laropiprant   

GtoPdb Ligand ID: 3356

Synonyms: MK-0524 | MK0524
Compound class: Synthetic organic
Comment: Laropiprant is an orally active prostanoid DP1 receptor antagonist [2]. It inhibits niacin-induced vasodilation [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 84.75
Molecular weight 435.07
XLogP 4.13
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CC1CCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1S(=O)(=O)C)F
Isomeric SMILES OC(=O)C[C@H]1CCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1S(=O)(=O)C)F
InChI InChI=1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1
InChI Key NXFFJDQHYLNEJK-CYBMUJFWSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-[(3R)-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methanesulfonyl-1H,2H,3H,4H-cyclopenta[b]indol-3-yl]acetic acid
International Nonproprietary Names
INN number INN
8855 laropiprant
Synonyms
MK-0524 | MK0524
Database Links
CAS Registry No. 571170-77-9 (source: Scifinder)
ChEMBL Ligand CHEMBL426559
DrugCentral Ligand 4326
GtoPdb PubChem SID 178100382
PubChem CID 9867642
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Wikipedia Laropiprant