folinic acid   

GtoPdb Ligand ID: 4816

Synonyms: 5-formyltetrahydrofolic acid | leucovorin | Wellcovorin®
folinic acid is an approved drug (FDA (1952))
Compound class: Synthetic organic
Comment: Folinic acid is the biologically active form of folic acid (also known as the (-)-l-isomer, citrovorum factor or (-)-folinic acid). The approved drug is called leucovorin.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 13
Hydrogen bond donors 7
Rotatable bonds 11
Topological polar surface area 219.84
Molecular weight 473.17
XLogP -1.66
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES O=CN1C(CNc2ccc(cc2)C(=O)NC(C(=O)O)CCC(=O)O)CNc2c1c(=O)nc([nH]2)N
Isomeric SMILES O=CN1C(CNc2ccc(cc2)C(=O)N[C@H](C(=O)O)CCC(=O)O)CNc2c1c(=O)nc([nH]2)N
InChI InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1
InChI Key VVIAGPKUTFNRDU-ABLWVSNPSA-N
Bioactivity Comments
Dihydrofolate reductase is the first enzyme with which folinic acid interacts, and by which it is reduced to the active metabolites tetrahydrofolic acid and methyltetrahydrofolate.
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Reduced folate transporter 1