2-[3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid

• ChemBase ID: 106044
• Molecular Formular: C21H27N5O5
• Molecular Mass: 429.46958
• Monoisotopic Mass: 429.20121899
• SMILES: CC(C)CC(NC(=O)C(Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: CC(CC(C(=O)O)NC(=O)C(Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1)C
• InChI: InChI=1S/C21H27N5O5/c1-13(2)8-17(21(30)31)26-20(29)16(9-15-10-22-12-24-15)25-18(27)11-23-19(28)14-6-4-3-5-7-14/h3-7,10,12-13,16-17H,8-9,11H2,1-2H3,(H,22,24)(H,23,28)(H,25,27)(H,26,29)(H,30,31)
• InChIKey: AAXWBCKQYLBQKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid
• IUPAC Traditional name: 2-[3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid
• Synonyms: Hippuryl-His-Leu-(Benzoyl-Gly-His-Leu); ANGIOTENSIN-CONVERTING ENZYME SUBSTRATE

Database IDs

• PubChem SID: 162105909
• PubChem CID: 569657

CALCULATED PROPERTIES

• Acid pKa: 3.774684
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.0299815
• LogD (pH = 7.4): -1.9010184
• Log P: -0.9939752
• Molar Refractivity: 111.382095 cm^3
• Polarizability: 42.853237 Å^3
• Polar Surface Area: 153.28 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02196155

Free Acid

REFERENCES

• Cushman, D.W. and Cheung, H.S., Biochem. Pharmac. , 20 : 1637, (1971).