2-sulfanyl-N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]acetamide

• ChemBase ID: 5217
• Molecular Formular: C22H25NO6S
• Molecular Mass: 431.502
• Monoisotopic Mass: 431.14025853
• SMILES: O=C(CS)N[C@@H]1c2cc(=O)c(ccc2c2c(CC1)cc(c(c2OC)OC)OC)OC
• Canonical SMILES: SCC(=O)N[C@H]1CCc2c(c3c1cc(=O)c(cc3)OC)c(OC)c(c(c2)OC)OC
• InChI: InChI=1S/C22H25NO6S/c1-26-17-8-6-13-14(10-16(17)24)15(23-19(25)11-30)7-5-12-9-18(27-2)21(28-3)22(29-4)20(12)13/h6,8-10,15,30H,5,7,11H2,1-4H3,(H,23,25)/t15-/m0/s1
• InChIKey: TYDIWMTWTXFWSY-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-sulfanyl-N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]acetamide
• IUPAC Traditional name: 2-sulfanyl-N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]acetamide
• Synonyms: 2-MERCAPTO-N-[1,2,3,10-TETRAMETHOXY-9-OXO-5,6,7,9-TETRAHYDRO-BENZO[A]HEPTALEN-7-YL]ACETAMIDE

Database IDs

• PubChem SID: 160968646; 99444045
• PubChem CID: 5287955

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.4503355
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.6885087
• LogD (pH = 7.4): 1.6849816
• Log P: 1.688554
• Molar Refractivity: 119.2048 cm^3
• Polarizability: 44.773144 Å^3
• Polar Surface Area: 83.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.96
• LOG S: -4.84
• Solubility (Water): 6.29e-03 g/l

DETAILS

DrugBank - DB07574

Drug information: experimental