N-[1-(benzylcarbamoyl)-2-phenylethyl]-2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamide

• ChemBase ID: 132691
• Molecular Formular: C28H38N4O4S
• Molecular Mass: 526.69072
• Monoisotopic Mass: 526.26137672
• SMILES: CC(C)CC(C(=O)NC(Cc1ccccc1)C(=O)NCc1ccccc1)NC(=O)C(CCSC)NC=O
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NCc1ccccc1)Cc1ccccc1)CC(C)C)NC=O
• InChI: InChI=1S/C28H38N4O4S/c1-20(2)16-24(31-27(35)23(30-19-33)14-15-37-3)28(36)32-25(17-21-10-6-4-7-11-21)26(34)29-18-22-12-8-5-9-13-22/h4-13,19-20,23-25H,14-18H2,1-3H3,(H,29,34)(H,30,33)(H,31,35)(H,32,36)
• InChIKey: SYWWPBYRTBWRKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-(benzylcarbamoyl)-2-phenylethyl]-2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamide
• IUPAC Traditional name: N-[1-(benzylcarbamoyl)-2-phenylethyl]-2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamide
• Synonyms: N-Formyl-Met-Leu-Phe benzylamide

Database IDs

• CAS Number: 80180-62-7
• MDL Number: MFCD00057573
• PubChem SID: 24895002; 162226968
• PubChem CID: 5060088

CALCULATED PROPERTIES

• Acid pKa: 12.200224
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.8214698
• LogD (pH = 7.4): 2.821464
• Log P: 2.82147
• Molar Refractivity: 146.7582 cm^3
• Polarizability: 57.28356 Å^3
• Polar Surface Area: 116.4 Å^2
• Rotatable Bonds: 15
• 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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - F9758

Amino Acid Sequence
Nform-Met-Leu-Phe-BzlA
Biochem/physiol Actions
A potent chemotactic peptide