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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL515
CHEMBL515
Compound Name CHLORAMBUCIL
ChEMBL Synonyms CHLORAMBUCIL | CHLORBUTIN | LEUKERAN
Max Phase 4 (Approved)
Trade Names LEUKERAN
Molecular Formula C14H19Cl2NO2

Additional synonyms for CHEMBL515 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Standard InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2 ...
Download InChI
Standard InChI Key JCKYGMPEJWAADB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL515

Molecule Features

CHEMBL515 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia3ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:0000191MALT lymphoma3ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma3ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-LymphomaD054198EFO:0000220acute lymphoblastic leukemia4DailyMed

Clinical Data

ClinicalTrials.gov CHLORAMBUCIL
The Cochrane Collaboration CHLORAMBUCIL

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 CHEMBL515. 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
CHEMBL3160 Thymidylate synthase Mus musculus 0.752
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.706
CHEMBL4564 Dihydrofolate reductase Mus musculus 0.701
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 0.684
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.662
CHEMBL1985 Glucagon receptor Homo sapiens 0.599
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.571
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.529
CHEMBL3819 Lysophosphatidic acid receptor Edg-2 Homo sapiens 0.487
CHEMBL204 Thrombin Homo sapiens 0.331
CHEMBL5645 Cysteinyl leukotriene receptor 1 Cavia porcellus 0.311
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.290



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.821
CHEMBL4077 Melanocortin receptor 1 Mus musculus 0.801
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.800
CHEMBL4564 Dihydrofolate reductase Mus musculus 0.698
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 0.516
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.494
CHEMBL3160 Thymidylate synthase Mus musculus 0.444
CHEMBL3819 Lysophosphatidic acid receptor Edg-2 Homo sapiens 0.417
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 0.355
CHEMBL1985 Glucagon receptor Homo sapiens 0.349
CHEMBL239 Peroxisome proliferator-activated receptor alpha Homo sapiens 0.266
CHEMBL5645 Cysteinyl leukotriene receptor 1 Cavia porcellus 0.224
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.209

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
304.2 303.0793 3.38 9 40.54 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.82 4.62 2.61 .06 1 19 0.71

Structural Alerts

There are 10 structural alerts for CHEMBL515. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01A - ALKYLATING AGENTS
L01AA - Nitrogen mustard analogues
L01AA02 - chlorambucil

ChemSpider ChemSpider:JCKYGMPEJWAADB-UHFFFAOYSA-N
DailyMed chlorambucil
PubChem SID: 104171121 SID: 11110896 SID: 11110897 SID: 124879524 SID: 124879525 SID: 144203647 SID: 144208588 SID: 144213313 SID: 170464770 SID: 17389986 SID: 174007440 SID: 26747015 SID: 50104127 SID: 50126363 SID: 56422109 SID: 69624 SID: 85230952 SID: 855863 SID: 90341264
Wikipedia Chlorambucil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL515



ACToR 305-03-3
BindingDB 50003677
Brenda 6964
ChEBI 28830
ChemicalBook CB5270716
DrugBank DB00291
DrugCentral 588
eMolecules 490279
EPA CompTox Dashboard DTXSID7020263
FDA SRS 18D0SL7309
Guide to Pharmacology 7143
Human Metabolome Database HMDB0014436
IBM Patent System D110921BAE94EDBDCB0EDAA953C745E5
KEGG Ligand C06900
LINCS LSM-2645
Mcule MCULE-2575006904
MolPort MolPort-000-152-694
NIH Clinical Collection SAM002564202
Nikkaji J1.521K
PDBe CBL
PharmGKB PA448926
PubChem 2708
PubChem: Drugs of the Future 99431548
PubChem: Thomson Pharma 14825408
SureChEMBL SCHEMBL4308
ZINC ZINC000000001115

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