Selumetinib

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Selumetinib
Accession Number
DB11689
Type
Small Molecule
Groups
Investigational
Description

Selumetinib is under investigation for the treatment of Carcinoma, Thymic, Non-Small Cell Lung Cancer, and Carcinoma, Small Cell Lung. AZD6244 has been investigated for the treatment and basic science of Melanoma, Solid Tumours, Breast Cancer, Non Small Cell Lung Cancer, and Non Small Cell Lung Carcinoma, among others.

Structure
Thumb
Synonyms
Not Available
External IDs
AZD-6244 / AZD6244
Product Ingredients
IngredientUNIICASInChI Key
Selumetinib Sulfate807ME4B7IJ943332-08-9GRKFGZYYYYISDX-UHFFFAOYSA-N
Categories
Not Available
UNII
6UH91I579U
CAS number
606143-52-6
Weight
Average: 457.68
Monoisotopic: 456.000009
Chemical Formula
C17H15BrClFN4O3
InChI Key
CYOHGALHFOKKQC-UHFFFAOYSA-N
InChI
InChI=1S/C17H15BrClFN4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)
IUPAC Name
5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboximidic acid
SMILES
CN1C=NC2=C1C=C(C(O)=NOCCO)C(NC1=C(Cl)C=C(Br)C=C1)=C2F

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
10127622
PubChem Substance
347828055
ChemSpider
8303141
BindingDB
50355497
ChEBI
90227
ChEMBL
CHEMBL1614701
PharmGKB
PA166129529
HET
3EW
Wikipedia
Selumetinib
PDB Entries
4u7z

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0CompletedTreatmentCancer, Breast1
1Active Not RecruitingTreatmentAdenocarcinoma of the Pancreas / Biliary Tract Cancer / Cancer, Breast / Colorectal Cancers / Gastrooesophageal Cancer / Head and Neck Carcinoma / Lung Cancers / Melanoma1
1Active Not RecruitingTreatmentCancer, Breast / Colon Neoplasms / Lung Cancers / Malignant Neoplasm of Colon / Melanoma / Neoplasms, Breast / Renal Cancers1
1Active Not RecruitingTreatmentCancers / Lung Cancer Non-Small Cell Cancer (NSCLC)1
1Active Not RecruitingTreatmentCancers / Tumors1
1Active Not RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)1
1Active Not RecruitingTreatmentRecurrent Colorectal Carcinoma / Solid Neoplasms / Stage IIIA Colorectal Cancer / Stage IIIA Colorectal Cancer AJCC v7 / Stage IIIB Colorectal Cancer / Stage IIIB Colorectal Cancer AJCC v7 / Stage IIIC Colorectal Cancer / Stage IIIC Colorectal Cancer AJCC v7 / Stage IVA Colorectal Cancer / Stage IVA Colorectal Cancer AJCC v7 / Stage IVB Colorectal Cancer / Stage IVB Colorectal Cancer AJCC v71
1Active Not RecruitingTreatmentSolid Neoplasms / Stage IV Cutaneous Melanoma AJCC v6 and v7 / Stage IV Skin Melanoma1
1CompletedBasic ScienceHealthy Volunteers1
1CompletedBasic ScienceHealthy Volunteers Bioavailability Study1
1CompletedBasic ScienceHealthy Volunteers Bioequivalence or Bioavailability Study1
1CompletedBasic ScienceTumors, Solid7
1CompletedHealth Services ResearchHealthy Volunteers Pharmacokinetic Study1
1CompletedTreatmentAdult Solid Neoplasm1
1CompletedTreatmentAdvanced Solid Malignancies / Lung Cancer Non-Small Cell Cancer (NSCLC) / Metastatic Cancers / Neoplasms1
1CompletedTreatmentBiliary Tract Neoplasms / Cholangiocarcinomas / Gallbladder Neoplasms1
1CompletedTreatmentCancer of the Colon / Colon Neoplasms / Colonic Neoplasms / Malignant Neoplasm of Colon1
