trandolaprilat   Click here for help

GtoPdb Ligand ID: 6455

Approved drug PDB Ligand
trandolaprilat is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Generated by metabolic conversion of the prodrug trandolapril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 106.94
Molecular weight 402.22
XLogP 2.71
No. Lipinski's rules broken 0
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Canonical SMILES CC(C(=O)N1C2CCCCC2CC1C(=O)O)NC(C(=O)O)CCc1ccccc1
Isomeric SMILES C[C@@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)N[C@H](C(=O)O)CCc1ccccc1
InChI InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Angiotensin-converting enzyme Primary target of this compound Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3.2x10-9 M) [1]