(2R)-5-(carbamoylamino)-2-[2-(6-chloro-1H-indol-1-yl)acetamido]pentanoic acid

• ChemBase ID: 223946
• Molecular Formular: C16H19ClN4O4
• Molecular Mass: 366.79946
• Monoisotopic Mass: 366.10948279
• SMILES: n1(c2c(cc1)ccc(c2)Cl)CC(=O)N[C@@H](C(=O)O)CCCNC(=O)N
• Canonical SMILES: O=C(Cn1ccc2c1cc(Cl)cc2)N[C@@H](C(=O)O)CCCNC(=O)N
• InChI: InChI=1S/C16H19ClN4O4/c17-11-4-3-10-5-7-21(13(10)8-11)9-14(22)20-12(15(23)24)2-1-6-19-16(18)25/h3-5,7-8,12H,1-2,6,9H2,(H,20,22)(H,23,24)(H3,18,19,25)/t12-/m1/s1
• InChIKey: ZBZSCHXOBWAEPG-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5-(carbamoylamino)-2-[2-(6-chloro-1H-indol-1-yl)acetamido]pentanoic acid
• IUPAC Traditional name: (2R)-5-(carbamoylamino)-2-[2-(6-chloroindol-1-yl)acetamido]pentanoic acid

Database IDs

• PubChem SID: 164279856
• PubChem CID: 49652608

CALCULATED PROPERTIES

• Acid pKa: 3.9090798
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.846921
• LogD (pH = 7.4): -2.458852
• Log P: 0.75002456
• Molar Refractivity: 91.0597 cm^3
• Polarizability: 36.264343 Å^3
• Polar Surface Area: 126.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds