methyl (2R)-2-acetamido-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoate

• ChemBase ID: 38846
• Molecular Formular: C21H35NO3S
• Molecular Mass: 381.5725
• Monoisotopic Mass: 381.23376499
• SMILES: C(=CCC/C(=C/CC/C(=C/CSC[C@H](NC(=O)C)C(=O)OC)/C)/C)(C)C
• Canonical SMILES: COC(=O)[C@@H](NC(=O)C)CSC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
• InChI: InChI=1S/C21H35NO3S/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-26-15-20(21(24)25-6)22-19(5)23/h9,11,13,20H,7-8,10,12,14-15H2,1-6H3,(H,22,23)/b17-11+,18-13+/t20-/m0/s1
• InChIKey: MXSBUVKSWFWHTQ-WOWWHVILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-acetamido-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoate
• IUPAC Traditional name: methyl (2R)-2-acetamido-3-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl}propanoate
• Synonyms: Ac-Cys(farnesyl)-OMe

Database IDs

• CAS Number: 135304-08-4
• MDL Number: MFCD00236994
• PubChem SID: 161002153
• PubChem CID: 9864739

CALCULATED PROPERTIES

• Acid pKa: 12.57343
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.398487
• LogD (pH = 7.4): 4.3984847
• Log P: 4.398487
• Molar Refractivity: 113.8601 cm^3
• Polarizability: 43.721123 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false