3-(2-Methoxyphenyl)-4-((3-(methylsulfonyl)phenyhamino)-1H-pyrrole-2,5-dione

ID: ALA4877795

PubChem CID: 164629183

Max Phase: Preclinical

Molecular Formula: C18H16N2O5S

Molecular Weight: 372.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H16N2O5S/c1-25-14-9-4-3-8-13(14)15-16(18(22)20-17(15)21)19-11-6-5-7-12(10-11)26(2,23)24/h3-10H,1-2H3,(H2,19,20,21,22)

Standard InChI Key:  LBJAKOPDRBCRJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.8058  -32.0768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099  -31.2596    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002  -31.6647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737  -29.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909  -29.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453  -28.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4823  -27.9280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236  -28.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493  -29.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300  -29.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4049  -30.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981  -31.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6206  -31.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419  -30.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3705  -29.8485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1838  -29.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5889  -30.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4015  -30.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086  -29.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3973  -29.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861  -29.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9228  -28.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0463  -28.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382  -29.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6273  -31.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6134  -29.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  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
  9  4  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  6 22  2  0
  8 23  2  0
 10 24  1  0
 18  2  1  0
  2 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877795

   ---

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: 372.40

Molecular Weight (Monoisotopic): 372.0780

AlogP: 1.58

#Rotatable Bonds: 5

Polar Surface Area: 101.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 0.63

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -0.76

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