2-(2-chloro-4-fluorophenoxy)-2-methyl-N-[(1R,2s,3S,5s,7s)-5-methanesulfonyladamantan-2-yl]propanamide

• ChemBase ID: 5901
• Molecular Formular: C21H27ClFNO4S
• Molecular Mass: 443.9597832
• Monoisotopic Mass: 443.13333525
• SMILES: c1(c(cc(cc1)F)Cl)OC(C)(C)C(=O)N[C@@H]1[C@H]2C[C@]3(C[C@@H]1C[C@@H](C2)C3)S(=O)(=O)C
• Canonical SMILES: Fc1ccc(c(c1)Cl)OC(C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@](C2)(C3)S(=O)(=O)C)(C)C
• InChI: InChI=1S/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/t12-,13-,14+,18-,21-
• InChIKey: ULLPKOZNMAWTIP-JGSHYQHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-chloro-4-fluorophenoxy)-2-methyl-N-[(1R,2s,3S,5s,7s)-5-methanesulfonyladamantan-2-yl]propanamide
• IUPAC Traditional name: 2-(2-chloro-4-fluorophenoxy)-2-methyl-N-[(1R,2s,3S,5s,7s)-5-methanesulfonyladamantan-2-yl]propanamide
• Synonyms: 2-(2-CHLORO-4-FLUOROPHENOXY)-2-METHYL-N-[(1R,2S,3S,5S,7S)-5-(METHYLSULFONYL)-2-ADAMANTYL]PROPANAMIDE

Database IDs

• PubChem SID: 99444748; 160969327
• PubChem CID: 16040257

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.50038
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9933364
• LogD (pH = 7.4): 2.993336
• Log P: 2.9933364
• Molar Refractivity: 108.7081 cm^3
• Polarizability: 43.48882 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.61
• LOG S: -5.49
• Solubility (Water): 1.44e-03 g/l

DETAILS

DrugBank - DB08277

Drug information: experimental