compound 13b [PMID: 19101153]   

GtoPdb Ligand ID: 8808

Compound class: Synthetic organic
Comment: Compound 13b is one of a series of experimantal compounds tested as KATP channel openers [1], with the aim of discovering leads structures which could be developed in to drugs to treat urge urinary incontinence (overactive bladder). Functional KATP channels in the smooth muscle of the bladder are complexes of the sulfonylurea receptor 2 (SUR2; ABCC9) and the inwardly rectifying potassium channel subunit (Kir6.2; KCNJ11).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 88.39
Molecular weight 370.07
XLogP 3.09
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#Cc1ccc2c(c1)C(n1oc3c(c1=O)ccc(c3)Cl)C(C(O2)(C)C)O
Isomeric SMILES N#Cc1ccc2c(c1)[C@@H](n1oc3c(c1=O)ccc(c3)Cl)[C@@H](C(O2)(C)C)O
InChI InChI=1S/C19H15ClN2O4/c1-19(2)17(23)16(13-7-10(9-21)3-6-14(13)25-19)22-18(24)12-5-4-11(20)8-15(12)26-22/h3-8,16-17,23H,1-2H3/t16-,17+/m1/s1
InChI Key LSWVRWFSRJQEKB-SJORKVTESA-N
Classification
Compound class Synthetic organic
IUPAC Name
(3S,4R)-4-(6-chloro-3-oxo-1,2-benzoxazol-2-yl)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonitrile
Database Links
ChEMBL Ligand CHEMBL473744
GtoPdb PubChem SID 252827466
PubChem CID 42609940
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