N-[1-(3,4-Difluoro-benzyl)-1H-pyrazol-3-yl]-2-[6-(3,3-difluoro-pyrrolidin-1-yl)-pyridin-3-yl]-acetamide

ID: ALA4214862

PubChem CID: 126740597

Max Phase: Preclinical

Molecular Formula: C21H19F4N5O

Molecular Weight: 433.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(N2CCC(F)(F)C2)nc1)Nc1ccn(Cc2ccc(F)c(F)c2)n1

Standard InChI:  InChI=1S/C21H19F4N5O/c22-16-3-1-15(9-17(16)23)12-30-7-5-18(28-30)27-20(31)10-14-2-4-19(26-11-14)29-8-6-21(24,25)13-29/h1-5,7,9,11H,6,8,10,12-13H2,(H,27,28,31)

Standard InChI Key:  WRNOOHMVZMXYDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   34.8338   -7.3919    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5437   -6.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8385   -6.5749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.5679   -8.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8632   -8.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1477   -8.4787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8892   -7.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0679   -7.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8135   -8.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4806   -8.9607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1062   -8.8906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3936   -8.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6826   -8.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9741   -8.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2647   -8.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5526   -8.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5506   -7.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2666   -7.2585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9758   -7.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3921   -7.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.2777   -8.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9819   -8.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9726   -7.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2533   -7.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5521   -7.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6749   -7.2173    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.6942   -8.8558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.8431   -7.2592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7548   -6.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9556   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0930   -7.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  2  0
  4 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  4  1  0
 23 26  1  0
 22 27  1  0
 17 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
  2 31  1  0
 31 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214862

   ---

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: 433.41

Molecular Weight (Monoisotopic): 433.1526

AlogP: 3.63

#Rotatable Bonds: 6

Polar Surface Area: 63.05

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: 6.11

CX LogP: 4.36

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -2.37

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