2-methyl-4-(4'-methylbiphenyl-4-yl)oxazole

ID: ALA4741253

PubChem CID: 162646494

Max Phase: Preclinical

Molecular Formula: C17H15NO

Molecular Weight: 249.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(-c3coc(C)n3)cc2)cc1

Standard InChI:  InChI=1S/C17H15NO/c1-12-3-5-14(6-4-12)15-7-9-16(10-8-15)17-11-19-13(2)18-17/h3-11H,1-2H3

Standard InChI Key:  RALIDGYWFVJMIM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    6.1025   -7.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -7.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8634   -7.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2621   -8.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0847   -8.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -7.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -7.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138   -8.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5302   -8.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9482   -7.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5439   -7.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7288   -7.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453   -7.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -7.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7942   -7.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7816   -8.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548   -8.3685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132   -8.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7654   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6  7  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  3 13  1  0
 16 18  1  0
 10 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741253

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 249.31

Molecular Weight (Monoisotopic): 249.1154

AlogP: 4.63

#Rotatable Bonds: 2

Polar Surface Area: 26.03

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.41

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: -0.57

References

1. Ahmad H,Ullah S,Rahman F,Saeed A,Pelletier J,Sévigny J,Hassan A,Iqbal J.  (2020)  Synthesis of biphenyl oxazole derivatives via Suzuki coupling and biological evaluations as nucleotide pyrophosphatase/phosphodiesterase-1 and -3 inhibitors.,  208  [PMID:32883636] [10.1016/j.ejmech.2020.112759]

2. Nadel, Yael Y and 11 more authors.  2014-06-12  Highly potent and selective ectonucleotide pyrophosphatase/phosphodiesterase I inhibitors based on an adenosine 5'-(α or γ)-thio-(α,β- or β,γ)-methylenetriphosphate scaffold.  [PMID:24846781]

3. Lee, Sang-Yong SY and 5 more authors.  2016-07-15  Thiazolo[3,2-a]benzimidazol-3(2H)-one derivatives: Structure-activity relationships of selective nucleotide pyrophosphatase/phosphodiesterase1 (NPP1) inhibitors.  [PMID:27265686]

4. Zelikman, Vadim V and 8 more authors.  2018-05-10  Highly Selective and Potent Ectonucleotide Pyrophosphatase-1 (NPP1) Inhibitors Based on Uridine 5'-Pα,α-Dithiophosphate Analogues.  [PMID:29681152]

5. Nassir, Molhm and 8 more authors.  2019-12-15  Structure-activity relationship study of NPP1 inhibitors based on uracil-N1-(methoxy)ethyl-β-phosphate scaffold.  [PMID:31610377]

6. Ahmad, Haseen and 7 more authors.  2020-12-15  Synthesis of biphenyl oxazole derivatives via Suzuki coupling and biological evaluations as nucleotide pyrophosphatase/phosphodiesterase-1 and -3 inhibitors.  [PMID:32883636]

Source

Source(1):

• Scientific Literature