4-tosylanthra[2,1-c][1,2,5]thiadiazole-6,11-dione

ID: ALA1276861

Chembl Id: CHEMBL1276861

PubChem CID: 52944660

Max Phase: Preclinical

Molecular Formula: C21H12N2O4S2

Molecular Weight: 420.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2cc3c(c4nsnc24)C(=O)c2ccccc2C3=O)cc1

Standard InChI:  InChI=1S/C21H12N2O4S2/c1-11-6-8-12(9-7-11)29(26,27)16-10-15-17(19-18(16)22-28-23-19)21(25)14-5-3-2-4-13(14)20(15)24/h2-10H,1H3

Standard InChI Key:  ILIXUHGYJOVQCH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1276861

   4-(4-Methylphenyl)sulfonylnaphtho[3,2-e][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: 420.47

Molecular Weight (Monoisotopic): 420.0238

AlogP: 3.61

#Rotatable Bonds: 2

Polar Surface Area: 94.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -0.74

References

1. Dong G, Sheng C, Wang S, Miao Z, Yao J, Zhang W..  (2010)  Selection of evodiamine as a novel topoisomerase I inhibitor by structure-based virtual screening and hit optimization of evodiamine derivatives as antitumor agents.,  53  (21): [PMID:20942490] [10.1021/jm100387d]

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