N-[3-(3-Amino-1H-indazol-4-ylethynyl)-phenyl]-3-fluoro-5-trifluoromethyl-benzamide

ID: ALA4776133

PubChem CID: 155386704

Max Phase: Preclinical

Molecular Formula: C23H14F4N4O

Molecular Weight: 438.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1n[nH]c2cccc(C#Cc3cccc(NC(=O)c4cc(F)cc(C(F)(F)F)c4)c3)c12

Standard InChI:  InChI=1S/C23H14F4N4O/c24-17-11-15(10-16(12-17)23(25,26)27)22(32)29-18-5-1-3-13(9-18)7-8-14-4-2-6-19-20(14)21(28)31-30-19/h1-6,9-12H,(H,29,32)(H3,28,30,31)

Standard InChI Key:  JXSFGZPUWDXKPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   17.0326   -8.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6240   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0326  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6240  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8068  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3982  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8068   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6240   -8.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8498   -8.8385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0755   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4841  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0755  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8498  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3013  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1185  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4162  -11.7389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7529  -12.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0938  -11.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3443  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9357  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3443   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1615   -9.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5701  -10.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1615  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3165  -11.9935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5810  -10.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1733   -9.5433    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1715  -10.9587    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602  -10.2479    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0361  -11.6659    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 16 17  3  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 26  1  0
 21 26  2  0
 20 27  1  0
 17 22  1  0
 12 16  1  0
  9 10  1  0
  6 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  4 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776133

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 438.38

Molecular Weight (Monoisotopic): 438.1104

AlogP: 4.96

#Rotatable Bonds: 2

Polar Surface Area: 83.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.54

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -1.61

References

1. El-Damasy AK,Jin H,Seo SH,Bang EK,Keum G.  (2020)  Design, synthesis, and biological evaluations of novel 3-amino-4-ethynyl indazole derivatives as Bcr-Abl kinase inhibitors with potent cellular antileukemic activity.,  207  [PMID:32961435] [10.1016/j.ejmech.2020.112710]

Source

Source(1):

• Scientific Literature