(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-[(2S,3S)-3-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 106655
• Molecular Formular: C17H31N3O3
• Molecular Mass: 325.44634
• Monoisotopic Mass: 325.23654187
• SMILES: CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C=O)[C@@H](C)CC
• Canonical SMILES: CC[C@@H]([C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H]([C@H](CC)C)N)C=O)C
• InChI: InChI=1S/C17H31N3O3/c1-5-11(3)13(10-21)19-16(22)14-8-7-9-20(14)17(23)15(18)12(4)6-2/h10-15H,5-9,18H2,1-4H3,(H,19,22)/t11-,12-,13+,14-,15-/m0/s1
• InChIKey: KHRSTJDHVMBJRG-RMEBNNNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-[(2S,3S)-3-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]-N-[(2S,3S)-3-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• Synonyms: Ile-Pro-Ile; IPI; Ile-Pro-Ile

Database IDs

• CAS Number: 90614-48-5
• PubChem SID: 162093179
• PubChem CID: 25108801

CALCULATED PROPERTIES

• Acid pKa: 13.120074
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.2622013
• LogD (pH = 7.4): 0.43187976
• Log P: 1.1264278
• Molar Refractivity: 89.049 cm^3
• Polarizability: 35.341072 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true