Molecule Category Free-form
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key RGHBIQFUBDLEAR-UHFFFAOYSA-N
Smiles COc1cc(cc(OC)c1OC)C2=CC(NC(=S)N2)c3ccc(OC)c(c3)[N+](=O)[O-]
InChI
InChI=1S/C20H21N3O6S/c1-26-16-6-5-11(7-15(16)23(24)25)13-10-14(22-20(30)21-13)12-8-17(27-2)19(29-4)18(9-12)28-3/h5-10,13H,1-4H3,(H2,21,22,30)

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H21N3O6S
Molecular Weight 431.46
AlogP 3.6
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 138.88
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 30.0
Assay Description Organism Bioactivity Reference
Selectivity index, ratio of IC50 for mouse B16 cells to IC50 for Trypanosoma lewisi None 2.0
Selectivity index, ratio of IC50 for mouse B16 cells to IC50 for Giardia lamblia None 4.0
Selectivity index, ratio of IC50 for mouse L1210 cells to IC50 for Trypanosoma lewisi None 2.0
Selectivity index, ratio of IC50 for mouse B16 cells to IC50 for Leishmania tarentolae None 8.0
Selectivity index, ratio of IC50 for mouse L1210 cells to IC50 for Giardia lamblia None 4.0
Selectivity index, ratio of IC50 for mouse L1210 cells to IC50 for Leishmania tarentolae None 8.0
Antiprotozoan activity against Giardia intestinalis after 72 hr by MTT assay Giardia intestinalis 24300.0 nM
Antiprotozoan activity against Plasmodium falciparum assessed as inhibition of [3H]hypoxanthine incorporation incubated for 24 hr prior to [3H]hypoxanthine addition measured after 18 hr by liquid scintillation counting Plasmodium falciparum None
Antiprotozoan activity against Trypanosoma lewisi after 72 hr by MTT assay Trypanosoma lewisi 39500.0 nM
Antiprotozoan activity against Leishmania tarentolae after 72 hr by MTT assay Leishmania tarentolae 12500.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL454143
PubChem 25111144