(2S)-5-carbamimidamido-2-{2-[(2R)-3-(4-hydroxycyclohexyl)-2-methanesulfonamidopropanamido]acetamido}-N-(4-nitrophenyl)pentanamide; acetic acid

• ChemBase ID: 158462
• Molecular Formular: C26H42N8O10S
• Molecular Mass: 658.72428
• Monoisotopic Mass: 658.27446058
• SMILES: CC(=O)O.CS(=O)(=O)N[C@H](CC1CCC(CC1)O)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC1CCC(CC1)C[C@H](C(=O)NCC(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)NS(=O)(=O)C.CC(=O)O
• InChI: InChI=1S/C24H38N8O8S.C2H4O2/c1-41(39,40)31-20(13-15-4-10-18(33)11-5-15)22(35)28-14-21(34)30-19(3-2-12-27-24(25)26)23(36)29-16-6-8-17(9-7-16)32(37)38;1-2(3)4/h6-9,15,18-20,31,33H,2-5,10-14H2,1H3,(H,28,35)(H,29,36)(H,30,34)(H4,25,26,27);1H3,(H,3,4)/t15?,18?,19-,20+;/m0./s1
• InChIKey: YRHVTNFFGLSGHS-RFNIADBLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-{2-[(2R)-3-(4-hydroxycyclohexyl)-2-methanesulfonamidopropanamido]acetamido}-N-(4-nitrophenyl)pentanamide; acetic acid
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-{2-[(2R)-3-(4-hydroxycyclohexyl)-2-methanesulfonamidopropanamido]acetamido}-N-(4-nitrophenyl)pentanamide; acetic acid
• Synonyms: N-Methylsulfonyl-D-Hht-Gly-Arg-4-nitroanilide acetate; N-Methylsulfonyl-D-hexahydrotyrosyl-glycyl-L-arginine-4-nitroanilide acetate; Pefachrome® tPA

Database IDs

• CAS Number: 161572-29-8
• MDL Number: MFCD00803753
• PubChem SID: 162252598; 24889774
• PubChem CID: 16218770

CALCULATED PROPERTIES

• Acid pKa: 9.698938
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.1167564
• LogD (pH = 7.4): -3.8863025
• Log P: -2.0898485
• Molar Refractivity: 160.0147 cm^3
• Polarizability: 57.42464 Å^3
• Polar Surface Area: 261.42 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Suitability: degradable with trypsin for enzyme test (substrate for tissue Plasminogen Activator)
• Empirical Formula (Hill Notation): C24H38N8O8S · C2H4O2

DETAILS

Sigma Aldrich - 94174

Other Notes
Substrate for the assay of activity of t-PA (tissue plasminogen activator)
Packaging
1 piece contains 10 μmol Pefachrome® tPA
Legal Information
Pefachrome is a registered trademark of Pentapharm AG, Basel