2-[methyl-[2-[(R)-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]benzimidazole-1-carbonyl]amino]ethyl 1-methylpiperidine-4-carboxylate

Details

• Internal ID: 3baa2175-4fd6-445b-b1e4-87d669eade56
• Taxonomy: Organoheterocyclic compounds > Benzimidazoles > Sulfinylbenzimidazoles
• IUPAC Name: 2-[methyl-[2-[(R)-[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]benzimidazole-1-carbonyl]amino]ethyl 1-methylpiperidine-4-carboxylate
• InChI: InChI=1S/C27H32F3N5O5S/c1-18-21(31-11-8-23(18)40-17-27(28,29)30)16-41(38)25-32-20-6-4-5-7-22(20)35(25)26(37)34(3)14-15-39-24(36)19-9-12-33(2)13-10-19/h4-8,11,19H,9-10,12-17H2,1-3H3/t41-/m1/s1
• InChI Key: RRKXWMODKLBAGM-VQJSHJPSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂F₃N₅O₅S
• Molecular Weight: 595.60 g/mol
• Exact Mass: 595.20762480 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• RRKXWMODKLBAGM-VQJSHJPSSA-N
• 2-[methyl-[2-[(R)-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]benzimidazole-1-carbonyl]amino]ethyl 1-methylpiperidine-4-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	-	0.8061	80.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5702	57.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.7218	72.18%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.8297	82.97%
P-glycoprotein substrate	+	0.8567	85.67%
CYP3A4 substrate	+	0.7531	75.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7515	75.15%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	+	0.5554	55.54%
CYP2C19 inhibition	-	0.5502	55.02%
CYP2D6 inhibition	-	0.8576	85.76%
CYP1A2 inhibition	-	0.7102	71.02%
CYP2C8 inhibition	+	0.7795	77.95%
CYP inhibitory promiscuity	+	0.7701	77.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.7728	77.28%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9169	91.69%
Acute Oral Toxicity (c)	III	0.5599	55.99%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	+	0.7605	76.05%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.6953	69.53%
Aromatase binding	+	0.6346	63.46%
PPAR gamma	+	0.6653	66.53%
Honey bee toxicity	-	0.8148	81.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9879	98.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.35%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	98.26%	92.97%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL202	P00374	Dihydrofolate reductase	97.13%	89.92%
CHEMBL240	Q12809	HERG	96.89%	89.76%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	96.11%	85.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	95.81%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	92.23%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.96%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.58%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.47%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.05%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.46%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.28%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.19%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.58%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.17%	97.53%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.46%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.24%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.01%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	83.64%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.85%	82.69%
CHEMBL2535	P11166	Glucose transporter	82.38%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.33%	100.00%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	81.67%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.58%	90.08%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.48%	92.17%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.01%	98.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.64%	85.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.53%	96.47%
CHEMBL4208	P20618	Proteasome component C5	80.42%	90.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.18%	98.33%

Plants that contains it

• Areca catechu

Cross-Links

• PubChem: 59769497
• LOTUS: LTS0062729
• wikiData: Q105244208