4-[(2S)-5-carbamimidamido-2-(phenylformamido)pentanamido]benzoic acid hydrochloride

• ChemBase ID: 156696
• Molecular Formular: C20H24ClN5O4
• Molecular Mass: 433.88866
• Monoisotopic Mass: 433.15168195
• SMILES: c1ccc(cc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)C(=O)O.Cl
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)C(=O)O)NC(=O)c1ccccc1.Cl
• InChI: InChI=1S/C20H23N5O4.ClH/c21-20(22)23-12-4-7-16(25-17(26)13-5-2-1-3-6-13)18(27)24-15-10-8-14(9-11-15)19(28)29;/h1-3,5-6,8-11,16H,4,7,12H2,(H,24,27)(H,25,26)(H,28,29)(H4,21,22,23);1H/t16-;/m0./s1
• InChIKey: CEZJMIHHHABJQI-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2S)-5-carbamimidamido-2-(phenylformamido)pentanamido]benzoic acid hydrochloride
• IUPAC Traditional name: 4-[(2S)-5-carbamimidamido-2-(phenylformamido)pentanamido]benzoic acid hydrochloride
• Synonyms: BAPABA; Nα-Benzoyl-L-arginine 4-carboxyanilide hydrochloride; Nα-Benzoyl-L-arginyl-4-amino-benzoic acid hydrochloride

Database IDs

• MDL Number: MFCD00082418
• PubChem SID: 24847891; 162250833
• PubChem CID: 16211247

CALCULATED PROPERTIES

• Acid pKa: 4.1441693
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -0.38446814
• LogD (pH = 7.4): -0.36918417
• Log P: -0.36907154
• Molar Refractivity: 119.5709 cm^3
• Polarizability: 40.37573 Å^3
• Polar Surface Area: 157.4 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, TLC)
• Empirical Formula (Hill Notation): C20H23N5O4 · HCl

DETAILS

Sigma Aldrich - 12925

Other Notes
Water-soluble substrate for the determination of trypsin activity, suitable for use in turbid assay mixtures1