MECHLORETHAMINE

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Search structure


Synonyms	Chlorethazine Chlormethine Mechlorethamine Mustargen NSC-10107 NSC-128663 NSC-757087 Nitrogen mustard (hn 2)
Status
Molecule Category	Free-form
UNII	50D9XSG0VR
EPA CompTox	DTXSID2020975


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

Structure


InChI Key	HAWPXGHAZFHHAD-UHFFFAOYSA-N
Smiles	CN(CCCl)CCCl
InChI	InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C5H11Cl2N
Molecular Weight	156.06
AlogP	1.4
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	4.0
Polar Surface Area	3.24
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	8.0

Assay Description	Organism	Bioactivity	Reference
Ability to reduce cell density of EMT6 cells to 50% after 4 hr of exposure to air	Mus musculus	150.0 nM
Ability to reduce cell density of UV4 cells to 50% after 4 hr of exposure to air	Cricetulus griseus	29.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	72.79 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	94.69 %
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	-2.61 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	12.62 %
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
ChEBI	28925
ChEMBL	CHEMBL427
DrugBank	DB00888
DrugCentral	1647
FDA SRS	50D9XSG0VR
Human Metabolome Database	HMDB0015025
Guide to Pharmacology	7218
KEGG	C07115
PharmGKB	PA450336
PubChem	4033
SureChEMBL	SCHEMBL3861
ZINC	ZINC000002539484

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).