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

ID: ALA4218617

PubChem CID: 145968953

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H23N3O/c1-16(2)19-10-8-17(9-11-19)14-21(25)22-20-12-13-24(23-20)15-18-6-4-3-5-7-18/h3-13,16H,14-15H2,1-2H3,(H,22,23,25)

Standard InChI Key:  JZQCGQXYCJPQBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.6679  -11.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350  -11.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0806  -10.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593  -10.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008  -11.4332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0423  -11.8451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549  -11.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4659  -11.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7565  -10.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1744  -11.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2853  -11.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807  -11.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907  -10.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827  -10.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669  -10.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1633  -11.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719  -11.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8838  -11.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5959  -11.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979  -10.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8819  -10.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1727  -10.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3054  -10.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0134  -10.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3048   -9.3966    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:

   

   ALA4218617

   ---

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: 333.44

Molecular Weight (Monoisotopic): 333.1841

AlogP: 4.24

#Rotatable Bonds: 6

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: 5.04

CX LogD: 5.04

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.80

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