(2S)-3-{3-[5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonyl]phenoxy}propane-1,2-diol

• ChemBase ID: 6037
• Molecular Formular: C19H18FN3O4
• Molecular Mass: 371.3623232
• Monoisotopic Mass: 371.12813429
• SMILES: Nc1c(cnn1c1ccc(F)cc1)C(=O)c1cccc(OC[C@@H](O)CO)c1
• Canonical SMILES: OC[C@@H](COc1cccc(c1)C(=O)c1cnn(c1N)c1ccc(cc1)F)O
• InChI: InChI=1S/C19H18FN3O4/c20-13-4-6-14(7-5-13)23-19(21)17(9-22-23)18(26)12-2-1-3-16(8-12)27-11-15(25)10-24/h1-9,15,24-25H,10-11,21H2/t15-/m0/s1
• InChIKey: IJDQETGUEUJVTB-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{3-[5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonyl]phenoxy}propane-1,2-diol
• IUPAC Traditional name: (2S)-3-{3-[5-amino-1-(4-fluorophenyl)pyrazole-4-carbonyl]phenoxy}propane-1,2-diol
• Synonyms: [5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOL-4-YL](3-{[(2R)-2,3-DIHYDROXYPROPYL]OXY}PHENYL)METHANONE

Database IDs

• PubChem SID: 160969462; 99444895
• PubChem CID: 5327067

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.624308
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.093166
• LogD (pH = 7.4): 2.0933733
• Log P: 2.0933762
• Molar Refractivity: 97.8833 cm^3
• Polarizability: 37.329548 Å^3
• Polar Surface Area: 110.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -3.57
• Solubility (Water): 9.90e-02 g/l

DETAILS

DrugBank - DB08424

Drug information: experimental