3-(2-(Methylthio)phenyl)amino)-4-(2-(trifluoromethyl)phenyl)-1H-pyrrole-2,5-dion

ID: ALA4859332

PubChem CID: 164615995

Max Phase: Preclinical

Molecular Formula: C18H13F3N2O2S

Molecular Weight: 378.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccccc1NC1=C(c2ccccc2C(F)(F)F)C(=O)NC1=O

Standard InChI:  InChI=1S/C18H13F3N2O2S/c1-26-13-9-5-4-8-12(13)22-15-14(16(24)23-17(15)25)10-6-2-3-7-11(10)18(19,20)21/h2-9H,1H3,(H2,22,23,24,25)

Standard InChI Key:  DCMFAJFUAUDBKN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   16.7565  -10.3635    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7607  -11.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4663  -10.7685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3981  -11.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2153  -11.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4697  -10.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8067   -9.9621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1480  -10.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9737  -11.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1544  -11.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7293  -12.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1225  -13.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9450  -13.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3663  -12.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6949  -11.8827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5082  -11.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9133  -12.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7259  -12.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1330  -11.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7217  -11.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9105  -11.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2472  -10.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3707  -10.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5037  -13.2959    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.6865  -13.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9456  -11.1629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  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
 17 24  1  0
 24 25  1  0
 10  2  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859332

   ---

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: 378.38

Molecular Weight (Monoisotopic): 378.0650

AlogP: 3.91

#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: 9.72

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.74

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