2-{2-[5-carbamimidamido-2-(phenylformamido)pentanamido]acetamido}acetic acid

• ChemBase ID: 153523
• Molecular Formular: C17H24N6O5
• Molecular Mass: 392.40966
• Monoisotopic Mass: 392.1808179
• SMILES: c1ccc(cc1)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NCC(=O)O
• Canonical SMILES: O=C(CNC(=O)C(NC(=O)c1ccccc1)CCCNC(=N)N)NCC(=O)O
• InChI: InChI=1S/C17H24N6O5/c18-17(19)20-8-4-7-12(23-15(27)11-5-2-1-3-6-11)16(28)22-9-13(24)21-10-14(25)26/h1-3,5-6,12H,4,7-10H2,(H,21,24)(H,22,28)(H,23,27)(H,25,26)(H4,18,19,20)
• InChIKey: QAYUGHWUEAJNPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[5-carbamimidamido-2-(phenylformamido)pentanamido]acetamido}acetic acid
• IUPAC Traditional name: {2-[5-carbamimidamido-2-(phenylformamido)pentanamido]acetamido}acetic acid
• Synonyms: N-Benzoyl-Gly-Arg-Gly; Hippuryl-Arg-Gly

Database IDs

• CAS Number: 96723-71-6
• MDL Number: MFCD00133398
• PubChem SID: 162247662; 24895624
• PubChem CID: 3496463

CALCULATED PROPERTIES

• Acid pKa: 3.311202
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -3.6737494
• LogD (pH = 7.4): -3.6714673
• Log P: -3.6714892
• Molar Refractivity: 109.6444 cm^3
• Polarizability: 37.676582 Å^3
• Polar Surface Area: 186.5 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ~70%
• Empirical Formula (Hill Notation): C17H24N6O5