4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazine-1-carbonyl]benzonitrile

• ChemBase ID: 6216
• Molecular Formular: C18H20F3N3O3
• Molecular Mass: 383.3649096
• Monoisotopic Mass: 383.14567618
• SMILES: N1(C(=O)C(C(F)(F)F)(C)O)[C@H](CN([C@@H](C1)C)C(=O)c1ccc(cc1)C#N)C
• Canonical SMILES: C[C@@H]1CN([C@H](CN1C(=O)c1ccc(cc1)C#N)C)C(=O)C(C(F)(F)F)(O)C
• InChI: InChI=1S/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3/t11-,12+,17-/m1/s1
• InChIKey: IWFSHKKFDSWNLZ-BWACUDIHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazine-1-carbonyl]benzonitrile
• IUPAC Traditional name: 4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazine-1-carbonyl]benzonitrile
• Synonyms: 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE

Database IDs

• PubChem SID: 99445079; 160969641
• PubChem CID: 6102761

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.545722
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8170286
• LogD (pH = 7.4): 1.813978
• Log P: 1.8170688
• Molar Refractivity: 91.4212 cm^3
• Polarizability: 33.92653 Å^3
• Polar Surface Area: 84.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.82
• LOG S: -4.02
• Solubility (Water): 3.66e-02 g/l

DETAILS

DrugBank - DB08608

Drug information: experimental