N-(4-(dimethylcarbamoyl)phenyl)-2,4-dihydroxy-N-((1-methyl-1H-pyrazol-3-yl)methyl)benzamide

ID: ALA3733242

PubChem CID: 127024786

Max Phase: Preclinical

Molecular Formula: C21H22N4O4

Molecular Weight: 394.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(N(Cc2ccn(C)n2)C(=O)c2ccc(O)cc2O)cc1

Standard InChI:  InChI=1S/C21H22N4O4/c1-23(2)20(28)14-4-6-16(7-5-14)25(13-15-10-11-24(3)22-15)21(29)18-9-8-17(26)12-19(18)27/h4-12,26-27H,13H2,1-3H3

Standard InChI Key:  XWRKXLAABPAXIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8964   -0.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931   -1.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885   -3.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -3.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -1.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762   -6.0007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9156   -5.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -7.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399   -5.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8525    1.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8524    0.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0978   -1.0574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6317   -0.7404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5821   -2.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  3  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
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 17 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 13  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3733242

   ---

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: 394.43

Molecular Weight (Monoisotopic): 394.1641

AlogP: 2.38

#Rotatable Bonds: 5

Polar Surface Area: 98.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.83

CX Basic pKa: 1.66

CX LogP: 1.85

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.43

References

1.  (2015)  Resorcinol n-aryl amide compounds, for use as pyruvate dehydrogenase kinase inhibitors, 

Source

Source(1):

• Patent Bioactivity Data