(2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide; acetic acid

• ChemBase ID: 153542
• Molecular Formular: C19H29N7O6
• Molecular Mass: 451.47686
• Monoisotopic Mass: 451.21793168
• SMILES: CC(=O)O.c1cc(ccc1NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N)[N+](=O)[O-]
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-])N.CC(=O)O
• InChI: InChI=1S/C17H25N7O4.C2H4O2/c18-13(3-1-9-21-17(19)20)16(26)23-10-2-4-14(23)15(25)22-11-5-7-12(8-6-11)24(27)28;1-2(3)4/h5-8,13-14H,1-4,9-10,18H2,(H,22,25)(H4,19,20,21);1H3,(H,3,4)/t13-,14-;/m0./s1
• InChIKey: OGWPRULLFSXZCF-IODNYQNNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide; acetic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]-N-(4-nitrophenyl)pyrrolidine-2-carboxamide; acetic acid
• Synonyms: Arg-Pro p-nitroanilide acetate salt

Database IDs

• CAS Number: 157054-08-5
• MDL Number: MFCD00274379
• PubChem SID: 162247681
• PubChem CID: 71311676

CALCULATED PROPERTIES

• Acid pKa: 12.758196
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -4.991559
• LogD (pH = 7.4): -3.30995
• Log P: -0.7482984
• Molar Refractivity: 114.5116 cm^3
• Polarizability: 38.751637 Å^3
• Polar Surface Area: 183.15 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C17H25N7O4

DETAILS

Sigma Aldrich - A1204

Substrates
Substrate for dipeptidyl aminopeptidase IV