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Triclisinone

Family: Plantae - Menispermaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Ochnaflavone

Canonical Smiles	COc1cc(O)c(cc1Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O)c1cc(=O)c2c(o1)cc(cc2O)O
InChI	InChI=1S/C31H20O11/c1-39-26-11-19(34)18(25-13-23(38)31-21(36)7-16(33)9-29(31)42-25)10-27(26)40-17-4-2-14(3-5-17)24-12-22(37)30-20(35)6-15(32)8-28(30)41-24/h2-13,32-36H,1H3
InChIKey	HDVUBRRNIVPYSO-UHFFFAOYSA-N
Formula	C₃₁H₂₀O₁₁
HBA	11
HBD	5
MW	568.49
Rotatable Bonds	5
TPSA	180.03
LogP	5.56
Number Rings	6
Number Aromatic Rings	6
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.03
Exact Mass	568.1
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Trichilia gilletii	Menispermaceae	Plantae	2709001

Showing of synonyms

Tiam ER, Ngono Bikobo DS, et al. (2019). Secondary metabolites from Triclisia gilletii (De Wild) Staner (Menispermaceae) with antimycobacterial activity against Mycobacterium tuberculosis.. Natural product research,2019, 33(5), 642-650. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1cccc(c12)oc(cc2=O)-c3cc(ccc3)Oc(cc4)ccc4-c(cc5=O)oc(c56)cccc6

Level: 3

Mol. Weight: 568.49 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)Oc4ccccc4

Level: 2

Mol. Weight: 568.49 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3cc(ccc3)Oc4ccccc4

Level: 2

Mol. Weight: 568.49 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 568.49 g/mol

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 568.49 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 568.49 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 568.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.85
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.990
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 8.16

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.630
Plasma Protein Binding: 95.03
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 6.220
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.160
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.080
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.190
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -13773.440
Rat (Acute): 2.410
Rat (Chronic Oral): 3.200
Fathead Minnow: 37.730
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 528.870
Hydration Free Energy: -3.110
Log(D) at pH=7.4: 4.870
Log(P): 5.97
Log S: -9.23
Log(Vapor Pressure): -15.35
Melting Point: 420.3
pKa Acid: 12.28
pKa Basic: 3.18

