4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-hexahydropyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-2-chloro-3-methylbenzonitrile

• ChemBase ID: 5716
• Molecular Formular: C15H13ClF3N3O2
• Molecular Mass: 359.7308296
• Monoisotopic Mass: 359.06483901
• SMILES: C1N2[C@@H]([C@H](C1)O)[C@@H](O/C/2=N\c1c(c(c(cc1)C#N)Cl)C)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(c(c1Cl)C)/N=C/1\O[C@H]([C@H]2N1CC[C@@H]2O)C(F)(F)F
• InChI: InChI=1S/C15H13ClF3N3O2/c1-7-9(3-2-8(6-20)11(7)16)21-14-22-5-4-10(23)12(22)13(24-14)15(17,18)19/h2-3,10,12-13,23H,4-5H2,1H3/b21-14-/t10-,12-,13+/m0/s1
• InChIKey: KALFKWQLCWAXJO-RNSKTZJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-hexahydropyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-2-chloro-3-methylbenzonitrile
• IUPAC Traditional name: 4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-2-chloro-3-methylbenzonitrile
• Synonyms: 2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-methylbenzonitrile

Database IDs

• PubChem SID: 160969143; 99444559
• PubChem CID: 11428356

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.434065
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.3026779
• LogD (pH = 7.4): 3.3485951
• Log P: 3.3492143
• Molar Refractivity: 82.5434 cm^3
• Polarizability: 29.932886 Å^3
• Polar Surface Area: 68.85 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.86
• LOG S: -3.64
• Solubility (Water): 8.26e-02 g/l

DETAILS

DrugBank - DB08088

Drug information: experimental