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Compound Detail

CHEMBL487887

URSONIC ACID
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C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL487887
Name URSONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key MUCRYNWJQNHDJH-OADIDDRXSA-N
13
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

454.7
MW (Da)
7.30
ALogP
2
HBA
1
HBD
54.4
PSA (Ų)
0.42
QED
1
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 C30H46O3
MW 454.70
Aromatic Rings 0
Heavy Atoms 33
NP-Likeness 3.22

Activity Summary

IC50 22 meas. best 5.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.64 5.0667 2300.0 3
RAW264.7
CHEMBL612557
 IC50 5.31 5.31 4940.0 1
CCRF-CEM
CHEMBL382
 IC50 4.98 4.89 10400.0 2
A549
CHEMBL392
 IC50 4.82 4.56 15000.0 2
CEM-DNR
CHEMBL614547
 IC50 4.72 4.72 19000.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.62 4.62 24260.0 1
ADMET
CHEMBL612558
 IC50 4.62 4.62 24000.0 1
ASPC1
CHEMBL612588
 IC50 4.61 4.61 24500.0 1
Unchecked
CHEMBL612545
 IC50 4.57 4.4967 27000.0 3
Protease
CHEMBL2366517
 IC50 4.43 4.43 37500.0 1
HCT-116
CHEMBL394
 IC50 4.33 4.315 47000.0 2
MCF7
CHEMBL387
 IC50 4.25 4.25 56000.0 1
Glycogen phosphorylase, muscle form
CHEMBL4696
 IC50 4.24 4.24 57000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 2300.0 nM 5.64 Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay 26854375
RAW264.7 IC50 = 4940.0 nM 5.31 Inhibition of LPS-induced NO production in mouse RAW264.7 cells preincubated for... 28427811
CCRF-CEM IC50 = 10400.0 nM 4.98 Cytotoxicity against human CCRF-CEM cells incubated for 72 hrs by MTS assay 31677446
NON-PROTEIN TARGET IC50 = 13000.0 nM 4.89 Cytotoxicity against human THP1 cells after 48 hrs by MTT assay 26854375
A549 IC50 = 15000.0 nM 4.82 Cytotoxicity against human A549 cells after 48 hrs by MTT assay 26854375
CCRF-CEM IC50 = 16000.0 nM 4.8 Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viabilit... 36174412
CEM-DNR IC50 = 19000.0 nM 4.72 Cytotoxicity against human CEM-DNR cells assessed as reduction in cell viability... 36174412
NON-PROTEIN TARGET IC50 = 21440.0 nM 4.67 Cytotoxicity against human NTUB1 cells after 72 hrs by MTT assay 19758808
ADMET IC50 = 24000.0 nM 4.62 Cytotoxicity against human FR2 cells after 48 hrs by MTT assay 26854375
Plasmodium falciparum IC50 = 24260.0 nM 4.62 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 i... 29326018
ASPC1 IC50 = 24500.0 nM 4.61 Cytotoxicity against human AsPC1 cells after 72 hrs by MTT assay 22959527
Unchecked IC50 = 27000.0 nM 4.57 Cytotoxicity against human K562-Tax cells assessed as reduction in cell viabilit... 36174412
Unchecked IC50 = 34000.0 nM 4.47 Cytotoxicity against human CEM-DNR-bulk cells incubated for 72 hrs by MTS assay 31677446
Unchecked IC50 = 35500.0 nM 4.45 Cytotoxicity against human K562-TAX cells incubated for 72 hrs by MTS assay 31677446
Protease IC50 = 37500.0 nM 4.43 Inhibition of HIV1 protease 19493591
HCT-116 IC50 = 47000.0 nM 4.33 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 36174412
HCT-116 IC50 = 49700.0 nM 4.3 Cytotoxicity against human HCT116 cells incubated for 72 hrs by MTS assay 31677446
A549 IC50 = 50000.0 nM 4.3 Cytotoxicity against human A549 cells assessed as reduction in cell viability in... 36174412
MCF7 IC50 = 56000.0 nM 4.25 Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay 26854375
Glycogen phosphorylase, muscle form IC50 = 57000.0 nM 4.24 Inhibition of rabbit muscle glycogen phosphorylase A assessed as phosphate relea... 18517260

Literature References

PubMed DOI Target Context # Activities
28073673 10.1016/j.bmcl.2016.12.071 HL-60 8
32345458 10.1016/j.bmc.2020.115527 DNA topoisomerase I 5
26854375 10.1016/j.ejmech.2016.01.026 NON-PROTEIN TARGET 4
26854375 10.1016/j.ejmech.2016.01.026 MCF7 2
36174412 10.1016/j.ejmech.2022.114777 Unchecked 2
26854375 10.1016/j.ejmech.2016.01.026 A549 2
21439694 10.1016/j.ejmech.2011.02.053 Glycogen phosphorylase, muscle form 2
26854375 10.1016/j.ejmech.2016.01.026 ADMET 2
31677446 10.1016/j.ejmech.2019.111806 Unchecked 2
31677446 10.1016/j.ejmech.2019.111806 HCT-116 2
32345458 10.1016/j.bmc.2020.115527 MCF7 2
25537271 10.1016/j.bmcl.2014.12.021 HepG2 1
36174412 10.1016/j.ejmech.2022.114777 MRC5 1
25537271 10.1016/j.bmcl.2014.12.021 Staphylococcus aureus 1
25537271 10.1016/j.bmcl.2014.12.021 Pseudomonas fluorescens 1
25537271 10.1016/j.bmcl.2014.12.021 Escherichia coli 1
- 10.1007/s00044-012-0397-z Cathepsin D 1
22959527 10.1016/j.bmc.2012.08.010 ASPC1 1
19493591 10.1016/j.ejmech.2009.05.002 Protease 1
18192087 10.1016/j.ejmech.2007.11.021 Aromatase 1

Data from ChEMBL 36 via Core Engine