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5,7,3'-trihydroxy-6,4'-dimethoxyflavone

Family: Plantae - Lamiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone

Canonical Smiles	COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(c(c2O)OC)O
InChI	InChI=1S/C17H14O7/c1-22-12-4-3-8(5-9(12)18)13-6-10(19)15-14(24-13)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3
InChIKey	VCWFILUULGOFCD-UHFFFAOYSA-N
Formula	C₁₇H₁₄O₇
HBA	7
HBD	3
MW	330.29
Rotatable Bonds	3
TPSA	109.36
LogP	2.59
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	24
Formal Charge	0
Fraction CSP3	0.12
Exact Mass	330.07
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Stachys aegyptiaca	Lamiaceae	Plantae	1391947

Showing of synonyms

Caliş I, Hosny M, et al. (1992). Phenylpropanoid glycosides from Marrubium alysson. Phytochemistry,1992, 31(10), 3624-6. [View] [PubMed]

Pubchem: 5469524

Cas: 22934-99-2

Zinc: ZINC000006484605

Nmrshiftdb2: 60033276

Chembl: CHEMBL74838

No compound-protein relationship available.

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

Level: 1

Mol. Weight: 330.29 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 330.29 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.05
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.090
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.15

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.340
Plasma Protein Binding: 90.81
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 8.520
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.590
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.420
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.440
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: 2.940
Rat (Acute): 2.310
Rat (Chronic Oral): 2.990
Fathead Minnow: 4.570
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 464.550
Hydration Free Energy: -10.930
Log(D) at pH=7.4: 3.630
Log(P): 2.67
Log S: -6.1
Log(Vapor Pressure): -7.57
Melting Point: 234.33
pKa Acid: 7.37
pKa Basic: 4.1

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	0.9704
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.9701
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.9610
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9537
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9430
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9418
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9331
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9280
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9244
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.9205
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9137
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9130
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.9106
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.9099
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9080
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.9053
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.9043
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9003
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	6	0.8978
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8972
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	6	0.8940
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8925
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8918
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8918
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.8910
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.8873
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8865
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8854
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8820
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	6	0.8799
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.8795
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8792
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.8790
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8776
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8734
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8730
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.8730
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8724
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8723
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8723
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8719
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.8706
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.8704
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.8671
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8660
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.8642
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8634
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.8612
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.8606
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8594
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8583
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8583
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8565
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8559
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8558
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8555
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8551
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8546
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8540
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.8532
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8531
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8530
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8510
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8503
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8484
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8481
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8462
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.8431
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8417
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8415
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.8390
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8370
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8361
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8354
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.8345
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.8330
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8315
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8304
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8299
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.8296
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.8288
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.8283
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.8283
Nucleoside permease	Q9KPL5	Q9KPL5_VIBCH	Vibrio cholerae serotype O1	4	0.8282
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8278
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8264
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.8261
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8253
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8246
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8233
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8219
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	6	0.8204
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8173
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8173
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8173
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8163
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8158
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.8150
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8131
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8129
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8128
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	4	0.8123
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8082
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8076
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8075
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.8054
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8016
Phytohormone-binding protein CSBP	A0A1S3THR8	PHBP_VIGRR	Vigna radiata var. radiata	3	0.8001
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7991
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7977
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7972
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7966
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7954
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7949
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7946
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7939
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7936
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.7926
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7926
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7916
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7908
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7892
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7885
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7872
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7866
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7864
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7860
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	4	0.7849
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7846
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.7836
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7833
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7826
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7822
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7821
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	5	0.7805
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7799
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7796
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7782
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7751
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7732
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7715
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7713
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7697
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7696
Purine nucleoside phosphorylase	B9JYS2	B9JYS2_AGRVS	Agrobacterium vitis	4	0.7677
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7671
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7670
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7657
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7654
Gastrotropin	P51161	FABP6_HUMAN	Homo sapiens	3	0.7645
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7645
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.7640
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7634
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7605
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7592
Uridine phosphorylase	Q9KT71	Q9KT71_VIBCH	Vibrio cholerae serotype O1	4	0.7592
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7586
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7561
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7560
Tyrosine-protein kinase HCK	P08631	HCK_HUMAN	Homo sapiens	5	0.7552
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7552
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7542
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7521
Cell division cycle 7-related protein kinase	O00311	CDC7_HUMAN	Homo sapiens	4	0.7513
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7511
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7510
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7509
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7507
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7504
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7503
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7501
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7500
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7498
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	6	0.7497
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7497
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7496
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7473
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7470
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	3	0.7460
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7448
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7443
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.7441
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	4	0.7440
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	4	0.7435
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7434
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	4	0.7434
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7414
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7388
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7379
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase, chloroplastic	Q9FYS3	HGGL_SECCE	Secale cereale	3	0.7375
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7369
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7358
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7351
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	2	0.7346
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7344
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7339
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7333
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7332
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7297
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7296
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	3	0.7283
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	3	0.7260
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7253
Ribosomal RNA large subunit methyltransferase J	P37634	RLMJ_ECOLI	Escherichia coli	4	0.7252
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7245
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7224
Purine nucleoside phosphorylase	P9WP00	PUNA_MYCTO	Mycobacterium tuberculosis	4	0.7217
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7217
Nucleoside diphosphate kinase A 2	P52175	NDKA2_BOVIN	Bos taurus	3	0.7197
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.7178
Fructose-1,6-bisphosphatase 1	P09467	F16P1_HUMAN	Homo sapiens	3	0.7175
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7174
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7171
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	4	0.7171
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7168
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7166
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7153
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7152
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7147
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7145
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7138
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	4	0.7134
Ribosomal protein L11 methyltransferase, putative	C3MWA1	C3MWA1_SULIM	Sulfolobus islandicus	4	0.7132
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7131
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7130
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7128
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	5	0.7122
Trimethylamine dehydrogenase	P16099	DHTM_METME	Methylophilus methylotrophus	4	0.7119
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7114
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7114
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7113
Aminoglycoside 3'-phosphotransferase AphA1-IAB	B0VD92	B0VD92_ACIBY	Acinetobacter baumannii	3	0.7110
Tryptophan--tRNA ligase	Q9PIB4	SYW_CAMJE	Campylobacter jejuni subsp. jejuni serotype O:2	4	0.7096
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7085
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7082
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7080
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	4	0.7079
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7077
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7071
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7069
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7068
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	3	0.7065
Type II methyltransferase M.HhaI	P05102	MTH1_HAEPH	Haemophilus parahaemolyticus	4	0.7063
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7061
Dihydrofolate reductase	P00381	DYR_LACCA	Lacticaseibacillus casei	4	0.7059
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7051
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7046
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7044
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7029
Hematopoietic prostaglandin D synthase	O60760	HPGDS_HUMAN	Homo sapiens	3	0.7027
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7026
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7024
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7021
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7007
Uncharacterized protein	Q3F0V8	Q3F0V8_BACTI	Bacillus thuringiensis serovar israelensis ATCC 35646	3	0.7005
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7003

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