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

ID: ALA4092956

PubChem CID: 137653728

Max Phase: Preclinical

Molecular Formula: C24H27N3O2

Molecular Weight: 389.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1ccc(-c2cnc(-c3ccc(CN4CCCC4)cn3)o2)cc1

Standard InChI:  InChI=1S/C24H27N3O2/c1-18(2)11-14-28-21-8-6-20(7-9-21)23-16-26-24(29-23)22-10-5-19(15-25-22)17-27-12-3-4-13-27/h5-11,15-16H,3-4,12-14,17H2,1-2H3

Standard InChI Key:  WYNSDAPBIAEVER-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.9816   -4.7929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -4.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0951   -5.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2006   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5350   -6.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3454   -6.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8256   -5.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6808   -4.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1202   -5.1831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9374   -5.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1880   -4.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5288   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9719   -6.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810   -7.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3860   -6.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2628   -7.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579   -6.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488   -5.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488   -4.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  6 11  2  0
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  2  6  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
 25 26  1  0
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 27 28  1  0
 27 29  1  0
 24 25  1  0
 21 24  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092956

   ---

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: 389.50

Molecular Weight (Monoisotopic): 389.2103

AlogP: 5.34

#Rotatable Bonds: 7

Polar Surface Area: 51.39

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.58

CX LogP: 4.23

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.64

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