3-(((2-(2-fluorophenyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one

ID: ALA4475189

PubChem CID: 155537481

Max Phase: Preclinical

Molecular Formula: C24H25FN6O2

Molecular Weight: 448.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(CNc2nc(-c3ccccc3F)nc3c2ncn3C2CCCCO2)c(=O)[nH]1

Standard InChI:  InChI=1S/C24H25FN6O2/c1-14-11-15(2)28-24(32)17(14)12-26-22-20-23(31(13-27-20)19-9-5-6-10-33-19)30-21(29-22)16-7-3-4-8-18(16)25/h3-4,7-8,11,13,19H,5-6,9-10,12H2,1-2H3,(H,28,32)(H,26,29,30)

Standard InChI Key:  UNYSUYMKSSPGIZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   18.3109  -13.6540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3097  -14.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0246  -14.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7409  -14.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7381  -13.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0228  -13.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0244  -15.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3097  -16.1315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3095  -16.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5941  -17.3645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5936  -18.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3085  -18.6022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0224  -17.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0279  -18.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8115  -18.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2903  -17.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8026  -17.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0202  -12.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4561  -14.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5950  -14.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8803  -18.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1658  -18.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4515  -18.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4505  -19.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1697  -19.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8810  -19.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1673  -17.3603    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.0709  -19.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5208  -19.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7779  -20.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5854  -20.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1355  -20.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8780  -19.3797    0.0000 O   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  1  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 14  1  0
 13  9  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  6 18  1  0
  4 19  1  0
  2 20  2  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
 11 21  1  0
 22 27  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 15 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475189

   ---

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: 448.50

Molecular Weight (Monoisotopic): 448.2023

AlogP: 4.25

#Rotatable Bonds: 5

Polar Surface Area: 97.72

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.64

CX Basic pKa: 2.77

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.11

References

1. Zhang Q, Hu X, Wan G, Wang J, Li L, Wu X, Liu Z, Yu L..  (2019)  Discovery of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives as novel tubulin polymerization inhibitors for treatment of cancer.,  184  [PMID:31610375] [10.1016/j.ejmech.2019.111728]

Source

Source(1):

• Scientific Literature