1-(2-{2-[(2-aminophenyl)formamido]acetamido}-3-(4-nitrophenyl)propanoyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 103749
• Molecular Formular: C23H25N5O7
• Molecular Mass: 483.4739
• Monoisotopic Mass: 483.17539817
• SMILES: Nc1c(cccc1)C(=O)NCC(=O)NC(Cc1ccc(cc1)[N+](=O)[O-])C(=O)N1CCCC1C(=O)O
• Canonical SMILES: O=C(NC(C(=O)N1CCCC1C(=O)O)Cc1ccc(cc1)[N+](=O)[O-])CNC(=O)c1ccccc1N
• InChI: InChI=1S/C23H25N5O7/c24-17-5-2-1-4-16(17)21(30)25-13-20(29)26-18(12-14-7-9-15(10-8-14)28(34)35)22(31)27-11-3-6-19(27)23(32)33/h1-2,4-5,7-10,18-19H,3,6,11-13,24H2,(H,25,30)(H,26,29)(H,32,33)
• InChIKey: ZCZHTWBKBLMIQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-{2-[(2-aminophenyl)formamido]acetamido}-3-(4-nitrophenyl)propanoyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-(2-{2-[(2-aminophenyl)formamido]acetamido}-3-(4-nitrophenyl)propanoyl)pyrrolidine-2-carboxylic acid
• Synonyms: o-Aminobenzoyl-Gly-p-Nitro-Phe-Pro; ANGIOTENSIN-CONVERTINGENZYME SUBSTRATE

Database IDs

• CAS Number: 67482-93-3
• EC Number: 266-699-1
• PubChem SID: 162102909
• PubChem CID: 19693536

CALCULATED PROPERTIES

• Acid pKa: 3.556837
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.85302347
• LogD (pH = 7.4): -2.2338626
• Log P: 0.8541898
• Molar Refractivity: 125.0457 cm^3
• Polarizability: 46.54291 Å^3
• Polar Surface Area: 187.65 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152748

A fluorogenic substrate for angiotensin-converting enzyme.

REFERENCES

• Carmel, A. and Yaron, A., Eur. J. Biochem., 87: 265, (1978).