N-Hydroxy-3-(4-((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide

ID: ALA4475118

PubChem CID: 141764824

Max Phase: Preclinical

Molecular Formula: C25H28N4O4

Molecular Weight: 448.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2CCC(c3noc(COc4ccc(/C=C/C(=O)NO)cc4)n3)CC2)cc1

Standard InChI:  InChI=1S/C25H28N4O4/c1-18-2-4-20(5-3-18)16-29-14-12-21(13-15-29)25-26-24(33-28-25)17-32-22-9-6-19(7-10-22)8-11-23(30)27-31/h2-11,21,31H,12-17H2,1H3,(H,27,30)/b11-8+

Standard InChI Key:  SUOLWJGIAOBIJL-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

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   30.8840  -11.6141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7012  -11.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9556  -10.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2926  -10.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6339  -10.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9224  -10.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6588  -10.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3708  -10.8222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0741  -10.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7847  -10.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4875  -10.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4792   -9.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7622   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0623   -9.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9254   -9.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2180   -9.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5031   -9.5971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5001  -10.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2120  -10.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7975   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8016   -8.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1819   -9.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8945   -9.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5972   -9.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3098   -9.5415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5874   -8.3243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3197  -10.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5123   -7.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5168   -7.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8106   -6.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0985   -7.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0975   -7.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8137   -5.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
  6 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 21 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 21  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475118

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.52

Molecular Weight (Monoisotopic): 448.2111

AlogP: 3.86

#Rotatable Bonds: 8

Polar Surface Area: 100.72

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.58

CX Basic pKa: 8.27

CX LogP: 3.83

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.38

References

1. Yang Z, Shen M, Tang M, Zhang W, Cui X, Zhang Z, Pei H, Li Y, Hu M, Bai P, Chen L..  (2019)  Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy.,  178  [PMID:31177073] [10.1016/j.ejmech.2019.05.089]

Source

Source(1):

• Scientific Literature