2-(2-(benzyloxy)phenyl)oxazolo[5,4-b]pyridine

ID: ALA4093733

PubChem CID: 137653044

Max Phase: Preclinical

Molecular Formula: C19H14N2O2

Molecular Weight: 302.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(COc2ccccc2-c2nc3cccnc3o2)cc1

Standard InChI:  InChI=1S/C19H14N2O2/c1-2-7-14(8-3-1)13-22-17-11-5-4-9-15(17)18-21-16-10-6-12-20-19(16)23-18/h1-12H,13H2

Standard InChI Key:  QJFAEOPHYRMVFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   12.7704   -5.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1842   -6.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0014   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4047   -5.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9909   -5.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1737   -5.2678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9743   -6.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8969   -6.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6445   -7.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1892   -7.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4789   -6.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752   -7.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7819   -8.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4923   -8.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2000   -8.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4721   -6.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7618   -5.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0582   -6.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3478   -5.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6401   -6.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509   -7.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3613   -7.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -6.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  1  0
  8  9  2  0
  1  7  1  0
  2  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 16 17  1  0
 11 16  1  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093733

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.33

Molecular Weight (Monoisotopic): 302.1055

AlogP: 4.47

#Rotatable Bonds: 4

Polar Surface Area: 48.15

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -0.94

References

1. Qi XY, Cao Y, Li YL, Mo MG, Zhou L, Ye DY..  (2017)  Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine.,  27  (15): [PMID:28619536] [10.1016/j.bmcl.2017.05.074]

Source

Source(1):

• Scientific Literature