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

ID: ALA4858023

PubChem CID: 164610380

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O2S

Molecular Weight: 344.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cccc(NC2=C(c3ccccc3Cl)C(=O)NC2=O)c1

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

Standard InChI Key:  AUETXHWBTMVYGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.3709  -20.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1881  -20.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4425  -19.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795  -19.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1208  -19.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464  -21.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271  -21.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021  -21.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952  -22.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177  -22.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3391  -21.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677  -21.0038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4810  -21.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861  -21.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6986  -21.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1058  -21.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944  -20.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832  -20.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2200  -19.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434  -19.3133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1072  -22.4176    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9244  -22.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7354  -20.3034    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
 15 21  1  0
 21 22  1  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858023

   ---

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: 9.66

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -0.89

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