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Arctigeninmethyl ether

Family: Plantae - Rutaceae
Kingdom: Plantae
Class: Lignan

Canonical Smiles	COc1ccc(cc1OC)CC1C(=O)OCC1Cc1ccc(c(c1)OC)OC
InChI	InChI=1S/C22H26O6/c1-24-18-7-5-14(11-20(18)26-3)9-16-13-28-22(23)17(16)10-15-6-8-19(25-2)21(12-15)27-4/h5-8,11-12,16-17H,9-10,13H2,1-4H3
InChIKey	SNAOLIMFHAAIER-UHFFFAOYSA-N
Formula	C₂₂H₂₆O₆
HBA	6
HBD	0
MW	386.44
Rotatable Bonds	8
TPSA	63.22
LogP	3.3
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.41
Exact Mass	386.17
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Fagara heitzii	Rutaceae	Plantae	—

Showing of synonyms

Mbaze LM, Lado JA, et al. (2009). Oxidative burst inhibitory and cytotoxic amides and lignans from the stem bark of Fagara heitzii (Rutaceae).. Phytochemistry,2009, 70(11-12), 1442-1447. [View] [PubMed]

Pubchem: 1286

Cas: 4773-01-7

CPRiL: 451961

SMILES: c1ccccc1CC(C2=O)C(CO2)Cc3ccccc3

Level: 2

Mol. Weight: 386.44 g/mol

SMILES: O=C1CC(CO1)Cc2ccccc2

Level: 1

Mol. Weight: 386.44 g/mol

SMILES: O1CCC(C1=O)Cc2ccccc2

Level: 1

Mol. Weight: 386.44 g/mol

SMILES: O=C1CCCO1

Level: 0

Mol. Weight: 386.44 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 386.44 g/mol

Suppressive on phagocytosis response upon activation with serum

Absorption

Caco-2 (logPapp): -4.74
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.820
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.82

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.870
Plasma Protein Binding: 44.7
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 8.600
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.750
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.510
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.200
Micronucleos: Safe
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: -10.400
Rat (Acute): 2.650
Rat (Chronic Oral): 1.910
Fathead Minnow: 5.230
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 454.500
Hydration Free Energy: -5.940
Log(D) at pH=7.4: 2.980
Log(P): 2.52
Log S: -3.87
Log(Vapor Pressure): -6.88
Melting Point: 114.58
pKa Acid: 9.94
pKa Basic: 3.42

