5-(1-(3,5-dimethoxybenzyl)-1H-indazol-6-yl)-1-methyl-3-(methylamino)pyridin-2(1H)-one

ID: ALA4533819

PubChem CID: 155546897

Max Phase: Preclinical

Molecular Formula: C23H24N4O3

Molecular Weight: 404.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(-c2ccc3cnn(Cc4cc(OC)cc(OC)c4)c3c2)cn(C)c1=O

Standard InChI:  InChI=1S/C23H24N4O3/c1-24-21-9-18(14-26(2)23(21)28)16-5-6-17-12-25-27(22(17)10-16)13-15-7-19(29-3)11-20(8-15)30-4/h5-12,14,24H,13H2,1-4H3

Standard InChI Key:  BBYODNXYGZVTRI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.4556  -23.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1637  -24.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1619  -22.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8705  -23.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8753  -23.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6553  -24.0769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1327  -23.4117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6476  -22.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7495  -24.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0418  -23.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3343  -24.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3332  -25.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0455  -25.4648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7502  -25.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9124  -24.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7127  -25.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9645  -25.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7640  -25.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3081  -25.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0473  -24.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2484  -24.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0478  -26.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6271  -23.8282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6257  -25.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6281  -23.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5884  -23.9569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3893  -24.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0206  -26.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4771  -27.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  6  2  0
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 13 14  1  0
 14 15  1  0
 15 10  2  0
  2 10  1  0
  7 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 23  1  0
 12 24  1  0
 13 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  1  0
 19 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533819

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.47

Molecular Weight (Monoisotopic): 404.1848

AlogP: 3.51

#Rotatable Bonds: 6

Polar Surface Area: 70.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.72

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.11

References

1. Rong J, Feng ZZ, Shi YJ, Ren J, Xu Y, Wang NY, Xue Q, Liu KL, Zhou SY, Wei W, Yu LT..  (2019)  Design, synthesis and biological evaluation of 3,5-dimethylisoxazole and pyridone derivatives as BRD4 inhibitors.,  29  (19): [PMID:31421967] [10.1016/j.bmcl.2019.07.036]

Source

Source(1):

• Scientific Literature