Skimmianine - Compound Card

Skimmianine

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Skimmianine

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Furoquinoline Alkaloid
Canonical Smiles COc1ccc2c(c1OC)nc1c(c2OC)cco1
InChI InChI=1S/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H3
InChIKey SLSIBLKBHNKZTB-UHFFFAOYSA-N
Formula C14H13NO4
HBA 5
HBD 0
MW 259.26
Rotatable Bonds 3
TPSA 53.72
LogP 3.01
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 259.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Casimiroa edulis Rutaceae Plantae 68535
2 Haplophyllum tuberculatum Rutaceae Plantae 452784
3 Teclea trichocarpa Rutaceae Plantae 2695420
4 Vepris glomerata Rutaceae Plantae 2695416
5 Vepris uguenensis Rutaceae Plantae 2695421
6 Teclea nobilis Rutaceae Plantae 1220089
7 Vepris glomerata Rutaceae Plantae 2695416
8 Zanthoxylum chalybeum Rutaceae Plantae 1671342
9 Vepris glomerata Rutaceae Plantae 2695416
10 Vepris uguenensis Rutaceae Plantae 2695421
11 Zanthoxylum gilletii Rutaceae Plantae 1291627

Showing of synonyms

  • Kiplimo JJ, Islam S, et al. (2011). A novel flavonoid and furoquinoline alkaloids from Vepris glomerata and their antioxidant activity. Natural Product Communications,2011,6(12),1847-1850. [View] [PubMed]
  • Lacroix D, Prado S, et al. (2012). Absolute configuration of 2′(R)-acetylmontrifoline and 2'(R)-montrifoline, furoquinolines from the fruits of Teclea nobilis. Phytochemistry Letters,2012,5(1),22-25. [View] [PubMed]
  • Khalid SA, Waterman PG (1981). Alkaloid, lignan and flavonoid constituents of Haplophyllum tuberculatum from Sudan. Planta Medica,1981,43(2),148-152. [View] [PubMed]
  • Kiplimo JJ, Koorbanally NA. (2012). Antibacterial activity of an epoxidised prenylated cinnamaldehdye derivative from Vepris glomerata. Phytochemistry Letters,2012,5(3),438-442. [View] [PubMed]
  • Weenen H, Nkunya MH, et al. (1990). Antimalarial compounds containing an alpha,beta-unsaturated carbonyl moiety from Tanzanian medicinal plants.. Planta medica,1990,56(4),371-373. [View] [PubMed]
  • Olila D, Opuda-Asibo J, et al. (2001). Bioassay-guided studies on the cytotoxic and in vitro trypanocidal activities of a sesquiterpene (Muzigadial) derived from a Ugandan medicinal plant (Warburgia ugandensis). African Health Sciences,2001,1(1),13-15. [View] [PubMed]
  • Muriithi MW, Abraham WR, et al. (2002). Isolation and in vitro antiplasmodial activities of alkaloids from Teclea trichocarpa: in vivo antimalarial activity and X-ray crystal structure of normelicopicine. Journal of Natural Products,2002,65(7),956-959. [View] [PubMed]
  • 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]
  • Kiplimo JJ, Shahidul Islam M, et al. (2012). Ring A-seco limonoids and flavonoids from the Kenyan Vepris uguenensis Engl. and their antioxidant activity. Phytochemistry,2012,83(2012),136-143. [View] [PubMed]
  • Kiplimo JJ, Koorbanally NA. (2012). The phytochemistry and biological activity of secondary metabolites from Kenyan Vernonia and Vepris species. PhD Thesis, University of Kwazulu-Natal, South Africa,2012. [View] [PubMed]
Pubchem: 6760
Kegg Ligand: C10740
Chebi: 9172
Nmrshiftdb2: 10017689
Metabolights: MTBLC9172
Bindingdb: 50486607
CPRiL: 84340
Structure

