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

• ChemBase ID: 131655
• Molecular Formular: C40H61N9O9
• Molecular Mass: 811.96724
• Monoisotopic Mass: 811.45922458
• SMILES: CCC(C)C(C(=O)NC(Cc1cnc[nH]1)C(=O)N1CCCC1C(=O)NC(C(C)CC)C(=O)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)C)NC(=O)CNC
• Canonical SMILES: CNCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(CC)C)C(=O)O)Cc1cnc[nH]1)C(CC)C)Cc1ccc(cc1)O)C(C)C
• InChI: InChI=1S/C40H61N9O9/c1-8-23(5)33(47-35(52)28(17-25-12-14-27(50)15-13-25)44-37(54)32(22(3)4)46-31(51)20-41-7)38(55)45-29(18-26-19-42-21-43-26)39(56)49-16-10-11-30(49)36(53)48-34(40(57)58)24(6)9-2/h12-15,19,21-24,28-30,32-34,41,50H,8-11,16-18,20H2,1-7H3,(H,42,43)(H,44,54)(H,45,55)(H,46,51)(H,47,52)(H,48,53)(H,57,58)
• InChIKey: CWYSINAKYPWESJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(2-{2-[3-(4-hydroxyphenyl)-2-{3-methyl-2-[2-(methylamino)acetamido]butanamido}propanamido]-3-methylpentanamido}-3-(1H-imidazol-5-yl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• IUPAC Traditional name: 2-{[1-(2-{2-[3-(4-hydroxyphenyl)-2-{3-methyl-2-[2-(methylamino)acetamido]butanamido}propanamido]-3-methylpentanamido}-3-(3H-imidazol-4-yl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• Synonyms: Sar-Val-Tyr-Ile-His-Pro-Ile; [Sar1, Ile7]-Angiotensin III acetate salt hydrate

Database IDs

• MDL Number: MFCD00274388
• PubChem SID: 24890869; 162225932
• PubChem CID: 3463032

CALCULATED PROPERTIES

• Acid pKa: 3.6667879
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -2.4730904
• LogD (pH = 7.4): -1.855705
• Log P: -1.8933743
• Molar Refractivity: 212.6019 cm^3
• Polarizability: 83.131035 Å^3
• Polar Surface Area: 264.05 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

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 - A4455

Biochem/physiol Actions
Selective antagonist of angiotensin-III.