GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

acoltremon   Click here for help

GtoPdb Ligand ID: 4343

Synonyms: AR-15512 | AR15512 | AVX-012 | Tryptyr® | WS 12 | WS-12
Approved drug PDB Ligand
acoltremon is an approved drug
Compound class: Synthetic organic
Comment: Acoltremon (AR-15512) is a transient receptor potential melastatin 8 (TRPM8) agonist [1-3]. Topical application of TRPM8 agonists was proposed to relieve ocular pain and discomfort in dry eye disease [5-6], via stimulation of tear production through opening of TRPM8 calcium channels expressed in branches of the trigeminal nerve that innervate the cornea and eye lids. It also produces menthol-like cooling effects.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 38.33
Molecular weight 289.2
XLogP 5.2
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc(cc1)NC(=O)C1CC(C)CCC1C(C)C
Isomeric SMILES COc1ccc(cc1)NC(=O)[C@@H]1C[C@H](C)CC[C@H]1C(C)C
InChI InChI=1S/C18H27NO2/c1-12(2)16-10-5-13(3)11-17(16)18(20)19-14-6-8-15(21-4)9-7-14/h6-9,12-13,16-17H,5,10-11H2,1-4H3,(H,19,20)/t13-,16+,17-/m1/s1
InChI Key HNSGVPAAXJJOPQ-XOKHGSTOSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US FDA (2025)
IUPAC Name Click here for help
(1R,2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-(propan-2-yl)cyclohexane-1-carboxamide
International Nonproprietary Names Click here for help
INN number INN
12127 acoltremon
Synonyms Click here for help
AR-15512 | AR15512 | AVX-012 | Tryptyr® | WS 12 | WS-12
Database Links Click here for help
CAS Registry No. 68489-09-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL2441929
GtoPdb PubChem SID 178101160
PubChem CID 11266244
RCSB PDB Ligand KXS
Search Google for chemical match using the InChIKey HNSGVPAAXJJOPQ-XOKHGSTOSA-N
Search Google for chemicals with the same backbone HNSGVPAAXJJOPQ
Search PubMed clinical trials acoltremon
Search PubMed titles acoltremon
Search PubMed titles/abstracts acoltremon
UniChem Compound Search for chemical match using the InChIKey HNSGVPAAXJJOPQ-XOKHGSTOSA-N
UniChem Connectivity Search for chemical match using the InChIKey HNSGVPAAXJJOPQ-XOKHGSTOSA-N

Product suppliers

View disclaimer

MedChemExpress
Acoltremon (links to external site)
Cat. No. HY-108449