N-(1H-Indazol-5-yl)-3-(4-(trifluoromethyl)benzamido)benzamide

ID: ALA4228405

PubChem CID: 145970462

Max Phase: Preclinical

Molecular Formula: C22H15F3N4O2

Molecular Weight: 424.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(C(=O)Nc2ccc3[nH]ncc3c2)c1)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C22H15F3N4O2/c23-22(24,25)16-6-4-13(5-7-16)20(30)27-17-3-1-2-14(10-17)21(31)28-18-8-9-19-15(11-18)12-26-29-19/h1-12H,(H,26,29)(H,27,30)(H,28,31)

Standard InChI Key:  ZMYGHKBQYJABNW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   20.4366  -20.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4355  -21.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1435  -21.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8532  -21.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8504  -20.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1417  -20.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5580  -20.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2673  -20.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5550  -19.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9735  -20.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6806  -20.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6694  -19.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9666  -19.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3836  -19.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3870  -20.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1620  -20.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6378  -19.8367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1566  -19.1803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7288  -20.2648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0212  -20.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0214  -21.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3157  -20.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3168  -19.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6099  -19.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9013  -19.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9041  -20.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6116  -20.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1905  -19.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5460  -18.6705    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.0529  -18.1984    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3928  -19.3460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  5  7  1  0
  8 10  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 13 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
 19 20  1  0
 20 21  2  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 20 22  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228405

   ---

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: 424.38

Molecular Weight (Monoisotopic): 424.1147

AlogP: 5.09

#Rotatable Bonds: 4

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.19

CX Basic pKa: 1.71

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.68

References

1. Wang PF, Zhang YJ, Wang D, Hu HM, Wang ZC, Xu C, Qiu HY, Zhu HL..  (2018)  Design, synthesis, and biological evaluation of new B-RafV600E kinase inhibitors.,  26  (9): [PMID:29602674] [10.1016/j.bmc.2018.03.038]

Source

Source(1):

• Scientific Literature