3-(3-methylthiophen-2-yl)-1-(3-morpholinopropyl)pyrrolidine-2,5-dione

ID: ALA5286988

Max Phase: Preclinical

Molecular Formula: C16H22N2O3S

Molecular Weight: 322.43

Names and Identifiers

Canonical SMILES:  Cc1ccsc1C1CC(=O)N(CCCN2CCOCC2)C1=O

Standard InChI:  InChI=1S/C16H22N2O3S/c1-12-3-10-22-15(12)13-11-14(19)18(16(13)20)5-2-4-17-6-8-21-9-7-17/h3,10,13H,2,4-9,11H2,1H3

Standard InChI Key:  UYEHOVAEVUBGKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.5680   -3.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9006   -3.0166    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555   -2.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806   -2.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -3.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -1.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -1.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2488   -0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654   -0.2118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784   -0.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8755   -0.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654    0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2492    1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2492    1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638    2.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638    3.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784    3.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3931    3.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3931    2.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785    1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  5  2  0
  4  6  1  0
  7  3  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
  7 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 16 21  1  0
  9 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286988

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.43

Molecular Weight (Monoisotopic): 322.1351

AlogP: 1.62

#Rotatable Bonds: 5

Polar Surface Area: 49.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.71

CX LogP: 1.19

CX LogD: 1.11

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -1.53

References

1. Pal R, Singh K, Khan SA, Chawla P, Kumar B, Akhtar MJ..  (2021)  Reactive metabolites of the anticonvulsant drugs and approaches to minimize the adverse drug reaction.,  226  [PMID:34628237] [10.1016/j.ejmech.2021.113890]

Source

Source(1):

• Scientific Literature