1-[(2R)-4-{6-[(benzylcarbamoyl)amino]-1H-indol-1-yl}-1-hydroxybutan-2-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 2543
• Molecular Formular: C24H26N6O3
• Molecular Mass: 446.50164
• Monoisotopic Mass: 446.20663872
• SMILES: c1n(cnc1C(=O)N)[C@@H](CO)CCn1ccc2c1cc(cc2)NC(=O)NCc1ccccc1
• Canonical SMILES: OC[C@H](n1cnc(c1)C(=O)N)CCn1ccc2c1cc(cc2)NC(=O)NCc1ccccc1
• InChI: InChI=1S/C24H26N6O3/c25-23(32)21-14-30(16-27-21)20(15-31)9-11-29-10-8-18-6-7-19(12-22(18)29)28-24(33)26-13-17-4-2-1-3-5-17/h1-8,10,12,14,16,20,31H,9,11,13,15H2,(H2,25,32)(H2,26,28,33)/t20-/m1/s1
• InChIKey: KCCUBLLGAMGDJL-HXUWFJFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R)-4-{6-[(benzylcarbamoyl)amino]-1H-indol-1-yl}-1-hydroxybutan-2-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 1-[(2R)-4-{6-[(benzylcarbamoyl)amino]indol-1-yl}-1-hydroxybutan-2-yl]imidazole-4-carboxamide
• Synonyms: FR236913

Database IDs

• PubChem SID: 160965993; 46504522
• PubChem CID: 447546

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.079049
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.7168221
• LogD (pH = 7.4): 1.7209859
• Log P: 1.7210402
• Molar Refractivity: 126.565 cm^3
• Polarizability: 48.209923 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.96
• LOG S: -3.86
• Solubility (Water): 6.16e-02 g/l

DETAILS

DrugBank - DB02830

Drug information: experimental