3-[3-chloro-5-(5-{[(1S)-1-phenylethyl]amino}-[1,2]oxazolo[5,4-c]pyridin-3-yl)phenyl]propan-1-ol

• ChemBase ID: 4551
• Molecular Formular: C23H22ClN3O2
• Molecular Mass: 407.89268
• Monoisotopic Mass: 407.14005464
• SMILES: c1ccccc1[C@@H](Nc1cc2c(c3cc(CCCO)cc(c3)Cl)noc2cn1)C
• Canonical SMILES: OCCCc1cc(Cl)cc(c1)c1noc2c1cc(nc2)N[C@H](c1ccccc1)C
• InChI: InChI=1S/C23H22ClN3O2/c1-15(17-7-3-2-4-8-17)26-22-13-20-21(14-25-22)29-27-23(20)18-10-16(6-5-9-28)11-19(24)12-18/h2-4,7-8,10-15,28H,5-6,9H2,1H3,(H,25,26)/t15-/m0/s1
• InChIKey: MMGKIHLBFPJYJL-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-chloro-5-(5-{[(1S)-1-phenylethyl]amino}-[1,2]oxazolo[5,4-c]pyridin-3-yl)phenyl]propan-1-ol
• IUPAC Traditional name: 3-[3-chloro-5-(5-{[(1S)-1-phenylethyl]amino}-[1,2]oxazolo[5,4-c]pyridin-3-yl)phenyl]propan-1-ol
• Synonyms: 3-[3-chloro-5-(5-{[(1S)-1-phenylethyl]amino}isoxazolo[5,4-c]pyridin-3-yl)phenyl]propan-1-ol

Database IDs

• PubChem SID: 99443368; 160967983
• PubChem CID: 24941248

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.9562435
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.944122
• LogD (pH = 7.4): 4.950203
• Log P: 4.950281
• Molar Refractivity: 116.9504 cm^3
• Polarizability: 46.25101 Å^3
• Polar Surface Area: 71.18 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.34
• LOG S: -4.27
• Solubility (Water): 2.21e-02 g/l

DETAILS

DrugBank - DB06897

Drug information: experimental