4-oxo-4-[(2S,3S)-1,1,2,6-tetramethyl-3-(propan-2-yl)-2,3-dihydro-1H-inden-5-yl]butanoic acid

• ChemBase ID: 6251
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: c1(cc2c(cc1C(=O)CCC(=O)O)[C@H]([C@@H](C2(C)C)C)C(C)C)C
• Canonical SMILES: OC(=O)CCC(=O)c1cc2[C@@H](C(C)C)[C@@H](C(c2cc1C)(C)C)C
• InChI: InChI=1S/C20H28O3/c1-11(2)19-13(4)20(5,6)16-9-12(3)14(10-15(16)19)17(21)7-8-18(22)23/h9-11,13,19H,7-8H2,1-6H3,(H,22,23)/t13-,19-/m0/s1
• InChIKey: YUTXECPABXNXPU-DJJJIMSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxo-4-[(2S,3S)-1,1,2,6-tetramethyl-3-(propan-2-yl)-2,3-dihydro-1H-inden-5-yl]butanoic acid
• IUPAC Traditional name: traseolide
• Synonyms: TRAZEOLIDE

Database IDs

• PubChem SID: 99445118; 160969676
• PubChem CID: 444705

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.926835
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1897147
• LogD (pH = 7.4): 1.5700346
• Log P: 4.769555
• Molar Refractivity: 92.547 cm^3
• Polarizability: 35.705536 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.56
• LOG S: -5.55
• Solubility (Water): 8.98e-04 g/l

DETAILS

DrugBank - DB08647

Drug information: experimental