US8598217, 167

ID: ALA3660201

PubChem CID: 66599607

Max Phase: Preclinical

Molecular Formula: C24H28N8O

Molecular Weight: 444.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(C)c1-c1cc(C(=O)c2nc3nc(N4CCC(N(C)C)CC4)ccc3[nH]2)ccn1

Standard InChI:  InChI=1S/C24H28N8O/c1-14-21(15(2)30-29-14)19-13-16(7-10-25-19)22(33)24-26-18-5-6-20(27-23(18)28-24)32-11-8-17(9-12-32)31(3)4/h5-7,10,13,17H,8-9,11-12H2,1-4H3,(H,29,30)(H,26,27,28)

Standard InChI Key:  MGKFAGTZWMNNBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.4915   -3.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5328   -3.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    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
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   -3.6065    0.0000    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
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065    1.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533   -1.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0987   -2.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3442   -3.9074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8442   -3.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0987   -2.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0893   -5.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035   -6.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8775   -6.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5837   -7.5518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2885   -6.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6078   -5.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8147   -4.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
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 17 13  1  0
 17 18  2  0
 18 10  1  0
 15 19  1  0
 19 20  2  0
 19 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
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 32 27  2  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3660201

   [5-[4-(dimethylamino)piperidin-1-yl]-1H-imidazo[4,5-b]pyridin-2-yl]-[2-(3,5-dimethyl-1H-pyrazol-4-yl)pyridin-4-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: 444.54

Molecular Weight (Monoisotopic): 444.2386

AlogP: 3.12

#Rotatable Bonds: 5

Polar Surface Area: 106.69

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.74

CX Basic pKa: 9.82

CX LogP: 1.20

CX LogD: 0.02

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -1.35

References

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

Source

Source(1):

• BindingDB Database