3-((4-Benzoylphenyl)amino)-4-(2-methoxyphenyl)-1H-pyrrole-2,5-dione

ID: ALA4876254

PubChem CID: 134822023

Max Phase: Preclinical

Molecular Formula: C24H18N2O4

Molecular Weight: 398.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C1=C(Nc2ccc(C(=O)c3ccccc3)cc2)C(=O)NC1=O

Standard InChI:  InChI=1S/C24H18N2O4/c1-30-19-10-6-5-9-18(19)20-21(24(29)26-23(20)28)25-17-13-11-16(12-14-17)22(27)15-7-3-2-4-8-15/h2-14H,1H3,(H2,25,26,28,29)

Standard InChI Key:  CXBAABOAUNPLDL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   20.9405  -28.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7577  -28.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0121  -27.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3491  -27.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6904  -27.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5160  -29.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6967  -29.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2717  -30.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6648  -30.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4873  -30.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9087  -30.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2373  -29.2913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0506  -29.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4557  -29.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2683  -29.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4528  -28.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7896  -27.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9131  -27.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3050  -28.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4880  -28.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2641  -28.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6774  -29.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4924  -29.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9017  -29.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9004  -28.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4928  -30.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9014  -31.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7194  -31.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1272  -30.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7163  -29.9947    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  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  6  1  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 22  2  0
 21 16  2  0
 16 13  1  0
  3 17  2  0
  5 18  2  0
  7 19  1  0
 19 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876254

   ---

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: 398.42

Molecular Weight (Monoisotopic): 398.1267

AlogP: 3.41

#Rotatable Bonds: 6

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.21

References

1. Serafim RAM, Sorrell FJ, Berger BT, Collins RJ, Vasconcelos SNS, Massirer KB, Knapp S, Bennett J, Fedorov O, Patel H, Zuercher WJ, Elkins JM..  (2021)  Discovery of a Potent Dual SLK/STK10 Inhibitor Based on a Maleimide Scaffold.,  64  (18.0): [PMID:34463505] [10.1021/acs.jmedchem.0c01579]

Source

Source(1):

• Scientific Literature