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

• ChemBase ID: 102082
• Molecular Formular: C19H23ClN6O4
• Molecular Mass: 434.87672
• Monoisotopic Mass: 434.14693093
• SMILES: Cl.NC(=N)NCCCC(NC(=O)c1ccccc1)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C(C(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
• InChIKey: DEOKFPFLXFNAON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-carbamimidamido-N-(4-nitrophenyl)-2-(phenylformamido)pentanamide hydrochloride
• IUPAC Traditional name: 5-carbamimidamido-N-(4-nitrophenyl)-2-(phenylformamido)pentanamide hydrochloride
• Synonyms: Bz-DL-Arg-pNA • HCl; DL-BAPA; Nα-Benzoyl-DL-arginine 4-nitroanilide hydrochloride; N-α-BENZOYL-DL-ARGININE-p-NITROANILIDE HYDROCHLORIDE; L-BAPNA; N-α-BENZOYL-L-ARGININE p-NITROANILIDE; Nα-Benzoyl-DL-arginine p-nitroanilide hydrochloride; BANI; BAPNA; Nα-Benzoyl-DL-arginine 4-nitroanilide hydrochloride

Database IDs

• CAS Number: 911-77-3; 21653-40-7
• EC Number: 244-505-6; 213-011-2
• MDL Number: MFCD00012846
• Beilstein Number: 4081878
• PubChem SID: 162089536; 24891801
• PubChem CID: 2724371

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: ~275 °C (dec.); 275°C (dec); 275-276°C (dec.)

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥98.0% (TLC)
• Ignition Residue: ≤0.2%
• Empirical Formula (Hill Notation): C19H22N6O4 · HCl

DETAILS

MP Biomedicals - 02100090

Hydrochloride
Crystalline
Chromogenic trypsin substrate.

MP Biomedicals - 02154829

(L-BAPNA) Hydrochloride Crystalline Chromogenic substrate for trypsin and other proteolytic enzymes

Sigma Aldrich - B4875

Substrates
A chromogenic trypsin substrate.

Sigma Aldrich - 12920

Other Notes
Chromogenic substrate for the assay of the amidase activity of trypsin1; papain2; ficin3

REFERENCES

• Gaertner, H.F. and Puigserver, A.J., Enzyme Microb. Technol., 14: 150, (1992)
• Gravett, P.S., et al.,