TRAMETINIB

Search structure
Synonyms:
Status: Approved
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L01EE01
UNII: 33E86K87QN

Structure
InChI Key LIRYPHYGHXZJBZ-UHFFFAOYSA-N
Smile CC(=O)Nc1cccc(-n2c(=O)n(C3CC3)c(=O)c3c(Nc4ccc(I)cc4F)n(C)c(=O)c(C)c32)c1
InChI
InChI=1S/C26H23FIN5O4/c1-13-22-21(23(31(3)24(13)35)30-20-10-7-15(28)11-19(20)27)25(36)33(17-8-9-17)26(37)32(22)18-6-4-5-16(12-18)29-14(2)34/h4-7,10-12,17,30H,8-9H2,1-3H3,(H,29,34)

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H23FIN5O4
Molecular Weight 615.4
AlogP 3.94
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 107.13
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 37.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Dual specificity mitogen-activated protein kinase kinase; MEK1/2 inhibitor
Primary Target
mitogen-activated protein kinase kinase 1
mitogen-activated protein kinase kinase 2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 11.68
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase ERK subfamily
- - - - 65
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- 0.48-10000 62 - -
Enzyme Transferase
- - - - 8.399-19.64
Enzyme
- 0.48-10000 62 - 8.399-19.64
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -8.06-0.53
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
247 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Thyroid Neoplasms 3 D013964 ClinicalTrials
Thyroid Neoplasms 3 D013964 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Thyroid Neoplasms 3 D013964 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Erdheim-Chester Disease 2 D031249 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Intracranial Arteriovenous Malformations 2 D002538 ClinicalTrials
Leukemia, Myeloid, Acute 2 D015470 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Mouth Neoplasms 2 D009062 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Adenocarcinoma, Follicular 2 D018263 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Histiocytosis 2 D015614 ClinicalTrials
Gastrointestinal Stromal Tumors 2 D046152 ClinicalTrials
Colonic Neoplasms 2 D003110 ClinicalTrials
Triple Negative Breast Neoplasms 2 D064726 ClinicalTrials
Craniopharyngioma 2 D003397 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Biliary Tract Neoplasms 2 D001661 ClinicalTrials
Thyroid Carcinoma, Anaplastic 2 D065646 ClinicalTrials
Uveal Melanoma 2 D000098943 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Hemangioendothelioma, Epithelioid 2 D018323 ClinicalTrials
Ameloblastoma 2 D000564 ClinicalTrials
Cholangiocarcinoma 2 D018281 ClinicalTrials
Bronchial Neoplasms 1 D001984 ClinicalTrials
Amyotrophic Lateral Sclerosis 1 D000690 ClinicalTrials
Liver Neoplasms 1 D008113 ClinicalTrials
Meningioma 1 D008579 ClinicalTrials
Rectal Neoplasms 1 D012004 ClinicalTrials
Carcinoma, Pancreatic Ductal 1 D021441 ClinicalTrials
Leukemia 1 D007938 ClinicalTrials
Rosacea 1 D012393 ClinicalTrials
Adenocarcinoma of Lung 1 D000077192 ClinicalTrials
Stomach Neoplasms 1 D013274 ClinicalTrials
Glioma 1 D005910 ClinicalTrials
Glioma 1 D005910 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 871700-17-3
ChEBI 75998
ChEMBL CHEMBL2103875
DrugBank DB08911
DrugCentral 4802
FDA SRS 33E86K87QN
Guide to Pharmacology 6495
PDB QOM
PharmGKB PA166115364
PubChem 11707110
SureChEMBL SCHEMBL170938
ZINC ZINC000043100709
CONTENTS