methyl 3-{[(2S)-5-carbamimidamido-1-[(2S)-2-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}propanoate

• ChemBase ID: 106652
• Molecular Formular: C31H40N8O9
• Molecular Mass: 668.6975
• Monoisotopic Mass: 668.2918249
• SMILES: COC(=O)CCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])Cc1ccc(cc1)O)CCCNC(=N)N
• InChI: InChI=1S/C31H40N8O9/c1-48-27(42)15-14-26(41)36-23(4-2-16-34-31(32)33)30(45)38-17-3-5-25(38)29(44)37-24(18-19-6-12-22(40)13-7-19)28(43)35-20-8-10-21(11-9-20)39(46)47/h6-13,23-25,40H,2-5,14-18H2,1H3,(H,35,43)(H,36,41)(H,37,44)(H4,32,33,34)/t23-,24-,25-/m0/s1
• InChIKey: TXYMHQOSDJXNHI-SDHOMARFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(2S)-5-carbamimidamido-1-[(2S)-2-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(2S)-5-carbamimidamido-1-[(2S)-2-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-nitrophenyl)carbamoyl]ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}propanoate
• Synonyms: MeOSuc-Arg-Pro-Tyr-PNA; MeOSuc-RPY-PNA; MeOSuc-Arg-Pro-Tyr-p-Nitro-Anilide

Database IDs

• PubChem SID: 162105602
• PubChem CID: 25108799

CALCULATED PROPERTIES

• Acid pKa: 9.499887
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -2.183153
• LogD (pH = 7.4): -1.90736
• Log P: -0.23173235
• Molar Refractivity: 183.5151 cm^3
• Polarizability: 65.44452 Å^3
• Polar Surface Area: 261.86 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03PNA250

MeOSuc-Arg-Pro-Tyr-p-Nitro-Anilide