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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL522892
CHEMBL522892
Compound Name DOVITINIB
ChEMBL Synonyms NVP-TKI258 | GFKI-258 | DOVITINIB LACTATE | TKI-258 | DOVITINIB | CHIR-258
Max Phase 3
Trade Names
Molecular Formula C21H21FN6O

Additional synonyms for CHEMBL522892 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCN(CC1)c2ccc3nc([nH]c3c2)C4=C(N)c5c(F)cccc5NC4=O
Standard InChI InChI=1S/C21H21FN6O/c1-27-7-9-28(10-8-27)12-5-6-14-16(11-12) ...
Download InChI
Standard InChI Key PIQCTGMSNWUMAF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL522892

Molecule Features

CHEMBL522892 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Fibroblast growth factor receptor 3 inhibitor Fibroblast growth factor receptor 3 PubMed
Platelet-derived growth factor receptor inhibitor Platelet-derived growth factor receptor PubMed
Stem cell growth factor receptor inhibitor Stem cell growth factor receptor PubMed
Tyrosine-protein kinase receptor FLT3 inhibitor Tyrosine-protein kinase receptor FLT3 PubMed
Vascular endothelial growth factor receptor inhibitor Vascular endothelial growth factor receptor PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
ClinicalTrials
MesotheliomaD008654EFO:0000770malignant pleural mesothelioma2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Adrenocortical CarcinomaD018268EFO:0003093adrenocortical carcinoma2ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma2ClinicalTrials
Urogenital NeoplasmsD014565EFO:0003863urogenital neoplasm2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000349clear cell renal carcinoma3ClinicalTrials
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma2ClinicalTrials
GliosarcomaD018316EFO:1001465gliosarcoma2ClinicalTrials
von Hippel-Lindau DiseaseD006623Orphanet:892Von Hippel-Lindau disease2ClinicalTrials
MelanomaD008545EFO:0000756melanoma1ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma2ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000681renal cell carcinoma3ClinicalTrials
Gastrointestinal Stromal TumorsD046152Orphanet:44890Gastrointestinal stromal tumor2ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Carcinoma, Adenoid CysticD003528EFO:0000231adenoid cystic carcinoma2ClinicalTrials
Endometrial Stromal TumorsD036821EFO:1000920endometrial stromal tumor2ClinicalTrials

Clinical Data

ClinicalTrials.gov DOVITINIB
The Cochrane Collaboration DOVITINIB

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 CHEMBL522892. 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
CHEMBL3337 Vascular endothelial growth factor receptor 2 Mus musculus 1.000
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2749 Platelet-derived growth factor receptor beta Mus musculus 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.980
CHEMBL4142 Fibroblast growth factor receptor 2 Homo sapiens 0.938
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 0.813
CHEMBL5776 Mitogen-activated protein kinase kinase kinase 7 Homo sapiens 0.806
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.707
CHEMBL1957 Insulin-like growth factor I receptor Homo sapiens 0.600
CHEMBL4247 ALK tyrosine kinase receptor Homo sapiens 0.472
CHEMBL3759 Histamine H4 receptor Homo sapiens 0.431
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 0.397
CHEMBL4454 Tyrosine-protein kinase FGR Homo sapiens 0.338
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 0.318
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 0.264



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3337 Vascular endothelial growth factor receptor 2 Mus musculus 1.000
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2749 Platelet-derived growth factor receptor beta Mus musculus 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL5358 Eukaryotic translation initiation factor 2-alpha kinase 4 Homo sapiens 0.985
CHEMBL4247 ALK tyrosine kinase receptor Homo sapiens 0.970
CHEMBL2872 Mitogen-activated protein kinase kinase kinase 9 Homo sapiens 0.964
CHEMBL5784 NUAK family SNF1-like kinase 1 Homo sapiens 0.942
CHEMBL4142 Fibroblast growth factor receptor 2 Homo sapiens 0.925
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 0.908
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.867
CHEMBL3935 Serine/threonine-protein kinase Aurora-C Homo sapiens 0.823
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.811
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 0.789
CHEMBL4630 Serine/threonine-protein kinase Chk1 Homo sapiens 0.764
CHEMBL4223 Tyrosine-protein kinase FRK Homo sapiens 0.762
CHEMBL1957 Insulin-like growth factor I receptor Homo sapiens 0.746
CHEMBL2708 Mitogen-activated protein kinase kinase kinase 11 Homo sapiens 0.680
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 0.462

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
392.4 392.1761 2.54 2 94.04 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.44 7.7 1.31 .8 4 29 0.49

Structural Alerts

There are no structural alerts for CHEMBL522892

Compound Cross References

ChemSpider ChemSpider:PIQCTGMSNWUMAF-UHFFFAOYSA-N
PubChem SID: 103904684 SID: 137275871 SID: 50100092

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL522892



BindingDB 25118
Brenda 14174 66041
DrugBank DB05928
eMolecules 31230347 36788098
FDA SRS I35H55G906
IBM Patent System 94355796AD12984C66AF66D7A9A5AA81 3126658BD5C860FA987707198F169A09 ACD86948F921E522072C1156EDB07A66 A0167D7C263A1B75F0D82ACC7319BC41
LINCS LSM-1127
MolPort MolPort-021-783-238 MolPort-009-679-406
Nikkaji J2.267.848E
PDBe 38O
PubChem: Thomson Pharma 16823163 16526641 14955694 14854259
Selleck CHIR-258
SureChEMBL SCHEMBL172687
ZINC ZINC000003816310

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