5,10-dihydro-2H-benzo[6,7]thiochromeno[2,3-d][1,3]thiazole-2,5,10-trione

ID: ALA4163382

PubChem CID: 43842554

Max Phase: Preclinical

Molecular Formula: C14H5NO3S2

Molecular Weight: 299.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2sc3nc(=O)sc-3cc21

Standard InChI:  InChI=1S/C14H5NO3S2/c16-10-6-3-1-2-4-7(6)11(17)12-8(10)5-9-13(20-12)15-14(18)19-9/h1-5H

Standard InChI Key:  GXCHGNRASGQSTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   16.2253   -7.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2241   -8.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9385   -8.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9367   -7.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6516   -7.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6505   -8.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3630   -8.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3653   -7.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3606   -9.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3653   -6.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0823   -7.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0789   -8.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7884   -8.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7954   -7.2352    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5095   -7.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5078   -8.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2896   -8.7319    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7746   -8.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2924   -7.4009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5991   -8.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 12  1  0
 11  8  1  0
  7  9  2  0
  8 10  2  0
 11 12  2  0
 11 14  1  0
 12 13  1  0
 13 16  2  0
 15 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4163382

   11,15-Dithia-13-azatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),3,5,7,12,16-hexaene-2,9,14-trione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.33

Molecular Weight (Monoisotopic): 298.9711

AlogP: 2.45

#Rotatable Bonds: ┄

Polar Surface Area: 64.10

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: -0.19

References

1. Szychowski KA, Leja ML, Kaminskyy DV, Kryshchyshyn AP, Binduga UE, Pinyazhko OR, Lesyk RB, Tobiasz J, Gmiński J..  (2017)  Anticancer properties of 4-thiazolidinone derivatives depend on peroxisome proliferator-activated receptor gamma (PPARγ).,  141  [PMID:29031063] [10.1016/j.ejmech.2017.09.071]

Source

Source(1):

• Scientific Literature