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Aristolactam AII

Family: Plantae - Annonaceae
Kingdom: Plantae
Class: Alkaloid
- Subclass: Aristolactam Alkaloid

Canonical Smiles	COc1c(O)cc2c3c1c1ccccc1cc3[nH]c2=O
InChI	InChI=1S/C16H11NO3/c1-20-15-12(18)7-10-13-11(17-16(10)19)6-8-4-2-3-5-9(8)14(13)15/h2-7,18H,1H3,(H,17,19)
InChIKey	ZEKAIRFOYPDZNC-UHFFFAOYSA-N
Formula	C₁₆H₁₁NO₃
HBA	3
HBD	2
MW	265.27
Rotatable Bonds	1
TPSA	58.56
LogP	3.27
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	20
Formal Charge	0
Fraction CSP3	0.06
Exact Mass	265.07
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Anonidium mannii	Annonaceae	Plantae	2109291

Showing of synonyms

Matchi JLT, Noungoue DT, et al. (2021). Manniindole, an indole derivative from the roots of Anonidium mannii and combined antischistosomal and enzymatic activities. Natural product research,2021, 35(24), 5665-5673. [View] [PubMed]

Pubchem: 148657

Cas: 53948-07-5

Zinc: ZINC000001612828

Nmrshiftdb2: 60024578

Chembl: CHEMBL390368

Comptox: DTXSID50202234

No compound-protein relationship available.

SMILES: c12c3cccc2c4c(cc1NC3=O)cccc4

Level: 0

Mol. Weight: 265.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.72
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.510
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.79

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.580
Plasma Protein Binding: 73.83
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: Non-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: 2.490
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: 1.960
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.280
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.550
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: 3.330
Rat (Acute): 2.190
Rat (Chronic Oral): 2.910
Fathead Minnow: 4.590
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 437.600
Hydration Free Energy: -9.930
Log(D) at pH=7.4: 2.780
Log(P): 2.88
Log S: -4.64
Log(Vapor Pressure): -7.86
Melting Point: 261.71
pKa Acid: 8.44
pKa Basic: 3.56

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.9668
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9635
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.9561
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.9511
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9391
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9343
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9200
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.9175
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.9175
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9133
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.9126
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.9111
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.9077
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	3	0.9075
Protein S100-A13	Q99584	S10AD_HUMAN	Homo sapiens	3	0.9048
Proliferating cell nuclear antigen	P12004	PCNA_HUMAN	Homo sapiens	3	0.9020
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9006
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8949
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8851
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8849
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.8816
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8815
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.8796
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	3	0.8787
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.8755
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.8666
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.8606
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8592
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8586
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8569
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.8512
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8504
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.8463
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.8402
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8401
Serine/threonine-protein kinase N1	Q16512	PKN1_HUMAN	Homo sapiens	3	0.8401
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8386
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8378
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8354
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8336
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8306
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8273
Cytochrome P450 2D6	P10635	CP2D6_HUMAN	Homo sapiens	3	0.8272
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.8265
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	3	0.8257
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8220
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.8218
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.8208
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8201
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8194
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8191
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.8168
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8146
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8135
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8133
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8120
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8098
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	3	0.8089
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.8046
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8016
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7982
Hematopoietic prostaglandin D synthase	O60760	HPGDS_HUMAN	Homo sapiens	3	0.7960
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7958
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7952
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7920
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7912
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7909
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.7902
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7853
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7829
NAD(P)H dehydrogenase [quinone] 1	P15559	NQO1_HUMAN	Homo sapiens	3	0.7808
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7803
Exotoxin A	P11439	TOXA_PSEAE	Pseudomonas aeruginosa	3	0.7786
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7775
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7758
Cell division cycle 7-related protein kinase	O00311	CDC7_HUMAN	Homo sapiens	3	0.7758
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7746
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	3	0.7746
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.7746
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7728
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7726
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7713
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.7690
Focal adhesion kinase 1	Q00944	FAK1_CHICK	Gallus gallus	3	0.7664
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7664
Focal adhesion kinase 1	Q00944	FAK1_CHICK	Gallus gallus	3	0.7654
Cyclin-dependent kinase 6	Q00534	CDK6_HUMAN	Homo sapiens	3	0.7644
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7627
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7614
Beta-2 adrenergic receptor	P07550	ADRB2_HUMAN	Homo sapiens	2	0.7613
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7605
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7604
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	2	0.7598
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7593
Focal adhesion kinase 1	Q00944	FAK1_CHICK	Gallus gallus	3	0.7591
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7581
Mucosa-associated lymphoid tissue lymphoma translocation protein 1	Q9UDY8	MALT1_HUMAN	Homo sapiens	3	0.7578
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7578
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	3	0.7574
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7568
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7567
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7565
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	5	0.7557
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	3	0.7544
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7539
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7535
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7533
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7528
Renin	P00797	RENI_HUMAN	Homo sapiens	2	0.7525
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7521
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7510
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7501
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7492
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7484
Glutamate receptor 3	P19492	GRIA3_RAT	Rattus norvegicus	3	0.7478
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7475
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.7474
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7473
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7471
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7468
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7464
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7442
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7440
Protoporphyrinogen oxidase, mitochondrial	O24164	PPOM_TOBAC	Nicotiana tabacum	2	0.7440
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	2	0.7429
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7420
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	3	0.7420
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.7419
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7418
Activin receptor type-1	Q04771	ACVR1_HUMAN	Homo sapiens	3	0.7417
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7403
Fatty acid-binding protein, intestinal	P12104	FABPI_HUMAN	Homo sapiens	3	0.7383
Cytochrome P450 2D6	P10635	CP2D6_HUMAN	Homo sapiens	3	0.7380
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7373
Hematopoietic prostaglandin D synthase	O60760	HPGDS_HUMAN	Homo sapiens	3	0.7367
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7337
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7334
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.7323
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7317
Putative ketoacyl reductase	P16544	ACT3_STRCO	Streptomyces coelicolor / M145)	3	0.7311
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7310
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7305
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7298
Calmodulin-1	P0DP29	CALM1_RAT	Rattus norvegicus	3	0.7295
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7293
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7282
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7267
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7259
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.7253
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7253
Na(+):neurotransmitter symporter (Snf family)	O67854	O67854_AQUAE	Aquifex aeolicus	3	0.7239
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7238
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7227
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7220
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7218
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7207
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7198
Aminoglycoside 3'-phosphotransferase AphA1-IAB	B0VD92	B0VD92_ACIBY	Acinetobacter baumannii	3	0.7181
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7164
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7155
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7151
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7139
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7133
3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	PDE4B_HUMAN	Homo sapiens	3	0.7130
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	3	0.7126
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	3	0.7114
Diphtheria toxin	P00588	DTX_CORBE	Corynephage beta	3	0.7114
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7109
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7108
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7083
Prostaglandin G/H synthase 2	Q05769	PGH2_MOUSE	Mus musculus	3	0.7073
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7069
Aurora kinase B-A	Q6DE08	AUKBA_XENLA	Xenopus laevis	3	0.7065
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7064
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7061
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7056
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7044
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7031
Riboflavin biosynthesis protein	Q9WZW1	Q9WZW1_THEMA	Thermotoga maritima	3	0.7023
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7021
Metallo-beta-lactamase type 2	P52699	BLAB_SERMA	Serratia marcescens	3	0.7014
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7013
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7001
Aklanonic acid methyl ester cyclase AcmA	O52646	DNRD_STRGJ	Streptomyces galilaeus	3	0.7001
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.7000

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