folinic acid   Click here for help

GtoPdb Ligand ID: 4816

Synonyms: 5-formyltetrahydrofolic acid | leucovorin | Wellcovorin®
Approved drug
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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1952))
IUPAC Name Click here for help
(2S)-2-[(4-{[(2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
Synonyms Click here for help
5-formyltetrahydrofolic acid | leucovorin | Wellcovorin®
Database Links Click here for help
CAS Registry No. 58-05-9 (source: Scifinder)
ChEMBL Ligand CHEMBL1679
DrugBank Ligand DB00650
DrugCentral Ligand 1232
GtoPdb PubChem SID 178101518
PubChem CID 135403648
Search Google for chemical match using the InChIKey VVIAGPKUTFNRDU-ABLWVSNPSA-N
Search Google for chemicals with the same backbone VVIAGPKUTFNRDU
UniChem Compound Search for chemical match using the InChIKey VVIAGPKUTFNRDU-ABLWVSNPSA-N
UniChem Connectivity Search for chemical match using the InChIKey VVIAGPKUTFNRDU-ABLWVSNPSA-N
Wikipedia Folinic_acid