7141
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7141
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 2 0.7139
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 2 0.7139
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7135
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7135
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7131
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7131
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7124
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7124
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7121
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7121
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 2 0.7107
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 2 0.7107
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7094
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7094
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7094
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7094
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7090
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7090
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7077
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7077
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7076
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7076
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7074
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7074
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7071
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7071
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7070
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7070
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7067
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7067
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7062
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7062
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7058
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7058
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7051
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7051
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7044
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7044
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7037
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7037
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7021
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7021
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7010
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7010
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7004
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7004
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7002
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7002

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