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

ID: ALA4216279

PubChem CID: 118560472

Max Phase: Preclinical

Molecular Formula: C21H24N4O2

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2ccc(NC(=O)Cc3ccc(N(C)C)cc3)n2)cc1

Standard InChI:  InChI=1S/C21H24N4O2/c1-24(2)18-8-4-16(5-9-18)14-21(26)22-20-12-13-25(23-20)15-17-6-10-19(27-3)11-7-17/h4-13H,14-15H2,1-3H3,(H,22,23,26)

Standard InChI Key:  OZPRELOEKQERJE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.9862  -20.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7318  -19.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9105  -19.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6520  -20.7195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6934  -21.1314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4061  -20.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1171  -21.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4076  -19.8987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8256  -20.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9364  -21.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2318  -20.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2418  -19.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5339  -19.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8180  -19.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.5350  -21.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2471  -20.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2491  -19.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5331  -19.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8239  -19.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9565  -19.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6645  -19.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9560  -18.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1134  -19.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1194  -18.6484    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
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 14 15  2  0
 15 16  1  0
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 21 22  2  0
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 15 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216279

   2-[4-(dimethylamino)phenyl]-N-[1-[(4-methoxyphenyl)methyl]pyrazol-3-yl]acetamide

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: 364.45

Molecular Weight (Monoisotopic): 364.1899

AlogP: 3.19

#Rotatable Bonds: 7

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 4.89

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.86

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