(E)-5-(4-[(3,7-Dimethylocta-2,6-dien-1-yl)oxy]phenyl)-2-(pyridin-3-yl)oxazole

ID: ALA4075096

PubChem CID: 137649229

Max Phase: Preclinical

Molecular Formula: C24H26N2O2

Molecular Weight: 374.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/COc1ccc(-c2cnc(-c3cccnc3)o2)cc1

Standard InChI:  InChI=1S/C24H26N2O2/c1-18(2)6-4-7-19(3)13-15-27-22-11-9-20(10-12-22)23-17-26-24(28-23)21-8-5-14-25-16-21/h5-6,8-14,16-17H,4,7,15H2,1-3H3/b19-13+

Standard InChI Key:  SCOSSTFYVOJNFI-CPNJWEJPSA-N

Molfile:  

     RDKit          2D

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    8.3326   -5.9890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5033   -5.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7942   -4.7778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878   -5.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5180   -6.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3346   -4.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2465   -4.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9097   -5.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6570   -5.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411   -4.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0819   -3.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1094   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8836   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922   -8.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1094   -8.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5180   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8836   -8.9052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0665   -8.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -8.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407   -8.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4321   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6149   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9805   -6.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9805   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4321   -8.9052    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  7  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
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 21 28  1  0
 18 19  1  0
 15 18  1  0
  5 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4075096

   ---

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: 374.48

Molecular Weight (Monoisotopic): 374.1994

AlogP: 6.48

#Rotatable Bonds: 8

Polar Surface Area: 48.15

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.72

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: 0.21

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]

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