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O-methyl-joubertiamine

Family: Plantae - Mesembryanthemaceae-Aizoaceae
Kingdom: Plantae
Class: Alkaloid
- Subclass: Mesemberine Alkaloid

Canonical Smiles	COc1ccc(cc1)C1(CCN(C)C)CCC(=O)C=C1
InChI	InChI=1S/C17H23NO2/c1-18(2)13-12-17(10-8-15(19)9-11-17)14-4-6-16(20-3)7-5-14/h4-8,10H,9,11-13H2,1-3H3
InChIKey	OSVHQDWAYRACIL-UHFFFAOYSA-N
Formula	C₁₇H₂₃NO₂
HBA	3
HBD	0
MW	273.38
Rotatable Bonds	5
TPSA	29.54
LogP	2.8
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	20
Formal Charge	0
Fraction CSP3	0.47
Exact Mass	273.17
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Mesembryanthemum cordifolium-Aptenia cordifolia	Mesembryanthemaceae-Aizoaceae	Plantae	3543

Showing of synonyms

Said A.A.E, Ali T.F.S, et al. (2021). Antidepressant potential of Mesembryanthemum cordifolium roots assisted by metabolomic analysis and virtual screening. Natural product research, 2021, 35(23), 5493-5497. [View] [PubMed]

Pubchem: 14164484

Cas: 34603-52-6

Comptox: DTXSID60556811

No compound-protein relationship available.

SMILES: O=C1C=CC(CC1)c2ccccc2

Level: 1

Mol. Weight: 273.38 g/mol

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 273.38 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 273.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.74
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.380
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -3.16

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.430
Plasma Protein Binding: 30.82
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 7.560
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.280
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.530
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 8.040
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: 1.980
Rat (Acute): 2.820
Rat (Chronic Oral): 1.680
Fathead Minnow: 4.280
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 336.170
Hydration Free Energy: -8.440
Log(D) at pH=7.4: 1.360
Log(P): 2.17
Log S: -1.69
Log(Vapor Pressure): -5.37
Melting Point: 105.59
pKa Acid: 10.62
pKa Basic: 8.55

