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

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

Canonical Smiles	COc1cc(ccc1O)c1cc(=O)c2c(o1)cc(c(c2O)O)OC
InChI	InChI=1S/C17H14O7/c1-22-12-5-8(3-4-9(12)18)11-6-10(19)15-13(24-11)7-14(23-2)16(20)17(15)21/h3-7,18,20-21H,1-2H3
InChIKey	LRUIASUJJNMESX-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	Saccocalyx saturejoides	Lamiaceae	Plantae	751886

Showing of synonyms

Kherkhache H, Benabdelaziz I, et al. (2020). A new indole alkaloid, antioxidant and antibacterial activities of crude extracts from Saccocalyx satureioides. Natural product research, 2020, 34(11), 1528-1534. [View] [PubMed]

Pubchem: 10359254

Zinc: ZINC000014644839

Nmrshiftdb2: 60067771

Chembl: CHEMBL4460471

CPRiL: 180877

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): -5.0
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.020
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.95

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.310
Plasma Protein Binding: 88.92
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: 8.510
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 1.420
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.440
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.380
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: 3.090
Rat (Acute): 2.420
Rat (Chronic Oral): 2.990
Fathead Minnow: 4.620
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: 466.170
Hydration Free Energy: -10.840
Log(D) at pH=7.4: 2.550
Log(P): 1.78
Log S: -5.63
Log(Vapor Pressure): -7.8
Melting Point: 232.78
pKa Acid: 7.48
pKa Basic: 4.06

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.9807
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9754
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9702
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9558
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.9468
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9410
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9376
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9295
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9274
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9262
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9237
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.9228
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9174
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.9150
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9142
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.9030
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.9004
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.8997
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.8959
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.8956
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.8906
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8900
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8876
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8860
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8854
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.8816
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.8814
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8808
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8800
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.8790
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8761
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8756
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8751
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8748
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8705
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8690
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8685
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8668
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.8636
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8634
Estrogen receptor beta	Q92731	ESR2_HUMAN	Homo sapiens	4	0.8631
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8626
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8622
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8558
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8550
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8524
Phytohormone-binding protein CSBP	A0A1S3THR8	PHBP_VIGRR	Vigna radiata var. radiata	3	0.8524
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8516
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8503
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8494
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	5	0.8488
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	4	0.8455
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8446
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8445
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8409
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8394
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8383
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8325
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.8302
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.8289
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.8265
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8260
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8242
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8237
Catalase-peroxidase	Q3JNW6	KATG_BURP1	Burkholderia pseudomallei	3	0.8227
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8225
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.8202
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	4	0.8191
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8182
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8149
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8131
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8131
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.8126
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8097
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8089
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8062
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8057
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.8054
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.8044
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8031
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.8025
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.8022
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7996
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7973
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7967
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7960
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7958
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7950
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	4	0.7928
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7924
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7911
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7908
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7891
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	6	0.7869
Mitogen-activated protein kinase kinase kinase 7	O43318	M3K7_HUMAN	Homo sapiens	4	0.7847
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7841
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.7841
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7836
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7834
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7817
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7794
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7788
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7777
Acetylcholinesterase	P22303	ACES_HUMAN	Homo sapiens	3	0.7764
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7737
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7726
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7726
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7721
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7720
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7717
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	4	0.7713
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7711
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7699
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7695
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7682
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7676
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7674
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7669
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	5	0.7665
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7661
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7661
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7648
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7636
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7631
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7627
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7625
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.7619
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	4	0.7596
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7578
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7577
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7574
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7573
Ephrin type-A receptor 2	P29317	EPHA2_HUMAN	Homo sapiens	4	0.7568
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7558
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7536
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7534
Transthyretin	P02766	TTHY_HUMAN	Homo sapiens	4	0.7531
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7516
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7502
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7490
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7487
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7485
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7477
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7465
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7462
Serine/threonine-protein kinase Nek2	P51955	NEK2_HUMAN	Homo sapiens	3	0.7452
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7445
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7444
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7436
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	4	0.7431
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7430
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7429
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7422
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7418
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7411
Histone deacetylase 7	Q8WUI4	HDAC7_HUMAN	Homo sapiens	3	0.7410
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7407
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.7403
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7399
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7398
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7398
Gag-Pol polyprotein	O12158	POL_HV192	Human immunodeficiency virus type 1 group M subtype C	3	0.7398
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7396
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7387
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7379
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7366
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7355
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	5	0.7354
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7339
Neutrophil collagenase	P22894	MMP8_HUMAN	Homo sapiens	2	0.7337
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7316
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7315
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7312
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7296
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	6	0.7292
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7278
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7276
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7267
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	2	0.7266
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7264
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7259
Phosphoenolpyruvate carboxykinase [GTP]	A5TYT6	PCKG_MYCTA	Mycobacterium tuberculosis	3	0.7257
Glucose-1-phosphate thymidylyltransferase	Q9AGY4	Q9AGY4_ANETH	Aneurinibacillus thermoaerophilus	4	0.7246
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7243
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7240
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	4	0.7236
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7234
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7234
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7232
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	5	0.7225
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7221
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7219
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7214
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7207
Serine/threonine-protein kinase MRCK beta	Q9Y5S2	MRCKB_HUMAN	Homo sapiens	4	0.7203
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7190
Glutamate receptor 2	P42262	GRIA2_HUMAN	Homo sapiens	3	0.7188
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7187
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7186
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7174
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7165
Uncharacterized protein	Q3F0V8	Q3F0V8_BACTI	Bacillus thuringiensis serovar israelensis ATCC 35646	3	0.7158
Kinesin heavy chain	Q41460	Q41460_SOLTU	Solanum tuberosum	3	0.7158
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.7150
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7150
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7149
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7143
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7139
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7138
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7117
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7105
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	0.7097
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7096
DNA-(apurinic or apyrimidinic site) lyase	Q97FM4	Q97FM4_CLOAB	Clostridium acetobutylicum	4	0.7095
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7094
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7090
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7088
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7086
Cyclin-dependent kinase 5	Q00535	CDK5_HUMAN	Homo sapiens	4	0.7085
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7084
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7081
Estrogen receptor beta	Q92731	ESR2_HUMAN	Homo sapiens	3	0.7080
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7078
BMP-2-inducible protein kinase	Q9NSY1	BMP2K_HUMAN	Homo sapiens	3	0.7066
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7060
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7048
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7048
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	2	0.7045
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7045
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7040
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7029
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7024
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7022
Ras-related C3 botulinum toxin substrate 3	P60763	RAC3_HUMAN	Homo sapiens	4	0.7020
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7017
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7014
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7010
Phosphoenolpyruvate carboxykinase [GTP]	P9WIH3	PCKG_MYCTU	Mycobacterium tuberculosis	3	0.7010
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7005
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7003
Phosphoenolpyruvate carboxykinase [GTP]	A5TYT6	PCKG_MYCTA	Mycobacterium tuberculosis	3	0.7003
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7002
Catalase-peroxidase 2	O59651	KATG2_HALMA	Haloarcula marismortui	3	0.7002

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