(9S)-4,15-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,13,15-hexaene-3,16-diol

• ChemBase ID: 164976
• Molecular Formular: C19H21NO4
• Molecular Mass: 327.37434
• Monoisotopic Mass: 327.14705816
• SMILES: c1(ccc2c(c1O)c1c3[C@H](C2)N(CCc3cc(c1O)OC)C)OC
• Canonical SMILES: COc1ccc2c(c1O)c1c(O)c(OC)cc3c1[C@H](C2)N(C)CC3
• InChI: InChI=1S/C19H21NO4/c1-20-7-6-11-9-14(24-3)19(22)17-15(11)12(20)8-10-4-5-13(23-2)18(21)16(10)17/h4-5,9,12,21-22H,6-8H2,1-3H3/t12-/m0/s1
• InChIKey: WHFUDAOCYRYAKQ-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9S)-4,15-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaene-3,16-diol
• IUPAC Traditional name: (9S)-4,15-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaene-3,16-diol
• Synonyms: (6aS)-5,6,6a,7-Tetrahydro-2,10-dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-1,11-diol; 2,10-Dimethoxy-6aα-aporphine-1,11-diol; (+)-Corytuberine; (S)-Corytuberine; 1,11-Dihydroxy-2,10-dimethoxy-6aα-aporphine; Corytuberine

Database IDs

• CAS Number: 517-56-6
• PubChem SID: 162259110
• PubChem CID: 160500

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.3472022
• LogD (pH = 7.4): 2.6482
• Log P: 2.7789388
• Molar Refractivity: 92.9145 cm^3
• Polarizability: 36.639446 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 9.288617

DETAILS

Toronto Research Chemicals - C697500

Semi-synthetic aristolactams-inhibitor of CDK2 enzyme as antiproliferative agent.

REFERENCES

• Cinca., et al.: J. Med. Biochem., 1, 3 (1997)
• Bramson, H., et al.: J. Med. Chem., 44, 43 (1997)
• Davis, S., et al.: Science, 291, 134 (1997)