N-(3-(3-isopropyl-1H-pyrazol-5-yl)phenyl)-3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide

ID: ALA4579447

PubChem CID: 155565320

Max Phase: Preclinical

Molecular Formula: C24H22F3N5O

Molecular Weight: 453.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(-c2cc(C(=O)Nc3cccc(-c4cc(C(C)C)n[nH]4)c3)cc(C(F)(F)F)c2)cn1

Standard InChI:  InChI=1S/C24H22F3N5O/c1-14(2)21-11-22(31-30-21)16-5-4-6-19(8-16)29-23(33)17-7-18(24(25,26)27)10-20(9-17)32-12-15(3)28-13-32/h4-14H,1-3H3,(H,29,33)(H,30,31)

Standard InChI Key:  WQPMEPNEGHISAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    3.8864  -14.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853  -15.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933  -16.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030  -15.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3002  -14.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915  -14.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800  -16.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4337  -15.7889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864  -16.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944  -17.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0939  -16.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0113  -16.1176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184  -15.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7171  -14.8907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9615  -17.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488  -17.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414  -18.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4235  -16.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234  -16.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1309  -17.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8390  -16.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8351  -16.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1270  -15.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1331  -18.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1339  -18.9036    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4717  -18.7002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7957  -18.6988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5394  -15.6905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2876  -16.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8313  -15.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4191  -14.7033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207  -14.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6445  -15.4903    0.0000 C   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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 10 15  1  0
 15 16  1  0
 15 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 13 18  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20 24  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 28  1  0
 22 28  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579447

   ---

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: 453.47

Molecular Weight (Monoisotopic): 453.1776

AlogP: 5.97

#Rotatable Bonds: 5

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.91

CX LogP: 5.08

CX LogD: 5.07

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.91

References

1. Jung H, Kim J, Im D, Moon H, Hah JM..  (2019)  Design, synthesis, and in vitro evaluation of N-(3-(3-alkyl-1H-pyrazol-5-yl) phenyl)-aryl amide for selective RAF inhibition.,  29  (4): [PMID:30630714] [10.1016/j.bmcl.2019.01.003]

Source

Source(1):

• Scientific Literature