4-{[(1R,2S)-1,2-dihydroxy-2-methyl-3-(4-nitrophenoxy)propyl]amino}-2-(trifluoromethyl)benzonitrile

• ChemBase ID: 5069
• Molecular Formular: C18H16F3N3O5
• Molecular Mass: 411.3319496
• Monoisotopic Mass: 411.10420529
• SMILES: c1cc([N+](=O)[O-])ccc1OCC(O)(C)[C@@H](O)Nc1cc(c(cc1)C#N)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)N[C@@H](C(COc1ccc(cc1)[N+](=O)[O-])(O)C)O
• InChI: InChI=1S/C18H16F3N3O5/c1-17(26,10-29-14-6-4-13(5-7-14)24(27)28)16(25)23-12-3-2-11(9-22)15(8-12)18(19,20)21/h2-8,16,23,25-26H,10H2,1H3/t16-,17+/m1/s1
• InChIKey: INVUBEGZQHQAMY-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1R,2S)-1,2-dihydroxy-2-methyl-3-(4-nitrophenoxy)propyl]amino}-2-(trifluoromethyl)benzonitrile
• IUPAC Traditional name: 4-{[(1R,2S)-1,2-dihydroxy-2-methyl-3-(4-nitrophenoxy)propyl]amino}-2-(trifluoromethyl)benzonitrile
• Synonyms: 4-{[(1R,2S)-1,2-dihydroxy-2-methyl-3-(4-nitrophenoxy)propyl]amino}-2-(trifluoromethyl)benzonitrile

Database IDs

• PubChem SID: 160968500; 99443892
• PubChem CID: 46937071

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.566163
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.0500197
• LogD (pH = 7.4): 3.0499918
• Log P: 3.0500202
• Molar Refractivity: 97.4546 cm^3
• Polarizability: 35.361637 Å^3
• Polar Surface Area: 131.33 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.99
• LOG S: -4.58
• Solubility (Water): 1.07e-02 g/l

DETAILS

DrugBank - DB07421

Drug information: experimental