2-(3-chlorobenzyl)-6-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)isoindolin-1-one

ID: ALA4476178

PubChem CID: 146634736

Max Phase: Preclinical

Molecular Formula: C23H19ClN6O

Molecular Weight: 430.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(Nc2nccc(-c3ccc4c(c3)C(=O)N(Cc3cccc(Cl)c3)C4)n2)cn1

Standard InChI:  InChI=1S/C23H19ClN6O/c1-29-14-19(11-26-29)27-23-25-8-7-21(28-23)16-5-6-17-13-30(22(31)20(17)10-16)12-15-3-2-4-18(24)9-15/h2-11,14H,12-13H2,1H3,(H,25,27,28)

Standard InChI Key:  ILSJLXUKMFFJNT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.4708  -13.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4697  -14.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1777  -15.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1760  -13.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7651  -13.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7663  -12.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0593  -12.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3507  -12.7404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3535  -13.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0611  -13.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8846  -13.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8894  -14.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6694  -15.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1468  -14.3648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6617  -13.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9096  -12.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9639  -14.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3684  -13.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6474  -13.9731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6504  -14.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1854  -13.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5898  -12.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1770  -12.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3556  -12.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9549  -12.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4070  -12.9342    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.9938  -15.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2493  -16.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0665  -16.0476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3160  -15.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5494  -16.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 12  2  0
 11  4  2  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1  5  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
  9 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 18  1  0
 22 26  1  0
 20 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 20  2  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476178

   ---

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: 430.90

Molecular Weight (Monoisotopic): 430.1309

AlogP: 4.43

#Rotatable Bonds: 5

Polar Surface Area: 75.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.69

CX Basic pKa: 1.91

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.78

References

1. Ji D, Zhang L, Zhu Q, Bai Y, Wu Y, Xu Y..  (2019)  Discovery of potent, orally bioavailable ERK1/2 inhibitors with isoindolin-1-one structure by structure-based drug design.,  164  [PMID:30605831] [10.1016/j.ejmech.2018.12.040]

Source

Source(1):

• Scientific Literature