N-(2-(2-(2-methoxy-5-(trifluoromethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)isoindolin-4-yl)-N-methylmethanesulfonamide

ID: ALA4475794

PubChem CID: 155537833

Max Phase: Preclinical

Molecular Formula: C23H21F6N5O3S

Molecular Weight: 561.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(F)(F)F)cc1Nc1ncc(C(F)(F)F)c(N2Cc3cccc(N(C)S(C)(=O)=O)c3C2)n1

Standard InChI:  InChI=1S/C23H21F6N5O3S/c1-33(38(3,35)36)18-6-4-5-13-11-34(12-15(13)18)20-16(23(27,28)29)10-30-21(32-20)31-17-9-14(22(24,25)26)7-8-19(17)37-2/h4-10H,11-12H2,1-3H3,(H,30,31,32)

Standard InChI Key:  QTEZQMACSVBJMM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
   10.7927  -17.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5822  -18.1763    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3737  -17.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329  -17.4004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1317  -18.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8398  -18.6289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5494  -18.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466  -17.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380  -16.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2583  -18.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3450  -19.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0043  -18.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5521  -18.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1462  -19.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542  -20.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3681  -20.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7721  -19.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3618  -18.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2539  -16.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8965  -16.6091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0533  -17.2838    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3870  -16.1397    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237  -18.6279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7661  -18.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9961  -18.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3534  -17.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230  -19.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7149  -19.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7139  -20.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218  -21.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322  -20.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297  -19.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079  -19.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2995  -19.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8419  -21.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4869  -21.4468    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805  -21.9194    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6393  -20.7710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 14  1  0
 13 12  1  0
 12 10  1  0
  7 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  8 19  1  0
  5 23  1  0
 18 24  1  0
 24  2  1  0
  2 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 28 33  1  0
 33 34  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 31 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475794

   ---

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: 561.51

Molecular Weight (Monoisotopic): 561.1269

AlogP: 5.18

#Rotatable Bonds: 6

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 3.50

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.42

Np Likeness Score: -1.36

References

1. Choi MJ, Roh EJ, Hur W, Lee SH, Sim T, Oh CH, Lee SH, Kim JS, Yoo KH..  (2018)  Design, synthesis, and biological evaluation of novel aminopyrimidinylisoindolines as AXL kinase inhibitors.,  28  (23-24): [PMID:30340900] [10.1016/j.bmcl.2018.10.013]

Source

Source(1):

• Scientific Literature