5-(4-[(3-Methylbut-2-en-1-yl)oxy]phenyl)-2-(6-(piperidin-1-ylmethyl)pyridin-3-yl)oxazole

ID: ALA4076481

PubChem CID: 137650220

Max Phase: Preclinical

Molecular Formula: C25H29N3O2

Molecular Weight: 403.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1ccc(-c2cnc(-c3ccc(CN4CCCCC4)nc3)o2)cc1

Standard InChI:  InChI=1S/C25H29N3O2/c1-19(2)12-15-29-23-10-7-20(8-11-23)24-17-27-25(30-24)21-6-9-22(26-16-21)18-28-13-4-3-5-14-28/h6-12,16-17H,3-5,13-15,18H2,1-2H3

Standard InChI Key:  HLJDZRQETFPYMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.7695   -4.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2217   -4.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0066   -6.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4890   -6.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1588   -5.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299   -6.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218   -5.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855   -6.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212   -4.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4076481

   ---

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: 403.53

Molecular Weight (Monoisotopic): 403.2260

AlogP: 5.73

#Rotatable Bonds: 7

Polar Surface Area: 51.39

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 4.37

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -0.66

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