2-(2-{2-[3-(furan-2-yl)prop-2-enamido]-3-phenylpropanamido}acetamido)acetic acid

• ChemBase ID: 103748
• Molecular Formular: C20H21N3O6
• Molecular Mass: 399.39724
• Monoisotopic Mass: 399.14303541
• SMILES: OC(=O)CNC(=O)CNC(=O)C(Cc1ccccc1)NC(=O)/C=C\c1ccco1
• Canonical SMILES: O=C(NCC(=O)O)CNC(=O)C(Cc1ccccc1)NC(=O)/C=C\c1ccco1
• InChI: InChI=1S/C20H21N3O6/c24-17(9-8-15-7-4-10-29-15)23-16(11-14-5-2-1-3-6-14)20(28)22-12-18(25)21-13-19(26)27/h1-10,16H,11-13H2,(H,21,25)(H,22,28)(H,23,24)(H,26,27)
• InChIKey: ZDLZKMDMBBMJLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[3-(furan-2-yl)prop-2-enamido]-3-phenylpropanamido}acetamido)acetic acid
• IUPAC Traditional name: (2-{2-[3-(furan-2-yl)prop-2-enamido]-3-phenylpropanamido}acetamido)acetic acid
• Synonyms: N-(3-(2-Furyl)acryloyl)-Phe-Gly-Gly); N-[3-(2-Furyl)acryloyl]-L-phenylalanyl-glycyl-glycine; ANGIOTENSIN-CONVERTINGENZYME SUBSTRATE

Database IDs

• CAS Number: 64967-39-1
• PubChem SID: 162090952
• PubChem CID: 71299690

CALCULATED PROPERTIES

• Acid pKa: 3.6463664
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.7454594
• LogD (pH = 7.4): -3.2208865
• Log P: 0.105573796
• Molar Refractivity: 102.9742 cm^3
• Polarizability: 39.274113 Å^3
• Polar Surface Area: 137.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152747

A substrate for continuous spectrophortometric assays of angiotensin converting enzyme.

REFERENCES

• Holmquist, B., et al., Anal. Biochem., 95: 540, (1979).