LTD4   Click here for help

GtoPdb Ligand ID: 3353

Synonyms: leukotriene D4
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 21
Topological polar surface area 175.25
Molecular weight 496.26
XLogP 2.23
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC=CCC=CC=CC=CC(C(CCCC(=O)O)O)SCC(C(=O)NCC(=O)O)N
Isomeric SMILES CCCCC/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SCC(C(=O)NCC(=O)O)N
InChI InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20?,21-,22+/m0/s1
InChI Key YEESKJGWJFYOOK-LDDGIIIKSA-N
Natural/Endogenous Targets
Target
CysLT1 receptor
CysLT2 receptor
GPR17
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
Dipeptidase 1
γ-Glutamyltransferase
Dipeptidase 2
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.3 – 8.1 pKi - 3
pKi 7.3 – 8.1 Ki1 and Ki2 against [3H]LTC4 in human lung parenchyma [3]
GPR17 Ligand is endogenous in the given species Mm Agonist Agonist 9.2 pEC50 - 12
pEC50 9.2 (EC50 6.3x10-10 M) [12]
CysLT1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.3 – 9.4 pEC50 - 2,4,13,15-16,18-19
pEC50 9.4 (EC50 4x10-10 M) pigment dispersion in X. laevis melanophores [13]
pEC50 8.5 (EC50 3x10-9 M) Ca2+ activated chloride conductance in X. laevis oocytes [13]
pEC50 8.5 (EC50 3.4x10-9 M) Ca2+ mobilisation assay in U937 cells [2]
pEC50 7.3 – 9.2 (EC50 4.6x10-8 – 6x10-10 M) Ca2+ mobilisation assay in COS-7 or HEK-293 cells [4,13,15-16,18-19]
GPR17 Ligand is endogenous in the given species Hs Agonist Agonist 8.1 – 8.4 pEC50 - 5
pEC50 8.1 – 8.4 (EC50 7.2x10-9 – 4.4x10-9 M) [5]
Description: [35S]GTPγS binding to COS-7 cell membranes expressing hGPR17.
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 6.8 – 8.6 pEC50 - 4,11,15,18,20
pEC50 8.0 – 8.6 (EC50 9.3x10-9 – 2.5x10-9 M) Ca2+ mobolisation assay in HEK-293 cells [4,15,18]
pEC50 7.5 (EC50 3.5x10-8 M) β-arrestin assay in C2C12 [20]
pEC50 7.4 (EC50 3.6x10-8 M) Ca2+ mobilization assay in HUVEC [4]
pEC50 6.8 – 7.0 (EC50 1.44x10-7 – 1.04x10-7 M) aequorin-based Ca2+ assay in HEK-293 cells [11,20]
CysLT1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 8.1 pIC50 - 16
pIC50 8.1 (IC50 9x10-9 M) against [3H]LTD4 in HEK-293 cells [16]
CysLT2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.2 – 8.1 pIC50 - 15,18
pIC50 8.1 (IC50 7x10-9 M) against [3H]LTD4 in HEK-293 cells [15]
pIC50 7.2 (IC50 5.9x10-8 M) against [3H]LTC4 in COS-1 cells [18]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields