5-(4-Methyl-5-(4-(piperazin-1-yl)phenyl)pyridin-3-yl)isoindolin-1-one

ID: ALA4575999

PubChem CID: 155564334

Max Phase: Preclinical

Molecular Formula: C24H24N4O

Molecular Weight: 384.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccc(N3CCNCC3)cc2)cncc1-c1ccc2c(c1)CNC2=O

Standard InChI:  InChI=1S/C24H24N4O/c1-16-22(17-2-5-20(6-3-17)28-10-8-25-9-11-28)14-26-15-23(16)18-4-7-21-19(12-18)13-27-24(21)29/h2-7,12,14-15,25H,8-11,13H2,1H3,(H,27,29)

Standard InChI Key:  ZCLWKSOLVKDHKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   28.0266  -18.3249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0254  -19.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7335  -19.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4473  -19.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4445  -18.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7317  -17.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7393  -20.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0257  -20.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0252  -21.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7333  -22.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4476  -21.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4447  -20.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7420  -22.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0288  -23.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0277  -24.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7382  -24.4791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4472  -24.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4500  -23.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1598  -19.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1517  -17.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8654  -18.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8542  -16.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1473  -17.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5725  -17.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5755  -17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3563  -18.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8360  -17.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3516  -16.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6013  -16.0478    0.0000 O   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 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
  4 19  1  0
 20 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 20  1  0
  5 20  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 28 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575999

   ---

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: 384.48

Molecular Weight (Monoisotopic): 384.1950

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 57.26

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 8.88

CX LogP: 2.96

CX LogD: 1.48

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -0.32

References

1. Ensan D, Smil D, Zepeda-Velázquez CA, Panagopoulos D, Wong JF, Williams EP, Adamson R, Bullock AN, Kiyota T, Aman A, Roberts OG, Edwards AM, O'Meara JA, Isaac MB, Al-Awar R..  (2020)  Targeting ALK2: An Open Science Approach to Developing Therapeutics for the Treatment of Diffuse Intrinsic Pontine Glioma.,  63  (9): [PMID:32369358] [10.1021/acs.jmedchem.0c00395]

Source

Source(1):

• Scientific Literature