5-carbamimidamido-N-(naphthalen-2-yl)-2-(phenylformamido)pentanamide hydrochloride

• ChemBase ID: 133339
• Molecular Formular: C23H26ClN5O2
• Molecular Mass: 439.93784
• Monoisotopic Mass: 439.17750278
• SMILES: c1ccc(cc1)C(=O)NC(CCCNC(=N)N)C(=O)Nc1ccc2ccccc2c1.Cl
• Canonical SMILES: NC(=N)NCCCC(C(=O)Nc1ccc2c(c1)cccc2)NC(=O)c1ccccc1.Cl
• InChI: InChI=1S/C23H25N5O2.ClH/c24-23(25)26-14-6-11-20(28-21(29)17-8-2-1-3-9-17)22(30)27-19-13-12-16-7-4-5-10-18(16)15-19;/h1-5,7-10,12-13,15,20H,6,11,14H2,(H,27,30)(H,28,29)(H4,24,25,26);1H
• InChIKey: BNGRKDJZQIGWQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-carbamimidamido-N-(naphthalen-2-yl)-2-(phenylformamido)pentanamide hydrochloride
• IUPAC Traditional name: 5-carbamimidamido-N-(naphthalen-2-yl)-2-(phenylformamido)pentanamide hydrochloride
• Synonyms: BANA; Nα-Benzoyl-DL-arginine-2-naphthylamide hydrochloride; Nα-Benzoyl-DL-arginine β-naphthylamide hydrochloride

Database IDs

• CAS Number: 913-04-2
• EC Number: 213-015-4
• MDL Number: MFCD00038940
• Beilstein Number: 3823291
• PubChem SID: 162227616; 24891699
• PubChem CID: 102503

CALCULATED PROPERTIES

• Acid pKa: 13.222862
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 0.19242977
• LogD (pH = 7.4): 0.1955992
• Log P: 2.3763292
• Molar Refractivity: 128.7649 cm^3
• Polarizability: 45.506973 Å^3
• Polar Surface Area: 120.1 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 196-199 °C

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (AT)
• Impurities: ≤1% DL-arginine; ≤2% water
• Empirical Formula (Hill Notation): C23H25N5O2 · HCl

DETAILS

Sigma Aldrich - B4750

Substrates
A chromogenic substrate for trypsin.

Sigma Aldrich - 12910

Other Notes
Histochemical substrate for trypsin1