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

ID: ALA4879311

PubChem CID: 164627545

Max Phase: Preclinical

Molecular Formula: C24H20N2O4

Molecular Weight: 400.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C1=C(Nc2cccc(OCc3ccccc3)c2)C(=O)NC1=O

Standard InChI:  InChI=1S/C24H20N2O4/c1-29-20-13-6-5-12-19(20)21-22(24(28)26-23(21)27)25-17-10-7-11-18(14-17)30-15-16-8-3-2-4-9-16/h2-14H,15H2,1H3,(H2,25,26,27,28)

Standard InChI Key:  BVDCDXBKJXMPBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   10.7339   -7.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5511   -7.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8054   -7.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1425   -6.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4837   -7.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3094   -8.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4901   -8.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0651   -9.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4582  -10.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2807  -10.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7020   -9.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0306   -8.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8439   -8.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2491   -9.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0616   -9.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2462   -7.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5830   -6.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7064   -6.8903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983   -7.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2814   -7.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0574   -7.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4707   -8.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4694   -9.9951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2866   -9.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6960   -9.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5116   -9.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9210   -8.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5132   -7.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6918   -7.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2861   -8.5858    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
 15 23  1  0
 23 24  1  0
 24 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
M  END

Alternative Forms

1. Parent:

   

   ALA4879311

   ---

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: 400.43

Molecular Weight (Monoisotopic): 400.1423

AlogP: 3.75

#Rotatable Bonds: 7

Polar Surface Area: 76.66

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: 3.36

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -0.44

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