ChemComp-MT1: N-(4-{[(2,4-DIAMINOPTERIDIN-1-IUM-6-YL)METHYL](METHYL)AMINO}BENZO...

Basic information

• Entry: Database: PDB chemical components / ID: MT1
• Name: Name: N-(4-{[(2,4-diaminopteridin-1-ium-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid; Synonyms: METHOTREXATE PROTONATED AT N1

Chemical information

Composition

Formula: C₂₀H₂₃N₈O₅ / Number of atoms: 56 / Formula weight: 455.447 / Formal charge: 1

• Others: Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: MT1

History

Create component	Oct 25, 2006
Modify descriptor	Jun 4, 2011
Modify synonyms	Mar 1, 2021

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 10.04: O=C(O)C(NC(=O)c1ccc(cc1)N(C)Cc2nc3c(nc2)[nH+]c(nc3N)N)CCC(=O)O
• CACTVS 3.341: CN(Cc1cnc2[nH+]c(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: CN(Cc1cnc2c(n1)c(nc([nH+]2)N)N)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O

SMILES CANONICAL

• CACTVS 3.341: CN(Cc1cnc2[nH+]c(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: CN(Cc1cnc2c(n1)c(nc([nH+]2)N)N)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O

InChI

• InChI 1.03: InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/p+1/t13-/m0/s1

InChIKey

• InChI 1.03: FBOZXECLQNJBKD-ZDUSSCGKSA-O

SYSTEMATIC NAME

• ACDLabs 10.04: N-[(4-{[(2,4-diaminopteridin-1-ium-6-yl)methyl](methyl)amino}phenyl)carbonyl]-L-glutamic acid
• OpenEye OEToolkits 1.5.0: (2S)-2-[[4-[(2,4-diaminopteridin-1-ium-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic acid

PDB entries

Showing all 3 items

PDB-2inq:
Neutron Crystal Structure of Escherichia coli Dihydrofolate Reductase Bound to the Anti-cancer drug, Methotrexate

PDB-4ocx:
Fab complex with methotrexate

PDB-7xtx:
High resolution crystal structure of human macrophage migration inhibitory factor in complex with methotrexate