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Pilloin

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

Canonical Smiles	COc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)OC
InChI	InChI=1S/C17H14O6/c1-21-10-6-12(19)17-13(20)8-15(23-16(17)7-10)9-3-4-14(22-2)11(18)5-9/h3-8,18-19H,1-2H3
InChIKey	UDBHJDTXPDRDNS-UHFFFAOYSA-N
Formula	C₁₇H₁₄O₆
HBA	6
HBD	2
MW	314.29
Rotatable Bonds	3
TPSA	89.13
LogP	2.89
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	23
Formal Charge	0
Fraction CSP3	0.12
Exact Mass	314.08
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Plectranthus glandulosus	Lamiaceae	Plantae	2485351

Showing of synonyms

Nanmeni G, Tedonkeu AT, et al. (2021). An Efflux Pumps Inhibitor Significantly Improved the Antibacterial Activity of Botanicals from Plectranthus glandulosus towards MDR Phenotypes.. TheScientificWorldJournal,2021, 2021, 5597524. [View] [PubMed]

Pubchem: 5320496

Cas: 32174-62-2

Zinc: ZINC000006018559

Chebi: 192751

Nmrshiftdb2: 60022909

Chembl: CHEMBL483424

Comptox: DTXSID30185955

No compound-protein relationship available.

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

Level: 1

Mol. Weight: 314.29 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 314.29 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 314.29 g/mol

Antibacterial

Absorption

Caco-2 (logPapp): -4.59
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.770
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.23

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.490
Plasma Protein Binding: 83.83
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 6.660
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 1.730
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.170
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.650
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: 3.430
Rat (Acute): 2.210
Rat (Chronic Oral): 2.340
Fathead Minnow: 4.830
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 446.950
Hydration Free Energy: -10.370
Log(D) at pH=7.4: 3.790
Log(P): 3.15
Log S: -5.87
Log(Vapor Pressure): -7.8
Melting Point: 221.77
pKa Acid: 8.51
pKa Basic: 3.43

