(15R)-15-methyl-5-(6-methylpyridin-3-yl)-11-thia-6,14,17-triazatetracyclo[8.8.0.0^{2,7}.0^{12,18}]octadeca-1(10),2,4,6,8,12(18)-hexaen-13-one

• ChemBase ID: 5078
• Molecular Formular: C21H18N4OS
• Molecular Mass: 374.45882
• Monoisotopic Mass: 374.12013222
• SMILES: c1cc(c2ccc(C)nc2)nc2ccc3c(c12)c1c(C(=O)N[C@@H](CN1)C)s3
• Canonical SMILES: C[C@@H]1CNc2c(C(=O)N1)sc1c2c2ccc(nc2cc1)c1ccc(nc1)C
• InChI: InChI=1S/C21H18N4OS/c1-11-3-4-13(10-22-11)15-6-5-14-16(25-15)7-8-17-18(14)19-20(27-17)21(26)24-12(2)9-23-19/h3-8,10,12,23H,9H2,1-2H3,(H,24,26)/t12-/m1/s1
• InChIKey: CMWRPDHVGMHLSZ-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (15R)-15-methyl-5-(6-methylpyridin-3-yl)-11-thia-6,14,17-triazatetracyclo[8.8.0.0^{2,7}.0^{12,18}]octadeca-1(10),2,4,6,8,12(18)-hexaen-13-one
• IUPAC Traditional name: (15R)-15-methyl-5-(6-methylpyridin-3-yl)-11-thia-6,14,17-triazatetracyclo[8.8.0.0^{2,7}.0^{12,18}]octadeca-1(10),2,4,6,8,12(18)-hexaen-13-one
• Synonyms: (10R)-10-methyl-3-(6-methylpyridin-3-yl)-9,10,11,12-tetrahydro-8H-[1,4]diazepino[5',6':4,5]thieno[3,2-f]quinolin-8-one

Database IDs

• PubChem SID: 99443901; 160968509
• PubChem CID: 44631903

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.792718
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.4143896
• LogD (pH = 7.4): 3.5266318
• Log P: 3.5282826
• Molar Refractivity: 106.921 cm^3
• Polarizability: 43.750774 Å^3
• Polar Surface Area: 66.91 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.86
• LOG S: -5.39
• Solubility (Water): 1.53e-03 g/l

DETAILS

DrugBank - DB07430

Drug information: experimental