CGS-27023A   

GtoPdb Ligand ID: 8846

Synonyms: CGS 27023A | CGS27023A | MMI270
Compound class: Synthetic organic
Comment: CGS-27023A is reported as a potent pan-inhibitor of matrix metalloproteinases [2].
Note that CGS-27023A imay be used experimentally as the hydrochloride salt (PubChem CID 9888897).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 117.21
Molecular weight 393.14
XLogP 1.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES ONC(=O)C(N(S(=O)(=O)c1ccc(cc1)OC)Cc1cccnc1)C(C)C
Isomeric SMILES ONC(=O)[C@H](N(S(=O)(=O)c1ccc(cc1)OC)Cc1cccnc1)C(C)C
InChI InChI=1S/C18H23N3O5S/c1-13(2)17(18(22)20-23)21(12-14-5-4-10-19-11-14)27(24,25)16-8-6-15(26-3)7-9-16/h4-11,13,17,23H,12H2,1-3H3,(H,20,22)/t17-/m1/s1
InChI Key BSIZUMJRKYHEBR-QGZVFWFLSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
MMP25 Hs Inhibitor Inhibition 8.8 pIC50 - 2
pIC50 8.8 (IC50 1.5x10-9 M) [2]
MMP9 Hs Inhibitor Inhibition 8.3 pIC50 - 2
pIC50 8.3 (IC50 4.8x10-9 M) [2]
MMP8 Hs Inhibitor Inhibition 8.1 pIC50 - 2
pIC50 8.1 (IC50 7.7x10-9 M) [2]
MMP3 Hs Inhibitor Inhibition 7.8 pIC50 - 2
pIC50 7.8 (IC50 1.6x10-8 M) [2]
MMP14 Hs Inhibitor Inhibition 7.6 pIC50 - 2
pIC50 7.6 (IC50 2.3x10-8 M) [2]
MMP2 Hs Inhibitor Inhibition 7.6 pIC50 - 2
pIC50 7.6 (IC50 2.5x10-8 M) [2]
MMP1 Hs Inhibitor Inhibition 7.3 pIC50 - 2
pIC50 7.3 (IC50 5.6x10-8 M) [2]