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

• ChemBase ID: 155511
• Molecular Formular: C34H47N9O11
• Molecular Mass: 757.79068
• Monoisotopic Mass: 757.33950337
• 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.CC(=O)O
• Canonical SMILES: CC(=O)O.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.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t19-,23-,24-,27-;/m0./s1
• InChIKey: ITXQNZUGLZNGBM-PJSBSAQXSA-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; acetic 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; acetic acid
• Synonyms: N-Benzoyl-Ile-Glu-Gly-Arg p-nitroanilide acetate salt

Database IDs

• MDL Number: MFCD00133580
• PubChem SID: 162249649; 24891966
• PubChem CID: 71312147

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

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/37/38-41
• Safety Statements: 22-26-36
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - B7020

Application
Factor Xa substrate