3-amino-5-(5-bromo-2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

ID: ALA5181210

PubChem CID: 1337387

Max Phase: Preclinical

Molecular Formula: C11H6BrN3O2S2

Molecular Weight: 356.23

Names and Identifiers

Canonical SMILES:  NN1C(=O)/C(=C2\C(=O)Nc3ccc(Br)cc32)SC1=S

Standard InChI:  InChI=1S/C11H6BrN3O2S2/c12-4-1-2-6-5(3-4)7(9(16)14-6)8-10(17)15(13)11(18)19-8/h1-3H,13H2,(H,14,16)/b8-7+

Standard InChI Key:  SQOPAIIHEQAZRE-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -1.5973   -0.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -0.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -1.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8810   -2.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973   -1.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.0526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -1.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083    0.7205    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    1.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    0.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440    2.2094    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377    1.7823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -0.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -1.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.5601    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
 10  8  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 12 15  2  0
 13 16  1  0
 14 17  2  0
  9 18  2  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5181210

   3-[(5E)-3-Amino-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]-5-bromo-2,3-dihydro-1H-indol-2-one

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: 356.23

Molecular Weight (Monoisotopic): 354.9085

AlogP: 1.85

#Rotatable Bonds: ┄

Polar Surface Area: 75.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.01

CX Basic pKa: 2.55

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.32

Np Likeness Score: -1.12

References

1. Singh H, Agrawal DK..  (2022)  Recent advances in the development of active hybrid molecules in the treatment of cardiovascular diseases.,  62  [PMID:35364524] [10.1016/j.bmc.2022.116706]

Source

Source(1):

• Scientific Literature