S-4048   Click here for help

GtoPdb Ligand ID: 8845

Synonyms: S 4048
Compound class: Synthetic organic
Comment: S-4048 is a chlorogenic acid (PubChem CID 1794427) derivative which acts as a very potent inhibitor of glucose-6-phosphate translocase (G6P T1; SLC37A4). SLC37A4 acts as a gatekeeper to transport glucose 6-phosphate into the endoplasmic reticulum and therefore plays an important role in the regulation of blood glucose levels.
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 9
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 144
Molecular weight 603.18
XLogP 4.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(C=C(n1cnc2c1cccn2)c1ccccc1)OC1CC(OCC2CC2c2ccc(cc2)Cl)(CC(C1O)O)C(=O)O
Isomeric SMILES O=C(/C=C(\n1cnc2c1cccn2)/c1ccccc1)O[C@@H]1C[C@@](OC[C@@H]2C[C@@H]2c2ccc(cc2)Cl)(C[C@H]([C@H]1O)O)C(=O)O
InChI InChI=1S/C32H30ClN3O7/c33-22-10-8-19(9-11-22)23-13-21(23)17-42-32(31(40)41)15-26(37)29(39)27(16-32)43-28(38)14-25(20-5-2-1-3-6-20)36-18-35-30-24(36)7-4-12-34-30/h1-12,14,18,21,23,26-27,29,37,39H,13,15-17H2,(H,40,41)/b25-14-/t21-,23+,26+,27+,29+,32-/m0/s1
InChI Key MYXPHMOLFCUDIL-MLFVSVOESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S,3R,4R,5R)-1-[[(1R,2S)-2-(4-chlorophenyl)cyclopropyl]methoxy]-3,4-dihydroxy-5-[(Z)-3-imidazo[4,5-b]pyridin-1-yl-3-phenylprop-2-enoyl]oxycyclohexane-1-carboxylic acid
Synonyms Click here for help
S 4048
Database Links Click here for help
CAS Registry No. 173534-37-7 (source: PubChem)
ChEMBL Ligand CHEMBL236247
GtoPdb PubChem SID 252827502
PubChem CID 9873573
Search Google for chemical match using the InChIKey MYXPHMOLFCUDIL-MLFVSVOESA-N
Search Google for chemicals with the same backbone MYXPHMOLFCUDIL
Search UniChem for chemical match using the InChIKey MYXPHMOLFCUDIL-MLFVSVOESA-N
Search UniChem for chemicals with the same backbone MYXPHMOLFCUDIL