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9804
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.9617
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.9594
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9431
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9376
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9368
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9351
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9329
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.9308
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9291
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9206
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.9182
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.9166
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.9111
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9105
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.9080
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.9061
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.9056
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.9055
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.9047
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9028
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.9021
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.9018
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.9014
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8982
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8977
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8938
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8923
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8914
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.8902
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8893
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.8891
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8864
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8863
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8851
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8847
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8842
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8835
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.8826
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.8818
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8799
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8788
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8782
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8779
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8773
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8766
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8760
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8745
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.8695
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8682
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8680
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8677
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8671
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8669
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.8652
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.8641
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.8636
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8551
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	4	0.8550
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8547
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8547
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.8524
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.8484
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8480
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8470
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8465
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8455
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8441
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8407
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8355
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.8352
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8346
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.8345
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.8340
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.8313
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8297
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.8270
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8269
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.8269
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.8269
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8255
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.8253
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	4	0.8247
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8245
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8239
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.8214
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8201
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.8174
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	4	0.8170
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8159
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8143
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8141
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.8138
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.8102
Phytohormone-binding protein CSBP	A0A1S3THR8	PHBP_VIGRR	Vigna radiata var. radiata	3	0.8100
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.8087
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.8083
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8065
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8061
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8018
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.8003
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8000
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	4	0.7992
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7988
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7985
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7974
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7961
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7958
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7954
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7938
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7937
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7913
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7904
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7903
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7893
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	4	0.7889
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7883
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7882
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7864
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7861
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7858
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7858
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7846
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7837
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.7836
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7828
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7815
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7794
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7787
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7781
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7762
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7759
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7748
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7735
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7734
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7717
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7706
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7679
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	4	0.7671
Protein LlR18A	P52778	L18A_LUPLU	Lupinus luteus	3	0.7665
EbrA repressor	Q79SH7	Q79SH7_STRLI	Streptomyces lividans	3	0.7663
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.7651
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7647
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7635
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7635
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7620
Aldo-keto reductase family 1 member B10	O60218	AK1BA_HUMAN	Homo sapiens	3	0.7619
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7619
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7617
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7613
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	3	0.7611
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7605
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7590
Quercetin 2,3-dioxygenase	Q7SIC2	QDOI_ASPJA	Aspergillus japonicus	4	0.7590
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7586
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7567
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7564
TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	Q15750	TAB1_HUMAN	Homo sapiens	3	0.7564
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7563
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	4	0.7559
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	3	0.7553
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7549
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7540
NAD(P)H dehydrogenase [quinone] 1	P15559	NQO1_HUMAN	Homo sapiens	3	0.7534
Prostaglandin G/H synthase 2	Q05769	PGH2_MOUSE	Mus musculus	3	0.7526
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7512
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7508
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7508
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7506
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7504
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7493
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7485
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7481
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7477
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7462
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7459
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7457
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	3	0.7450
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7448
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7443
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7440
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	6	0.7439
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7439
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7426
Cell division cycle 7-related protein kinase	O00311	CDC7_HUMAN	Homo sapiens	4	0.7426
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7426
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7426
Gastrotropin	P51161	FABP6_HUMAN	Homo sapiens	3	0.7419
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7418
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7418
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7416
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7396
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	5	0.7389
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7387
Histidine kinase 4	Q9C5U0	AHK4_ARATH	Arabidopsis thaliana	3	0.7384
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7376
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	3	0.7376
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7366
Flavonoid 3-O-glucosyltransferase	A6XNC6	UGFGT_MEDTR	Medicago truncatula	3	0.7359
Phosphoenolpyruvate carboxykinase [GTP]	P9WIH3	PCKG_MYCTU	Mycobacterium tuberculosis	3	0.7357
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	3	0.7352
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7352
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7351
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7344
DNA mismatch repair protein Msh2	P43246	MSH2_HUMAN	Homo sapiens	3	0.7343
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7335
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	3	0.7335
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7332
Cytosine-specific methyltransferase	Q8EVR5	Q8EVR5_MYCPE	Mycoplasma penetrans	4	0.7327
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7327
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7326
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7310
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7300
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7297
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7294
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	2	0.7292
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7289
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7287
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7281
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7273
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7273
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7269
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7268
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7265
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7262
Dihydrofolate reductase	P16184	DYR_PNECA	Pneumocystis carinii	3	0.7256
Hematopoietic prostaglandin D synthase	O60760	HPGDS_HUMAN	Homo sapiens	3	0.7247
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7240
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7229
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.7229
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7229
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7226
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	3	0.7225
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7222
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7221
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	3	0.7220
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7216
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7209
Ribosomal RNA large subunit methyltransferase J	P37634	RLMJ_ECOLI	Escherichia coli	4	0.7207
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7206
Fructose-1,6-bisphosphatase 1	P09467	F16P1_HUMAN	Homo sapiens	3	0.7204
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7200
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7200
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7199
Acetylcholinesterase	P22303	ACES_HUMAN	Homo sapiens	3	0.7194
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7194
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7188
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7188
Lysozyme C II	P11941	LYSC2_ONCMY	Oncorhynchus mykiss	3	0.7186
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7184
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7180
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.7178
Type II methyltransferase M.HhaI	P05102	MTH1_HAEPH	Haemophilus parahaemolyticus	4	0.7170
Replicase polyprotein 1ab	P0C6X7	R1AB_CVHSA	Human SARS coronavirus	4	0.7164
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7159
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	4	0.7157
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7153
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7151
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7151
Putative cytochrome P450	Q70AS3	Q70AS3_STRPE	Streptomyces peucetius	4	0.7150
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7149
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7147
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7146
Uncharacterized protein	Q3F0V8	Q3F0V8_BACTI	Bacillus thuringiensis serovar israelensis ATCC 35646	3	0.7145
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7144
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	5	0.7133
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7132
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7128
Tryptophan--tRNA ligase	Q9PIB4	SYW_CAMJE	Campylobacter jejuni subsp. jejuni serotype O:2	4	0.7125
Poly [ADP-ribose] polymerase 1	P26446	PARP1_CHICK	Gallus gallus	4	0.7124
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7124
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7123
BMP-2-inducible protein kinase	Q9NSY1	BMP2K_HUMAN	Homo sapiens	3	0.7123
Ribosomal protein S6 kinase alpha-1	Q15418	KS6A1_HUMAN	Homo sapiens	3	0.7118
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7115
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7110
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7107
Kinesin heavy chain	Q41460	Q41460_SOLTU	Solanum tuberosum	3	0.7105
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7102
Aminoglycoside 3'-phosphotransferase AphA1-IAB	B0VD92	B0VD92_ACIBY	Acinetobacter baumannii	3	0.7100
Histone-arginine methyltransferase CARM1	Q4AE70	CARM1_RAT	Rattus norvegicus	4	0.7092
Trimethylamine dehydrogenase	P16099	DHTM_METME	Methylophilus methylotrophus	4	0.7088
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7088
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	3	0.7085
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7084
Methyltransferase domain-containing protein	O57965	O57965_PYRHO	Pyrococcus horikoshii	4	0.7080
Ribosomal protein L11 methyltransferase, putative	C3MWA1	C3MWA1_SULIM	Sulfolobus islandicus	4	0.7079
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7078
Phosphoenolpyruvate carboxykinase [GTP]	A5TYT6	PCKG_MYCTA	Mycobacterium tuberculosis	3	0.7072
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7070
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7067
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7061
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7058
DNA gyrase subunit B	Q839Z1	GYRB_ENTFA	Enterococcus faecalis	3	0.7054
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	3	0.7053
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7052
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7050
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7050
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7048
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	4	0.7047
Nitric oxide synthase 3	P29474	NOS3_HUMAN	Homo sapiens	3	0.7047
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7046
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7044
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7044
Maltokinase	A1TH50	MAK_MYCVP	Mycolicibacterium vanbaalenii	3	0.7042
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7039
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	5	0.7037
Glutamate receptor 2	P42262	GRIA2_HUMAN	Homo sapiens	3	0.7033
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7032
Ephrin type-A receptor 2	P29317	EPHA2_HUMAN	Homo sapiens	3	0.7030
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	5	0.7027
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7026
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7016
Methyltransferase protein	Q5LFK0	Q5LFK0_BACFN	Bacteroides fragilis	4	0.7013
Genome polyprotein	P12823	POLG_DEN2P	Dengue virus type 2	3	0.7013
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7012
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7007
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7005

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