(2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-(phenylformamido)pentanamide hydrochloride

• ChemBase ID: 132959
• Molecular Formular: C19H23ClN6O4
• Molecular Mass: 434.87672
• Monoisotopic Mass: 434.14693093
• SMILES: c1ccc(cc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-].Cl
• Canonical SMILES: O=C([C@@H](NC(=O)c1ccccc1)CCCNC(=N)N)Nc1ccc(cc1)[N+](=O)[O-].Cl
• InChI: InChI=1S/C19H22N6O4.ClH/c20-19(21)22-12-4-7-16(24-17(26)13-5-2-1-3-6-13)18(27)23-14-8-10-15(11-9-14)25(28)29;/h1-3,5-6,8-11,16H,4,7,12H2,(H,23,27)(H,24,26)(H4,20,21,22);1H/t16-;/m0./s1
• InChIKey: DEOKFPFLXFNAON-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-(phenylformamido)pentanamide hydrochloride
• IUPAC Traditional name: (2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-(phenylformamido)pentanamide hydrochloride
• Synonyms: L-BAPA; L-BAPNA; BANI; Nα-Benzoyl-L-arginine 4-nitroanilide hydrochloride

Database IDs

• CAS Number: 21653-40-7
• EC Number: 244-505-6
• MDL Number: MFCD00063682
• Beilstein Number: 4081878
• PubChem SID: 24891685; 24891697; 162227236
• PubChem CID: 16219022

CALCULATED PROPERTIES

• Acid pKa: 12.744373
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.8570593
• LogD (pH = 7.4): -0.8536151
• Log P: 1.233468
• Molar Refractivity: 119.6394 cm^3
• Polarizability: 39.926006 Å^3
• Polar Surface Area: 165.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 223-226 °C
• Optical Rotation: [α]20/D +12±2°, c = 1% in ethanol

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

• Purity: >98% (TLC); ≥98.0% (enzymatic); ≥99% (TLC)
• Suitability: suitable for substrate for trypsin
• Empirical Formula (Hill Notation): C19H22N6O4 · HCl

DETAILS

Sigma Aldrich - B3279

Substrates
Chromogenic substrate for trypsin and other proteolytic enzymes.

Sigma Aldrich - B3133

Linkage
Similar to B3279, but produced for Sigma.
Substrates
Chromogenic substrate for trypsin and other proteolytic enzymes.

Sigma Aldrich - 12915

Application
suitable as substrate for trypsin
Other Notes
Chromogenic substrate for the assay of trypsin1; papain2; bromelain3
Substrates
Chromogenic substrate for trypsin and other proteolytic enzymes.