1CompletedTreatmentLocally Advanced or Metastatic Non Small Cell Lung Cancer Stage IIIb - IV / Locally Advanced or Metastatic NSCL Cancer Stage IIIB IV1
1CompletedTreatmentLocally Advanced or Metastatic Solid Tumors1
1CompletedTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)1
1CompletedTreatmentMalignant Melanoma / Melanoma1
1CompletedTreatmentRecurrent Colon Cancer / Recurrent Rectal Cancer / Stage IVA Colon Cancer / Stage IVA Rectal Cancer / Stage IVB Colon Cancer / Stage IVB Rectal Cancer / Unspecified Adult Solid Tumor, Protocol Specific1
1Not Yet RecruitingTreatmentChronic Myeloid Leukemia (CML) / Myelofibroses1
1RecruitingTreatmentMalignant Neoplasm of Breast / Malignant Neoplasms of Digestive Organs / Malignant Neoplasms of Female Genital Organs / Malignant Neoplasms of Male Genital Organs / Malignant Neoplasms of Thyroid and Other Endocrine Glands1
1RecruitingTreatmentStage IIIb Non-small Cell Lung Cancer / Stage IIIB Non-Small Cell Lung Cancer AJCC v7 / Stage IV Non-Small Cell Lung Cancer / Stage IV Non-Small Cell Lung Cancer AJCC v71
1RecruitingTreatmentUveal Melanoma1
1TerminatedTreatmentInoperable Locally Advanced or Metastatic Biliary Tract Cancer1
1TerminatedTreatmentNon-Metastatic Adenocarcinoma of the Rectum1
1TerminatedTreatmentRectal Carcinoma1
1, 2Active Not RecruitingTreatmentKaposi's Sarcoma AIDS Related1
1, 2Not Yet RecruitingTreatmentNeurofibromatosis Type 1 / Optic Nerve Glioma / Plexiform Neurofibroma1
1, 2RecruitingTreatmentBRAF V600E Mutation Analysis / Gliomas / Low Grade Glioma (LGG) / Neurofibromatosis Type 1 / Recurrent Childhood Pilocytic Astrocytoma / Recurrent Childhood Visual Pathway Glioma1
1, 2RecruitingTreatmentChildren, Adolescents and Young Adults With Refractory or Recurrent Malignancies1
1, 2RecruitingTreatmentFibriullary Astrocytoma / Low Grade Glioma (LGG) / Optic Nerve Glioma / Pilocytic Astrocytoma1
1, 2RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)1
1, 2RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC) / Neoplasms, Colorectal / Neoplasms, Gastrointestinal / Neoplasms, Pancreatic1
1, 2RecruitingTreatmentNeurofibromatosis 1 / Neurofibromatosis Type 1 / NF 1 / Plexiform Neurofibroma1
1, 2RecruitingTreatmentNon-squamous Cell Lung Cancer With KRAS Mutations / Non-squamous Cell Lung Cancer With Wild-type KRAS / Squamous Cell Carcinoma of Lung / Triple-Negative Breast Cancer (TNBC)1
1, 2TerminatedTreatmentHepatocellular,Carcinoma1
2Active Not RecruitingTreatmentBorderline Ovarian Epithelial Tumor / Borderline Ovarian Surface Epithelial-stromal Tumor / Low Grade Ovarian Serous Adenocarcinoma / Ovarian Serous Cystadenocarcinoma / Primary Peritoneal Carcinoma / Primary Peritoneal Cavity Cancer / Primary Peritoneal Low Grade Serous Adenocarcinoma / Recurrent Borderline Ovarian Surface Epithelial-stromal Tumor1
2Active Not RecruitingTreatmentIris Melanoma / Medium/Large Size Posterior Uveal Melanoma / Ocular Melanoma With Extraocular Extension / Recurrent Uveal Melanoma / Small Size Posterior Uveal Melanoma / Stage IV Uveal Melanoma1
