(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]propanoyl]-N-[(3S)-1-chloro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 106474
• Molecular Formular: C17H29ClN4O4
• Molecular Mass: 388.88956
• Monoisotopic Mass: 388.18773311
• SMILES: CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)N)C(=O)CCl
• Canonical SMILES: ClCC(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](N)C)C
• InChI: InChI=1S/C17H29ClN4O4/c1-9(2)14(13(23)8-18)21-16(25)12-6-5-7-22(12)17(26)11(4)20-15(24)10(3)19/h9-12,14H,5-8,19H2,1-4H3,(H,20,24)(H,21,25)/t10-,11-,12-,14-/m0/s1
• InChIKey: LRFJEIMSBAPTLB-MNXVOIDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]propanoyl]-N-[(3S)-1-chloro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]propanoyl]-N-[(3S)-1-chloro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carboxamide
• Synonyms: Ala-Ala-Pro-Val-CMK; AAPV-CMK; Ala-Ala-Pro-Val-Chloromethylketone

Database IDs

• PubChem SID: 162105498
• PubChem CID: 7408221

CALCULATED PROPERTIES

• Acid pKa: 12.002294
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.616906
• LogD (pH = 7.4): -0.92801964
• Log P: -0.16113818
• Molar Refractivity: 97.3785 cm^3
• Polarizability: 38.47796 Å^3
• Polar Surface Area: 121.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03CK021

An inhibitor of Serine proteases.