3-((3-(Methylthio)phenyhamino)-4-(2-(trifluoromethyl)phenyl)-1H-pyrrole-2,5-dione

ID: ALA4860051

PubChem CID: 164611526

Max Phase: Preclinical

Molecular Formula: C18H13F3N2O2S

Molecular Weight: 378.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cccc(NC2=C(c3ccccc3C(F)(F)F)C(=O)NC2=O)c1

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

Standard InChI Key:  WZKDNUBCZPPEKK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   15.3657  -14.7466    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698  -15.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0754  -15.1516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0073  -15.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8245  -15.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0788  -14.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159  -14.3453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7571  -14.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5828  -16.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7635  -16.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3385  -16.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7316  -17.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5541  -17.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9754  -17.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3040  -16.2658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1173  -16.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5225  -16.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3350  -16.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7422  -16.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3308  -15.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5196  -15.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8564  -14.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9798  -14.5752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5548  -15.5461    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7436  -17.6795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5608  -17.6796    0.0000 C   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
 10  2  1  0
  2 24  1  0
 18 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860051

   ---

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: 9.67

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.90

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