4-{N-[3-(4-Fluorophenyl)-1H-Indazol-5-yl)Carbamoyl}Benzamide

ID: ALA3986024

PubChem CID: 22480268

Max Phase: Preclinical

Molecular Formula: C21H15FN4O2

Molecular Weight: 374.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(C(=O)Nc2ccc3[nH]nc(-c4ccc(F)cc4)c3c2)cc1

Standard InChI:  InChI=1S/C21H15FN4O2/c22-15-7-5-12(6-8-15)19-17-11-16(9-10-18(17)25-26-19)24-21(28)14-3-1-13(2-4-14)20(23)27/h1-11H,(H2,23,27)(H,24,28)(H,25,26)

Standard InChI Key:  NIRFNOJTUGHNDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   25.4966   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4955   -1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2035   -2.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2017   -0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9103   -0.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9151   -1.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6952   -1.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1725   -1.2444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6874   -0.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9509   -2.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4059   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6624   -4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4634   -4.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0076   -3.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7482   -2.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7874   -2.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7215   -5.0074    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.0800   -1.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3720   -2.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0807   -0.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6654   -1.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9578   -2.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9567   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6691   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3737   -2.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2493   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5413   -2.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2497   -4.1127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  1  0
  2 16  1  0
 13 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986024

   4-{N-[3-(4-fluorophenyl)-1H-indazol-5-yl]carbamoyl}benzamide

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: 374.38

Molecular Weight (Monoisotopic): 374.1179

AlogP: 3.72

#Rotatable Bonds: 4

Polar Surface Area: 100.87

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: 1.79

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.70

References

1.  (2002)  Indazole derivatives as JNK inhibitors and compositions and methods related thereto, 

Source

Source(1):

• Patent Bioactivity Data