(1S,10R,11S,14S,15S)-4-methoxy-15-methyl-5-(sulfamoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-yl sulfamate

• ChemBase ID: 6030
• Molecular Formular: C19H28N2O7S2
• Molecular Mass: 460.56482
• Monoisotopic Mass: 460.13379325
• SMILES: c1(c(cc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OS(=O)(=O)N)C)OC)OS(=O)(=O)N
• Canonical SMILES: COc1cc2c(cc1OS(=O)(=O)N)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OS(=O)(=O)N)C
• InChI: InChI=1S/C19H28N2O7S2/c1-19-8-7-12-13(15(19)5-6-18(19)28-30(21,24)25)4-3-11-9-17(27-29(20,22)23)16(26-2)10-14(11)12/h9-10,12-13,15,18H,3-8H2,1-2H3,(H2,20,22,23)(H2,21,24,25)/t12-,13+,15-,18-,19-/m0/s1
• InChIKey: AQSNIXKAKUZPSI-SSTWWWIQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-4-methoxy-15-methyl-5-(sulfamoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-yl sulfamate
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-4-methoxy-15-methyl-5-(sulfamoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-yl sulfamate
• Synonyms: (9BETA,13ALPHA,14BETA,17ALPHA)-2-METHOXYESTRA-1,3,5(10)-TRIENE-3,17-DIYL DISULFAMATE

Database IDs

• PubChem SID: 99444887; 160969455
• PubChem CID: 9804302

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.335046
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.017745
• LogD (pH = 7.4): 2.017304
• Log P: 2.0177505
• Molar Refractivity: 109.4223 cm^3
• Polarizability: 44.746044 Å^3
• Polar Surface Area: 148.01 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.71
• LOG S: -4.42
• Solubility (Water): 1.73e-02 g/l

DETAILS

DrugBank - DB08416

Drug information: experimental