2Active Not RecruitingTreatmentLocally Advanced or Metastatic Non Small Cell Lung Cancer Stage IIIb - IV1
2Active Not RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)1
2Active Not RecruitingTreatmentLung Cancers1
2Active Not RecruitingTreatmentMelanoma1
2Active Not RecruitingTreatmentNon Small Cell Lung Carcinoma (NSCLC)1
2CompletedTreatmentAdenocarcinoma of the Pancreas / Recurrent Pancreatic Cancer / Stage III Pancreatic Cancer / Stage IV Pancreatic Cancer1
2CompletedTreatmentAdult Acute Myeloid Leukemia With T(15;17)(q22;q12) / Adult Acute Promyelocytic Leukemia (M3) / Myelodysplastic Syndromes / Myelodysplastic/Myeloproliferative Neoplasms / Recurrent Adult Acute Myeloid Leukemia / Secondary Acute Myeloid Leukemia1
2CompletedTreatmentAdult Primary Hepatocellular Carcinoma / Advanced Adult Primary Liver Cancer / Localized Unresectable Adult Primary Liver Cancer / Recurrent Adult Primary Liver Cancer1
2CompletedTreatmentAdult Solid Neoplasm1
2CompletedTreatmentBiliary Tract Carcinoma / Carcinoma of Gallbladder1
2CompletedTreatmentCancer, Breast1
2CompletedTreatmentColorectal Cancers1
2CompletedTreatmentEndometrial Adenocarcinomas / Endometrial Adenosquamous Carcinoma / Endometrial Clear Cell Adenocarcinoma / Recurrent Uterine Corpus Carcinoma1
2CompletedTreatmentLiver and Intrahepatic Biliary Tract Cancer / Recurrent Extrahepatic Bile Duct Cancer / Unresectable Extrahepatic Bile Duct Cancer1
2CompletedTreatmentLocally Advanced or Metastatic Non Small Cell Lung Cancer Stage IIIb - IV1
2CompletedTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)2
2CompletedTreatmentMalignant Neoplasm of Pancreas1
2CompletedTreatmentMelanoma2
2CompletedTreatmentMetastatic Colorectal Cancers1
2CompletedTreatmentNeoplasms, Colorectal1
2CompletedTreatmentPancreatic Acinar Cell Carcinoma / Pancreatic Ductal Adenocarcinoma / Recurrent Pancreatic Carcinoma / Stage IV Pancreatic Cancer1
2CompletedTreatmentRecurrent Adult Soft Tissue Sarcoma / Stage III Adult Soft Tissue Sarcoma / Stage IV Adult Soft Tissue Sarcoma1
2CompletedTreatmentRecurrent Melanoma / Stage IV Skin Melanoma / Stages III Skin Melanoma1
2CompletedTreatmentRecurrent Plasma Cell Myeloma / Refractory Plasma Cell Myeloma1
2CompletedTreatmentRecurrent Thyroid Gland Carcinoma / Stage I Thyroid Gland Papillary Carcinoma / Stage II Thyroid Gland Papillary Carcinoma / Stage III Thyroid Gland Papillary Carcinoma / Stage IV Thyroid Gland Papillary Carcinoma1
2Not Yet RecruitingTreatmentCutaneous Neurofibromas / Neurofibromatosis Type 11
2Not Yet RecruitingTreatmentMalignant Peripheral Nerve Sheath Tumour (MPNST) / Neurofibromatosis 11
2Not Yet RecruitingTreatmentTriple Negative Breast Cancer (TNBC)1
2RecruitingScreeningAdvanced Malignant Solid Neoplasm / Ann Arbor Stage III Childhood Non-Hodgkin Lymphoma / Ann Arbor Stage IV Childhood Non-Hodgkin Lymphoma / Childhood Langerhans Cell Histiocytosis / Histiocytic Sarcoma (HS) / Juvenile Xanthogranuloma / Langerhans Cell Histiocytosis (LCH) / Malignant Gliomas / Malignant Lymphomas / Recurrent Central Nervous System Neoplasm / Recurrent Childhood Ependymoma / Recurrent Childhood Malignant Germ Cell Tumor / Recurrent