1-[(3S,4S)-1-[2-(4-chlorophenyl)-1,3-benzoxazol-7-yl]-4-hydroxypentan-3-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 5421
• Molecular Formular: C22H21ClN4O3
• Molecular Mass: 424.88014
• Monoisotopic Mass: 424.13021823
• SMILES: c1cc(ccc1Cl)c1nc2c(o1)c(ccc2)CC[C@@H]([C@@H](O)C)n1cnc(c1)C(=O)N
• Canonical SMILES: C[C@@H]([C@@H](n1cnc(c1)C(=O)N)CCc1cccc2c1oc(n2)c1ccc(cc1)Cl)O
• InChI: InChI=1S/C22H21ClN4O3/c1-13(28)19(27-11-18(21(24)29)25-12-27)10-7-14-3-2-4-17-20(14)30-22(26-17)15-5-8-16(23)9-6-15/h2-6,8-9,11-13,19,28H,7,10H2,1H3,(H2,24,29)/t13-,19-/m0/s1
• InChIKey: SMFRBBHLVBWHGB-DJJJIMSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3S,4S)-1-[2-(4-chlorophenyl)-1,3-benzoxazol-7-yl]-4-hydroxypentan-3-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(3S,4S)-1-[2-(4-chlorophenyl)-1,3-benzoxazol-7-yl]-4-hydroxypentan-3-yl]imidazole-4-carboxamide
• Synonyms: 1-((1R,2S)-1-{2-[2-(4-CHLOROPHENYL)-1,3-BENZOXAZOL-7-YL]ETHYL}-2-HYDROXYPROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE

Database IDs

• PubChem SID: 160968849; 99444257
• PubChem CID: 46937091

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.881194
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.5301127
• LogD (pH = 7.4): 3.5342665
• Log P: 3.53432
• Molar Refractivity: 123.5373 cm^3
• Polarizability: 44.889057 Å^3
• Polar Surface Area: 107.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.78
• LOG S: -3.99
• Solubility (Water): 4.36e-02 g/l

DETAILS

DrugBank - DB07786

Drug information: experimental