US9145392, 192

ID: ALA3984446

PubChem CID: 89450428

Max Phase: Preclinical

Molecular Formula: C24H28ClF3N8

Molecular Weight: 520.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ncnc(N2CCC(c3nc(-c4ccnc(C(F)(F)F)c4)cn3CCN3CCC3)CC2)c1Cl

Standard InChI:  InChI=1S/C24H28ClF3N8/c1-29-21-20(25)23(32-15-31-21)35-9-4-16(5-10-35)22-33-18(14-36(22)12-11-34-7-2-8-34)17-3-6-30-19(13-17)24(26,27)28/h3,6,13-16H,2,4-5,7-12H2,1H3,(H,29,31,32)

Standard InChI Key:  QGJNKRHJMHAHAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.6003   -1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4930   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6262   -5.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0924   -5.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.8887    0.2629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1325    1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3098    2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0555    1.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6985   -6.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9084   -8.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6157   -9.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1149   -9.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9068   -8.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1995   -6.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4069   -8.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9734   -9.4015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0401   -7.3243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6062   -8.3821    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
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 12 13  1  0
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 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 21  1  0
 16 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  7 35  2  0
 35  3  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984446

   6-[4-[1-[2-(azetidin-1-yl)ethyl]-4-[2-(trifluoromethyl)pyridin-4-yl]imidazol-2-yl]piperidin-1-yl]-5-chloro-N-methylpyrimidin-4-amine

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: 520.99

Molecular Weight (Monoisotopic): 520.2078

AlogP: 4.54

#Rotatable Bonds: 7

Polar Surface Area: 75.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.38

CX LogP: 3.91

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -1.38

References

1.  (2015)  Imidazole amines as modulators of kinase activity, 

Source

Source(1):

• BindingDB Database