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Compound Detail

CHEMBL241608

CALYCOSIN
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COc1ccc(-c2coc3cc(O)ccc3c2=O)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL241608
Name CALYCOSIN
Phase Preclinical
Structure Type MOL
InChI Key ZZAJQOPSWWVMBI-UHFFFAOYSA-N
6
Targets
10
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

284.3
MW (Da)
2.88
ALogP
5
HBA
2
HBD
79.9
PSA (Ų)
0.76
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H12O5
MW 284.27
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 1.01

Activity Summary

IC50 10 meas. best 4.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.9 4.9 12700.0 1
N9
CHEMBL613516
 IC50 4.76 4.76 17430.0 1
BV-2
CHEMBL614781
 IC50 4.4 4.4 39560.0 1
U-937
CHEMBL612794
 IC50 4.37 4.3333 43000.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.01 4.01 98000.0 1
Leishmania donovani
CHEMBL367
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei brucei IC50 = 12700.0 nM 4.9 Antitrypanosomal activity against Trypanosoma brucei brucei MITat 1.2 variant 22... 16441066
N9 IC50 = 17430.0 nM 4.76 Antineuroinflammatory activity in mouse N9 cells assessed as inhibition of LPS-i... 28073678
BV-2 IC50 = 39560.0 nM 4.4 Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-... 28911817
U-937 IC50 = 43000.0 nM 4.37 Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay 17158054
U-937 IC50 = 48000.0 nM 4.32 Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay 17158054
U-937 IC50 = 49000.0 nM 4.31 Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay 17158054
NON-PROTEIN TARGET IC50 = 98000.0 nM 4.01 Cytotoxicity against mouse colon 26-L5 cells after 72 hrs by MTT assay 18440233
Leishmania donovani IC50 = 100000.0 nM 4.0 Antileishmanial activity against Leishmania donovani MHOM/SD/62/IS-CL2D axenic a... 16441066

Literature References

PubMed DOI Target Context # Activities
26620254 10.1016/j.bmcl.2015.11.005 H9c2 6
19928832 10.1021/np900676y MCF7 4
19928832 10.1021/np900676y T47D 4
28073678 10.1016/j.bmcl.2016.12.075 N9 3
18440233 10.1016/j.bmc.2008.04.016 NON-PROTEIN TARGET 3
17158054 10.1016/j.bmc.2006.09.024 U-937 3
26620254 10.1016/j.bmcl.2015.11.005 Estrogen receptor 2
25592708 10.1016/j.bmcl.2014.12.012 RAW264.7 2
28911817 10.1016/j.bmcl.2017.08.047 BV-2 2
19299148 10.1016/j.bmc.2009.02.050 Plasmodium falciparum 2
19931462 10.1016/j.bmc.2009.10.063 Unchecked 2
16441066 10.1021/np0502600 Unchecked 1
38056304 10.1016/j.ejmech.2023.115965 Alpha-synuclein 1
16441066 10.1021/np0502600 PC-3 1
16441066 10.1021/np0502600 Vero 1
16441066 10.1021/np0502600 Trypanosoma brucei brucei 1
16441066 10.1021/np0502600 Leishmania donovani 1
18440233 10.1016/j.bmc.2008.04.016 HT-1080 1
18440233 10.1016/j.bmc.2008.04.016 HeLa 1
18440233 10.1016/j.bmc.2008.04.016 A549 1

Data from ChEMBL 36 via Core Engine