N-(1-((5-Cyanopyridin-2-yl)methyl)-1H-pyrazol-3-yl)-2-(3-ethyl-4-(2,2,2-trifluoroethoxy)-phenyl)acetamide

ID: ALA4207291

PubChem CID: 126740608

Max Phase: Preclinical

Molecular Formula: C22H20F3N5O2

Molecular Weight: 443.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(CC(=O)Nc2ccn(Cc3ccc(C#N)cn3)n2)ccc1OCC(F)(F)F

Standard InChI:  InChI=1S/C22H20F3N5O2/c1-2-17-9-15(4-6-19(17)32-14-22(23,24)25)10-21(31)28-20-7-8-30(29-20)13-18-5-3-16(11-26)12-27-18/h3-9,12H,2,10,13-14H2,1H3,(H,28,29,31)

Standard InChI Key:  UXEUCTHNMIENKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   39.9330  -12.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2284  -13.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5128  -12.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2543  -12.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4330  -12.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1786  -12.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8457  -13.4387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4682  -13.3598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6429  -13.3507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3470  -12.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3377  -12.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6184  -11.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9172  -12.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7636  -12.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0528  -13.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7697  -12.1288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3482  -12.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3584  -12.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6547  -11.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6438  -13.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9394  -12.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9406  -12.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0383  -11.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7406  -11.2747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2343  -11.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5252  -12.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8189  -11.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1098  -12.1017    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8216  -10.8783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.1081  -11.2838    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2307  -13.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5240  -12.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  3  7  1  0
  6  8  1  0
  1  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  1  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 20 17  1  0
 21 22  1  0
 23 24  3  0
 11 23  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 21 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207291

   ---

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: 443.43

Molecular Weight (Monoisotopic): 443.1569

AlogP: 3.88

#Rotatable Bonds: 8

Polar Surface Area: 92.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 1.25

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -2.24

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