methyl (1R,2R,3S,5S)-3-(4-isothiocyanatobenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase ID: 125075
• Molecular Formular: C18H20N2O4S
• Molecular Mass: 360.4274
• Monoisotopic Mass: 360.11437813
• SMILES: CN1[C@H]2CC[C@@H]1[C@@H]([C@H](C2)OC(=O)c1ccc(cc1)N=C=S)C(=O)OC
• Canonical SMILES: S=C=Nc1ccc(cc1)C(=O)O[C@H]1C[C@@H]2CC[C@H]([C@@H]1C(=O)OC)N2C
• InChI: InChI=1S/C18H20N2O4S/c1-20-13-7-8-14(20)16(18(22)23-2)15(9-13)24-17(21)11-3-5-12(6-4-11)19-10-25/h3-6,13-16H,7-9H2,1-2H3/t13-,14+,15-,16+/m0/s1
• InChIKey: JZGFOMFCWSMVHI-XUWVNRHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2R,3S,5S)-3-(4-isothiocyanatobenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: methyl (1R,2R,3S,5S)-3-(4-isothiocyanatobenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• Synonyms: p-ISOCOC; (R)-p-Isothiocyanatobenzoylecgonine methyl ester

Database IDs

• PubChem SID: 162219425
• PubChem CID: 71308129
• Chemspider ID: 26286894
• Wikipedia Title: (R)-p-Isothiocyanatobenzoylecgonine_methyl_ester

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.19247182
• LogD (pH = 7.4): 1.8537334
• Log P: 3.3039331
• Molar Refractivity: 98.2233 cm^3
• Polarizability: 37.862206 Å^3
• Polar Surface Area: 68.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true