[6-(4-dimethylamino-piperidin-1-yl)-1H-benzoimidazol-2-yl]-(2-isoquinolin-4-yl-pyridin-4-yl)-methanone

ID: ALA2089063

PubChem CID: 49786055

Max Phase: Preclinical

Molecular Formula: C29H28N6O

Molecular Weight: 476.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(c2ccc3nc(C(=O)c4ccnc(-c5cncc6ccccc56)c4)[nH]c3c2)CC1

Standard InChI:  InChI=1S/C29H28N6O/c1-34(2)21-10-13-35(14-11-21)22-7-8-25-27(16-22)33-29(32-25)28(36)19-9-12-31-26(15-19)24-18-30-17-20-5-3-4-6-23(20)24/h3-9,12,15-18,21H,10-11,13-14H2,1-2H3,(H,32,33)

Standard InChI Key:  POJGZHZSQVZDGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -8.6368   -8.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5273   -7.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7860   -9.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4415   -7.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2386   -5.3719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300   -6.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9261   -5.8568    0.0000 O   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
    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
    3.8991   -0.7525    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
    2.5965   -3.0004    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 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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    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  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
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 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 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  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 27  1  0
 36 31  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA2089063

   [6-[4-(dimethylamino)piperidin-1-yl]-1H-benzimidazol-2-yl]-(2-isoquinolin-4-ylpyridin-4-yl)methanone;hydrochloride

2. Parent:

   

   ALA2089063

   [6-[4-(dimethylamino)piperidin-1-yl]-1H-benzimidazol-2-yl]-(2-isoquinolin-4-ylpyridin-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: 476.58

Molecular Weight (Monoisotopic): 476.2325

AlogP: 4.93

#Rotatable Bonds: 5

Polar Surface Area: 78.01

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: 3.19

CX LogD: 1.46

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.03

References

1. Cho YS, Angove H, Brain C, Chen CH, Cheng H, Cheng R, Chopra R, Chung K, Congreve M, Dagostin C, Davis DJ, Feltell R, Giraldes J, Hiscock SD, Kim S, Kovats S, Lagu B, Lewry K, Loo A, Lu Y, Luzzio M, Maniara W, McMenamin R, Mortenson PN, Benning R, O'Reilly M, Rees DC, Shen J, Smith T, Wang Y, Williams G, Woolford AJ, Wrona W, Xu M, Yang F, Howard S..  (2012)  Fragment-Based Discovery of 7-Azabenzimidazoles as Potent, Highly Selective, and Orally Active CDK4/6 Inhibitors.,  3  (6): [PMID:24900493] [10.1021/ml200241a]

2.  (2013)  Imidazole derivatives and their use as modulators of cyclin dependent kinases, 

Source

Source(2):

• Scientific Literature
• BindingDB Database