4-(4-(DIMETHYLAMINO)PHENYL)-N'-(2-HYDROXYBENZOYL)-6-METHYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOHYDRAZIDE


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	VRNIUESKPAKUCB-UHFFFAOYSA-N
Smiles	CN(C)c1ccc(cc1)C2NC(=S)NC(=C2C(=O)NNC(=O)c3ccccc3O)C
InChI	InChI=1S/C21H23N5O3S/c1-12-17(20(29)25-24-19(28)15-6-4-5-7-16(15)27)18(23-21(30)22-12)13-8-10-14(11-9-13)26(2)3/h4-11,18,27H,1-3H3,(H,24,28)(H,25,29)(H2,22,23,30)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C21H23N5O3S
Molecular Weight	425.5
AlogP	2.46
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	5.0
Number of Rotational Bond	5.0
Polar Surface Area	137.82
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	30.0

Assay Description	Organism	Bioactivity
Antileishmanial activity against promastigote stage of Leishmania major MHOM/IL/81/FEBNI infected Swiss albino mouse assessed as decrease in parasite number in cutaneous lesion at 20 umol administered 21 days post infection measured after 5 weeks by Giemsa staining	Leishmania major	None
Antileishmanial activity against promastigote stage of Leishmania major MHOM/IL/81/FEBNI infected Swiss albino mouse assessed as inhibition of autoamputation of inoculated footpad at 20 umol administered 21 days post infection measured after 5 weeks relative to untreated mouse	Leishmania major	None
Antileishmanial activity against promastigote stage of Leishmania major MHOM/IL/81/FEBNI infected Swiss albino mouse assessed as decrease in cutaneous lesion progression at 20 umol administered 21 days post infection measured after 5 weeks relative to untreated mouse	Leishmania major	None
Antileishmanial activity against promastigote stage of Leishmania major MHOM/IL/81/FEBNI assessed as cell viability at 10 umol measured every day for 5 days by light microscopic analysis	Leishmania major	None
Antileishmanial activity against promastigote stage of Leishmania major MHOM/IL/81/FEBNI assessed as parasite motility at 10 umol measured every 10 min for 1 hr by light microscopic analysis	Leishmania major	None

Cross References

Resources	Reference
ChEMBL	CHEMBL2263126
PubChem	76323126

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).