cis-JB253

Ligand id: 7787

Name: cis-JB253

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 111.61
Molecular weight 457.21
XLogP 6.81
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
1-cyclohexyl-3-{4-[(Z)-2-[4-(diethylamino)phenyl]diazen-1-yl]benzenesulfonyl}urea
Database Links
PubChem CID 78060683
Search Google for chemical match using the InChIKey FCHDFDWESRUUDK-QPLCGJKRSA-N
Search Google for chemicals with the same backbone FCHDFDWESRUUDK
Search UniChem for chemical match using the InChIKey FCHDFDWESRUUDK-QPLCGJKRSA-N
Search UniChem for chemicals with the same backbone FCHDFDWESRUUDK
Comments
cis-JB253 is described in [1]. The structure is based upon that of the diabetes sulfonylurea drug glimepiride. This compound is formed from trans-JB253 upon photoisomerization using blue light. This isomerization process is reversible. The molecule is active in the cis-state, increasing insulin production from pancreatic B-cells in vitro. It is postulated that this type of photoswitchable compound could in the future, allow better control of blood glucose in diabetic patients [1].
Note that the PubChem CID we link to does not specify the cis-trans state of the compound.