SKF-38393   Click here for help

GtoPdb Ligand ID: 935

Synonyms: R(+)SKF38393 | SKF 38393 | SKF-38,393 | SKF38393
Compound class: Synthetic organic
Comment: SKF-38393 appears to be selective for dopamine D1-like receptors, comapred to the D2 receptor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 52.49
Molecular weight 255.13
XLogP 2.38
No. Lipinski's rules broken 0
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Canonical SMILES Oc1cc2CCNCC(c2cc1O)c1ccccc1
Isomeric SMILES Oc1cc2CCNCC(c2cc1O)c1ccccc1
InChI InChI=1S/C16H17NO2/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11/h1-5,8-9,14,17-19H,6-7,10H2
1. Neumeyer JL, Baindur N, Niznik HB, Guan HC, Seeman P. (1991)
(+/-)-3-Allyl-6-bromo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3- benzazepin, a new high-affinity D1 dopamine receptor ligand: synthesis and structure-activity relationship.
J Med Chem, 34 (12): 3366-71. [PMID:1684995]
2. Sunahara RK, Guan HC, O'Dowd BF, Seeman P, Laurier LG, Ng G, George SR, Torchia J, Van Tol HH, Niznik HB. (1991)
Cloning of the gene for a human dopamine D5 receptor with higher affinity for dopamine than D1.
Nature, 350 (6319): 614-9. [PMID:1826762]
3. Tiberi M, Caron MG. (1994)
High agonist-independent activity is a distinguishing feature of the dopamine D1B receptor subtype.
J Biol Chem, 269 (45): 27925-31. [PMID:7525564]