(2S)-2-[(2S)-2-(2-{2-[(2S)-2-[bis(prop-2-en-1-yl)amino]-3-(4-hydroxyphenyl)propanamido]-2-methylpropanamido}-2-methylpropanamido)-3-phenylpropanamido]-4-methylpentanoic acid

• ChemBase ID: 131823
• Molecular Formular: C38H53N5O7
• Molecular Mass: 691.85672
• Monoisotopic Mass: 691.39449906
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)[C@H](Cc1ccc(cc1)O)N(CC=C)CC=C
• Canonical SMILES: C=CCN([C@H](C(=O)NC(C(=O)NC(C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccccc1)(C)C)(C)C)Cc1ccc(cc1)O)CC=C
• InChI: InChI=1S/C38H53N5O7/c1-9-20-43(21-10-2)31(24-27-16-18-28(44)19-17-27)33(46)41-38(7,8)36(50)42-37(5,6)35(49)40-29(23-26-14-12-11-13-15-26)32(45)39-30(34(47)48)22-25(3)4/h9-19,25,29-31,44H,1-2,20-24H2,3-8H3,(H,39,45)(H,40,49)(H,41,46)(H,42,50)(H,47,48)/t29-,30-,31-/m0/s1
• InChIKey: XUWLAGNFLUARAN-CHQNGUEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-[bis(prop-2-en-1-yl)amino]-3-(4-hydroxyphenyl)propanamido]-2-methylpropanamido}-2-methylpropanamido)-3-phenylpropanamido]-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-[bis(prop-2-en-1-yl)amino]-3-(4-hydroxyphenyl)propanamido]-2-methylpropanamido}-2-methylpropanamido)-3-phenylpropanamido]-4-methylpentanoic acid
• Synonyms: N,N-diallyl-Tyr-Aib-Aib-Phe-Leu; ICI 174,864

Database IDs

• MDL Number: MFCD00239488
• PubChem SID: 162226100
• PubChem CID: 44149909

CALCULATED PROPERTIES

• Acid pKa: 3.7832887
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 2.1856143
• LogD (pH = 7.4): 1.5284733
• Log P: 2.1917133
• Molar Refractivity: 192.4007 cm^3
• Polarizability: 74.81028 Å^3
• Polar Surface Area: 177.17 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white solid

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 - I128

Biochem/physiol Actions
Selective δ opioid receptor antagonist.
Caution
Hygroscopic