(2S,3R)-2-[2-(6-chloro-1H-indol-1-yl)acetamido]-3-methylpentanoic acid

• ChemBase ID: 224094
• Molecular Formular: C16H19ClN2O3
• Molecular Mass: 322.78666
• Monoisotopic Mass: 322.10842016
• SMILES: n1(c2c(cc1)ccc(c2)Cl)CC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)Cn1ccc2c1cc(Cl)cc2)C
• InChI: InChI=1S/C16H19ClN2O3/c1-3-10(2)15(16(21)22)18-14(20)9-19-7-6-11-4-5-12(17)8-13(11)19/h4-8,10,15H,3,9H2,1-2H3,(H,18,20)(H,21,22)/t10-,15+/m1/s1
• InChIKey: ZOTPKDADJQXKAP-BMIGLBTASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-[2-(6-chloro-1H-indol-1-yl)acetamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-[2-(6-chloroindol-1-yl)acetamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164280004
• PubChem CID: 49652725

CALCULATED PROPERTIES

• Acid pKa: 4.019938
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6829077
• LogD (pH = 7.4): 0.025734663
• Log P: 3.1732566
• Molar Refractivity: 83.8246 cm^3
• Polarizability: 33.85419 Å^3
• Polar Surface Area: 71.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds