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

• ChemBase ID: 103746
• Molecular Formular: C42H65N13O10
• Molecular Mass: 912.0466
• Monoisotopic Mass: 911.49773535
• SMILES: CNCC(=O)NC(CCCNC(=N)N)C(=O)NC(C(C)C)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(C(C)C)C(=O)NC(Cc1c[nH]cn1)C(=O)N1CCCC1C(=O)NC(C)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(=O)O)C)Cc1nc[nH]c1)C(C)C)Cc1ccc(cc1)O)C(C)C)CCCNC(=N)N
• InChI: InChI=1S/C42H65N13O10/c1-22(2)33(53-35(58)28(50-32(57)20-45-6)9-7-15-47-42(43)44)38(61)51-29(17-25-11-13-27(56)14-12-25)36(59)54-34(23(3)4)39(62)52-30(18-26-19-46-21-48-26)40(63)55-16-8-10-31(55)37(60)49-24(5)41(64)65/h11-14,19,21-24,28-31,33-34,45,56H,7-10,15-18,20H2,1-6H3,(H,46,48)(H,49,60)(H,50,57)(H,51,61)(H,52,62)(H,53,58)(H,54,59)(H,64,65)(H4,43,44,47)
• InChIKey: PFGWGEPQIUAZME-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-methylbutanamido}-3-(1H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}propanoic acid
• IUPAC Traditional name: 2-{[1-(2-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}-3-(1H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}propanoic acid
• Synonyms: Saralasin; Sar-Arg-Val-Tyr-Val-His-Pro-Ala; [Sar^1,Val^5,Ala^8]-ANGIOTENSIN II

Database IDs

• CAS Number: 34273-10-4
• PubChem SID: 162103132
• PubChem CID: 36736

CALCULATED PROPERTIES

• Acid pKa: 3.315412
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -7.6305203
• LogD (pH = 7.4): -5.219136
• Log P: -4.290889
• Molar Refractivity: 244.5618 cm^3
• Polarizability: 91.12917 Å^3
• Polar Surface Area: 355.05 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152737

Acetate Salt
Inhibitor of Angiotensin II.

REFERENCES

• Pals, D.T., et al., Circ. Res., 29: 673, (1987).
• Pellicer, A., et al., Science, 240: 1660, (1988).