2-[(1-{2-[2-(4-methoxy-4-oxobutanamido)propanamido]propanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanoic acid

• ChemBase ID: 104317
• Molecular Formular: C21H34N4O8
• Molecular Mass: 470.51666
• Monoisotopic Mass: 470.23766407
• SMILES: COC(=O)CCC(=O)NC(C)C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)O
• Canonical SMILES: COC(=O)CCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)C(C)C)C)C
• InChI: InChI=1S/C21H34N4O8/c1-11(2)17(21(31)32)24-19(29)14-7-6-10-25(14)20(30)13(4)23-18(28)12(3)22-15(26)8-9-16(27)33-5/h11-14,17H,6-10H2,1-5H3,(H,22,26)(H,23,28)(H,24,29)(H,31,32)
• InChIKey: XSYKVGBBBLUSAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-{2-[2-(4-methoxy-4-oxobutanamido)propanamido]propanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanoic acid
• IUPAC Traditional name: 2-[(1-{2-[2-(4-methoxy-4-oxobutanamido)propanamido]propanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanoic acid
• Synonyms: N-METHOXYSUCCINYL-ALA-ALA-PRO-VAL CHLOROMETHYL KETONE; N-Methoxysuccinyl-Ala-Ala-Pro-Val

Database IDs

• CAS Number: 107441-48-5; 65144-34-5
• MDL Number: MFCD00133608
• PubChem SID: 162091639; 24896776
• PubChem CID: 4252643

CALCULATED PROPERTIES

• Acid pKa: 3.981947
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.7653267
• LogD (pH = 7.4): -4.407844
• Log P: -1.238504
• Molar Refractivity: 114.1804 cm^3
• Polarizability: 45.042744 Å^3
• Polar Surface Area: 171.21 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C21H34N4O8

DETAILS

MP Biomedicals - 02155443

Inhibitor of human granulocyte elastase.

REFERENCES

• Martynov, V.F., et al., J. Gen. Chem. (USSR), 54: 384 (1984).