2-(4-chlorobenzyl)-6-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)isoindolin-1-one

ID: ALA4554747

PubChem CID: 155556154

Max Phase: Preclinical

Molecular Formula: C24H23ClN4O2

Molecular Weight: 434.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2cc(-c3ccnc(NC4CCOCC4)n3)ccc2CN1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C24H23ClN4O2/c25-19-5-1-16(2-6-19)14-29-15-18-4-3-17(13-21(18)23(29)30)22-7-10-26-24(28-22)27-20-8-11-31-12-9-20/h1-7,10,13,20H,8-9,11-12,14-15H2,(H,26,27,28)

Standard InChI Key:  SVAFUAQPWQKMGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.8461  -21.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5541  -21.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5523  -20.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1415  -20.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1426  -19.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4356  -18.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7270  -19.3770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7299  -20.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4374  -20.6031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2609  -20.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.0458  -21.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5231  -21.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0380  -20.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2860  -19.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3403  -20.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7447  -20.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0268  -21.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.9661  -19.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5533  -18.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7319  -18.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3313  -19.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3165  -21.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3177  -22.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0251  -23.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7331  -22.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7336  -21.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9568  -18.1583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  9 19  1  0
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 18 21  2  0
 21 22  1  0
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 20 26  1  0
 20 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 23 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554747

   ---

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: 434.93

Molecular Weight (Monoisotopic): 434.1510

AlogP: 4.54

#Rotatable Bonds: 5

Polar Surface Area: 67.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 3.84

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.99

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