NOLATREXED

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Search structure


Synonyms	Nolatrexed
Status
Molecule Category	UNKNOWN
UNII	K75ZUN743Q
EPA CompTox	DTXSID3048281


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

Structure


InChI Key	XHWRWCSCBDLOLM-UHFFFAOYSA-N
Smiles	Cc1ccc2nc(N)[nH]c(=O)c2c1Sc1ccncc1
InChI	InChI=1S/C14H12N4OS/c1-8-2-3-10-11(13(19)18-14(15)17-10)12(8)20-9-4-6-16-7-5-9/h2-7H,1H3,(H3,15,17,18,19)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H12N4OS
Molecular Weight	284.34
AlogP	2.36
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	2.0
Polar Surface Area	84.66
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	20.0

Bioactivity

Mechanism of Action	Action	Reference
Thymidylate synthase antagonist	ANTAGONIST	PubMed Other


Protein: Thymidylate synthase Description: Thymidylate synthase Organism : Homo sapiens P04818 ENSG00000176890

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Transferase	-	-	-	15-16	-

Assay Description	Organism	Bioactivity	Reference
Concentration required to inhibit CCRF-CEM (human leukemia) cell lines	Homo sapiens	800.0 nM
Inhibition of human lymphoblastic leukemia (CCRF-CEM) cell growth measured using a modification of the MTT36 colorimetric assay of Mosmann	Homo sapiens	810.0 nM
Inhibition of purified Escherichia coli Thymidylate synthase	Escherichia coli	140.0 nM
Inhibition of purified Escherichia coli Thymidylate synthase	Escherichia coli	49.0 nM
Inhibition of human Thymidylate synthase	None	16.0 nM
Inhibition of human Thymidylate synthase	None	15.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	1.47 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %

Cross References

Resources	Reference
ChEMBL	CHEMBL320775
DrugBank	DB12912
FDA SRS	K75ZUN743Q
PDB	7Z9
PubChem	135400184
SureChEMBL	SCHEMBL18489
ZINC	ZINC000000008107

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).