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.9414
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9389
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.9358
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.9332
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9255
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.9230
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9171
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9046
Carnitine O-palmitoyltransferase 2, mitochondrial	P18886	CPT2_RAT	Rattus norvegicus	3	0.9030
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.9017
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.9004
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8999
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8975
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase	Q8DNV6	Q8DNV6_STRR6	Streptococcus pneumoniae	3	0.8952
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8934
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8881
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8807
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.8802
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8775
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8774
Beta-adrenergic receptor kinase 1	P25098	ARBK1_HUMAN	Homo sapiens	3	0.8698
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8571
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.8541
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.8484
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8462
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8444
Activin receptor type-1	Q04771	ACVR1_HUMAN	Homo sapiens	3	0.8372
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	3	0.8354
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	3	0.8337
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.8305
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8282
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8279
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.8278
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8264
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8218
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8187
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8150
Cytochrome P450 2C9	P11712	CP2C9_HUMAN	Homo sapiens	3	0.8147
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8144
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8080
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	3	0.8075
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8073
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8022
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7934
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7893
Macrophage colony-stimulating factor 1 receptor	P07333	CSF1R_HUMAN	Homo sapiens	3	0.7889
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7886
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.7881
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7879
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.7869
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7849
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7844
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.7828
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7816
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7787
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7761
Interstitial collagenase	P03956	MMP1_HUMAN	Homo sapiens	3	0.7753
Myotonin-protein kinase	Q09013	DMPK_HUMAN	Homo sapiens	3	0.7740
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	2	0.7733
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	4	0.7730
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7707
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7705
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7689
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7679
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7669
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7662
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	3	0.7661
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7655
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.7654
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7632
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7615
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7614
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7606
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7604
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7595
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7579
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7564
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7546
Kelch-like ECH-associated protein 1	Q14145	KEAP1_HUMAN	Homo sapiens	3	0.7534
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	2	0.7530
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7519
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7517
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7514
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7499
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7498
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7496
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7496
clade A/E 93TH057 HIV-1 gp120 core	A0A0M3KKW9	A0A0M3KKW9_9HIV1	Human immunodeficiency virus 1	2	0.7495
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7491
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7490
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7489
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7488
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7487
Beta-secretase 2	Q9Y5Z0	BACE2_HUMAN	Homo sapiens	2	0.7486
Matrilysin	P09237	MMP7_HUMAN	Homo sapiens	3	0.7485
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	2	0.7484
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7479
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7464
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7464
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7454
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7453
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7453
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7450
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7446
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7422
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7417
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	4	0.7411
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7406
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7401
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7400
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7396
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7396
Ephrin type-B receptor 4	P54760	EPHB4_HUMAN	Homo sapiens	3	0.7388
Aldehyde dehydrogenase, mitochondrial	P05091	ALDH2_HUMAN	Homo sapiens	3	0.7376
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7376
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7371
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7369
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7360
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7353
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7339
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7336
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7334
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7315
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7308
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7300
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7289
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7288
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7282
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7275
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7269
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	2	0.7266
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	3	0.7260
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7260
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7260
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7255
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7249
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7246
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7233
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7233
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7230
Isoliquiritigenin 2'-O-methyltransferase	P93324	CHOMT_MEDSA	Medicago sativa	3	0.7229
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7215
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7214
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7209
Orotidine 5'-phosphate decarboxylase	Q5L0U0	PYRF_GEOKA	Geobacillus kaustophilus	3	0.7206
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	2	0.7191
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7189
[LysW]-aminoadipate kinase	O50147	LYSZ_THET2	Thermus thermophilus	3	0.7188
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7184
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7184
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7182
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7182
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7180
Ribosome-inactivating protein 3	P25891	RIP3_MAIZE	Zea mays	2	0.7178
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7173
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7169
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	2	0.7168
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7167
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7154
Vascular endothelial growth factor receptor 2	P35968	VGFR2_HUMAN	Homo sapiens	3	0.7150
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7150
Rifampin ADP-ribosyl transferase	A0QRS5	A0QRS5_MYCS2	Mycolicibacterium smegmatis155)	3	0.7148
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7145
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7145
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7140
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	3	0.7136
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7136
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7134
LysR-type regulatory protein	Q7WT50	Q7WT50_9BURK	Burkholderia sp. DNT	2	0.7134
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7130
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7124
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7118
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	2	0.7117
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7114
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7113
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7111
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	2	0.7110
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7106
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	2	0.7106
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	2	0.7105
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	2	0.7101
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	2	0.7097
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7094
Botulinum neurotoxin type B	P10844	BXB_CLOBO	Clostridium botulinum	3	0.7088
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7081
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7081
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7079
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7076
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7076
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7075
Deacetoxycephalosporin C synthase	P18548	CEFE_STRCL	Streptomyces clavuligerus	2	0.7072
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7066
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7066
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7065
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7063
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	2	0.7060
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7060
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7058
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7057
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7056
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7051
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7050
tRNA (adenine(9)-N1)-methyltransferase	Q4J894	TRM10_SULAC	Sulfolobus acidocaldarius	3	0.7048
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7048
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7048
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7048
Ferric enterobactin-binding periplasmic protein FepB	P0AEL6	FEPB_ECOLI	Escherichia coli	3	0.7045
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	2	0.7043
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	2	0.7030
Protein LlR18A	P52778	L18A_LUPLU	Lupinus luteus	3	0.7027
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7026
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7024
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7023
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7019
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7010
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7009
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7008
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	2	0.7007
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	2	0.7002

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