(2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-nitrophenyl)hexanamide dihydrochloride

• ChemBase ID: 132985
• Molecular Formular: C23H40Cl2N6O5
• Molecular Mass: 551.5069
• Monoisotopic Mass: 550.24372377
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@@H](C(C)C)N.Cl.Cl
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@@H](NC(=O)[C@@H](C(C)C)N)CC(C)C.Cl.Cl
• InChI: InChI=1S/C23H38N6O5.2ClH/c1-14(2)13-19(28-23(32)20(25)15(3)4)22(31)27-18(7-5-6-12-24)21(30)26-16-8-10-17(11-9-16)29(33)34;;/h8-11,14-15,18-20H,5-7,12-13,24-25H2,1-4H3,(H,26,30)(H,27,31)(H,28,32);2*1H/t18-,19-,20+;;/m0../s1
• InChIKey: VESQMNNSPPEOSZ-ZLARAOTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-nitrophenyl)hexanamide dihydrochloride
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-nitrophenyl)hexanamide dihydrochloride
• Synonyms: D-Val-Leu-Lys-pNA dihydrochloride; D-Valyl-L-leucyl-L-lysine 4-nitroanilide dihydrochloride; D-Val-Leu-Lys 4-nitroanilide dihydrochloride

Database IDs

• CAS Number: 62354-43-2
• MDL Number: MFCD00077899
• PubChem SID: 162227262; 24900701
• PubChem CID: 10370340

CALCULATED PROPERTIES

• Acid pKa: 11.961081
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.83613
• LogD (pH = 7.4): -1.7441742
• Log P: 1.7322415
• Molar Refractivity: 130.6755 cm^3
• Polarizability: 50.203796 Å^3
• Polar Surface Area: 185.16 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H361
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Suitability: suitable as substrate for plasmin test
• Empirical Formula (Hill Notation): C23H38N6O5 · 2HCl

DETAILS

Sigma Aldrich - 94680

Other Notes
Substrate for plasmin1; Preparation and purification of microplasmin2