methotrexate

Ligand id: 4815

Name: methotrexate

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 10
Topological polar surface area 210.54
Molecular weight 454.17
XLogP -2.58
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1953))
IUPAC Name
(2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
International Nonproprietary Names
INN number INN
926 methotrexate
Synonyms
Abitrexate® | amethopterin | Rasuvo®
Database Links
CAS Registry No. 59-05-2 (source: Scifinder)
ChEBI CHEBI:44185
ChEMBL Ligand CHEMBL34259
DrugBank Ligand DB00563
PubChem CID 126941
RCSB PDB Ligand MTX
Search Google for chemical match using the InChIKey FBOZXECLQNJBKD-ZDUSSCGKSA-N
Search Google for chemicals with the same backbone FBOZXECLQNJBKD
Search PubMed clinical trials methotrexate
Search PubMed titles methotrexate
Search PubMed titles/abstracts methotrexate
Search UniChem for chemical match using the InChIKey FBOZXECLQNJBKD-ZDUSSCGKSA-N
Search UniChem for chemicals with the same backbone FBOZXECLQNJBKD
SynPHARM 79522 (in complex with dihydrofolate reductase)
Wikipedia Methotrexate
Comments
Methotrexate is an antimetabolite and antifolate drug, and a disease-modifying anti-rheumatic drug (DMARD). It is on the World Health Organisations List of Essential Medicines (link to 2015 list). A 2017 a paper has reported a combination of methotrexate with leflunomide relieves the immune defects and ameliorates symptoms of rheumatoid arthritis [4].