4-{[1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl]oxy}butanoic acid

• ChemBase ID: 2645
• Molecular Formular: C22H24N2O4
• Molecular Mass: 380.43696
• Monoisotopic Mass: 380.17360726
• SMILES: c1(ccc2c(c1)c(c(n2Cc1ccccc1)C)CC(=O)N)OCCCC(=O)O
• Canonical SMILES: NC(=O)Cc1c(C)n(c2c1cc(OCCCC(=O)O)cc2)Cc1ccccc1
• InChI: InChI=1S/C22H24N2O4/c1-15-18(13-21(23)25)19-12-17(28-11-5-8-22(26)27)9-10-20(19)24(15)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12H,5,8,11,13-14H2,1H3,(H2,23,25)(H,26,27)
• InChIKey: STENXUCYNKOBHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[1-benzyl-3-(carbamoylmethyl)-2-methyl-1H-indol-5-yl]oxy}butanoic acid
• IUPAC Traditional name: 4-{[1-benzyl-3-(carbamoylmethyl)-2-methylindol-5-yl]oxy}butanoic acid
• Synonyms: 4-(1-Benzyl-3-Carbamoylmethyl-2-Methyl-1h-Indol-5-Yloxy)-Butyric Acid

Database IDs

• PubChem SID: 160966094; 46504907
• PubChem CID: 3710

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.156438
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5365133
• LogD (pH = 7.4): -0.16610861
• Log P: 2.89651
• Molar Refractivity: 106.9355 cm^3
• Polarizability: 42.08586 Å^3
• Polar Surface Area: 94.55 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.23
• LOG S: -4.86
• Solubility (Water): 5.29e-03 g/l

DETAILS

DrugBank - DB02936

Drug information: experimental