2-(2-((3-fluoro-2-methylbenzyl)oxy)phenyl)oxazolo[5,4-b]pyridine

ID: ALA4100851

PubChem CID: 137661703

Max Phase: Preclinical

Molecular Formula: C20H15FN2O2

Molecular Weight: 334.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(F)cccc1COc1ccccc1-c1nc2cccnc2o1

Standard InChI:  InChI=1S/C20H15FN2O2/c1-13-14(6-4-8-16(13)21)12-24-18-10-3-2-7-15(18)19-23-17-9-5-11-22-20(17)25-19/h2-11H,12H2,1H3

Standard InChI Key:  UTECSFQUKBXAMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   13.9649   -9.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3735   -9.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1907   -9.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5993   -9.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1907   -8.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3735   -8.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1624   -9.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0784  -10.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8257  -10.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3734  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6643  -10.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9552  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9552  -11.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6643  -11.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3734  -11.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6643   -9.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9552   -9.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2503   -9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5412   -9.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8321   -9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8321  -10.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5412  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2503  -10.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5412   -8.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1230   -9.0329    0.0000 F   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
 19 24  1  0
 20 25  1  0
 16 17  1  0
 11 16  1  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100851

   ---

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: 334.35

Molecular Weight (Monoisotopic): 334.1118

AlogP: 4.92

#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: 4.72

CX LogD: 4.72

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -1.26

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