US8598217, 103

ID: ALA3660197

PubChem CID: 49784847

Max Phase: Preclinical

Molecular Formula: C27H27F2N5O2

Molecular Weight: 491.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c(F)c1-c1cc(C(=O)c2nc3ccc(N4CCC(N(C)C)CC4)cc3[nH]2)ccn1

Standard InChI:  InChI=1S/C27H27F2N5O2/c1-33(2)17-9-12-34(13-10-17)18-4-6-20-21(15-18)32-27(31-20)26(35)16-8-11-30-22(14-16)24-23(36-3)7-5-19(28)25(24)29/h4-8,11,14-15,17H,9-10,12-13H2,1-3H3,(H,31,32)

Standard InChI Key:  QFPALJFKLKEVNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.2768  -10.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776  -10.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210  -12.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210  -12.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7776  -10.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9776  -10.9380    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0342   -9.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -8.5930    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7974   -5.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973   -5.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2883   -8.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -4.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -4.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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 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
    0.3114   -2.9665    0.0000 N   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
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 C   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
   -3.8967    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    3.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5392    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5058    4.9420    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  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
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 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 27 19  1  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 28  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3660197

   [2-(2,3-difluoro-6-methoxyphenyl)pyridin-4-yl]-[6-[4-(dimethylamino)piperidin-1-yl]-1H-benzimidazol-2-yl]methanone

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: 491.54

Molecular Weight (Monoisotopic): 491.2133

AlogP: 4.67

#Rotatable Bonds: 6

Polar Surface Area: 74.35

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: 10.00

CX LogP: 3.54

CX LogD: 1.82

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: -1.14

References

1.  (2013)  Imidazole derivatives and their use as modulators of cyclin dependent kinases, 

Source

Source(1):

• BindingDB Database