(18S)-18-[(dimethylamino)methyl]-17-oxa-4,14,21-triazahexacyclo[19.6.1.17,14.02,6.08,13.022,27]nonacosa-1(28),2(6),7(29),8,10,12,22,24,26-nonaene-3,5-dione hydrochloride

• ChemBase ID: 177651
• Molecular Formular: C28H29ClN4O3
• Molecular Mass: 505.00786
• Monoisotopic Mass: 504.19281849
• SMILES: C12=C(C(=O)NC1=O)c1c3c(cccc3)n(c1)CC[C@H](OCCn1c3ccccc3c2c1)CN(C)C.Cl
• Canonical SMILES: CN(C[C@H]1OCCn2cc(c3c2cccc3)C2=C(c3cn(CC1)c1ccccc31)C(=O)NC2=O)C.Cl
• InChI: InChI=1S/C28H28N4O3.ClH/c1-30(2)15-18-11-12-31-16-21(19-7-3-5-9-23(19)31)25-26(28(34)29-27(25)33)22-17-32(13-14-35-18)24-10-6-4-8-20(22)24;/h3-10,16-18H,11-15H2,1-2H3,(H,29,33,34);1H/t18-;/m0./s1
• InChIKey: NYQIEYDJYFVLPO-FERBBOLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (18S)-18-[(dimethylamino)methyl]-17-oxa-4,14,21-triazahexacyclo[19.6.1.1^7,^1^4.0^2,^6.0^8,^1^3.0^2^2,^2^7]nonacosa-1(28),2(6),7(29),8,10,12,22,24,26-nonaene-3,5-dione hydrochloride
• IUPAC Traditional name: ruboxistaurin hydrochloride
• Synonyms: (9S)-9-[[(Dimethyl-d6)amino]methyl]-6,7,10,11-tetrahydro-9H,18H-5,21:12,17-Dimethenodibenzo[e,k]pyrrolo[3,4-h][1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione Hydrochloride; LY 333531-d6; Ruboxistaurin-d6 Hydrochloride

Database IDs

• PubChem SID: 164233561
• PubChem CID: 9870785

CALCULATED PROPERTIES

• Acid pKa: 9.761606
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.17880318
• LogD (pH = 7.4): 1.8527069
• Log P: 2.9780278
• Molar Refractivity: 135.8512 cm^3
• Polarizability: 54.24105 Å^3
• Polar Surface Area: 68.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R701527

Labelled Ruboxistaurin. Ruboxistaurin is a protein kinase C (PKC) β inhibitor, exhibits significant anti-angiogenic activity that reduces the response of vascular endothelial cells to stimulation by vascular endothelial growth factor (VEGF). Ruboxistaurin

REFERENCES

• Miller, J. et al.: Diabetes Metab. Rev., 13, 37 (1997)
• Suzuma, I. et al.: J. Biol. Chem., 277, 1047 (1997)
• ;Ali, N. et al.: J. Pharmacol. Sci., 98, 130 (1997)