3-(2-Methoxyphenyl)-4-((3-(methylthio)phenynamino)-1H-pyrrole-2,5-dione

ID: ALA4857159

PubChem CID: 164612424

Max Phase: Preclinical

Molecular Formula: C18H16N2O3S

Molecular Weight: 340.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H16N2O3S/c1-23-14-9-4-3-8-13(14)15-16(18(22)20-17(15)21)19-11-6-5-7-12(10-11)24-2/h3-10H,1-2H3,(H2,19,20,21,22)

Standard InChI Key:  JVTLNYITMMFMKI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.5110  -20.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3282  -20.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5826  -19.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9196  -18.7738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2609  -19.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0865  -20.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2672  -20.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8422  -21.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2353  -22.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0578  -22.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4792  -21.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8078  -20.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6211  -20.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0262  -21.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8388  -21.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2459  -20.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8345  -19.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0233  -19.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3601  -19.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4836  -19.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2473  -22.1081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0645  -22.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8755  -19.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0585  -19.9746    0.0000 C   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
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857159

   ---

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: 340.40

Molecular Weight (Monoisotopic): 340.0882

AlogP: 2.90

#Rotatable Bonds: 5

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.58

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