MERIMEPODIB

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Search structure


Synonyms	Merimepodib VI-21,497 VI-21497 VX-497
Status
Molecule Category	UNKNOWN
UNII	2ZL2BA06FU
EPA CompTox	DTXSID70173639


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

Structure


InChI Key	JBPUGFODGPKTDW-SFHVURJKSA-N
Smiles	COc1cc(NC(=O)Nc2cccc(CNC(=O)O[C@H]3CCOC3)c2)ccc1-c1cnco1
InChI	InChI=1S/C23H24N4O6/c1-30-20-10-17(5-6-19(20)21-12-24-14-32-21)27-22(28)26-16-4-2-3-15(9-16)11-25-23(29)33-18-7-8-31-13-18/h2-6,9-10,12,14,18H,7-8,11,13H2,1H3,(H,25,29)(H2,26,27,28)/t18-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C23H24N4O6
Molecular Weight	452.47
AlogP	4.01
Hydrogen Bond Acceptor	7.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	7.0
Polar Surface Area	123.95
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	33.0

Bioactivity

Mechanism of Action	Action	Reference
Inosine-5'-monophosphate dehydrogenase 1 inhibitor	INHIBITOR	PubMed


Protein: Inosine-5'-monophosphate dehydrogenase 1 Description: Inosine-5'-monophosphate dehydrogenase 1 Organism : Homo sapiens P20839 ENSG00000106348

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	10-11	-	-	-

Assay Description	Organism	Bioactivity	Reference
In vitro secondary T-cell (CEM) proliferation assay	Homo sapiens	430.0 nM
Inhibition of CEM (human leukemia) cell proliferation.	Homo sapiens	490.0 nM
Inhibitory activity against proliferation of CEM cell line	Homo sapiens	490.0 nM
Inhibition of human inosine-5'-monophosphate dehydrogenase 2	None	10.0 nM
Inhibitory activity against inosine monophosphate dehydrogenase IMPDH II	None	10.0 nM
Inhibitory activity tested against inosine-5'-monophosphate dehydrogenase 2 (IMPDH-II) enzyme	None	11.0 nM
Inhibition of inositol-5-monophosphate dehydrogenase (IMPDH); range 7-8 nM	None	7.0 nM
Inhibitory activity against proliferation of peripheral blood mononuclear cells	Homo sapiens	170.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	22.07 %
Inhibition of IMPDH in Zika virus MR766 infected in human HuH7 cells assessed as antiviral activity by measuring reduction in viral replication preincubated for 12 hrs followed by viral infection and measured day 2 post infection by qRT-PCR method	Zika virus	600.0 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	16.9 %
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	1.02 %		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	1.02 %

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL304087
DrugBank	DB04862
FDA SRS	2ZL2BA06FU
Guide to Pharmacology	10741
PubChem	153241
SureChEMBL	SCHEMBL329922
ZINC	ZINC000003975663

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).