3-[(1R)-1-(2-chlorophenyl)ethoxy]-5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)thiophene-2-carboxamide

• ChemBase ID: 5118
• Molecular Formular: C22H20ClN3O4S
• Molecular Mass: 457.9299
• Monoisotopic Mass: 457.08630482
• SMILES: COc1cc2ncn(c3cc(O[C@H](C)c4ccccc4Cl)c(s3)C(=O)N)c2cc1OC
• Canonical SMILES: COc1cc2c(cc1OC)ncn2c1cc(c(s1)C(=O)N)O[C@@H](c1ccccc1Cl)C
• InChI: InChI=1S/C22H20ClN3O4S/c1-12(13-6-4-5-7-14(13)23)30-19-10-20(31-21(19)22(24)27)26-11-25-15-8-17(28-2)18(29-3)9-16(15)26/h4-12H,1-3H3,(H2,24,27)/t12-/m1/s1
• InChIKey: UHCHLTQBLNUYRT-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R)-1-(2-chlorophenyl)ethoxy]-5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)thiophene-2-carboxamide
• IUPAC Traditional name: 3-[(1R)-1-(2-chlorophenyl)ethoxy]-5-(5,6-dimethoxy-1,3-benzodiazol-1-yl)thiophene-2-carboxamide
• Synonyms: 5-[5,6-BIS(METHYLOXY)-1H-BENZIMIDAZOL-1-YL]-3-{[1-(2-CHLOROPHENYL)ETHYL]OXY}-2-THIOPHENECARBOXAMIDE

Database IDs

• PubChem SID: 99443942; 160968548
• PubChem CID: 11957417

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.13199
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.567119
• LogD (pH = 7.4): 3.0865736
• Log P: 3.1024
• Molar Refractivity: 128.3161 cm^3
• Polarizability: 46.625233 Å^3
• Polar Surface Area: 88.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.02
• LOG S: -4.64
• Solubility (Water): 1.04e-02 g/l

DETAILS

DrugBank - DB07471

Drug information: experimental