(2R,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one

• ChemBase ID: 1777
• Molecular Formular: C28H26N4O3
• Molecular Mass: 466.53104
• Monoisotopic Mass: 466.20049071
• SMILES: CN[C@@H]1C[C@@H]2O[C@](C)([C@@H]1OC)n1c3c(cccc3)c3c1c1c(c4c(cccc4)n21)c1c3CNC1=O
• Canonical SMILES: CN[C@@H]1C[C@@H]2O[C@@]([C@@H]1OC)(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CNC1=O
• InChI: InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20+,26-,28-/m1/s1
• InChIKey: HKSZLNNOFSGOKW-UCBFMKAXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
• IUPAC Traditional name: @staurosporine
• Synonyms: Staurosporine

Database IDs

• CAS Number: 62996-74-1
• PubChem SID: 46504923; 160965233
• PubChem CID: 44120114

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.1448145
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.7899369
• LogD (pH = 7.4): 1.847076
• Log P: 3.9696732
• Molar Refractivity: 132.3721 cm^3
• Polarizability: 55.985493 Å^3
• Polar Surface Area: 69.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.14
• LOG S: -4.03
• Solubility (Water): 4.39e-02 g/l

DETAILS

DrugBank - DB02010

• Drug Groups: experimental
• Description: An indolocarbazole that is a potent protein kinase C inhibitor which enhances cAMP-mediated responses in human neuroblastoma cells. (Biochem Biophys Res Commun 1995;214(3):1114-20)
• External Links: Wikipedia