(2S)-2-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide dihydrochloride

• ChemBase ID: 133667
• Molecular Formular: C23H38Cl2N8O5
• Molecular Mass: 577.50442
• Monoisotopic Mass: 576.23422172
• SMILES: CC[C@@H](C)[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-])N.Cl.Cl
• Canonical SMILES: CC[C@H]([C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)N)C.Cl.Cl
• InChI: InChI=1S/C23H36N8O5.2ClH/c1-3-14(2)19(24)22(34)30-13-5-7-18(30)21(33)29-17(6-4-12-27-23(25)26)20(32)28-15-8-10-16(11-9-15)31(35)36;;/h8-11,14,17-19H,3-7,12-13,24H2,1-2H3,(H,28,32)(H,29,33)(H4,25,26,27);2*1H/t14-,17+,18+,19-;;/m1../s1
• InChIKey: NAANFMDBMZZFRD-CYTOJJGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide dihydrochloride
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide dihydrochloride
• Synonyms: D-Ile-Pro-Arg p-nitroanilide dihydrochloride

Database IDs

• CAS Number: 96323-41-0
• MDL Number: MFCD00792772
• PubChem SID: 162227944
• PubChem CID: 18641272

CALCULATED PROPERTIES

• Acid pKa: 12.212375
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.532573
• LogD (pH = 7.4): -2.8538413
• Log P: 0.011739389
• Molar Refractivity: 145.4056 cm^3
• Polarizability: 51.00848 Å^3
• Polar Surface Area: 212.25 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-20/21/22-33-36/37/38
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H361-H373
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: 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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - I0898

Substrates
Chromogenic substrate for tissue plasminogen activator (t-PA).