1-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]propanamido}-3-(4-chlorophenyl)propanoyl)pyrrolidine-2-carboxamide

• ChemBase ID: 131911
• Molecular Formular: C26H32ClN5O5
• Molecular Mass: 530.01578
• Monoisotopic Mass: 529.20919683
• SMILES: CC(C(=O)NC(Cc1ccc(cc1)Cl)C(=O)N1CCCC1C(=O)N)NC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: Oc1ccc(cc1)CC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1ccc(cc1)Cl)C)N
• InChI: InChI=1S/C26H32ClN5O5/c1-15(30-25(36)20(28)13-16-6-10-19(33)11-7-16)24(35)31-21(14-17-4-8-18(27)9-5-17)26(37)32-12-2-3-22(32)23(29)34/h4-11,15,20-22,33H,2-3,12-14,28H2,1H3,(H2,29,34)(H,30,36)(H,31,35)
• InChIKey: VLYCMDUDHSCSLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]propanamido}-3-(4-chlorophenyl)propanoyl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: 1-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]propanamido}-3-(4-chlorophenyl)propanoyl)pyrrolidine-2-carboxamide
• Synonyms: [D-Ala2, p-Cl-Phe3]-β-Casomorphin fragment 1-4 Amide

Database IDs

• CAS Number: 102029-97-0
• MDL Number: MFCD00076330
• PubChem SID: 162226188
• PubChem CID: 4613270

CALCULATED PROPERTIES

• Acid pKa: 9.508279
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.2816716
• LogD (pH = 7.4): 0.38911837
• Log P: 0.74997085
• Molar Refractivity: 137.9245 cm^3
• Polarizability: 53.871124 Å^3
• Polar Surface Area: 167.85 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C2408

Amino Acid Sequence
Tyr-D-Ala-Phe(4-Cl)-Pro-NH2