2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)-3-phenylpropanoic acid

• ChemBase ID: 131793
• Molecular Formular: C30H40N4O6S
• Molecular Mass: 584.7268
• Monoisotopic Mass: 584.26685602
• SMILES: CC(C)CC(C(=O)NC(Cc1ccccc1)C(=O)NC(Cc1ccccc1)C(=O)O)NC(=O)C(CCSC)NC=O
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)Cc1ccccc1)CC(C)C)NC=O
• InChI: InChI=1S/C30H40N4O6S/c1-20(2)16-24(32-27(36)23(31-19-35)14-15-41-3)28(37)33-25(17-21-10-6-4-7-11-21)29(38)34-26(30(39)40)18-22-12-8-5-9-13-22/h4-13,19-20,23-26H,14-18H2,1-3H3,(H,31,35)(H,32,36)(H,33,37)(H,34,38)(H,39,40)
• InChIKey: PJENNOWAVBNNNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)-3-phenylpropanoic acid
• IUPAC Traditional name: 2-(2-{2-[2-formamido-4-(methylsulfanyl)butanamido]-4-methylpentanamido}-3-phenylpropanamido)-3-phenylpropanoic acid
• Synonyms: N-Formyl-Met-Leu-Phe-Phe

Database IDs

• CAS Number: 80180-63-8
• MDL Number: MFCD00133604
• PubChem SID: 24894807; 162226070
• PubChem CID: 5047480

CALCULATED PROPERTIES

• Acid pKa: 3.8934326
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 1.1880373
• LogD (pH = 7.4): -0.41691208
• Log P: 2.8000708
• Molar Refractivity: 157.3431 cm^3
• Polarizability: 61.510296 Å^3
• Polar Surface Area: 153.7 Å^2
• Rotatable Bonds: 17
• 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: ≥90% (HPLC)

DETAILS

Sigma Aldrich - F2009

Biochem/physiol Actions
Potent chemotactic peptide.