US9145392, 209

ID: ALA3986793

PubChem CID: 89450436

Max Phase: Preclinical

Molecular Formula: C25H28ClF4N7

Molecular Weight: 537.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc(N2CCC(c3nc(-c4ccc(F)c(C(F)(F)F)c4)cn3CCN3CCCC3)CC2)c1Cl

Standard InChI:  InChI=1S/C25H28ClF4N7/c26-21-22(31)32-15-33-24(21)36-9-5-16(6-10-36)23-34-20(14-37(23)12-11-35-7-1-2-8-35)17-3-4-19(27)18(13-17)25(28,29)30/h3-4,13-16H,1-2,5-12H2,(H2,31,32,33)

Standard InChI Key:  HZQDPLPFNYFLTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.3383   -1.3500    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
   -5.1969   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
   -8.8465   -4.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.2518    0.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0883    2.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6197    2.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8755    1.3517    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 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6807  -10.6269    0.0000 F   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  2  0
  3  4  1  0
  4  5  2  0
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  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
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 10 13  1  0
 13 14  2  0
 14 15  1  0
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 16 17  1  0
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 17 18  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
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 15 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 25  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  6 36  2  0
 36  2  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986793

   5-Chloro-6-[4-[4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidin-1-yl]pyrimidin-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: 537.99

Molecular Weight (Monoisotopic): 537.2031

AlogP: 5.21

#Rotatable Bonds: 6

Polar Surface Area: 76.10

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 5.10

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -1.46

References

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

Source

Source(1):

• BindingDB Database