N,N-Dimethyl-2-(4-(2-(pyrimidin-5-yl)oxazol-5-yl)phenoxy)ethanamine

ID: ALA4062823

PubChem CID: 137634595

Max Phase: Preclinical

Molecular Formula: C17H18N4O2

Molecular Weight: 310.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18N4O2/c1-21(2)7-8-22-15-5-3-13(4-6-15)16-11-20-17(23-16)14-9-18-12-19-10-14/h3-6,9-12H,7-8H2,1-2H3

Standard InChI Key:  BKYPWMVUGNFGFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.9133   -6.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183   -5.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042   -5.7881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273   -6.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323   -5.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -6.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505   -5.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505   -4.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -4.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323   -4.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9027   -4.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4506   -4.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0420   -3.5811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2436   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1596   -4.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8901   -4.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5557   -3.7991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7453   -3.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2651   -4.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5954   -5.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4099   -5.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2042   -4.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -6.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4  5  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 12 19  1  0
  8 15  1  0
  2  4  1  0
  3 22  1  0
  3 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062823

   ---

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: 310.36

Molecular Weight (Monoisotopic): 310.1430

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 64.28

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.73

CX LogP: 1.44

CX LogD: 0.09

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -1.17

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