3-(2-Methoxyphenyl)-4-(naphthalen-1-ylamino)-1H-pyrrole-2,5-dione

ID: ALA4877889

PubChem CID: 164627086

Max Phase: Preclinical

Molecular Formula: C21H16N2O3

Molecular Weight: 344.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C1=C(Nc2cccc3ccccc23)C(=O)NC1=O

Standard InChI:  InChI=1S/C21H16N2O3/c1-26-17-12-5-4-10-15(17)18-19(21(25)23-20(18)24)22-16-11-6-8-13-7-2-3-9-14(13)16/h2-12H,1H3,(H2,22,23,24,25)

Standard InChI Key:  AFLQKPBFQDXTFP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.1605  -23.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9777  -23.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2320  -23.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5691  -22.6988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9103  -23.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7360  -24.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9167  -24.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4917  -25.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8848  -26.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7073  -26.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1286  -25.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4572  -24.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2705  -24.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6757  -25.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4882  -25.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0096  -22.9295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1330  -22.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5249  -23.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7080  -23.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8973  -24.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6728  -23.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4816  -23.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8835  -23.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4776  -22.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6658  -22.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2676  -23.2224    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 20  2  0
 21 13  1  0
  3 16  2  0
  5 17  2  0
  7 18  1  0
 18 19  1  0
 22 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877889

   ---

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: 344.37

Molecular Weight (Monoisotopic): 344.1161

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.20

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