1-[(2S)-2-[(5-chloro-1H-indol-2-yl)formamido]-3-phenylpropanoyl]azetidine-3-carboxylic acid

• ChemBase ID: 3395
• Molecular Formular: C22H20ClN3O4
• Molecular Mass: 425.8649
• Monoisotopic Mass: 425.11423382
• SMILES: C(c1ccccc1)[C@@H](C(=O)N1CC(C(=O)O)C1)NC(=O)c1cc2c(ccc(Cl)c2)[nH]1
• Canonical SMILES: OC(=O)C1CN(C1)C(=O)[C@@H](NC(=O)c1cc2c([nH]1)ccc(c2)Cl)Cc1ccccc1
• InChI: InChI=1S/C22H20ClN3O4/c23-16-6-7-17-14(9-16)10-18(24-17)20(27)25-19(8-13-4-2-1-3-5-13)21(28)26-11-15(12-26)22(29)30/h1-7,9-10,15,19,24H,8,11-12H2,(H,25,27)(H,29,30)/t19-/m0/s1
• InChIKey: RONLONYAIBUEKT-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S)-2-[(5-chloro-1H-indol-2-yl)formamido]-3-phenylpropanoyl]azetidine-3-carboxylic acid
• IUPAC Traditional name: 1-[(2S)-2-[(5-chloro-1H-indol-2-yl)formamido]-3-phenylpropanoyl]azetidine-3-carboxylic acid
• Synonyms: Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate

Database IDs

• PubChem SID: 160966835; 46506135
• PubChem CID: 445459

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.84529
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.8511745
• LogD (pH = 7.4): -0.73136073
• Log P: 2.5096416
• Molar Refractivity: 111.4869 cm^3
• Polarizability: 43.732716 Å^3
• Polar Surface Area: 102.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.83
• LOG S: -4.3
• Solubility (Water): 2.15e-02 g/l

DETAILS

DrugBank - DB03744

Drug information: experimental