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

• ChemBase ID: 103305
• Molecular Formular: C21H27N5O5
• Molecular Mass: 429.46958
• Monoisotopic Mass: 429.20121899
• SMILES: CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)[C@H](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)/t16-,17-/m0/s1
• InChIKey: AAXWBCKQYLBQKY-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acid
• Synonyms: HIPPURYL-L-HISTIDYL-L-LEUCINE

Database IDs

• CAS Number: 31373-65-6
• EC Number: 250-597-9
• PubChem SID: 162090370
• PubChem CID: 94418

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: 0°C

DETAILS

MP Biomedicals - 02151262

Angiotensin converting enzyme substrate

REFERENCES

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