(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

• ChemBase ID: 4559
• Molecular Formular: C20H29NO3
• Molecular Mass: 331.44916
• Monoisotopic Mass: 331.21474379
• SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)/C=C(\C)/C=C/[C@H](N)[C@H](C)C(=O)O
• Canonical SMILES: CO[C@H]([C@H](/C=C(/C=C/[C@@H]([C@@H](C(=O)O)C)N)\C)C)Cc1ccccc1
• InChI: InChI=1S/C20H29NO3/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/h5-12,15-16,18-19H,13,21H2,1-4H3,(H,22,23)/b11-10+,14-12+/t15-,16-,18-,19-/m0/s1
• InChIKey: HJVCHYDYCYBBQX-HLTLHRPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid
• IUPAC Traditional name: (2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid
• Synonyms: (2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

Database IDs

• PubChem SID: 160967991; 99443376
• PubChem CID: 14205264

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0079274
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3958079
• LogD (pH = 7.4): 1.4060671
• Log P: 1.4064528
• Molar Refractivity: 99.1746 cm^3
• Polarizability: 38.284935 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.71
• LOG S: -4.61
• Solubility (Water): 8.13e-03 g/l

DETAILS

DrugBank - DB06905

Drug information: experimental