compound 9 [PMID: 15615544]

Ligand id: 8890

Name: compound 9 [PMID: 15615544]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 210.54
Molecular weight 452.16
XLogP -3.2
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(2S)-2-[6-[(2,4-diaminopteridin-6-yl)methylamino]-3-oxo-1H-isoindol-2-yl]pentanedioic acid
Database Links
BindingDB Ligand 50158569
ChEMBL Ligand CHEMBL390990
PubChem CID 11247965
Search Google for chemical match using the InChIKey NYPQVENKFXVRKJ-ZDUSSCGKSA-N
Search Google for chemicals with the same backbone NYPQVENKFXVRKJ
Search UniChem for chemical match using the InChIKey NYPQVENKFXVRKJ-ZDUSSCGKSA-N
Search UniChem for chemicals with the same backbone NYPQVENKFXVRKJ
Comments
Compound 9 is an analogue of aminopterin (the 4-amino derivative of folic acid; PubChem CID 2154; related to methotrexate), but with a rotationally restricted side chain amide bond. Compound 9 manifests antifolate activity in vitro, achieved by inhibiting both dihydrofolate reductase (DHFR) and folate transporter 1 (reduced folate carrier) activities [1].