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

ID: ALA4215146

PubChem CID: 145973912

Max Phase: Preclinical

Molecular Formula: C19H16F3N3O2

Molecular Weight: 375.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(OC(F)(F)F)cc1)Nc1ccn(Cc2ccccc2)n1

Standard InChI:  InChI=1S/C19H16F3N3O2/c20-19(21,22)27-16-8-6-14(7-9-16)12-18(26)23-17-10-11-25(24-17)13-15-4-2-1-3-5-15/h1-11H,12-13H2,(H,23,24,26)

Standard InChI Key:  QMZDJOIREVQQSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.8148   -6.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5604   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7391   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4806   -6.8892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5221   -7.3011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2347   -6.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9457   -7.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2363   -6.0684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6542   -6.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7651   -7.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0605   -6.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0705   -6.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3625   -5.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6467   -6.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6431   -6.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3517   -7.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3636   -7.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0757   -6.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0777   -6.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3617   -5.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6525   -6.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7852   -5.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4932   -6.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2006   -5.6688    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4937   -6.8950    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1970   -6.4839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
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  5  1  1  0
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  6  7  1  0
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  7  9  2  0
  8 10  1  0
  5 11  1  0
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 12 13  2  0
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 15 16  1  0
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 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 10  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4215146

   ---

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: 375.35

Molecular Weight (Monoisotopic): 375.1195

AlogP: 4.01

#Rotatable Bonds: 6

Polar Surface Area: 56.15

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: 1.06

CX LogP: 5.22

CX LogD: 5.22

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.92

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