linagliptin   Click here for help

GtoPdb Ligand ID: 6318

Synonyms: BI-1356 | Tradjenta®
Approved drug PDB Ligand
linagliptin is an approved drug (EMA & FDA (2011))
Compound class: Synthetic organic
Comment: Linagliptin is a once-daily, oral dipeptidyl peptidase-4 (DPP-4) inhibitor class anti-diabetic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 116.86
Molecular weight 472.23
XLogP 3.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC#CCn1c(nc2c1c(=O)n(Cc1nc(C)c3c(n1)cccc3)c(=O)n2C)N1CCCC(C1)N
Isomeric SMILES CC#CCn1c(nc2c1c(=O)n(Cc1nc(C)c3c(n1)cccc3)c(=O)n2C)N1CCC[C@H](C1)N
InChI InChI=1S/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1
InChI Key LTXREWYXXSTFRX-QGZVFWFLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
IUPAC Name Click here for help
8-[(3R)-3-aminopiperidin-1-yl]-7-but-2-ynyl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]purine-2,6-dione
International Nonproprietary Names Click here for help
INN number INN
9039 linagliptin
Synonyms Click here for help
BI-1356 | Tradjenta®
Database Links Click here for help
CAS Registry No. 668270-12-0 (source: INN)
ChEBI CHEBI:68610
ChEMBL Ligand CHEMBL237500
DrugBank Ligand DB08882
DrugCentral Ligand 4175
GtoPdb PubChem SID 178102936
PubChem CID 10096344
RCSB PDB Ligand 356
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Wikipedia Linagliptin