4-{2-[4-(2-aminohexanamido)-3-hydroxy-6-methylheptanamido]propanamido}-3-hydroxy-6-methylheptanoic acid

• ChemBase ID: 134182
• Molecular Formular: C25H48N4O7
• Molecular Mass: 516.67122
• Monoisotopic Mass: 516.3522999
• SMILES: CCCCC(C(=O)NC(CC(C)C)C(CC(=O)NC(C)C(=O)NC(CC(C)C)C(CC(=O)O)O)O)N
• Canonical SMILES: CCCCC(C(=O)NC(C(CC(=O)NC(C(=O)NC(C(CC(=O)O)O)CC(C)C)C)O)CC(C)C)N
• InChI: InChI=1S/C25H48N4O7/c1-7-8-9-17(26)25(36)29-18(10-14(2)3)20(30)12-22(32)27-16(6)24(35)28-19(11-15(4)5)21(31)13-23(33)34/h14-21,30-31H,7-13,26H2,1-6H3,(H,27,32)(H,28,35)(H,29,36)(H,33,34)
• InChIKey: OZDVVQOUJDQIKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[4-(2-aminohexanamido)-3-hydroxy-6-methylheptanamido]propanamido}-3-hydroxy-6-methylheptanoic acid
• IUPAC Traditional name: 4-{2-[4-(2-aminohexanamido)-3-hydroxy-6-methylheptanamido]propanamido}-3-hydroxy-6-methylheptanoic acid
• Synonyms: Sta = statine =3S,4S-4-Amino-3-hydroxy-6-methylheptanoic acid; Nle-Sta-Ala-Sta

Database IDs

• CAS Number: 115388-99-3
• PubChem SID: 162228459
• PubChem CID: 71308771

CALCULATED PROPERTIES

• Acid pKa: 4.0156684
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.6311014
• LogD (pH = 7.4): -1.6549758
• Log P: -1.6242234
• Molar Refractivity: 134.6363 cm^3
• Polarizability: 53.765892 Å^3
• Polar Surface Area: 191.08 Å^2
• Rotatable Bonds: 18
• 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 - N7390

Biochem/physiol Actions
Pepstatin analog which inhibits renin activity.