R6F

methopterin

Created:	2022-06-21
Last modified:	2023-11-02

Find Related PDB Entry
1 entries where R6F is found as a standalone ligand

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	54
Chiral Atom Count	1
Bond Count	56
Aromatic Bond Count	12

2D diagram of R6F

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	methopterin
Synonyms	N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid; 10-methylfolic acid
Systematic Name (OpenEye OEToolkits)	(2~{S})-2-[[4-[(2-azanyl-4-oxidanylidene-3~{H}-pteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic acid
Formula	C₂₀ H₂₁ N₇ O₆
Molecular Weight	455.424
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(O)C(CCC(=O)O)NC(=O)c1ccc(cc1)N(C)Cc1cnc2N=C(N)NC(=O)c2n1
SMILES	CACTVS	3.385	CN(Cc1cnc2N=C(N)NC(=O)c2n1)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	2.0.7	CN(Cc1cnc2c(n1)C(=O)NC(=N2)N)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O
Canonical SMILES	CACTVS	3.385	CN(Cc1cnc2N=C(N)NC(=O)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	2.0.7	CN(Cc1cnc2c(n1)C(=O)NC(=N2)N)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
InChI	InChI	1.06	InChI=1S/C20H21N7O6/c1-27(9-11-8-22-16-15(23-11)18(31)26-20(21)25-16)12-4-2-10(3-5-12)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,8,13H,6-7,9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H3,21,22,25,26,31)/t13-/m0/s1
InChIKey	InChI	1.06	HLIXOCXUWGDBNP-ZDUSSCGKSA-N

Drug Info: DrugBank

DrugBank ID	DB16620
Name	Methopterin
Groups	investigational
Description	Methopterin is thought to have effects on osteoclasts and to inhibit inflammatory bone destruction.[A229843]
Synonyms	Methotrexate related compound C 10-methylpteroylglutamic acid N10-methylpteroylglutamic acid N10-methylfolic acid Methopterin alpha-Methopterin 10-methylfolic acid Methopterine
CAS number	2410-93-7

Related Resource References

Resource Name	Reference
Pharos	CHEMBL158990
PubChem	135434845, 92929
ChEMBL	CHEMBL158990
ChEBI	CHEBI:183928

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.