5-(4-[(3-Methylbut-2-en-1-yl)oxy]phenyl)-2-(pyrimidin-5-yl)oxazole

ID: ALA4065293

PubChem CID: 137632783

Max Phase: Preclinical

Molecular Formula: C18H17N3O2

Molecular Weight: 307.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1ccc(-c2cnc(-c3cncnc3)o2)cc1

Standard InChI:  InChI=1S/C18H17N3O2/c1-13(2)7-8-22-16-5-3-14(4-6-16)17-11-21-18(23-17)15-9-19-12-20-10-15/h3-7,9-12H,8H2,1-2H3

Standard InChI Key:  LPPQYHZJQPYWPZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.8030   -5.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3468   -5.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9382   -4.3032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -4.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0558   -5.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7862   -5.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4560   -4.5212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6414   -4.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1613   -5.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4957   -5.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3061   -5.9276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467   -5.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -5.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -5.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -6.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -6.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467   -6.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2235   -6.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -6.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -5.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8095   -5.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8095   -4.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1004   -5.6930    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
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  2  9  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 18 19  1  0
 15 18  1  0
  5 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065293

   ---

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: 307.35

Molecular Weight (Monoisotopic): 307.1321

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 61.04

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.25

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -0.30

References

1. 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