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Compound Detail

CHEMBL518243

LITHOSPERMIC ACID
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O=C(/C=C/c1ccc(O)c2c1[C@H](C(=O)O)[C@@H](c1ccc(O)c(O)c1)O2)O[C@H](Cc1ccc(O)c(O)c1)C(=O)O

Basic Information

ChEMBL ID CHEMBL518243
Name LITHOSPERMIC ACID
Phase Preclinical
Structure Type MOL
InChI Key UJZQBMQZMKFSRV-RGKBJLTCSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

538.5
MW (Da)
2.77
ALogP
10
HBA
7
HBD
211.3
PSA (Ų)
0.13
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H22O12
MW 538.46
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness 1.36

Activity Summary

IC50 3 meas. best 6.0
Ki 3 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 12
CHEMBL3242
Ki 8.32 8.32 4.8 1
Carbonic anhydrase 4
CHEMBL3729
Ki 7.0 7.0 101.2 1
Carbonic anhydrase 7
CHEMBL2326
Ki 6.57 6.57 268.3 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.0 6.0 1000.0 1
Unchecked
CHEMBL612545
IC50 5.7 5.7 2000.0 1
72 kDa type IV collagenase
CHEMBL1075175
IC50 4.99 4.99 10200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19217780 10.1016/j.bmcl.2009.01.052 HaCaT 6
12027757 10.1021/np010538y NON-PROTEIN TARGET 2
19217780 10.1016/j.bmcl.2009.01.052 Unchecked 1
19711986 10.1021/np800781t 72 kDa type IV collagenase 1
26498393 10.1016/j.bmc.2015.10.018 Carbonic anhydrase 1 1
26498393 10.1016/j.bmc.2015.10.018 Carbonic anhydrase 2 1
26498393 10.1016/j.bmc.2015.10.018 Carbonic anhydrase 4 1
26498393 10.1016/j.bmc.2015.10.018 Carbonic anhydrase 7 1
26498393 10.1016/j.bmc.2015.10.018 Carbonic anhydrase 12 1
27676157 10.1021/acs.jmedchem.6b00461 Unchecked 1

Data from ChEMBL 36 via Core Engine