(E)-3-(2-(((3-(1-Benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)pyrimidin-5-yl)-N-hydroxyacrylamide

ID: ALA4514748

PubChem CID: 155539430

Max Phase: Preclinical

Molecular Formula: C23H27N7O3

Molecular Weight: 449.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(Cc1nc(C2CCN(Cc3ccccc3)CC2)no1)c1ncc(/C=C/C(=O)NO)cn1

Standard InChI:  InChI=1S/C23H27N7O3/c1-29(23-24-13-18(14-25-23)7-8-20(31)27-32)16-21-26-22(28-33-21)19-9-11-30(12-10-19)15-17-5-3-2-4-6-17/h2-8,13-14,19,32H,9-12,15-16H2,1H3,(H,27,31)/b8-7+

Standard InChI Key:  MQRZZUXRFXUEQR-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   18.3538  -16.9052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1709  -16.9052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4253  -16.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7623  -15.6463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1036  -16.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3921  -15.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1285  -15.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8405  -16.1133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5438  -15.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2544  -16.1002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9572  -15.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9489  -14.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2319  -14.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5320  -14.8837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3952  -14.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6878  -14.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9729  -14.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9698  -15.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6818  -16.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2672  -14.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2713  -13.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9821  -13.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9865  -12.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2804  -12.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5682  -12.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5673  -13.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8493  -16.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6517  -14.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3642  -14.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0670  -14.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7796  -14.8326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0571  -13.6154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7894  -15.6497    0.0000 O   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
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  8 27  1  0
 12 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514748

   ---

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: 449.52

Molecular Weight (Monoisotopic): 449.2175

AlogP: 2.39

#Rotatable Bonds: 8

Polar Surface Area: 120.51

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: 8.30

CX LogP: 2.37

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -1.55

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