compound 2 [PMID: 24793972]   

GtoPdb Ligand ID: 7798

Synonyms: (1R,2R)-2-PCCA [2]
Compound class: Synthetic organic
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 59.22
Molecular weight 455.29
XLogP 6.16
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCc1ccc(cc1)c1ccc(cc1)N(C(=O)C1CC1c1ccccn1)CC(C(CC)C)N
Isomeric SMILES CCCc1ccc(cc1)c1ccc(cc1)N(C(=O)[C@@H]1C[C@H]1c1ccccn1)C[C@H]([C@H](CC)C)N
InChI InChI=1S/C30H37N3O/c1-4-8-22-10-12-23(13-11-22)24-14-16-25(17-15-24)33(20-28(31)21(3)5-2)30(34)27-19-26(27)29-9-6-7-18-32-29/h6-7,9-18,21,26-28H,4-5,8,19-20,31H2,1-3H3/t21-,26+,27+,28+/m0/s1
InChI Key OBGKRTYDTRUMGO-RFNYNIMXSA-N
References
1. Jin C, Decker AM, Huang XP, Gilmour BP, Blough BE, Roth BL, Hu Y, Gill JB, Zhang XP. (2014)
Synthesis, pharmacological characterization, and structure-activity relationship studies of small molecular agonists for the orphan GPR88 receptor.
ACS Chem Neurosci, 5 (7): 576-87. [PMID:24793972]
2. Jin C, Decker AM, Makhijani VH, Besheer J, Darcq E, Kieffer BL, Maitra R. (2018)
Discovery of a Potent, Selective, and Brain-Penetrant Small Molecule that Activates the Orphan Receptor GPR88 and Reduces Alcohol Intake.
J. Med. Chem., 61 (15): 6748-6758. [PMID:30011199]