(2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid

• ChemBase ID: 4562
• Molecular Formular: C24H23ClN2O4
• Molecular Mass: 438.90342
• Monoisotopic Mass: 438.13463491
• SMILES: CCO[C@H](C(=O)O)Cc1ccc2c(c1)ccn2Cc1c(C)oc(n1)c1c(Cl)cccc1
• Canonical SMILES: CCO[C@H](C(=O)O)Cc1ccc2c(c1)ccn2Cc1nc(oc1C)c1ccccc1Cl
• InChI: InChI=1S/C24H23ClN2O4/c1-3-30-22(24(28)29)13-16-8-9-21-17(12-16)10-11-27(21)14-20-15(2)31-23(26-20)18-6-4-5-7-19(18)25/h4-12,22H,3,13-14H2,1-2H3,(H,28,29)/t22-/m0/s1
• InChIKey: PAWOPJKHTZCKMT-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid
• IUPAC Traditional name: (2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}indol-5-yl)-2-ethoxypropanoic acid
• Synonyms: (2S)-3-(1-{[2-(2-CHLOROPHENYL)-5-METHYL-1,3-OXAZOL-4-YL]METHYL}-1H-INDOL-5-YL)-2-ETHOXYPROPANOIC ACID

Database IDs

• PubChem SID: 160967994; 99443379
• PubChem CID: 9549225

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.024689
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.5971444
• LogD (pH = 7.4): 1.9382583
• Log P: 5.083082
• Molar Refractivity: 128.7977 cm^3
• Polarizability: 47.1924 Å^3
• Polar Surface Area: 77.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.38
• LOG S: -4.47
• Solubility (Water): 1.48e-02 g/l

DETAILS

DrugBank - DB06908

Drug information: experimental