2-{[1-(2-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-3-(1H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid

• ChemBase ID: 103745
• Molecular Formular: C46H73N13O10
• Molecular Mass: 968.15292
• Monoisotopic Mass: 967.5603356
• SMILES: CCC(C)C(NC(=O)C1CCCN1C(=O)C(Cc1c[nH]cn1)NC(=O)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(NC(=O)C(CCCNC(=N)N)NC(=O)CNC)C(C)C)C(C)CC)C(=O)O
• Canonical SMILES: CNCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(CC)C)C(=O)O)Cc1c[nH]cn1)C(CC)C)Cc1ccc(cc1)O)C(C)C)CCCNC(=N)N
• InChI: InChI=1S/C46H73N13O10/c1-8-26(5)37(43(66)55-33(21-29-22-50-24-52-29)44(67)59-19-11-13-34(59)41(64)58-38(45(68)69)27(6)9-2)57-40(63)32(20-28-14-16-30(60)17-15-28)54-42(65)36(25(3)4)56-39(62)31(53-35(61)23-49-7)12-10-18-51-46(47)48/h14-17,22,24-27,31-34,36-38,49,60H,8-13,18-21,23H2,1-7H3,(H,50,52)(H,53,61)(H,54,65)(H,55,66)(H,56,62)(H,57,63)(H,58,64)(H,68,69)(H4,47,48,51)
• InChIKey: ZVUNAQTWOGAJRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(2-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-3-(1H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• IUPAC Traditional name: 2-{[1-(2-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-3-(1H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• Synonyms: Sar-Arg-Val-Tyr-Ile-His-Pro-Ile; [Sar^1,Ile^8]-ANGIOTENSIN II

Database IDs

• CAS Number: 67724-27-0
• PubChem SID: 162092438
• PubChem CID: 13996240

CALCULATED PROPERTIES

• Acid pKa: 3.4903052
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -5.855045
• LogD (pH = 7.4): -3.4425151
• Log P: -2.514235
• Molar Refractivity: 262.7594 cm^3
• Polarizability: 98.4471 Å^3
• Polar Surface Area: 355.05 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152734

Free Base
Inhibitor of Angiotensin II.

REFERENCES

• Khosla, M.C., et al., J. Med. Chem., 15: 792 (1972).
• Kono, T., et al., J. Clin. Endocrinol. Metab., 52: 354 (1981).