2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoic acid

• ChemBase ID: 103096
• Molecular Formular: C23H27N3O5
• Molecular Mass: 425.47758
• Monoisotopic Mass: 425.19507098
• SMILES: NC(Cc1ccc(O)cc1)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: Oc1ccc(cc1)CC(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccccc1)N
• InChI: InChI=1S/C23H27N3O5/c24-18(13-16-8-10-17(27)11-9-16)22(29)26-12-4-7-20(26)21(28)25-19(23(30)31)14-15-5-2-1-3-6-15/h1-3,5-6,8-11,18-20,27H,4,7,12-14,24H2,(H,25,28)(H,30,31)
• InChIKey: RCMWNNJFKNDKQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoic acid
• IUPAC Traditional name: 2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanoic acid
• Synonyms: Tyr-Pro-Phe; β-CASOMORPHIN, Fragment 1-3

Database IDs

• CAS Number: 72122-59-9
• PubChem SID: 162102894
• PubChem CID: 4670740

CALCULATED PROPERTIES

• Acid pKa: 3.6549113
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.63348794
• LogD (pH = 7.4): -0.7861426
• Log P: -0.6352868
• Molar Refractivity: 114.0001 cm^3
• Polarizability: 44.532787 Å^3
• Polar Surface Area: 132.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C