N-(1-benzyl-1H-pyrazol-3-yl)-2-(3-chlorophenyl)acetamide

ID: ALA4211644

PubChem CID: 145965046

Max Phase: Preclinical

Molecular Formula: C18H16ClN3O

Molecular Weight: 325.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(Cl)c1)Nc1ccn(Cc2ccccc2)n1

Standard InChI:  InChI=1S/C18H16ClN3O/c19-16-8-4-7-15(11-16)12-18(23)20-17-9-10-22(21-17)13-14-5-2-1-3-6-14/h1-11H,12-13H2,(H,20,21,23)

Standard InChI Key:  XZTPJUXNDXSIRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   21.4843  -19.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7796  -19.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0641  -19.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8056  -18.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9843  -18.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -19.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3970  -19.9804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0195  -19.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941  -19.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8983  -19.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8890  -18.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1697  -18.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4685  -18.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3149  -19.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6041  -19.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3210  -18.6704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8995  -19.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9097  -18.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2059  -18.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1951  -19.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4907  -19.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4919  -18.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7819  -19.8772    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  3  7  1  0
  6  8  1  0
  1  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  1  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 20 17  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4211644

   ---

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: 325.80

Molecular Weight (Monoisotopic): 325.0982

AlogP: 3.77

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 1.06

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -2.26

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