(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 128453
• Molecular Formular: C28H35N5O5
• Molecular Mass: 521.608
• Monoisotopic Mass: 521.26381925
• SMILES: O=C(N)[C@H]1N(C(=O)[C@@H](NC(=O)[C@H]2N(C(=O)[C@@H](N)Cc3ccc(O)cc3)CCC2)Cc2ccccc2)CCC1
• Canonical SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1ccccc1)N
• InChI: InChI=1S/C28H35N5O5/c29-21(16-19-10-12-20(34)13-11-19)27(37)33-15-5-9-24(33)26(36)31-22(17-18-6-2-1-3-7-18)28(38)32-14-4-8-23(32)25(30)35/h1-3,6-7,10-13,21-24,34H,4-5,8-9,14-17,29H2,(H2,30,35)(H,31,36)/t21-,22-,23-,24-/m0/s1
• InChIKey: LSQXZIUREIDSHZ-ZJZGAYNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanoyl]pyrrolidine-2-carboxamide
• Synonyms: Tyr-Pro-Phe-Pro-NH2, PLO17; Morphiceptin

Database IDs

• CAS Number: 87777-29-5
• PubChem SID: 162222760
• PubChem CID: 119303
• Chemspider ID: 3754959
• Wikipedia Title: Morphiceptin

CALCULATED PROPERTIES

• Acid pKa: 9.510704
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.6068578
• LogD (pH = 7.4): 0.06267237
• Log P: 0.41964737
• Molar Refractivity: 140.8088 cm^3
• Polarizability: 54.922455 Å^3
• Polar Surface Area: 159.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false