2-{2-[2-(3-amino-2-hydroxy-5-methylhexanamido)-3-methylbutanamido]-3-methylbutanamido}butanedioic acid hydrochloride

• ChemBase ID: 106082
• Molecular Formular: C21H39ClN4O8
• Molecular Mass: 511.00936
• Monoisotopic Mass: 510.24564191
• SMILES: Cl.CC(C)CC(N)C(O)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(=O)O)C(=O)O
• Canonical SMILES: CC(CC(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(=O)O)C(C)C)C(C)C)O)N)C.Cl
• InChI: InChI=1S/C21H38N4O8.ClH/c1-9(2)7-12(22)17(28)20(31)25-16(11(5)6)19(30)24-15(10(3)4)18(29)23-13(21(32)33)8-14(26)27;/h9-13,15-17,28H,7-8,22H2,1-6H3,(H,23,29)(H,24,30)(H,25,31)(H,26,27)(H,32,33);1H
• InChIKey: GBDUPCKQTDKNLS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(3-amino-2-hydroxy-5-methylhexanamido)-3-methylbutanamido]-3-methylbutanamido}butanedioic acid hydrochloride
• IUPAC Traditional name: 2-{2-[2-(3-amino-2-hydroxy-5-methylhexanamido)-3-methylbutanamido]-3-methylbutanamido}butanedioic acid hydrochloride
• Synonyms: (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoyl]-Val-Val-Asp; AMASTATIN HYDROCHLORIDE

Database IDs

• CAS Number: 100938-10-1
• PubChem SID: 162092715
• PubChem CID: 16219314

CALCULATED PROPERTIES

• Acid pKa: 3.2423563
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -3.2634552
• LogD (pH = 7.4): -5.019427
• Log P: -2.7815282
• Molar Refractivity: 116.0522 cm^3
• Polarizability: 46.411858 Å^3
• Polar Surface Area: 208.15 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02199000

Hydrochloride
Inhibitor for aminopeptidase A and leucine aminopeptidase.

REFERENCES

• Tobe, H., et al., Agric. Biol. Chem. , 43 : 591, (1979).