1-[(2R)-1-hydroxy-4-[6-(3-phenylpropanamido)-1H-indol-1-yl]butan-2-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 5418
• Molecular Formular: C25H27N5O3
• Molecular Mass: 445.51358
• Monoisotopic Mass: 445.21138975
• SMILES: c1n(cnc1C(=O)N)[C@@H](CO)CCn1ccc2c1cc(cc2)NC(=O)CCc1ccccc1
• Canonical SMILES: OC[C@H](n1cnc(c1)C(=O)N)CCn1ccc2c1cc(cc2)NC(=O)CCc1ccccc1
• InChI: InChI=1S/C25H27N5O3/c26-25(33)22-15-30(17-27-22)21(16-31)11-13-29-12-10-19-7-8-20(14-23(19)29)28-24(32)9-6-18-4-2-1-3-5-18/h1-5,7-8,10,12,14-15,17,21,31H,6,9,11,13,16H2,(H2,26,33)(H,28,32)/t21-/m1/s1
• InChIKey: GUYYFMCFEPDDFL-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R)-1-hydroxy-4-[6-(3-phenylpropanamido)-1H-indol-1-yl]butan-2-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(2R)-1-hydroxy-4-[6-(3-phenylpropanamido)indol-1-yl]butan-2-yl]imidazole-4-carboxamide
• Synonyms: 1-((1R)-1-(HYDROXYMETHYL)-3-{6-[(3-PHENYLPROPANOYL)AMINO]-1H-INDOL-1-YL}PROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE

Database IDs

• PubChem SID: 160968846; 99444254
• PubChem CID: 448903

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.539275
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.3811269
• LogD (pH = 7.4): 2.3852913
• Log P: 2.385345
• Molar Refractivity: 127.7019 cm^3
• Polarizability: 48.916645 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.88
• LOG S: -4.14
• Solubility (Water): 3.20e-02 g/l

DETAILS

DrugBank - DB07783

Drug information: experimental