4-(4-NITROPHENYL)-6-(3,4,5-TRIMETHOXYPHENYL)-3,4-DIHYDROPYRIMIDINE-2(1H)-THIONE


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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	IQRGLWJUVRRTHS-UHFFFAOYSA-N
Smiles	COc1cc(cc(OC)c1OC)C2=CC(NC(=S)N2)c3ccc(cc3)[N+](=O)[O-]
InChI	InChI=1S/C19H19N3O5S/c1-25-16-8-12(9-17(26-2)18(16)27-3)15-10-14(20-19(28)21-15)11-4-6-13(7-5-11)22(23)24/h4-10,14H,1-3H3,(H2,20,21,28)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H19N3O5S
Molecular Weight	401.44
AlogP	3.62
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	6.0
Polar Surface Area	129.66
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	28.0

Assay Description	Organism	Bioactivity
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	21000.0 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	50000.0 nM
Antiprotozoan activity against Leishmania tarentolae after 72 hr by MTT assay	Leishmania tarentolae	13700.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL509689
PubChem	25111256

CONTENTS


PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains. Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).