N-((2-(2,6-Dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)-methyl)-2-methyl-2-phenylpropanamide

ID: ALA4790653

PubChem CID: 162670524

Max Phase: Preclinical

Molecular Formula: C24H25N3O4

Molecular Weight: 419.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C(=O)NCc1ccc2c(c1)CN(C1CCC(=O)NC1=O)C2=O)c1ccccc1

Standard InChI:  InChI=1S/C24H25N3O4/c1-24(2,17-6-4-3-5-7-17)23(31)25-13-15-8-9-18-16(12-15)14-27(22(18)30)19-10-11-20(28)26-21(19)29/h3-9,12,19H,10-11,13-14H2,1-2H3,(H,25,31)(H,26,28,29)

Standard InChI Key:  NOJKJVONTQZKHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   16.4346  -13.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8473  -14.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2558  -13.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6813  -13.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6802  -14.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3882  -14.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3864  -13.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0951  -13.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0953  -14.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8783  -14.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3620  -13.9077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8779  -13.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1793  -13.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5869  -14.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4005  -14.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8127  -13.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4051  -13.2047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5853  -13.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6299  -13.9169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1771  -12.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1302  -12.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9722  -14.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2648  -14.3185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5567  -14.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1413  -14.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4374  -14.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7299  -14.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7288  -15.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4411  -15.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1458  -15.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5561  -15.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  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
 11 13  1  0
 16 19  2  0
 18 20  2  0
 12 21  2  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 24  2  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 24 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790653

   ---

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: 419.48

Molecular Weight (Monoisotopic): 419.1845

AlogP: 2.04

#Rotatable Bonds: 5

Polar Surface Area: 95.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.61

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.73

Np Likeness Score: -0.42

References

1. Hansen JD,Correa M,Alexander M,Nagy M,Huang D,Sapienza J,Lu G,LeBrun LA,Cathers BE,Zhang W,Tang Y,Ammirante M,Narla RK,Piccotti JR,Pourdehnad M,Lopez-Girona A.  (2021)  CC-90009: A Cereblon E3 Ligase Modulating Drug That Promotes Selective Degradation of GSPT1 for the Treatment of Acute Myeloid Leukemia.,  64  (4.0): [PMID:33591756] [10.1021/acs.jmedchem.0c01489]

Source

Source(1):

• Scientific Literature