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.9374
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.9215
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.9025
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8883
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8867
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.8866
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8826
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8811
Adenylate cyclase 2	A0A2U2H3Y1	A0A384LKY8_YERPE	Yersinia pestis	3	0.8793
tRNA-guanine(15) transglycosylase	O58843	ATGT_PYRHO	Pyrococcus horikoshii	3	0.8784
Sulfotransferase 1A1	P50225	ST1A1_HUMAN	Homo sapiens	3	0.8765
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8765
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8747
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.8746
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8743
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.8740
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8722
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8718
NADPH-dependent 7-cyano-7-deazaguanine reductase	Q9KTK0	QUEF_VIBCH	Vibrio cholerae serotype O1	3	0.8664
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.8657
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8576
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8410
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.8399
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8362
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8303
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.8241
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	3	0.8076
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8042
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7938
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7849
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	2	0.7831
Septum site-determining protein MinD	P0AEZ3	MIND_ECOLI	Escherichia coli	3	0.7822
Thymidylate synthase	Q4JQW2	TYSY_VZVO	Varicella-zoster virus	3	0.7811
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7806
Thymidylate kinase	P9WKE1	KTHY_MYCTU	Mycobacterium tuberculosis	4	0.7796
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7749
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	3	0.7746
Indole-3-glycerol phosphate synthase	P9WFX7	TRPC_MYCTU	Mycobacterium tuberculosis	2	0.7744
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7740
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7727
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7693
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.7691
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7679
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7665
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	3	0.7636
(R)-S-adenosyl-L-methionine hydrolase	O58212	O58212_PYRHO	Pyrococcus horikoshii OT3	3	0.7631
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7615
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	2	0.7611
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	O88703	HCN2_MOUSE	Mus musculus	2	0.7593
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7566
Nucleoside diphosphate kinase A 2	P52175	NDKA2_BOVIN	Bos taurus	3	0.7557
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.7551
S-norcoclaurine synthase	Q67A25	NCS_THLFG	Thalictrum flavum subsp. glaucum	3	0.7544
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7541
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7520
Galactoside O-acetyltransferase	P07464	THGA_ECOLI	Escherichia coli	3	0.7516
Ribonuclease TTHA0252	Q5SLP1	RNSE_THET8	Thermus thermophilus	3	0.7514
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7508
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	2	0.7496
Orotidine 5'-phosphate decarboxylase	O26232	PYRF_METTH	Methanothermobacter thermautotrophicus	3	0.7495
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7489
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7486
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7481
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7479
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7476
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7474
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7474
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7470
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7470
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7469
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7467
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7465
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7454
Rho-associated protein kinase 1	Q13464	ROCK1_HUMAN	Homo sapiens	3	0.7448
DNA topoisomerase 1	P06612	TOP1_ECOLI	Escherichia coli	4	0.7442
16S rRNA (guanine(1405)-N(7))-methyltransferase	Q763K9	Q763K9_ECOLX	Escherichia coli	3	0.7434
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7434
Large structural protein	Q91L20	Q91L20_9MONO	Human metapneumovirus	3	0.7431
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7426
DNA (cytosine-5)-methyltransferase 1	Q9AXT8	H32_ARATH	Zea mays	3	0.7416
Uridine phosphorylase	P0A1F6	UDP_SALTY	Salmonella typhimurium	3	0.7413
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	2	0.7411
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7408
Cyclic AMP receptor protein	Q5SID7	CRP_THET8	Thermus thermophilus	2	0.7406
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	2	0.7402
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7400
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7394
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7390
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7387
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7386
RNA-directed RNA polymerase lambda-3	P0CK31	RDRP_REOVD	Reovirus type 3	3	0.7385
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7383
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7377
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7375
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7356
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7354
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7353
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	2	0.7348
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7342
Rifampin ADP-ribosyl transferase	A0QRS5	A0QRS5_MYCS2	Mycolicibacterium smegmatis155)	3	0.7337
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	2	0.7337
Ribosome-inactivating protein 3	P25891	RIP3_MAIZE	Zea mays	2	0.7336
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	2	0.7334
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7332
Cyclic nucleotide-gated potassium channel mll3241	Q98GN8	CNGK1_RHILO	Mesorhizobium japonicum)	2	0.7332
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7330
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7327
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7319
Glucanase	Q7LHI2	Q7LHI2_PHACH	Phanerodontia chrysosporium	2	0.7318
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	2	0.7314
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7307
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7306
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7302
Thymidylate synthase	P13100	TYSY_PNECA	Pneumocystis carinii	4	0.7301
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7301
Malate dehydrogenase	P10584	MDH_THETH	Thermus thermophilus	3	0.7298
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7298
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7294
Nucleoside diphosphate kinase	A5J299	A5J299_PENVA	Penaeus vannamei	2	0.7291
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7290
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	3	0.7283
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7282
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7281
Prenyltransferase	Q4R2T2	Q4R2T2_STRC1	Streptomyces sp	2	0.7281
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7280
