methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106620
• Molecular Formular: C23H34N8O8
• Molecular Mass: 550.56486
• Monoisotopic Mass: 550.24996009
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)C)C
• InChI: InChI=1S/C23H34N8O8/c1-13(27-18(32)10-11-19(33)39-3)20(34)28-14(2)21(35)30-17(5-4-12-26-23(24)25)22(36)29-15-6-8-16(9-7-15)31(37)38/h6-9,13-14,17H,4-5,10-12H2,1-3H3,(H,27,32)(H,28,34)(H,29,36)(H,30,35)(H4,24,25,26)/t13-,14-,17-/m0/s1
• InChIKey: PSOHLSXJULXDHT-ZQIUZPCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Arg-PNA; MeOSuc-AAR-PNA; MeOSuc-Ala-Ala-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105597
• PubChem CID: 25108778

CALCULATED PROPERTIES

• Acid pKa: 11.952421
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.8134766
• LogD (pH = 7.4): -3.8070729
• Log P: -1.9587075
• Molar Refractivity: 149.2261 cm^3
• Polarizability: 52.360188 Å^3
• Polar Surface Area: 250.42 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false