US9145392, 328

ID: ALA3985709

PubChem CID: 117704726

Max Phase: Preclinical

Molecular Formula: C24H28F2N8O

Molecular Weight: 482.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(N)ncnc1N1CCC(c2nc(-c3ccc(F)c(F)c3)cn2CCN2CCC2)CC1

Standard InChI:  InChI=1S/C24H28F2N8O/c25-17-3-2-16(12-18(17)26)19-13-34(11-10-32-6-1-7-32)23(31-19)15-4-8-33(9-5-15)24-20(22(28)35)21(27)29-14-30-24/h2-3,12-15H,1,4-11H2,(H2,28,35)(H2,27,29,30)

Standard InChI Key:  ZGVJCAMSCAQSAM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
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    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   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
    2.3383    1.3500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    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
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    0.0000   -3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6274   -7.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -8.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1720   -8.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4625   -9.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1374   -7.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -7.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504  -10.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446  -10.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365  -12.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292  -13.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627  -14.5632    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7300  -13.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1642  -14.6512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381  -12.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 11  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 24  1  0
 19 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
 35 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985709

   4-Amino-6-[4-[1-[2-(azetidin-1-yl)ethyl]-4-(3,4-difluorophenyl)imidazol-2-yl]piperidin-1-yl]pyrimidine-5-carboxamide

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: 482.54

Molecular Weight (Monoisotopic): 482.2354

AlogP: 2.39

#Rotatable Bonds: 7

Polar Surface Area: 119.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.10

CX Basic pKa: 8.39

CX LogP: 2.74

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.53

Np Likeness Score: -1.55

References

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

Source

Source(1):

• BindingDB Database