CARMUSTINE

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Search structure


Trade Names	BICNU CARMUSTINE GLIADEL
Synonyms	BCNU Becenun Bicnu Bischloroethyl nitrosourea Camustine Carmubris Carmustine DTI-015 FDA-0345 Gliadel NSC-409962 SK-27702 SRI-1720
Status
Molecule Category	UNKNOWN
ATC	L01AD01
UNII	U68WG3173Y
EPA CompTox	DTXSID8022743


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

Structure


InChI Key	DLGOEMSEDOSKAD-UHFFFAOYSA-N
Smiles	O=NN(CCCl)C(=O)NCCCl
InChI	InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C5H9Cl2N3O2
Molecular Weight	214.05
AlogP	1.16
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	61.77
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	12.0

Bioactivity

Mechanism of Action	Action	Reference
DNA inhibitor	INHIBITOR	FDA

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	8100	-	-	20
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	107
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	97210	-	-	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of Setaria cervi glutathione reductase at 10 to 200 uM	Setaria cervi	20.0 %
Cytotoxicity against Homo sapiens (human) U87 cells by MTT assay	Homo sapiens	3.9 ug.mL-1
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	106.75 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	97.5 %

Related Entries

Cross References

Resources	Reference
ChEBI	3423
ChEMBL	CHEMBL513
DrugBank	DB00262
DrugCentral	512
FDA SRS	U68WG3173Y
Human Metabolome Database	HMDB0014407
Guide to Pharmacology	6800
KEGG	C06873
PharmGKB	PA448810
PubChem	2578
SureChEMBL	SCHEMBL4503
ZINC	ZINC000003830387

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).