SMILES: c1coc(c12)nc3c(c2)cccc3

Level: 0

Mol. Weight: 259.26 g/mol

Anti-plasmodial
Antibacterial

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.270
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.120
Plasma Protein Binding
80.04
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
11.850
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.870
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.100
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.730
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
3.210
Rat (Acute)
2.710
Rat (Chronic Oral)
2.370
Fathead Minnow
4.850
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
386.170
Hydration Free Energy
-10.400
Log(D) at pH=7.4
2.730
Log(P)
2.35
Log S
-3.41
Log(Vapor Pressure)
-5.79
Melting Point
126.51
pKa Acid
8.97
pKa Basic
5.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9561
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9561
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9420
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9420
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9406
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9406
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9396
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9396
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9354
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9354
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9354
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9354
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9326
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9326
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9293
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9293
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9288
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9288
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.9108
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.9108
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9098
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9098
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9083
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9083
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9019
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9019
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.9005
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.9005
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8987
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8987
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8925
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8925
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8925
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8925
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8885
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8885
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8848
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8848
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8808
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8808
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8785
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8785
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8750
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8750
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8731
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8731
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8694
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8694
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8690
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8690
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8619
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8619
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8597
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8597
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8593
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8593
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8580
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8580
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8571
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8571
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8546
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8546
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8541
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8541
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8524
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8524
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8487
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8487
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8359
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8359
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8328
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8328
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8259
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8259
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8179
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8179
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8165
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8165
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8038
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8038
Terminal oxygenase component of carbazole Q84II6 Q84II6_JANS3 Janthinobacterium sp 3 0.8037
Terminal oxygenase component of carbazole Q84II6 Q84II6_JANS3 Janthinobacterium sp 3 0.8037
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8022
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8022
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7990
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7990
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7985
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7985
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7970
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7970
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7967
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7967
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7956
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7956
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7932
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7932
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7917
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7917
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7893
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7893
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7877
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7877
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7861
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7861
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7846
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7846
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7820
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7820
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7797
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7797
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7767
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7767
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7751
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7751
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7746
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7746
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7723
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7723
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7709
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7709
Cyclin-dependent kinase 2 homolog Q07785 CDC2H_PLAFK Plasmodium falciparum 4 0.7703
Cyclin-dependent kinase 2 homolog Q07785 CDC2H_PLAFK Plasmodium falciparum 4 0.7703
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7696
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7696
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7689
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7689
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7687
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7687
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7658
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7658
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7644
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7644
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7642
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7642
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7629
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7629
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7623
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7623
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7592
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7592
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7591
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7591
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7574
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7574
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7571
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7571
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7569
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7569
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7554
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7554
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7554
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7554
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7553
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7553
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7552
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7552
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7550
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7550
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7549
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7549
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7549
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7549
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7538
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7538
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7527
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7527
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7513
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7513
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 4 0.7510
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 4 0.7510
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7502
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7502
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7500
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7500
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7499
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7499
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7475
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7475
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7467
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7467
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7466
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7466
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7466
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7466
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7455
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7455
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7451
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7451
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7450
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7450
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7449
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7449
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7391
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7391
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7383
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7383
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7382
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7382
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7365
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7365
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7365
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7365
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7359
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7359
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7356
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7356
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7345
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7345
Serine/threonine-protein kinase PAK 4 O96013 PAK4_HUMAN Homo sapiens 4 0.7344
Serine/threonine-protein kinase PAK 4 O96013 PAK4_HUMAN Homo sapiens 4 0.7344
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7331
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7331
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7331
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7331
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7321
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7321
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7320
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7320
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7318
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7318
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7307
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7307
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7306
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7306
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 3 0.7295
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 3 0.7295
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7288
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7288
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7275
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7275
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7271
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7271
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7268
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7268
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7260
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7260
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7259
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7259
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7258
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7258
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7255
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7255
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7248
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7248
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7236
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7236
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7229
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7229
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7219
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7219
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7218
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7218
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7199
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7199
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7199
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7199
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7192
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7192
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7188
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7188
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7177
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7177
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7169
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7169
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7163
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7163
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7163
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7163
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7154
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7154
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7152
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7152
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7150
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7150
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7149
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7149
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7144
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7144
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7140
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7140
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7137
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7137
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7130
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7130
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7126
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7126
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7111
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7111
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7109
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7109
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7107
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7107
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7104
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7104
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7100
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7100
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7095
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7095
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7063
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7063
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7059
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7059
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 2 0.7046
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 2 0.7046
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7039
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7039
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7030
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7030
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7029
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7029
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7029
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7029
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7023
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7023
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7015
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7015
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7006
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7006
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7002
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7002

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