(10R)-9-acetyl-10-(2,4-dichlorophenyl)-4-hydroxy-14,14-dimethyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7-tetraen-12-one

• ChemBase ID: 6350
• Molecular Formular: C23H22Cl2N2O3
• Molecular Mass: 445.33838
• Monoisotopic Mass: 444.10074793
• SMILES: Clc1cc(Cl)c(cc1)[C@H]1C2=C(Nc3c(N1C(=O)C)cccc3O)CC(CC2=O)(C)C
• Canonical SMILES: Clc1ccc(c(c1)Cl)[C@H]1C2=C(Nc3c(N1C(=O)C)cccc3O)CC(CC2=O)(C)C
• InChI: InChI=1S/C23H22Cl2N2O3/c1-12(28)27-17-5-4-6-18(29)21(17)26-16-10-23(2,3)11-19(30)20(16)22(27)14-8-7-13(24)9-15(14)25/h4-9,22,26,29H,10-11H2,1-3H3/t22-/m0/s1
• InChIKey: JJTPPGUNMJMPLY-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10R)-9-acetyl-10-(2,4-dichlorophenyl)-4-hydroxy-14,14-dimethyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7-tetraen-12-one
• IUPAC Traditional name: (10R)-9-acetyl-10-(2,4-dichlorophenyl)-4-hydroxy-14,14-dimethyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7-tetraen-12-one
• Synonyms: (11R)-10-acetyl-11-(2,4-dichlorophenyl)-6-hydroxy-3,3-dimethyl-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one

Database IDs

• PubChem SID: 162103388
• PubChem CID: 44574544

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.580501
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.1044927
• LogD (pH = 7.4): 4.101689
• Log P: 4.1045284
• Molar Refractivity: 120.1239 cm^3
• Polarizability: 45.257614 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.12
• LOG S: -5.13
• Solubility (Water): 3.33e-03 g/l

DETAILS

DrugBank - DB08747

Drug information: experimental