(4S)-4-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-4-[(2S,3S)-3-methyl-2-(phenylformamido)pentanamido]butanoic acid

• ChemBase ID: 155944
• Molecular Formular: C32H43N9O9
• Molecular Mass: 697.73872
• Monoisotopic Mass: 697.318374
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)c1ccccc1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)CCC(=O)O)NC(=O)c1ccccc1)C
• InChI: InChI=1S/C32H43N9O9/c1-3-19(2)27(40-28(45)20-8-5-4-6-9-20)31(48)39-24(15-16-26(43)44)29(46)36-18-25(42)38-23(10-7-17-35-32(33)34)30(47)37-21-11-13-22(14-12-21)41(49)50/h4-6,8-9,11-14,19,23-24,27H,3,7,10,15-18H2,1-2H3,(H,36,46)(H,37,47)(H,38,42)(H,39,48)(H,40,45)(H,43,44)(H4,33,34,35)/t19-,23-,24-,27-/m0/s1
• InChIKey: ZYECEUZMVSGTMR-LBDWYMBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-4-[(2S,3S)-3-methyl-2-(phenylformamido)pentanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-4-[(2S,3S)-3-methyl-2-(phenylformamido)pentanamido]butanoic acid
• Synonyms: Nα-Benzoyl-L-isoleucyl-L-glutamyl-glycyl-L-arginine-4-nitroanilide

Database IDs

• CAS Number: 59068-47-2
• MDL Number: MFCD03490518
• PubChem SID: 24888910; 162250082
• PubChem CID: 11979744

CALCULATED PROPERTIES

• Acid pKa: 3.693139
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -1.2915542
• LogD (pH = 7.4): -1.2860855
• Log P: -1.2861404
• Molar Refractivity: 191.4247 cm^3
• Polarizability: 68.171295 Å^3
• Polar Surface Area: 290.52 Å^2
• Rotatable Bonds: 20
• 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: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C32H43N9O9

DETAILS

Sigma Aldrich - 87528

Other Notes
Chromogenic substrate for the assay of trypsin; the liberated 4-nitroanilide is measured photometrically at 405 nm1