(2S,3S,6R,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecanoic acid

• ChemBase ID: 2238
• Molecular Formular: C20H33NO3
• Molecular Mass: 335.48092
• Monoisotopic Mass: 335.24604392
• SMILES: C(=O)(O)[C@@H](C)[C@@H](N)CC[C@@H](C)C[C@H](C)[C@@H](OC)Cc1ccccc1
• Canonical SMILES: CO[C@H]([C@H](C[C@@H](CC[C@@H]([C@@H](C(=O)O)C)N)C)C)Cc1ccccc1
• InChI: InChI=1S/C20H33NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-9,14-16,18-19H,10-13,21H2,1-4H3,(H,22,23)/t14-,15+,16+,18+,19+/m1/s1
• InChIKey: SWTFXINHZPXNOX-DZBHQSCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,6R,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecanoic acid
• IUPAC Traditional name: (2S,3S,6R,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecanoic acid
• Synonyms: 2,6,8-Trimethyl-3-Amino-9-Benzyl-9-Methoxynonanoic Acid

Database IDs

• PubChem SID: 46508526; 160965691
• PubChem CID: 17753820

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.1049027
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0045145
• LogD (pH = 7.4): 2.0182583
• Log P: 2.0181413
• Molar Refractivity: 97.362 cm^3
• Polarizability: 38.763287 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.32
• LOG S: -4.9
• Solubility (Water): 4.20e-03 g/l

DETAILS

DrugBank - DB02506

Drug information: experimental