methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106612
• Molecular Formular: C27H36N6O9
• Molecular Mass: 588.60954
• Monoisotopic Mass: 588.25437676
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-])C)C
• InChI: InChI=1S/C27H36N6O9/c1-16(28-22(34)12-13-23(35)42-3)24(36)29-17(2)26(38)32-15-5-7-21(32)27(39)31-14-4-6-20(31)25(37)30-18-8-10-19(11-9-18)33(40)41/h8-11,16-17,20-21H,4-7,12-15H2,1-3H3,(H,28,34)(H,29,36)(H,30,37)/t16-,17-,20-,21-/m0/s1
• InChIKey: NRNFBSOQPGSOGF-USNOLKROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Pro-Pro-PNA; MeOSuc-AAPP-PNA; MeOSuc-Ala-Ala-Pro-Pro-paranitroanilide

Database IDs

• PubChem SID: 162105971
• PubChem CID: 25108770

CALCULATED PROPERTIES

• Acid pKa: 11.97382
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.4790478
• LogD (pH = 7.4): -0.4790581
• Log P: -0.47904766
• Molar Refractivity: 148.4759 cm^3
• Polarizability: 56.46164 Å^3
• Polar Surface Area: 200.04 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false