N-[1-(3,5-Difluoro-4-methoxy-benzyl)-1H-pyrazol-3-yl]-2-(4-dimethylamino-phenyl)-acetamide

ID: ALA4216687

PubChem CID: 118560290

Max Phase: Preclinical

Molecular Formula: C21H22F2N4O2

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(F)cc(Cn2ccc(NC(=O)Cc3ccc(N(C)C)cc3)n2)cc1F

Standard InChI:  InChI=1S/C21H22F2N4O2/c1-26(2)16-6-4-14(5-7-16)12-20(28)24-19-8-9-27(25-19)13-15-10-17(22)21(29-3)18(23)11-15/h4-11H,12-13H2,1-3H3,(H,24,25,28)

Standard InChI Key:  QVLLKIOUTFTWMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   29.8342  -25.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5798  -24.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7585  -24.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5000  -25.6474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5415  -26.0593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2541  -25.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9652  -26.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2557  -24.8266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6737  -25.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7845  -26.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0799  -25.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0899  -24.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3820  -24.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6661  -24.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6626  -25.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3711  -26.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3830  -26.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0951  -25.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0972  -24.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3811  -24.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6719  -24.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8046  -24.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5126  -24.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8041  -23.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9529  -26.0380    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.3885  -23.5868    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9614  -24.3935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9675  -23.5763    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
 16 26  1  0
 14 27  1  0
 15 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216687

   N-[1-[(3,5-difluoro-4-methoxyphenyl)methyl]pyrazol-3-yl]-2-[4-(dimethylamino)phenyl]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: 400.43

Molecular Weight (Monoisotopic): 400.1711

AlogP: 3.47

#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: 4.03

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -1.95

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