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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL92
CHEMBL92
Compound Name DOCETAXEL
ChEMBL Synonyms DOCEFREZ | TAXOTERE | RP-56976 | RP 56976 | TAXCEUS | Taxotere | DOCETAXEL
Max Phase 4 (Approved)
Trade Names TAXOTERE | DOCETAXEL | TAXCEUS | DOCEFREZ
Molecular Formula C43H53NO14

Additional synonyms for CHEMBL92 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@]3(C)[C@@H]2[C@H](OC(=O)c ...
Download SMILES
Standard InChI InChI=1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12 ...
Download InChI
Standard InChI Key ZDZOTLJHXYCWBA-VCVYQWHSSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • HeCaToS Compounds
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Sanger Institute Genomics of Drug Sensitivity in Cancer
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL92

Molecule Features

CHEMBL92 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Tubulin inhibitor Tubulin FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma3ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000707squamous cell carcinoma3ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000708squamous cell lung carcinoma3ClinicalTrials
Fallopian Tube NeoplasmsD005185EFO:1000251Fallopian Tube Carcinoma1ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0004284upper aerodigestive tract neoplasm3ClinicalTrials
LymphomaD008223EFO:0000574lymphoma1ClinicalTrials
SarcomaD012509EFO:0000691sarcoma3ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma3ClinicalTrials
Triple Negative Breast NeoplasmsD064726EFO:0005537triple-negative breast cancer2ClinicalTrials
Esophageal NeoplasmsD004938EFO:0005922esophageal squamous cell carcinoma3ClinicalTrials
HypersensitivityD006967EFO:0003785allergy3ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma3ClinicalTrials
Neoplasms, Germ Cell and EmbryonalD009373EFO:0000514germ cell tumor2ClinicalTrials
Oropharyngeal NeoplasmsD009959EFO:1001931oropharynx cancer3ClinicalTrials
Ovarian NeoplasmsD010051Orphanet:398934Malignant epithelial tumor of ovary2ClinicalTrials
Peritoneal NeoplasmsD010534EFO:1001100peritoneal neoplasm2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000503gastric adenocarcinoma3ClinicalTrials
Stomach NeoplasmsD013274EFO:0003897stomach neoplasm3ClinicalTrials
Urogenital NeoplasmsD014565EFO:0003863urogenital neoplasm3ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma2ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001416cervical adenocarcinoma2ClinicalTrials
AdenocarcinomaD000230EFO:0000228adenocarcinoma2ClinicalTrials
Biliary Tract NeoplasmsD001661EFO:0003891biliary tract neoplasm2ClinicalTrials
Breast Neoplasms, MaleD018567EFO:0006861male breast carcinoma1ClinicalTrials
Inflammatory Breast NeoplasmsD058922EFO:1000984inflammatory breast carcinoma3ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome1ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma2ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0003860pancreatic neoplasm2ClinicalTrials
Penile NeoplasmsD010412EFO:1001094penile neoplasm2ClinicalTrials
Testicular NeoplasmsD013736EFO:0004281testicular neoplasm2ClinicalTrials
Vaginal NeoplasmsD014625EFO:1001447Vaginal neoplasm1ClinicalTrials
Vulvar NeoplasmsD014846EFO:0002921vulvar carcinoma1ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma1ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
OsteosarcomaD012516EFO:0000637osteosarcoma2ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma3ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma3ClinicalTrials
Carcinoma, DuctalD044584EFO:0000430ductal adenocarcinoma2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma3ClinicalTrials
Laryngeal NeoplasmsD007822EFO:0003817laryngeal neoplasm3ClinicalTrials
MelanomaD008545EFO:0002617metastatic melanoma2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
Ovarian NeoplasmsD010051EFO:0003893ovarian neoplasm2ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease1ClinicalTrials
LeiomyosarcomaD007890EFO:0000564leiomyosarcoma2ClinicalTrials
Mediastinal NeoplasmsD008479EFO:0007362mediastinal cancer2ClinicalTrials
NauseaD009325EFO:0006911Chemotherapy-induced nausea and vomiting1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
Carcinoma, Transitional CellD002295EFO:1000601Transitional Cell Carcinoma2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia3ClinicalTrials
Hereditary Breast and Ovarian Cancer SyndromeD061325Orphanet:145Hereditary breast and ovarian cancer syndrome2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
NeutropeniaD0095033ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
Pharyngeal NeoplasmsD010610EFO:0005577pharynx cancer3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Testicular NeoplasmsD013736EFO:0005088testicular carcinoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
DiseaseD004194EFO:0000408disease1ClinicalTrials
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma1ClinicalTrials
Nasopharyngeal NeoplasmsD009303EFO:0004252nasopharyngeal neoplasm3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000196metastatic prostate cancer3ClinicalTrials
SarcomaD012509EFO:1001968soft tissue sarcoma3ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma2ClinicalTrials
Urethral NeoplasmsD014523EFO:0003846urethral neoplasm2ClinicalTrials

Clinical Data

ClinicalTrials.gov DOCETAXEL
The Cochrane Collaboration DOCETAXEL

Metabolites for CHEMBL92

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
807.9 807.3466 3.26 8 224.45 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
14 5 2 15 5 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.2 - 2.46 2.46 2 58 0.15

Structural Alerts

There are 7 structural alerts for CHEMBL92. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01C - PLANT ALKALOIDS AND OTHER NATURAL PRODUCTS
L01CD - Taxanes
L01CD02 - docetaxel

ChemSpider ChemSpider:ZDZOTLJHXYCWBA-VCVYQWHSSA-N
DailyMed docetaxel
PubChem SID: 124950708 SID: 144206334 SID: 144206639 SID: 170464919 SID: 494081
Wikipedia Docetaxel

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL92



ACToR 114977-28-5
BindingDB 36351
Brenda 139427
ChEBI 4672
DrugBank DB01248
DrugCentral 939
eMolecules 32234457 474943 31526873
EPA CompTox Dashboard DTXSID0040464
FDA SRS 699121PHCA
Guide to Pharmacology 6809
Human Metabolome Database HMDB0015378
KEGG Ligand C11231
LINCS LSM-6360
Mcule MCULE-1930158681
MolPort MolPort-003-847-005
Nikkaji J314.049K
NMRShiftDB 20165114
PDBe TXL
PharmGKB PA449383
PubChem 148124
PubChem: Drugs of the Future 12014196
PubChem: Thomson Pharma 14791415 14815974
SureChEMBL SCHEMBL4419
ZINC ZINC000085537053

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