Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL480627

CYCLOPIAZONIC ACID
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC(=O)C1=C(O)[C@@H]2[C@H]3c4c[nH]c5cccc(c45)C[C@H]3C(C)(C)N2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL480627
Name CYCLOPIAZONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key SZINUGQCTHLQAZ-DQYPLSBCSA-N
3
Targets
9
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

336.4
MW (Da)
2.83
ALogP
3
HBA
2
HBD
73.4
PSA (Ų)
0.79
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H20N2O3
MW 336.39
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 1.36

Activity Summary

IC50 8 meas. best 8.0
Ki 1 meas. best 5.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.0 7.46 10.0 2
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
CHEMBL3136
 Ki 5.75 5.75 1800.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.49 5.3617 3240.0 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 10.0 nM 8.0 Inhibition of Heliothis virescens SERCA expressed in Sf9 cells assessed as ATP d... 21719297
Unchecked IC50 = 120.0 nM 6.92 Inhibition of rabbit hind leg tissue microsomes ATPase activity of SERCA assesse... 19117760
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 Ki = 1800.0 nM 5.75 Inhibition of SERCA1a (unknown origin) ATPase activity 29292225
Plasmodium falciparum IC50 = 3240.0 nM 5.49 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone3... 20813948
Plasmodium falciparum IC50 = 3417.0 nM 5.47 Antimalarial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR gre... 20813948
Plasmodium falciparum IC50 = 3460.0 nM 5.46 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone1... 20813948
Plasmodium falciparum IC50 = 4160.0 nM 5.38 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone2... 20813948
Plasmodium falciparum IC50 = 4900.0 nM 5.31 Antimalarial activity against Plasmodium falciparum FcB1 29292225
Plasmodium falciparum IC50 = 8800.0 nM 5.06 Antimalarial activity against Plasmodium falciparum 3D7 29292225

Literature References

PubMed DOI Target Context # Activities
18024584 10.1073/pnas.0709695104 H4 11
20813948 10.1126/science.1193225 Plasmodium falciparum 4
29292225 10.1016/j.bmcl.2017.12.050 Plasmodium falciparum 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
18334299 10.1016/j.bmc.2008.02.069 Rattus norvegicus 1
19117760 10.1016/j.bmc.2008.12.010 Unchecked 1
16792408 10.1021/np060073h Ileum 1
21719297 10.1016/j.bmc.2011.06.001 Unchecked 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
26428873 10.1016/j.bmcl.2015.09.044 HeLa S3 1
29292225 10.1016/j.bmcl.2017.12.050 Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine