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Lawinal

Family: Plantae - Annonaceae
Kingdom: Plantae
Class: Flavonoid

Canonical Smiles	O=Cc1c2O[C@@H](CC(=O)c2c(c(c1O)C)O)c1ccccc1
InChI	InChI=1S/C17H14O5/c1-9-15(20)11(8-18)17-14(16(9)21)12(19)7-13(22-17)10-5-3-2-4-6-10/h2-6,8,13,20-21H,7H2,1H3/t13-/m0/s1
InChIKey	ONESXBRHUWVWFD-ZDUSSCGKSA-N
Formula	C₁₇H₁₄O₅
HBA	5
HBD	2
MW	298.29
Rotatable Bonds	2
TPSA	83.83
LogP	2.93
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.18
Exact Mass	298.08
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Friesodielsia obovata	Annonaceae	Plantae	1202418

Showing of synonyms

Joseph CC, Magadula JJ, et al. (2007). A novel antiplasmodial 3',5'-diformylchalcone and other constituents of Friesodielsia obovata. Natural Product Research,2007,21(11),1009-1015. [View] [PubMed]

Pubchem: 189152

Cas: 55743-09-4

Zinc: ZINC000006068779

Nmrshiftdb2: 70057872

Chembl: CHEMBL53664

No compound-protein relationship available.

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 298.29 g/mol

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 298.29 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 298.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.68
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.63
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.39

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.72
Plasma Protein Binding: 69.68
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-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: 8.24
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.23
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.88
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 6.32
Micronucleos: Toxic
NR-AhR: Safe
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: 2.73
Rat (Acute): 2.44
Rat (Chronic Oral): 2.6
Fathead Minnow: 4.37
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 399.79
Hydration Free Energy: -9.01
Log(D) at pH=7.4: 2.39
Log(P): 4.21
Log S: -4.65
Log(Vapor Pressure): -8.35
Melting Point: 162.4
pKa Acid: 5.65
pKa Basic: 4.85