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9461
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.9401
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9391
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.9378
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.9358
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9334
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	3	0.9175
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9097
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9082
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9078
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.9028
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.9022
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.9011
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8986
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8962
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8952
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8904
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8904
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8898
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8881
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8836
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8780
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8770
Nucleoside diphosphate kinase A 2	P52175	NDKA2_BOVIN	Bos taurus	4	0.8762
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8750
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.8725
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.8710
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8689
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.8666
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	4	0.8619
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8615
Kelch-like ECH-associated protein 1	Q14145	KEAP1_HUMAN	Homo sapiens	4	0.8597
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8594
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8555
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8553
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.8546
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8531
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8526
Proliferating cell nuclear antigen	P12004	PCNA_HUMAN	Homo sapiens	3	0.8524
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8518
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8499
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.8498
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8493
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8488
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8477
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8462
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.8441
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.8375
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8358
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8342
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8316
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	3	0.8311
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8309
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8292
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.8284
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.8274
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8232
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.8229
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8221
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8191
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	4	0.8190
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8178
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8175
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.8149
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8108
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8081
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8065
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8047
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	4	0.8040
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.8034
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8019
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.8007
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.8003
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8002
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7997
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.7981
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7943
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7941
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7928
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7922
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7920
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7905
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7899
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	5	0.7894
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7887
Calmodulin-like domain protein kinase isoenzyme gamma, related	F0V9W9	F0V9W9_NEOCL	Neospora caninum	3	0.7886
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7882
Geranylgeranyl transferase type-2 subunit alpha	Q08602	PGTA_RAT	Rattus norvegicus	3	0.7876
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7874
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7871
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7869
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7850
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7834
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	3	0.7834
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7830
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7827
Beta sliding clamp	P0A988	DPO3B_ECOLI	Escherichia coli	3	0.7818
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7811
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7806
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7801
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7797
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7785
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7781
Dual specificity protein kinase TTK	P33981	TTK_HUMAN	Homo sapiens	3	0.7763
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7749
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7748
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7743
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	4	0.7734
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.7729
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	4	0.7703
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	4	0.7700
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7699
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7696
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.7683
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7682
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7658
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7652
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.7648
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.7647
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7627
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7609
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7607
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7602
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	4	0.7599
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7595
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7585
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7580
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7569
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7568
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7564
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7561
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7555
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7554
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	3	0.7552
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7536
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7526
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7516
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7515
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7508
Nucleoside diphosphate kinase	P15266	NDK_MYXXA	Myxococcus xanthus	3	0.7507
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7499
Nitric oxide synthase 3	P29474	NOS3_HUMAN	Homo sapiens	3	0.7498
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7493
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7490
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7487
Tyrosine-protein kinase HCK	P08631	HCK_HUMAN	Homo sapiens	5	0.7487
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	5	0.7481
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7475
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7453
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7444
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7443
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7439
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7438
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7436
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7431
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7423
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7422
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7419
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7418
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.7417
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	3	0.7414
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7410
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7377
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7375
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7375
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7370
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7354
Renin	P00797	RENI_HUMAN	Homo sapiens	4	0.7353
Aminopeptidase N	P04825	AMPN_ECOLI	Escherichia coli	3	0.7347
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7336
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7335
DNA mismatch repair protein Msh2	P43246	MSH2_HUMAN	Homo sapiens	3	0.7328
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7324
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7317
Dihydrofolate reductase	P00381	DYR_LACCA	Lacticaseibacillus casei	4	0.7312
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7312
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7311
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7309
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7306
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7303
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7295
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7289
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7288
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	6	0.7283
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7280
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7272
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7270
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7267
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7262
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7261
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7257
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7255
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7250
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7245
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7236
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7228
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7227
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7226
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7220
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7217
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7212
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7212
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	3	0.7208
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7207
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7207
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7197
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7190
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7190
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7188
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7188
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7187
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	3	0.7182
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	4	0.7181
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7180
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7178
Nucleoside permease	Q9KPL5	Q9KPL5_VIBCH	Vibrio cholerae serotype O1	3	0.7172
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7171
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7159
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7155
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7152
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7151
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7136
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7134
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7132
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7128
Dual specificity protein kinase TTK	P33981	TTK_HUMAN	Homo sapiens	3	0.7127
Casein kinase I isoform gamma-3	Q9Y6M4	KC1G3_HUMAN	Homo sapiens	3	0.7124
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7122
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7119
Insulin-like growth factor 1 receptor	P08069	IGF1R_HUMAN	Homo sapiens	3	0.7119
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7113
Tyrosine-protein kinase ITK/TSK	Q08881	ITK_HUMAN	Homo sapiens	3	0.7113
BMP-2-inducible protein kinase	Q9NSY1	BMP2K_HUMAN	Homo sapiens	3	0.7111
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7105
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7105
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7099
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7096
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7087
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7085
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7084
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7079
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7077
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7075
Ribosomal protein S6 kinase alpha-1	Q15418	KS6A1_HUMAN	Homo sapiens	3	0.7068
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7061
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7056
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7047
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7043
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	2	0.7043
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7042
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	3	0.7041
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7039
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7025
Genome polyprotein	P12823	POLG_DEN2P	Dengue virus type 2	3	0.7023
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.7019
Orotidine 5'-phosphate decarboxylase	O26232	PYRF_METTH	Methanothermobacter thermautotrophicus	3	0.7016
Maltokinase	A1TH50	MAK_MYCVP	Mycolicibacterium vanbaalenii	3	0.7016
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7016
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7014
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7003
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7001
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7000

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