2-({1-[2-(2-{2-[2-(2-aminoacetamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-3-methylbutanamido)-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanoic acid

• ChemBase ID: 105111
• Molecular Formular: C37H55N9O9
• Molecular Mass: 769.8875
• Monoisotopic Mass: 769.41227439
• SMILES: CC(C)C(NC(=O)C1CCCN1C(=O)C(Cc1cnc[nH]1)NC(=O)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(NC(=O)CN)C(C)C)C(C)C)C(=O)O
• Canonical SMILES: NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)C(C)C)Cc1cnc[nH]1)C(C)C)Cc1ccc(cc1)O)C(C)C
• InChI: InChI=1S/C37H55N9O9/c1-19(2)29(43-28(48)16-38)34(51)41-25(14-22-9-11-24(47)12-10-22)32(49)44-30(20(3)4)35(52)42-26(15-23-17-39-18-40-23)36(53)46-13-7-8-27(46)33(50)45-31(21(5)6)37(54)55/h9-12,17-21,25-27,29-31,47H,7-8,13-16,38H2,1-6H3,(H,39,40)(H,41,51)(H,42,52)(H,43,48)(H,44,49)(H,45,50)(H,54,55)
• InChIKey: WWDNAGBKUMGNDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[2-(2-{2-[2-(2-aminoacetamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-3-methylbutanamido)-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanoic acid
• IUPAC Traditional name: 2-({1-[2-(2-{2-[2-(2-aminoacetamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-3-methylbutanamido)-3-(3H-imidazol-4-yl)propanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanoic acid
• Synonyms: ANGIOTENSIN III ANTIPEPTIDE

Database IDs

• CAS Number: 133605-55-7
• PubChem SID: 162092377
• PubChem CID: 44134547

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 3.6153307
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -3.4952538
• LogD (pH = 7.4): -2.8168054
• Log P: -2.8339155
• Molar Refractivity: 198.6253 cm^3
• Polarizability: 77.63873 Å^3
• Polar Surface Area: 278.04 Å^2
• Rotatable Bonds: 19

DETAILS

MP Biomedicals - 02158849

(Gly-Val-Tyr-Val-His-Pro-Val)
Angiotensin receptor antagonist.

REFERENCES

• Moore, G.J., et al., Biochem. Biophys. Res. Commun., 160: 1387, (1989).