5-(4-methoxyphenyl)oxazole

ID: ALA3354461

Cas Number: 1011-51-4

PubChem CID: 3270828

Max Phase: Preclinical

Molecular Formula: C10H9NO2

Molecular Weight: 175.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnco2)cc1

Standard InChI:  InChI=1S/C10H9NO2/c1-12-9-4-2-8(3-5-9)10-6-11-7-13-10/h2-7H,1H3

Standard InChI Key:  WWTDBJIWQKDBSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    7.5682  -15.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7489  -15.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246  -15.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184  -16.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409  -16.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9616  -15.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5076  -15.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1147  -15.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7786  -15.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2485  -16.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0303  -16.2899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0457  -15.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2734  -15.2058    0.0000 O   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
  3  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3354461

   5-(4-methoxyphenyl)Oxazole

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: 175.19

Molecular Weight (Monoisotopic): 175.0633

AlogP: 2.35

#Rotatable Bonds: 2

Polar Surface Area: 35.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.82

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.70

Np Likeness Score: -0.75

References

1. Yamamuro D, Uchida R, Ohtawa M, Arima S, Futamura Y, Katane M, Homma H, Nagamitsu T, Osada H, Tomoda H..  (2015)  Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives.,  25  (2): [PMID:25488842] [10.1016/j.bmcl.2014.11.042]

2. Robles AJ, McCowen S, Cai S, Glassman M, Ruiz F, Cichewicz RH, McHardy SF, Mooberry SL..  (2017)  Structure-Activity Relationships of New Natural Product-Based Diaryloxazoles with Selective Activity against Androgen Receptor-Positive Breast Cancer Cells.,  60  (22): [PMID:29053266] [10.1021/acs.jmedchem.7b01228]

Source

Source(1):

• Scientific Literature