3-(2-Chlorophenyl)-4-((2-(methylthio)phenyhamino)-1H-pyrrole-2,5-dione

ID: ALA4860677

PubChem CID: 164614728

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O2S

Molecular Weight: 344.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccccc1NC1=C(c2ccccc2Cl)C(=O)NC1=O

Standard InChI:  InChI=1S/C17H13ClN2O2S/c1-23-13-9-5-4-8-12(13)19-15-14(16(21)20-17(15)22)10-6-2-3-7-11(10)18/h2-9H,1H3,(H2,19,20,21,22)

Standard InChI Key:  QOPMGOKMDUADMG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.0944  -16.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116  -16.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1659  -15.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030  -14.7580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442  -15.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699  -16.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506  -16.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256  -17.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187  -18.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412  -18.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625  -17.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911  -16.6785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2044  -16.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6096  -17.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4221  -17.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8293  -16.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179  -15.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067  -15.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9435  -14.9887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0669  -14.9879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000  -18.0917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828  -18.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588  -15.9781    0.0000 Cl  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 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  2  0
  5 20  2  0
 14 21  1  0
 21 22  1  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860677

   ---

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: 344.82

Molecular Weight (Monoisotopic): 344.0386

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -0.71

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