{[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]oxy}(phenyl)phosphinic acid

• ChemBase ID: 6225
• Molecular Formular: C16H22NO5P
• Molecular Mass: 339.323341
• Monoisotopic Mass: 339.12355944
• SMILES: [C@H]1([C@@H]2N(C)[C@@H](CC2)C[C@@H]1O[P@@](=O)(O)c1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1[C@H](C[C@H]2N([C@@H]1CC2)C)O[P@](=O)(c1ccccc1)O
• InChI: InChI=1S/C16H22NO5P/c1-17-11-8-9-13(17)15(16(18)21-2)14(10-11)22-23(19,20)12-6-4-3-5-7-12/h3-7,11,13-15H,8-10H2,1-2H3,(H,19,20)/t11-,13+,14-,15+/m0/s1
• InChIKey: WJTKWTJTOSZMKO-PMOUVXMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]oxy}(phenyl)phosphinic acid
• IUPAC Traditional name: [(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]oxy(phenyl)phosphinic acid
• Synonyms: 3-(HYDROXY-PHENYL-PHOSPHINOYLOXY)-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID METHYL ESTER

Database IDs

• PubChem SID: 160969650; 99445089
• PubChem CID: 644013

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1227484
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.3312204
• LogD (pH = 7.4): -0.34417346
• Log P: -0.33149356
• Molar Refractivity: 84.8058 cm^3
• Polarizability: 34.02045 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.91
• LOG S: -1.55
• Solubility (Water): 9.49e+00 g/l

DETAILS

DrugBank - DB08618

Drug information: experimental