JMS-17-2   

GtoPdb Ligand ID: 10390

Synonyms: JMS 17-2
Compound class: Synthetic organic
Comment: JMS-17-2 is CX3CR1 (fractalkine receptor) antagonist that was developed as a tool compound to evaluate the oncological potential of antagonising the CX3CR1 pathway [2]. Experimental evidence indicates that CX3CR1 has prometastatic activity in tumour cells, particulary in breast cancer cells. JMS-17-2 was developed to antagonise this action, to reduce metastatic seeding of circulating cancer cells to secondary tissues and reduce progression of established metastases. The compound is active, as the hydrochloride, in vitro and in vivo. It is one of the structures claimed in patent WO2012078633 [1].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 29.65
Molecular weight 419.18
XLogP 6.88
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc(cc1)C1CCN(CC1)CCCn1c(=O)c2cccn2c2c1cccc2
Isomeric SMILES Clc1ccc(cc1)C1CCN(CC1)CCCn1c(=O)c2cccn2c2c1cccc2
InChI InChI=1S/C25H26ClN3O/c26-21-10-8-19(9-11-21)20-12-17-27(18-13-20)14-4-16-29-23-6-2-1-5-22(23)28-15-3-7-24(28)25(29)30/h1-3,5-11,15,20H,4,12-14,16-18H2
InChI Key WOSMCMULWWHMIV-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
5-[3-[4-(4-Chlorophenyl)-1-piperidinyl]propyl]pyrrolo[1,2-a]quinoxalin-4(5H)-one
Synonyms
JMS 17-2
Comments
JMS-17-2 is CX3CR1 (fractalkine receptor) antagonist that was developed as a tool compound to evaluate the oncological potential of antagonising the CX3CR1 pathway [2]. Experimental evidence indicates that CX3CR1 has prometastatic activity in tumour cells, particulary in breast cancer cells. JMS-17-2 was developed to antagonise this action, to reduce metastatic seeding of circulating cancer cells to secondary tissues and reduce progression of established metastases. The compound is active, as the hydrochloride, in vitro and in vivo. It is one of the structures claimed in patent WO2012078633 [1].
Database Links
CAS Registry No. 1380392-05-1 (source: PubChem)
GtoPdb PubChem SID 384403669
PubChem CID 57382073
Search Google for chemical match using the InChIKey WOSMCMULWWHMIV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WOSMCMULWWHMIV
Search UniChem for chemical match using the InChIKey WOSMCMULWWHMIV-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone WOSMCMULWWHMIV