N-(3-(3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl)phenyl)-4-morpholino-3-(trifluoromethyl)benzamide

ID: ALA4529383

PubChem CID: 155545239

Max Phase: Preclinical

Molecular Formula: C33H27ClF3N5O3

Molecular Weight: 634.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cl)cc(-c2nn(-c3cccc(NC(=O)c4ccc(N5CCOCC5)c(C(F)(F)F)c4)c3)cc2-c2ccncc2)c1

Standard InChI:  InChI=1S/C33H27ClF3N5O3/c1-44-27-16-23(15-24(34)18-27)31-28(21-7-9-38-10-8-21)20-42(40-31)26-4-2-3-25(19-26)39-32(43)22-5-6-30(29(17-22)33(35,36)37)41-11-13-45-14-12-41/h2-10,15-20H,11-14H2,1H3,(H,39,43)

Standard InChI Key:  POYNGYKPPZJPST-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
    6.7688  -23.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3212  -23.1590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5285  -23.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866  -24.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2535  -24.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4035  -22.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024  -22.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104  -23.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201  -22.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173  -22.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1087  -21.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752  -24.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730  -24.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620  -24.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3529  -25.3928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606  -25.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686  -25.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5858  -23.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9948  -24.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8111  -24.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2182  -23.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8030  -23.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9881  -23.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2216  -25.2601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0388  -25.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4455  -24.5491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944  -23.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870  -22.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062  -20.9206    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4493  -25.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0405  -26.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4503  -27.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2684  -27.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6749  -26.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2627  -25.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0433  -28.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2261  -28.0897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4534  -28.7947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6288  -28.7915    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6798  -28.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2693  -28.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6772  -29.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4948  -29.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9027  -28.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4931  -28.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9  3  1  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  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
 20 24  1  0
 24 25  1  0
 25 26  2  0
  7 27  1  0
 27 28  1  0
 11 29  1  0
 25 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 32 36  1  0
 36 37  1  0
 36 38  1  0
 36 39  1  0
 33 40  1  0
 40 41  1  0
 40 45  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529383

   ---

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: 634.06

Molecular Weight (Monoisotopic): 633.1755

AlogP: 7.37

#Rotatable Bonds: 7

Polar Surface Area: 81.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.25

CX LogP: 6.83

CX LogD: 6.83

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: -1.81

References

1. El-Gamal MI, Park BJ, Oh CH..  (2018)  Synthesis, in vitro antiproliferative activity, and kinase inhibitory effects of pyrazole-containing diarylureas and diarylamides.,  156  [PMID:30006168] [10.1016/j.ejmech.2018.07.008]

2. Tarazi H, El-Gamal MI, Oh CH..  (2019)  Discovery of highly potent V600E-B-RAF kinase inhibitors: Molecular modeling study.,  27  (4): [PMID:30660499] [10.1016/j.bmc.2019.01.004]

Source

Source(1):

• Scientific Literature