US9145392, 368

ID: ALA3986416

PubChem CID: 89450750

Max Phase: Preclinical

Molecular Formula: C30H32F4N8O

Molecular Weight: 596.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCn1cc(-c2ccc(F)c(C(F)(F)F)c2)nc1C1CCN(c2ncnc(N)c2C(N)=O)CC1)Cc1ccccc1

Standard InChI:  InChI=1S/C30H32F4N8O/c1-40(16-19-5-3-2-4-6-19)13-14-42-17-24(21-7-8-23(31)22(15-21)30(32,33)34)39-28(42)20-9-11-41(12-10-20)29-25(27(36)43)26(35)37-18-38-29/h2-8,15,17-18,20H,9-14,16H2,1H3,(H2,36,43)(H2,35,37,38)

Standard InChI Key:  QTAJBRBSORWZDL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 43 47  0  0  0  0  0  0  0  0999 V2000
    5.0928    3.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9880    2.5249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    1.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2567    0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   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 C   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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9034    4.9484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618    3.1505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010    4.9503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2798   -4.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829   -6.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8106   -7.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2130   -8.6226    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352   -7.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322   -5.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624   -8.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7641   -9.4948    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -8.1469    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -9.2774    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4132    2.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7193    4.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430    4.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4460    6.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3252    7.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9014    6.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5985    5.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  7 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 26  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
  2 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986416

   4-Amino-6-{4-[1-[2-(benzyl-methyl-amino)-ethyl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carboxylic acid amide

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: 596.63

Molecular Weight (Monoisotopic): 596.2635

AlogP: 4.70

#Rotatable Bonds: 9

Polar Surface Area: 119.19

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.10

CX Basic pKa: 8.62

CX LogP: 5.31

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.27

Np Likeness Score: -1.43

References

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

Source

Source(1):

• BindingDB Database