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

ID: ALA4567212

PubChem CID: 146634737

Max Phase: Preclinical

Molecular Formula: C24H21ClN6O2

Molecular Weight: 460.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nccc1Nc1nccc(-c2ccc3c(c2)C(=O)N(C(CO)c2cccc(Cl)c2)C3)n1

Standard InChI:  InChI=1S/C24H21ClN6O2/c1-30-22(8-10-27-30)29-24-26-9-7-20(28-24)15-5-6-17-13-31(23(33)19(17)12-15)21(14-32)16-3-2-4-18(25)11-16/h2-12,21,32H,13-14H2,1H3,(H,26,28,29)

Standard InChI Key:  SCFLWNGBEZTNIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8080   -7.4537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8069   -8.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -8.6822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246   -8.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2217   -7.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131   -7.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294   -8.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294   -9.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6369   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6329   -8.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -8.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3410   -8.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3480   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1286   -9.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6041   -9.0726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1173   -8.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3632   -7.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4213   -9.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8359   -9.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8238   -8.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6412   -8.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0437   -7.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6289   -6.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8076   -6.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4088   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6531   -9.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0982   -9.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8608   -7.6341    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4366   -9.9807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886  -10.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058  -10.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7588   -9.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594   -9.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 13  2  0
 12 10  2  0
 10  7  1  0
  4  7  1  0
  2 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  1  0
 11 27  1  0
 22 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 27  2  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567212

   ---

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: 460.93

Molecular Weight (Monoisotopic): 460.1415

AlogP: 3.96

#Rotatable Bonds: 6

Polar Surface Area: 96.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 3.06

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.24

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