2-(3-chlorobenzyl)-6-(2-((1-methyl-1H-pyrazol-5-yl)amino)pyrimidin-4-yl)isoindolin-1-one

ID: ALA4533640

PubChem CID: 146634738

Max Phase: Preclinical

Molecular Formula: C23H19ClN6O

Molecular Weight: 430.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nccc1Nc1nccc(-c2ccc3c(c2)C(=O)N(Cc2cccc(Cl)c2)C3)n1

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

Standard InChI Key:  ACXDOBWOZOFUFD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.7177   -9.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7166  -10.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4246  -11.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4228   -9.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120   -9.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131   -8.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3061   -8.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -8.7453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004   -9.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3079   -9.9713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1314   -9.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1362  -10.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9163  -11.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3936  -10.3697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9085   -9.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1565   -8.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2108  -10.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6152   -9.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942   -9.9779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973  -10.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4323   -9.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8367   -8.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4238   -8.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024   -8.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2018   -8.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370  -11.2820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925  -12.0582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097  -12.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592  -11.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4585  -11.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6538   -8.9390    0.0000 Cl  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
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  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
 20 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 20  2  0
 26 30  1  0
 22 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533640

   ---

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: 12.21

CX Basic pKa: 3.06

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.57

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