4-(Benzylthio)anthra[1,2-c][1,2,5]thiadiazole-6,11-dione

ID: ALA3622214

Chembl Id: CHEMBL3622214

PubChem CID: 72190855

Max Phase: Preclinical

Molecular Formula: C21H12N2O2S2

Molecular Weight: 388.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1cc(SCc1ccccc1)c1nsnc21

Standard InChI:  InChI=1S/C21H12N2O2S2/c24-20-13-8-4-5-9-14(13)21(25)17-15(20)10-16(18-19(17)23-27-22-18)26-11-12-6-2-1-3-7-12/h1-10H,11H2

Standard InChI Key:  ZNIZEAISEMEJTC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3622214

   4-Benzylsulfanylnaphtho[2,3-g][2,1,3]benzothiadiazole-6,11-dione

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: 388.47

Molecular Weight (Monoisotopic): 388.0340

AlogP: 4.76

#Rotatable Bonds: 3

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -0.64

References

1. Lee YR, Chen TC, Lee CC, Chen CL, Ahmed Ali AA, Tikhomirov A, Guh JH, Yu DS, Huang HS..  (2015)  Ring fusion strategy for synthesis and lead optimization of sulfur-substituted anthra[1,2-c][1,2,5]thiadiazole-6,11-dione derivatives as promising scaffold of antitumor agents.,  102  [PMID:26344783] [10.1016/j.ejmech.2015.07.052]

2. Dong G, Fang Y, Liu Y, Liu N, Wu S, Zhang W, Sheng C..  (2017)  Design, synthesis and evaluation of 4-substituted anthra[2,1-c][1,2,5]thiadiazole-6,11-dione derivatives as novel non-camptothecin topoisomerase I inhibitors.,  27  (9): [PMID:28351590] [10.1016/j.bmcl.2017.03.039]

Source

Source(1):

• Scientific Literature