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

ID: ALA4098123

PubChem CID: 137662265

Max Phase: Preclinical

Molecular Formula: C20H16N2O2

Molecular Weight: 316.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(COc2ccccc2-c2nc3cccnc3o2)cc1

Standard InChI:  InChI=1S/C20H16N2O2/c1-14-8-10-15(11-9-14)13-23-18-7-3-2-5-16(18)19-22-17-6-4-12-21-20(17)24-19/h2-12H,13H2,1H3

Standard InChI Key:  MLKMCXXAERARMU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.9659   -9.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3745   -9.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1917   -9.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6003   -9.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1917   -8.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3745   -8.4033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1634   -9.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0793  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8266  -10.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3703  -10.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6653  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9562  -10.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9562  -11.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6653  -11.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3703  -11.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6653   -9.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9562   -8.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2512   -9.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5422   -8.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8331   -9.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8331  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5422  -10.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2512  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1240  -10.5062    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
 21 24  1  0
 16 17  1  0
 11 16  1  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098123

   ---

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: 316.36

Molecular Weight (Monoisotopic): 316.1212

AlogP: 4.78

#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: 4.57

CX LogD: 4.57

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -1.04

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