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Compound Detail

CHEMBL409854

SALIGCINNAMIDE
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C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](N(C)C(=O)/C=C/c5ccccc5)CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C

Basic Information

ChEMBL ID CHEMBL409854
Name SALIGCINNAMIDE
Phase Preclinical
Structure Type MOL
InChI Key QRUDUXILSDZJOY-URJXLLGMSA-N
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

490.8
MW (Da)
7.14
ALogP
2
HBA
0
HBD
23.6
PSA (Ų)
0.41
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C33H50N2O
MW 490.78
Aromatic Rings 1
Heavy Atoms 36
NP-Likeness 1.40

Activity Summary

IC50 3 meas. best 5.32
Ki 2 meas. best 5.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholinesterase
CHEMBL1914
IC50 5.32 5.32 4840.0 1
Cholinesterase
CHEMBL1914
Ki 5.18 5.18 6600.0 1
Acetylcholinesterase
CHEMBL4780
Ki 4.91 4.91 12200.0 1
Acetylcholinesterase
CHEMBL220
IC50 4.71 4.71 19498.5 1
Acetylcholinesterase
CHEMBL4780
IC50 4.7 4.7 19900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
14584959 10.1021/jm0309194 Acetylcholinesterase 2
14584959 10.1021/jm0309194 Cholinesterase 2
14643329 10.1016/j.bmcl.2003.09.034 Acetylcholinesterase 1
9548847 10.1021/np970294a Klebsiella pneumoniae 1
9548847 10.1021/np970294a Proteus mirabilis 1
9548847 10.1021/np970294a Pseudomonas aeruginosa 1
9548847 10.1021/np970294a Staphylococcus aureus 1
9548847 10.1021/np970294a Streptococcus pyogenes 1
9548847 10.1021/np970294a Salmonella typhi 1
9548847 10.1021/np970294a Shigella boydii 1

Data from ChEMBL 36 via Core Engine