N-(1-Benzyl-1H-pyrazol-3-yl)-2-(4-dimethylamino-phenyl)-acetamide

ID: ALA4217227

PubChem CID: 145973089

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(CC(=O)Nc2ccn(Cc3ccccc3)n2)cc1

Standard InChI:  InChI=1S/C20H22N4O/c1-23(2)18-10-8-16(9-11-18)14-20(25)21-19-12-13-24(22-19)15-17-6-4-3-5-7-17/h3-13H,14-15H2,1-2H3,(H,21,22,25)

Standard InChI Key:  ADXXCXPQVKVQSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.6121  -11.6676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2792  -11.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0248  -10.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2035  -10.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9450  -11.1856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9865  -11.5975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6991  -11.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4101  -11.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7007  -10.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1186  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2295  -11.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5249  -11.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5349  -10.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8269   -9.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1111  -10.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1075  -11.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8161  -11.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8280  -11.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5401  -11.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5421  -10.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8261   -9.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1169  -10.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2496   -9.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9576  -10.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2490   -9.1489    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
M  END

Alternative Forms

1. Parent:

   

   ALA4217227

   ---

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: 334.42

Molecular Weight (Monoisotopic): 334.1794

AlogP: 3.18

#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: 3.90

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -2.02

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