Childhood Medulloblastoma / Recurrent Childhood Non-Hodgkin Lymphoma / Recurrent Childhood Rhabdomyosarcoma / Recurrent Childhood Soft Tissue Sarcoma / Recurrent Ewing Sarcoma / Recurrent Gliomas / Recurrent Hepatoblastoma / Recurrent Langerhans Cell Histiocytosis / Recurrent Malignant Solid Neoplasm / Recurrent Neuroblastoma / Recurrent Osteosarcoma / Recurrent Peripheral Primitive Neuroectodermal Tumor / Refractory Central Nervous System Neoplasm / Refractory Childhood Malignant Germ Cell Tumor / Refractory Langerhans cell histiocytosis / Refractory Malignant Solid Neoplasm / Refractory Neuroblastoma / Rhabdoid Tumors / Stage III Childhood Non-Hodgkin Lymphoma / Stage III Osteosarcoma / Stage III Osteosarcoma AJCC v7 / Stage III Soft Tissue Sarcoma / Stage III Soft Tissue Sarcoma AJCC v7 / Stage IV Childhood Non-Hodgkin Lymphoma / Stage IV Osteosarcoma / Stage IV Osteosarcoma AJCC v7 / Stage IV Soft Tissue Sarcoma / Stage IV Soft Tissue Sarcoma AJCC v7 / Stage IVA Osteosarcoma / Stage IVA Osteosarcoma AJCC v7 / Stage IVB Osteosarcoma / Stage IVB Osteosarcoma AJCC v7 / Wilms' tumor1
2RecruitingTreatmentAdenocarcinomas / Lung Cancer Non-Small Cell Cancer (NSCLC) / Squamous Cell Carcinoma (SCC)1
2RecruitingTreatmentAdvanced Malignant Solid Neoplasm / Ann Arbor Stage III Childhood Non-Hodgkin Lymphoma / Ann Arbor Stage IV Childhood Non-Hodgkin Lymphoma / BRAF Gene Mutation / GNA11 Gene Mutation / GNAQ Gene Mutation / Histiocytosis / HRAS Gene Mutation / KRAS Gene Mutation / NF1 Gene Mutation / NRAS Gene Mutation / Recurrent Childhood Central Nervous System Neoplasm / Recurrent Childhood Non-Hodgkin Lymphoma / Recurrent Malignant Solid Neoplasm / Recurrent Neuroblastoma / Refractory Central Nervous System Neoplasm / Refractory Malignant Solid Neoplasm / Refractory Neuroblastoma / Refractory Non-Hodgkin's lymphoma / Stage III Childhood Non-Hodgkin Lymphoma / Stage IV Childhood Non-Hodgkin Lymphoma1
2RecruitingTreatmentAppearance Distress / Bothered by Itching Skin / Cafe au lait spots / Cutaneous Neurofibromas / Disfigurement / Dysplasia / Lisch Nodule / Neurofibromatosis Type 1 / NF1 Gene Mutation / Optic Nerve Glioma1
2RecruitingTreatmentEpendymomas / Gliomas / Meningiomas / Neurofibromatosis 2 / Vestibular Schwannomas1
2RecruitingTreatmentGastric Adenocarcinoma1
2RecruitingTreatmentHeredodegenerative Disorders, Nervous System / Neoplasms, Nerve Tissue / Neurofibromatosis 1 / Peripheral Nervous System Diseases1
2RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC)1
2RecruitingTreatmentLung Cancer Non-Small Cell Cancer (NSCLC) / Small Cell Lung Carcinoma / Thymic Carcinoma1
2RecruitingTreatmentMetastatic Breast Cancer (MBC)1
2RecruitingTreatmentMetastatic Non-Small Cell Lung Cancer1
2RecruitingTreatmentMetastatic Thyroid Gland Carcinoma / Poorly Differentiated Thyroid Gland Carcinoma / Recurrent Thyroid Gland Carcinoma / Stage IV Thyroid Gland Follicular Carcinoma / Stage IV Thyroid Gland Papillary Carcinoma / Stage IVA Thyroid Gland Follicular Carcinoma / Stage IVA Thyroid Gland Papillary Carcinoma / Stage IVB Thyroid Gland Follicular Carcinoma / Stage IVB Thyroid Gland Papillary Carcinoma / Stage IVC Thyroid Gland Follicular Carcinoma / Stage IVC Thyroid Gland Papillary Carcinoma1
