2-{2-[2-({1-[2-(2,6-diaminohexanamido)-3-methylpentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid

• ChemBase ID: 103872
• Molecular Formular: C38H63N7O8
• Molecular Mass: 745.94892
• Monoisotopic Mass: 745.47381201
• SMILES: CCC(C)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C1CCCN1C(=O)C(NC(=O)C(N)CCCCN)C(C)CC)C(=O)NC(CC(C)C)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)C(CC)C)Cc1ccc(cc1)O)C(CC)C)N
• InChI: InChI=1S/C38H63N7O8/c1-7-23(5)31(36(50)42-29(38(52)53)20-22(3)4)43-34(48)28(21-25-14-16-26(46)17-15-25)41-35(49)30-13-11-19-45(30)37(51)32(24(6)8-2)44-33(47)27(40)12-9-10-18-39/h14-17,22-24,27-32,46H,7-13,18-21,39-40H2,1-6H3,(H,41,49)(H,42,50)(H,43,48)(H,44,47)(H,52,53)
• InChIKey: RZMLVIHXZGQADB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-({1-[2-(2,6-diaminohexanamido)-3-methylpentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{2-[2-({1-[2-(2,6-diaminohexanamido)-3-methylpentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid
• Synonyms: Lys-Ile-Pro-Tyr-Ile-Leu; NEUROMEDIN N

Database IDs

• CAS Number: 92169-45-4
• PubChem SID: 162103310
• PubChem CID: 15927888

CALCULATED PROPERTIES

• Acid pKa: 3.722833
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -2.6083295
• LogD (pH = 7.4): -0.9221936
• Log P: -0.30734473
• Molar Refractivity: 199.4523 cm^3
• Polarizability: 78.80942 Å^3
• Polar Surface Area: 246.28 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02153153

Exhibits contractile activity on guinea pig ileum and induces hypotension in the rat.

REFERENCES

• Minamino, N., et al., Biochem. Biophys. Res. Commun., 122: 542 (1984).