N1-(3-(4-(3,5-dimethylisoxazol-4-yl)-6-(isoindolin-2-yl)-5-methylpyrimidin-2-yl)benzyl)-N2-methylethane-1,2-diamine

ID: ALA5289773

Max Phase: Preclinical

Molecular Formula: C28H32N6O

Molecular Weight: 468.61

Names and Identifiers

Canonical SMILES:  CNCCNCc1cccc(-c2nc(-c3c(C)noc3C)c(C)c(N3Cc4ccccc4C3)n2)c1

Standard InChI:  InChI=1S/C28H32N6O/c1-18-26(25-19(2)33-35-20(25)3)31-27(22-11-7-8-21(14-22)15-30-13-12-29-4)32-28(18)34-16-23-9-5-6-10-24(23)17-34/h5-11,14,29-30H,12-13,15-17H2,1-4H3

Standard InChI Key:  JANULSZSUSKPJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   38.8771   -6.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8759   -7.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5840   -7.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2936   -7.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2908   -6.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5822   -5.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1693   -5.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4617   -6.2407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9970   -5.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7035   -6.2344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4092   -5.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4065   -5.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6923   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9895   -5.0129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1121   -4.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1157   -6.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7539   -5.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0462   -6.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3384   -5.8326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2037   -7.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0006   -7.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4048   -6.4935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8576   -5.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0228   -5.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5986   -7.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6308   -6.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6863   -3.7828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3439   -3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0218   -3.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2685   -2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0890   -2.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4949   -1.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0813   -1.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2577   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8555   -1.8270    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
  1  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 11 16  1  0
  8 17  1  0
 17 18  1  0
 18 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 16  1  0
 23 24  1  0
 20 25  1  0
 19 26  1  0
 13 27  1  0
 27 28  1  0
 28 31  1  0
 30 29  1  0
 29 27  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289773

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 468.61

Molecular Weight (Monoisotopic): 468.2638

AlogP: 4.55

#Rotatable Bonds: 8

Polar Surface Area: 79.11

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.60

CX LogP: 5.19

CX LogD: 2.99

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -1.03

References

1. Zhang Z, Guo Z, Xu X, Cao D, Yang H, Li Y, Shi Q, Du Z, Guo X, Wang X, Chen D, Zhang Y, Chen L, Zhou K, Li J, Geng M, Huang X, Xiong B..  (2021)  Structure-Based Discovery of Potent CARM1 Inhibitors for Solid Tumor and Cancer Immunology Therapy.,  64  (22.0): [PMID:34781683] [10.1021/acs.jmedchem.1c01308]

Source

Source(1):

• Scientific Literature