2RecruitingTreatmentNeurofibromatosis 1 / Plexiform Neurofibromas1
2RecruitingTreatmentNeurofibromatosis Type 1 / Plexiform Neurofibroma1
2SuspendedTreatmentKRAS NP_004976.2:p.G12R / Stage II Pancreatic Cancer / Stage II Pancreatic Cancer AJCC v6 and v7 / Stage IIA Pancreatic Cancer / Stage IIA Pancreatic Cancer AJCC v6 and v7 / Stage IIB Pancreatic Cancer / Stage IIB Pancreatic Cancer AJCC v6 and v7 / Stage III Pancreatic Cancer / Stage III Pancreatic Cancer AJCC v6 and v7 / Stage IV Pancreatic Cancer / Stage IV Pancreatic Cancer AJCC v6 and v71
2TerminatedTreatmentCancer, Breast1
2TerminatedTreatmentMucosal Melanoma / Recurrent Melanoma / Stage IV Melanoma1
2TerminatedTreatmentRecurrent Adult Diffuse Large Cell Lymphoma1
2TerminatedTreatmentRecurrent Melanoma / Stage IIIA Melanoma / Stage IIIB Melanoma / Stage IIIc Melanoma / Stage IV Melanoma1
2WithdrawnTreatmentAdenocarcinoma of the Gallbladder / Adenocarcinoma With Squamous Metaplasia of the Gallbladder / Adult Primary Cholangiocellular Carcinoma / Advanced Adult Primary Liver Cancer / Cholangiocarcinoma of the Extrahepatic Bile Duct / Localized Unresectable Adult Primary Liver Cancer / Metastatic Extrahepatic Bile Duct Cancer / Recurrent Adult Primary Liver Cancer / Recurrent Extrahepatic Bile Duct Cancer / Stage II Gallbladder Cancer / Stage IIIA Gallbladder Cancer / Stage IIIB Gallbladder Cancer / Stage IVA Gallbladder Cancer / Stage IVB Gallbladder Cancer / Unresectable Extrahepatic Bile Duct Cancer1
2WithdrawnTreatmentAdvanced Lung Cancer / Malignant Neoplasm of Respiratory and Intrathoracic Organ Carcinoma / Recurrent Nonsmall Cell Lung Cancer1
3Active Not RecruitingTreatmentDifferentiated Thyroid Cancer (DTC)1
3Active Not RecruitingTreatmentLocally Advanced or Metastatic Non Small Cell Lung Cancer Stage IIIb - IV1
3CompletedTreatmentMetastatic / Uveal Melanoma1
Not AvailableAvailableNot AvailableNF type1 With Inoperable Plexiform Neurofibromas1
Not AvailableCompletedTreatmentThyroid Cancers1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0424 mg/mLALOGPS
logP3.73ALOGPS
logP3.41ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)6.49ChemAxon
pKa (Strongest Basic)5.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area91.9 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity103.13 m3·mol-1ChemAxon
Polarizability41.11 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzimidazoles
Sub Class
Not Available
Direct Parent
Benzimidazoles
Alternative Parents
Aniline and substituted anilines / Bromobenzenes / Chlorobenzenes / Aryl bromides / Aryl chlorides / Aryl fluorides / N-substituted imidazoles / Vinylogous amides / Heteroaromatic compounds / Amino acids and derivatives
show 9 more
Substituents
Benzimidazole / Aniline or substituted anilines / Bromobenzene / Chlorobenzene / Halobenzene / Aryl bromide / Aryl chloride / Aryl fluoride / Aryl halide / Monocyclic benzene moiety
show 25 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on October 20, 2016 14:40 / Updated on July 02, 2018 20:53