hexyl({[(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy})phosphinic acid

• ChemBase ID: 5827
• Molecular Formular: C16H33O3P
• Molecular Mass: 304.405181
• Monoisotopic Mass: 304.21673155
• SMILES: C(CCCCC)[P@@](=O)(O[C@H]1C[C@H](CC[C@@H]1C(C)C)C)O
• Canonical SMILES: CCCCCC[P@@](=O)(O[C@H]1C[C@@H](C)CC[C@@H]1C(C)C)O
• InChI: InChI=1S/C16H33O3P/c1-5-6-7-8-11-20(17,18)19-16-12-14(4)9-10-15(16)13(2)3/h13-16H,5-12H2,1-4H3,(H,17,18)/t14-,15+,16-/m0/s1
• InChIKey: WAVIZOVSJOXCKT-XHSDSOJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexyl({[(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy})phosphinic acid
• IUPAC Traditional name: hexyl[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl]oxyphosphinic acid
• Synonyms: (1S)-MENTHYL HEXYL PHOSPHONATE GROUP

Database IDs

• PubChem SID: 160969254; 99444672
• PubChem CID: 446981

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9272195
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.3009334
• LogD (pH = 7.4): 2.2784698
• Log P: 4.5839977
• Molar Refractivity: 84.0437 cm^3
• Polarizability: 33.879745 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.34
• LOG S: -3.9
• Solubility (Water): 3.84e-02 g/l

DETAILS

DrugBank - DB08201

Drug information: experimental