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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
dipeptidyl peptidase 4 Primary target of this compound Hs Inhibitor Inhibition 9.0 pKi - 1
pKi 9.0 (Ki 1x10-9 M) [1]