acetic acid methyl N-[(1R)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-2-cyclohexylethyl]carbamate

• ChemBase ID: 156030
• Molecular Formular: C27H42N8O9
• Molecular Mass: 622.67058
• Monoisotopic Mass: 622.30747496
• SMILES: CC(=O)O.COC(=O)N[C@H](CC1CCCCC1)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CC(=O)O.COC(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)CC1CCCCC1
• InChI: InChI=1S/C25H38N8O7.C2H4O2/c1-40-25(37)32-20(14-16-6-3-2-4-7-16)22(35)29-15-21(34)31-19(8-5-13-28-24(26)27)23(36)30-17-9-11-18(12-10-17)33(38)39;1-2(3)4/h9-12,16,19-20H,2-8,13-15H2,1H3,(H,29,35)(H,30,36)(H,31,34)(H,32,37)(H4,26,27,28);1H3,(H,3,4)/t19-,20+;/m0./s1
• InChIKey: QXWRKXQCMBOLJR-CMXBXVFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acetic acid methyl N-[(1R)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-2-cyclohexylethyl]carbamate
• IUPAC Traditional name: acetic acid methyl N-[(1R)-1-[({[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]-2-cyclohexylethyl]carbamate
• Synonyms: N-Methoxycarbonyl-D-Cha-Gly-Arg-4-nitroanilide acetate; N-Methoxycarbonyl-D-cyclohexylalanyl-glycyl-L-arginine-4-nitroanilide acetate; Pefachrome® Fxa

Database IDs

• CAS Number: 80895-10-9
• MDL Number: MFCD03791099
• PubChem SID: 24887226; 162250168
• PubChem CID: 16218538

CALCULATED PROPERTIES

• Acid pKa: 12.100509
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.6096346
• LogD (pH = 7.4): -1.6046512
• Log P: 0.33269575
• Molar Refractivity: 156.3678 cm^3
• Polarizability: 55.158604 Å^3
• Polar Surface Area: 233.35 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Suitability: degradable with trypsin for enzyme test (substrate for Factor Xa)
• Empirical Formula (Hill Notation): C25H38N8O7 · C2H4O2

DETAILS

Sigma Aldrich - 77739

Other Notes
Substrate for the assay of factor Xa and other serine proteases
Packaging
1 piece contains 10 μmol Pefachrome®, FXA
Legal Information
Pefachrome is a registered trademark of Pentapharm AG, Basel