1-[2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[1-(2-carbamoylpyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide hydrochloride

• ChemBase ID: 105615
• Molecular Formular: C28H36ClN5O5
• Molecular Mass: 558.06894
• Monoisotopic Mass: 557.24049696
• SMILES: Cl.NC(Cc1ccc(O)cc1)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)N1CCCC1C(=O)N
• Canonical SMILES: Oc1ccc(cc1)CC(C(=O)N1CCCC1C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1ccccc1)N.Cl
• InChI: InChI=1S/C28H35N5O5.ClH/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);1H
• InChIKey: ARSDMYCQCLQDBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[1-(2-carbamoylpyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide hydrochloride
• IUPAC Traditional name: morphiceptin hydrochloride
• Synonyms: β-Casomorphin [1-4] Amide; Tyr-Pro-Phe-Pro-NH₂; MORPHICEPTIN

Database IDs

• CAS Number: 87777-29-5
• PubChem SID: 162093845
• PubChem CID: 16219643

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

PROPERTIES

Product Information

• Purity: ≥97%

DETAILS

MP Biomedicals - 02193534

Hydrochloride
Purity: ≥97%
Agonist for m-opiate (morphine) receptors.

REFERENCES

• Chang, K.J., et al., Science, 212: 75 (1981).