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9784
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9784
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.9684
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.9684
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	4	0.9428
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	4	0.9428
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9374
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9374
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.9329
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.9329
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.9251
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.9251
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8983
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8983
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8928
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8928
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8918
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8918
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8877
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8877
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8862
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8862
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8808
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8808
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8803
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8803
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8764
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8764
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8739
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8739
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.8693
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.8693
L-lactate dehydrogenase A chain	P13491	LDHA_RABIT	Oryctolagus cuniculus	3	0.8592
L-lactate dehydrogenase A chain	P13491	LDHA_RABIT	Oryctolagus cuniculus	3	0.8592
Na(+):neurotransmitter symporter (Snf family)	O67854	O67854_AQUAE	Aquifex aeolicus	3	0.8590
Na(+):neurotransmitter symporter (Snf family)	O67854	O67854_AQUAE	Aquifex aeolicus	3	0.8590
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8525
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8525
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8511
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8511
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8509
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8509
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.8497
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.8497
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.8465
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.8465
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	3	0.8442
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	3	0.8442
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8435
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8435
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8402
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8402
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8398
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8398
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.8389
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.8389
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.8387
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.8387
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8382
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8382
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8332
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8332
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.8281
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.8281
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8264
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8264
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8249
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8249
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8212
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8212
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.8178
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.8178
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8176
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8176
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.8155
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.8155
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8143
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8143
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8137
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8137
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8136
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8136
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8088
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8088
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8086
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8086
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8066
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8066
Enoyl-[acyl-carrier-protein] reductase [NADH], chloroplastic	P80030	FABI_BRANA	Brassica napus	4	0.8037
Enoyl-[acyl-carrier-protein] reductase [NADH], chloroplastic	P80030	FABI_BRANA	Brassica napus	4	0.8037
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8030
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8030
Sulfotransferase 1E1	P49888	ST1E1_HUMAN	Homo sapiens	4	0.8016
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8016
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.8016
Sulfotransferase 1E1	P49888	ST1E1_HUMAN	Homo sapiens	4	0.8016
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8012
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8012
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7978
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7978
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7935
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7935
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7921
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7921
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7909
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7909
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7905
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7905
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7880
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7880
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7868
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7868
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7866
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7866
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7862
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7862
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	5	0.7844
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	5	0.7844
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7837
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7837
Aminoglycoside 3'-phosphotransferase AphA1-IAB	B0VD92	B0VD92_ACIBY	Acinetobacter baumannii	3	0.7832
Aminoglycoside 3'-phosphotransferase AphA1-IAB	B0VD92	B0VD92_ACIBY	Acinetobacter baumannii	3	0.7832
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7828
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7828
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7819
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7819
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7775
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7775
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	3	0.7763
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	3	0.7763
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7694
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7694
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7688
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7688
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7653
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7653
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.7645
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.7645
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7635
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7635
3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	PDE4B_HUMAN	Homo sapiens	4	0.7618
3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	PDE4B_HUMAN	Homo sapiens	4	0.7618
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7607
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7607
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7589
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7589
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7563
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7563
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7535
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7535
Glutathione S-transferase A1	P08263	GSTA1_HUMAN	Homo sapiens	2	0.7526
Glutathione S-transferase A1	P08263	GSTA1_HUMAN	Homo sapiens	2	0.7526
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.7525
Protein polybromo-1	Q86U86	PB1_HUMAN	Homo sapiens	5	0.7525
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7514
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7514
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7514
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7514
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7507
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7507
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7507
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7507
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7494
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7494
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7484
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7484
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7482
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7482
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7465
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7465
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7457
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7457
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7456
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7456
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7444
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7444
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7438
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7438
Hydroxymethylglutaryl-CoA synthase	Q9FD71	HMGCS_ENTFL	Enterococcus faecalis	2	0.7412
Hydroxymethylglutaryl-CoA synthase	Q9FD71	HMGCS_ENTFL	Enterococcus faecalis	2	0.7412
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7410
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7410
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7403
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7403
Casein kinase I isoform delta	P48730	KC1D_HUMAN	Homo sapiens	3	0.7399
Casein kinase I isoform delta	P48730	KC1D_HUMAN	Homo sapiens	3	0.7399
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7397
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7397
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7396
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.7396
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7395
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7395
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.7391
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.7391
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	3	0.7390
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	3	0.7390
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	4	0.7389
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	4	0.7389
Casein kinase I isoform delta	P48730	KC1D_HUMAN	Homo sapiens	3	0.7387
Casein kinase I isoform delta	P48730	KC1D_HUMAN	Homo sapiens	3	0.7387
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	4	0.7384
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	4	0.7384
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7375
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7375
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7371
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7371
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7370
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7370
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7365
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7365
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7358
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7358
Cytosolic heat shock protein 90	Q7XJ80	Q7XJ80_HORVU	Hordeum vulgare	3	0.7353
Cytosolic heat shock protein 90	Q7XJ80	Q7XJ80_HORVU	Hordeum vulgare	3	0.7353
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7350
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7350
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7346
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7346
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7338
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7338
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7331
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7331
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	4	0.7326
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	4	0.7326
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	3	0.7323
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	3	0.7323
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7322
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7322
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7302
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7302
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7302
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7302
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7301
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7301
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7299
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7299
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7293
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7293
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7279
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7279
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.7278
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.7278
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7269
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7269
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7268
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7268
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7265
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7265
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7245
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7245
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	3	0.7228
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	3	0.7228
Phosphoribosylformylglycinamidine synthase subunit PurL	Q9X0X3	PURL_THEMA	Thermotoga maritima	3	0.7224
Phosphoribosylformylglycinamidine synthase subunit PurL	Q9X0X3	PURL_THEMA	Thermotoga maritima	3	0.7224
Metallo-beta-lactamase type 2	P52699	BLAB_SERMA	Serratia marcescens	3	0.7224
Metallo-beta-lactamase type 2	P52699	BLAB_SERMA	Serratia marcescens	3	0.7224
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7217
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7217
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7216
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7216
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7213
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7213
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7209
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7209
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7208
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7208
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7207
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7207
Adenosine kinase	Q9TVW2	ADK_TOXGO	Toxoplasma gondii	4	0.7207
Adenosine kinase	Q9TVW2	ADK_TOXGO	Toxoplasma gondii	4	0.7207
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7172
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7172
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7170
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7170
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7158
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7158
Angiopoietin-1 receptor	Q02763	TIE2_HUMAN	Homo sapiens	3	0.7150
Troponin C, slow skeletal and cardiac muscles	P63316	TNNC1_HUMAN	Homo sapiens	3	0.7150
Angiopoietin-1 receptor	Q02763	TIE2_HUMAN	Homo sapiens	3	0.7150
Troponin C, slow skeletal and cardiac muscles	P63316	TNNC1_HUMAN	Homo sapiens	3	0.7150
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7129
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7129
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7128
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7128
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7125
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.7125
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7125
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.7125
Chymotrypsinogen A	P00766	CTRA_BOVIN	Bos taurus	3	0.7123
Chymotrypsinogen A	P00766	CTRA_BOVIN	Bos taurus	3	0.7123
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7121
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7121
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7111
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7111
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7107
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7107
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7093
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7093
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7091
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7091
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	2	0.7090
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	2	0.7090
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7087
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7087
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7077
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7077
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7076
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7076
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	4	0.7071
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	4	0.7071
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7070
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7070
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7065
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7065
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7059
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7059
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.7055
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.7055
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7054
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7054
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7045
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7045
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7031
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7031
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7028
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7028
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7027
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7027
Glutamine synthetase	P9WN39	GLN1B_MYCTU	Mycobacterium tuberculosis	3	0.7023
Glutamine synthetase	P9WN39	GLN1B_MYCTU	Mycobacterium tuberculosis	3	0.7023
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7021
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7021
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7013
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7013

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