N2-(2-(allyloxy)-2-methylpropyl)-N4-phenyl-6-(6-(trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4-diamine

ID: ALA4761041

PubChem CID: 162660595

Max Phase: Preclinical

Molecular Formula: C22H23F3N6O

Molecular Weight: 444.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCOC(C)(C)CNc1nc(Nc2ccccc2)nc(-c2cccc(C(F)(F)F)n2)n1

Standard InChI:  InChI=1S/C22H23F3N6O/c1-4-13-32-21(2,3)14-26-19-29-18(16-11-8-12-17(28-16)22(23,24)25)30-20(31-19)27-15-9-6-5-7-10-15/h4-12H,1,13-14H2,2-3H3,(H2,26,27,29,30,31)

Standard InChI Key:  WVHBTMZMTSRPOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   34.5651   -5.4037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8500   -4.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8493   -4.1638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5636   -3.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2788   -4.1650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2795   -4.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1355   -5.4025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5651   -2.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9926   -5.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7071   -4.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4222   -5.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4229   -6.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7084   -6.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9933   -6.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7071   -7.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8499   -2.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1355   -2.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4203   -2.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4217   -1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1361   -1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8492   -1.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4203   -4.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7058   -5.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9920   -7.8750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.7058   -6.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9914   -6.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9914   -7.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2769   -7.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9206   -8.2607    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5321   -7.4638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8808   -5.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2933   -4.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  2  7  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 13 15  1  0
  6  9  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  8 16  1  0
 22 23  1  0
  7 22  1  0
 15 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 15 29  1  0
 15 30  1  0
 23 31  1  0
 23 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761041

   ---

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: 444.46

Molecular Weight (Monoisotopic): 444.1885

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 84.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.67

CX Basic pKa: 4.12

CX LogP: 5.86

CX LogD: 5.86

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.03

References

1. Che J,Huang F,Zhang M,Xu G,Qu B,Gao J,Chen B,Zhang J,Ying H,Hu Y,Hu X,Zhou Y,Gao A,Li J,Dong X.  (2020)  Structure-based design, synthesis and bioactivity evaluation of macrocyclic inhibitors of mutant isocitrate dehydrogenase 2 (IDH2) displaying activity in acute myeloid leukemia cells.,  203  [PMID:32679449] [10.1016/j.ejmech.2020.112491]

Source

Source(1):

• Scientific Literature