3-amino-5-(5-bromo-1-methyl-2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

ID: ALA5198672

PubChem CID: 168286020

Max Phase: Preclinical

Molecular Formula: C12H8BrN3O2S2

Molecular Weight: 370.25

Names and Identifiers

Canonical SMILES:  CN1C(=O)/C(=C2/SC(=S)N(N)C2=O)c2cc(Br)ccc21

Standard InChI:  InChI=1S/C12H8BrN3O2S2/c1-15-7-3-2-5(13)4-6(7)8(10(15)17)9-11(18)16(14)12(19)20-9/h2-4H,14H2,1H3/b9-8+

Standard InChI Key:  BHDHBRWUAQYRCT-CMDGGOBGSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -1.5973   -0.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709   -1.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8810   -1.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5973   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -1.7324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -0.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -1.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8273    0.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083    1.0406    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    1.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    1.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    0.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440    2.5295    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377    2.1024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -1.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.2400    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8273   -2.5295    0.0000 C   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
  7 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198672

   ---

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: 370.25

Molecular Weight (Monoisotopic): 368.9241

AlogP: 1.87

#Rotatable Bonds: ┄

Polar Surface Area: 66.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.55

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.33

Np Likeness Score: -1.20

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