(1R,2S,7S,10S)-7-methyl-4,6-dioxo-5-(pyridin-3-ylmethyl)-5-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-11(16),12,14-trien-14-yl sulfamate

• ChemBase ID: 6031
• Molecular Formular: C24H27N3O5S
• Molecular Mass: 469.55328
• Monoisotopic Mass: 469.16714198
• SMILES: O=S(=O)(Oc1cc2c(cc1)[C@@H]1[C@@H](CC2)[C@H]2[C@@](CC1)(C)C(=O)N(C(=O)C2)Cc1cccnc1)N
• Canonical SMILES: O=C1C[C@H]2[C@@H]3CCc4c([C@H]3CC[C@@]2(C(=O)N1Cc1cccnc1)C)ccc(c4)OS(=O)(=O)N
• InChI: InChI=1S/C24H27N3O5S/c1-24-9-8-19-18-7-5-17(32-33(25,30)31)11-16(18)4-6-20(19)21(24)12-22(28)27(23(24)29)14-15-3-2-10-26-13-15/h2-3,5,7,10-11,13,19-21H,4,6,8-9,12,14H2,1H3,(H2,25,30,31)/t19-,20-,21+,24+/m1/s1
• InChIKey: LSJKARAMQNGZDF-YOEKFXIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,7S,10S)-7-methyl-4,6-dioxo-5-(pyridin-3-ylmethyl)-5-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-11(16),12,14-trien-14-yl sulfamate
• IUPAC Traditional name: (1R,2S,7S,10S)-7-methyl-4,6-dioxo-5-(pyridin-3-ylmethyl)-5-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-11(16),12,14-trien-14-yl sulfamate
• Synonyms: (4aS,4bR,10bS,12aS)-12a-methyl-1,3-dioxo-2-(pyridin-3-ylmethyl)-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolin-8-yl sulfamate

Database IDs

• PubChem SID: 160969456; 99444889
• PubChem CID: 9912519

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.85121
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.3250077
• LogD (pH = 7.4): 2.39565
• Log P: 2.396788
• Molar Refractivity: 121.198 cm^3
• Polarizability: 47.92723 Å^3
• Polar Surface Area: 119.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.65
• LOG S: -4.21
• Solubility (Water): 2.87e-02 g/l

DETAILS

DrugBank - DB08418

Drug information: experimental