ML321   

GtoPdb Ligand ID: 8368

Synonyms: compound 65 [PMID 24666157]
Compound class: Synthetic organic
Comment: ML321 is a dopamine D2 receptor selective antagonist [2] which is a suitable tool compound for the dissection of D2 receptor modulation in proof-of-concept animal studies and provides medicinal chemists a lead structure for the development of novel D2 receptor selective drugs.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 113.93
Molecular weight 410.08
XLogP 1.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(c1ccc2c(c1)N(C)C(=O)c1c(S2=O)cccc1)NCCc1cccs1
Isomeric SMILES O=C(c1ccc2c(c1)N(C)C(=O)c1c([S@@]2=O)cccc1)NCCc1cccs1
InChI InChI=1S/C21H18N2O3S2/c1-23-17-13-14(20(24)22-11-10-15-5-4-12-27-15)8-9-19(17)28(26)18-7-3-2-6-16(18)21(23)25/h2-9,12-13H,10-11H2,1H3,(H,22,24)/t28-/m0/s1
InChI Key YXLLQNMKIDBOGH-NDEPHWFRSA-N
Bioactivity Comments
ML321 exhibits good selectivity for the D2 receptor compared to the D3 and D4 receptor subtypes (17-41-fold selective for D2 over D3 according to β-arrestin and Ki determinations respectively) [1].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D2 receptor Hs Antagonist Antagonist 7.0 pKi - 1-2
pKi 7.0 (Ki 1x10-7 M) [1-2]