N-(1-(3,4-difluorobenzyl)-1H-pyrazol-3-yl)-2-(1,3,3-trimethyl-2-oxoindolin-5-yl)acetamide

ID: ALA4203101

PubChem CID: 126740624

Max Phase: Preclinical

Molecular Formula: C23H22F2N4O2

Molecular Weight: 424.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)C(C)(C)c2cc(CC(=O)Nc3ccn(Cc4ccc(F)c(F)c4)n3)ccc21

Standard InChI:  InChI=1S/C23H22F2N4O2/c1-23(2)16-10-14(5-7-19(16)28(3)22(23)31)12-21(30)26-20-8-9-29(27-20)13-15-4-6-17(24)18(25)11-15/h4-11H,12-13H2,1-3H3,(H,26,27,30)

Standard InChI Key:  QYOBBRSIUQCSCG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   37.0027  -12.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2980  -13.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5825  -12.7627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3240  -11.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5027  -11.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2483  -12.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9154  -13.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5410  -13.1746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8284  -12.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1174  -13.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4089  -12.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.4106  -11.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8268  -11.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7125  -13.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4167  -12.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4074  -11.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9869  -11.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1097  -11.5014    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.1290  -13.1399    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.9866  -12.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9854  -11.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1997  -11.6983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7154  -12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2017  -13.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9461  -10.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9504  -13.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7780  -13.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8982  -12.3683    0.0000 O   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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 23  1  0
 24 13  1  0
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  9 15  2  0
  1 16  2  0
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 19 20  2  0
 20  1  1  0
 18 21  1  0
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 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
 25 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4203101

   ---

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: 424.45

Molecular Weight (Monoisotopic): 424.1711

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 67.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 1.06

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.68

Np Likeness Score: -1.87

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