2-(4-Dimethylamino-phenyl)-N-[1-(2-methyl-benzyl)-1H-pyrazol-3-yl]-acetamide

ID: ALA4217744

PubChem CID: 145974511

Max Phase: Preclinical

Molecular Formula: C21H24N4O

Molecular Weight: 348.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1Cn1ccc(NC(=O)Cc2ccc(N(C)C)cc2)n1

Standard InChI:  InChI=1S/C21H24N4O/c1-16-6-4-5-7-18(16)15-25-13-12-20(23-25)22-21(26)14-17-8-10-19(11-9-17)24(2)3/h4-13H,14-15H2,1-3H3,(H,22,23,26)

Standard InChI Key:  UEBHJCIAVNNZEN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.7876  -16.5914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547  -16.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003  -15.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3790  -15.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1205  -16.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1620  -16.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8746  -16.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5856  -16.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761  -15.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2941  -16.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050  -16.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7003  -16.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103  -15.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024  -14.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866  -15.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830  -16.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9916  -16.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0035  -16.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7156  -16.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7176  -15.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0016  -14.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2924  -15.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4251  -14.8899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1330  -15.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4245  -14.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896  -17.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  2  3  1  0
  1  2  2  0
  3  4  2  0
  5  1  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 10  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217744

   ---

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: 348.45

Molecular Weight (Monoisotopic): 348.1950

AlogP: 3.49

#Rotatable Bonds: 6

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 4.89

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -2.08

References

1. Bezençon O, Heidmann B, Siegrist R, Stamm S, Richard S, Pozzi D, Corminboeuf O, Roch C, Kessler M, Ertel EA, Reymond I, Pfeifer T, de Kanter R, Toeroek-Schafroth M, Moccia LG, Mawet J, Moon R, Rey M, Capeleto B, Fournier E..  (2017)  Discovery of a Potent, Selective T-type Calcium Channel Blocker as a Drug Candidate for the Treatment of Generalized Epilepsies.,  60  (23): [PMID:29116786] [10.1021/acs.jmedchem.7b01236]

Source

Source(1):

• Scientific Literature