Pantothenate synthetase	P9WIL4	PANC_MYCTO	Mycobacterium tuberculosis	2	0.7280
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	2	0.7279
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7277
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7274
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7272
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7269
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7261
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7255
Peroxidase C1A	P00433	PER1A_ARMRU	Armoracia rusticana	2	0.7255
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7250
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	2	0.7242
Polyamine aminopropyltransferase	Q5SK28	SPEE_THET8	Thermus thermophilus	3	0.7241
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7241
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	2	0.7239
Glutamate receptor ionotropic, kainate 1	P22756	GRIK1_RAT	Rattus norvegicus	2	0.7236
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7236
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	2	0.7235
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7231
Eukaryotic translation initiation factor 4E type 3	Q9DBB5	IF4E3_MOUSE	Mus musculus	3	0.7228
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7226
Nucleoside 2-deoxyribosyltransferase	Q8RLY5	Q8RLY5_LACHE	Lactobacillus helveticus	2	0.7226
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7223
Myosin heavy chain kinase A	P42527	MHCKA_DICDI	Dictyostelium discoideum	2	0.7222
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7215
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7213
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	2	0.7209
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7208
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7206
tRNA-guanine(15) transglycosylase	O58843	ATGT_PYRHO	Pyrococcus horikoshii	2	0.7206
Angiotensin-converting enzyme	Q10714	ACE_DROME	Drosophila melanogaster	2	0.7205
Proline iminopeptidase	O32449	PIP_SERMA	Serratia marcescens	2	0.7203
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7202
N-acetylhexosamine 1-kinase	E8MF12	NAHK_BIFL2	Bifidobacterium longum subsp. longum	3	0.7197
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7193
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7193
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7180
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7176
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	2	0.7174
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	2	0.7172
Aminopeptidase N	P15145	AMPN_PIG	Sus scrofa	2	0.7167
L-seryl-tRNA(Sec) kinase	Q58933	PSTK_METJA	Methanocaldococcus jannaschii	2	0.7167
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7167
PTS system glucose-specific EIIA component	P69783	PTGA_ECOLI	Escherichia coli	3	0.7165
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7165
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7164
Threonine synthase 1, chloroplastic	Q9S7B5	THRC1_ARATH	Arabidopsis thaliana	3	0.7164
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	2	0.7163
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7161
Purine nucleoside phosphorylase	Q8I3X4	Q8I3X4_PLAF7	Plasmodium falciparum	2	0.7159
Metallophosphoesterase	A3DJ38	A3DJ38_HUNT2	Clostridium thermocellum	2	0.7156
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	2	0.7154
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	2	0.7151
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7148
Rac-like GTP-binding protein ARAC7	O82480	RAC7_ARATH	Arabidopsis thaliana	3	0.7147
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7146
Ribonuclease 4	P15468	RNAS4_PIG	Sus scrofa	2	0.7146
Biotin carboxylase	P43873	ACCC_HAEIN	Haemophilus influenzae	2	0.7146
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	3	0.7139
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7125
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7123
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7122
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7119
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7116
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7115
Cytosolic IMP-GMP specific 5'-nucleotidase	Q5ZZB6	Q5ZZB6_LEGPH	Legionella pneumophila subsp. pneumophila	3	0.7113
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7110
Three-prime repair exonuclease 1	Q91XB0	TREX1_MOUSE	Mus musculus	2	0.7108
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	2	0.7099
RIO-type serine/threonine-protein kinase Rio1	O28471	RIO1_ARCFU	Archaeoglobus fulgidus	2	0.7099
Protein claret segregational	P20480	NCD_DROME	Drosophila melanogaster	2	0.7098
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7096
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	2	0.7090
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7086
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7085
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7082
1-deoxy-D-xylulose 5-phosphate reductoisomerase	P45568	DXR_ECOLI	Escherichia coli	2	0.7075
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7074
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7074
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase	P47229	BPHD_PARXL	Paraburkholderia xenovorans	2	0.7073
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7067
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	2	0.7065
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	2	0.7064
L-methionine gamma-lyase	Q84AR1	Q84AR1_CITFR	Citrobacter freundii	3	0.7061
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	2	0.7061
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7060
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7058
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7058
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	2	0.7057
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	2	0.7057
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	2	0.7056
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1	O50008	METE1_ARATH	Arabidopsis thaliana	2	0.7054
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7054
Amino-acid acetyltransferase	Q5FAK7	Q5FAK7_NEIG1	Neisseria gonorrhoeae	2	0.7052
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	2	0.7049
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	2	0.7048
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7045
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7042
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7041
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7038
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7034
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7033
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7025
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	2	0.7020
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7019
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7019
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	2	0.7016
Type II methyltransferase M.HhaI	P05102	MTH1_HAEPH	Haemophilus parahaemolyticus	3	0.7015
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic	P49235	HGGL1_MAIZE	Zea mays	2	0.7015
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7014
Serine/threonine-protein kinase N1	Q16512	PKN1_HUMAN	Homo sapiens	2	0.7014
Nucleoside 2-deoxyribosyltransferase	Q8RLY5	Q8RLY5_LACHE	Lactobacillus helveticus	2	0.7013
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7012
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	2	0.7012
Release factor glutamine methyltransferase	Q9WYV8	PRMC_THEMA	Thermotoga maritima	3	0.7011
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	2	0.7010
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	2	0.7009
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	2	0.7007
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7003
Xanthine dehydrogenase/oxidase	P22985	XDH_RAT	Rattus norvegicus	2	0.7001

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