(1'S,2R,10'R,11'S,15'S)-5,5,15'-trimethyl-6-oxospiro[oxane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-2',4',6'-triene-5'-carboxamide

• ChemBase ID: 5339
• Molecular Formular: C25H33NO3
• Molecular Mass: 395.53442
• Monoisotopic Mass: 395.24604392
• SMILES: O=C1C(C)(C)CC[C@@]2(O1)[C@]1(C)[C@@H](CC2)[C@H]2[C@H](CC1)c1ccc(C(=O)N)cc1CC2
• Canonical SMILES: O=C1O[C@]2(CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)C(=O)N)CCC1(C)C
• InChI: InChI=1S/C25H33NO3/c1-23(2)12-13-25(29-22(23)28)11-9-20-19-7-4-15-14-16(21(26)27)5-6-17(15)18(19)8-10-24(20,25)3/h5-6,14,18-20H,4,7-13H2,1-3H3,(H2,26,27)/t18-,19-,20+,24+,25-/m1/s1
• InChIKey: YVAJWBACBRSVPR-NDUHRLLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2R,10'R,11'S,15'S)-5,5,15'-trimethyl-6-oxospiro[oxane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-2',4',6'-triene-5'-carboxamide
• IUPAC Traditional name: (1'S,2R,10'R,11'S,15'S)-5,5,15'-trimethyl-6-oxospiro[oxane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-2',4',6'-triene-5'-carboxamide
• Synonyms: 3-CARBOXAMIDO-1,3,5(10)-ESTRATRIEN-17(R)-SPIRO-2'(5',5'-DIMETHYL-6'OXO)TETRAHYDROPYRAN

Database IDs

• PubChem SID: 160968768; 99444171
• PubChem CID: 11987804

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.769933
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.035173
• LogD (pH = 7.4): 5.0351734
• Log P: 5.0351734
• Molar Refractivity: 112.6151 cm^3
• Polarizability: 44.00009 Å^3
• Polar Surface Area: 69.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.98
• LOG S: -6.39
• Solubility (Water): 1.63e-04 g/l

DETAILS

DrugBank - DB07700

Drug information: experimental