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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL427
CHEMBL427
Compound Name MECHLORETHAMINE
ChEMBL Synonyms Mechlorethamine HCl | Nitrogen Mustard | Mechlorethamine | Chlormethine | Mustargen | Mustine | Nitrogen Mustard N-Oxide HCl | HN2 HCl
Max Phase 4 (Approved)
Trade Names Mustargen
Molecular Formula C5H11Cl2N

Additional synonyms for CHEMBL427 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(CCCl)CCCl
Standard InChI InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3
Standard InChI Key HAWPXGHAZFHHAD-UHFFFAOYSA-N

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA FDA ISBN

Molecule Features

CHEMBL427 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are 10 structural alerts for CHEMBL427. To view alerts please click here.

Alternate Forms of Compound in ChEMBL


CHEMBL427

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL427. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL287 Sigma opioid receptor Homo sapiens 0.292

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL287 Sigma opioid receptor Homo sapiens 0.271

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
156.1 155.0269 1.65 4 3.24 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 0 0 1 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.4 .91 .87 0 8 0.56

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01A - ALKYLATING AGENTS
L01AA - Nitrogen mustard analogues
L01AA05 - chlormethine

ChemSpider ChemSpider:HAWPXGHAZFHHAD-UHFFFAOYSA-N
DailyMed mechlorethamine hydrochloride
PubChem SID: 174007395 SID: 26747396
Wikipedia Mechlorethamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL427



ACToR 51-75-2
ChEBI 28925
DrugBank DB00888
eMolecules 729204
FDA SRS 50D9XSG0VR
Guide to Pharmacology 7218
Human Metabolome Database HMDB15025
IBM Patent System 01E731B2887F36B39FCE213627F645D2 A31DCE79091E901EED1EDCF4E217F0E6
IBM Patents EP0676952B1 WO2008018856A2 WO2007014455A1 US6489445 US20080057038 WO2005113570A1 US20090111798 US20080279946 US20030190703 WO2000054795A1 US20030195333 US20030087270 EP1501829B1 US20070036754 US20050037986 EP1565489B1 US20050019342 WO2008076242A1 WO2008121941A1 US7037668 EP2104737A2 EP1836151B1 WO2009038745A1 US20080161274 WO2000043010A1 US20070092877 EP0652774A1 WO1996033698A1 US20050090507 US20060228352 EP0249103A2 WO2003075957A1 US7825118 US20080194922 US7589066 EP1560597A2 EP1701979A2 EP1212342A2 US20030219767 US6936723 US20080292592 WO2003031440A1 US20020107274 US20030054420 US20040043927 US7759078 EP1689852A2 US20010006817 US20030147901 EP1729795A2 WO2005023302A2 EP1951716A1 EP2161283A1 US20070243548 US6284268 WO1999061055A1 WO2003061559A2 US7678373 US20100312259 US20020055631 US20030125339 US20100130518 US20020164694 US20090143997 US20100143457 WO2004099249A2 US20080176874 WO2008033253A2 WO2007093642A2 US20080033165 US20100112670 US20020103360 US20090247559 US20050250832 US20090226372 EP1546157A2 US20030194400 US20100029785 WO2006116716A2 WO2005049799A2 US20010010925 US7708996 US20040106794 US20100266609 US20100063346 EP1940386A2 EP1926734A1 US20070077272 US20050220840 EP2037903A1 WO2002056755A2 US20030180934 WO2001085798A2 WO2004046111A1 WO2003023007A2 WO2003012121A2 US7781417 US6150530 EP1226177A2 WO2008073304A2
KEGG Ligand C07115
Nikkaji J2.305A
PharmGKB PA450336
PubChem 4033
PubChem: Thomson Pharma 14772371
SureChEMBL SCHEMBL3861

UniChem REST Service Call: https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/HAWPXGHAZFHHAD-UHFFFAOYSA-N spacer
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