N-(1-(3,4-Difluorobenzyl)-1H-pyrazol-3-yl)-2-(1H-indol-6-yl)acetamide

ID: ALA4212039

PubChem CID: 118560488

Max Phase: Preclinical

Molecular Formula: C20H16F2N4O

Molecular Weight: 366.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc2cc[nH]c2c1)Nc1ccn(Cc2ccc(F)c(F)c2)n1

Standard InChI:  InChI=1S/C20H16F2N4O/c21-16-4-2-14(9-17(16)22)12-26-8-6-19(25-26)24-20(27)11-13-1-3-15-5-7-23-18(15)10-13/h1-10,23H,11-12H2,(H,24,25,27)

Standard InChI Key:  INSJIVSXEZBVFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   23.0196  -16.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3191  -16.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6077  -16.5392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3492  -15.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5320  -15.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2818  -16.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9447  -17.0171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5745  -16.9469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8660  -16.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1591  -16.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4547  -16.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7495  -16.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7514  -15.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4564  -15.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8644  -15.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7253  -16.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4336  -16.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4202  -15.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7009  -15.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0038  -15.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1184  -15.2819    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1377  -16.9122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.0407  -16.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0395  -15.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2580  -15.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7736  -16.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2600  -16.8065    0.0000 N   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
 13 14  2  0
 14 11  1  0
  9 15  2  0
  1 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  1  1  0
 18 21  1  0
 17 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212039

   N-[1-[(3,4-difluorophenyl)methyl]pyrazol-3-yl]-2-(1H-indol-6-yl)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: 366.37

Molecular Weight (Monoisotopic): 366.1292

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 62.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 1.06

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -2.18

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