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Compound Detail

CHEMBL469654

PRUNIN
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O=C1C[C@@H](c2ccc(O)cc2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL469654
Name PRUNIN
Phase Preclinical
Structure Type MOL
InChI Key DLIKSSGEMUFQOK-SFTVRKLSSA-N
6
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

434.4
MW (Da)
-0.02
ALogP
10
HBA
6
HBD
166.1
PSA (Ų)
0.39
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H22O10
MW 434.40
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 2.16

Activity Summary

IC50 7 meas. best 5.52
EC50 3 meas. best 4.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuraminidase
CHEMBL6135
 IC50 5.52 5.43 3000.0 2
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 4.76 4.76 17500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.74 4.74 18060.0 1
Radical scavenging activity
CHEMBL613712
 EC50 4.39 4.39 40600.0 1
RAW264.7
CHEMBL612557
 IC50 4.37 4.37 42600.0 1
Solute carrier organic anion transporter family member 2B1
CHEMBL1743124
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuraminidase IC50 = 3000.0 nM 5.52 Inhibition of Influenza A virus (A/Puerto Rico/8/1934(H1N1)) neuraminidase by ch... 24313801
Neuraminidase IC50 = 4530.0 nM 5.34 Inhibition of oseltamivir-resistant Influenza A virus H1N1 B/55/08 neuraminidase... 24313801
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 17500.0 nM 4.76 Inhibition of PTP1B (unknown origin) using pNPP as substrate pretreated for 10 m... 28454670
NON-PROTEIN TARGET EC50 = 18060.0 nM 4.74 Antioxidant activity assessed as ABTS radical scavenging activity 20932762
Radical scavenging activity EC50 = 40600.0 nM 4.39 Antioxidant activity of the compound assessed as DPPH radical scavenging activit... 20932762
RAW264.7 IC50 = 42600.0 nM 4.37 Antiinflammatory activity against mouse RAW264.7 cells assessed as Inhibition of... 20121165
Solute carrier organic anion transporter family member 2B1 IC50 = 100000.0 nM 4.0 Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition... 37252098

Literature References

PubMed DOI Target Context # Activities
2045817 10.1021/np50073a022 Rattus norvegicus 4
37252098 10.1039/d3md00078h Solute carrier organic anion transporter family member 2B1 4
24313801 10.1021/np400817j Neuraminidase 4
20121165 10.1021/np9004294 RAW264.7 2
34403725 10.1016/j.bmcl.2021.128326 3T3-L1 2
20932762 10.1016/j.bmcl.2010.09.086 NON-PROTEIN TARGET 2
28454670 10.1016/j.bmcl.2017.04.054 HepG2 2
15205350 10.1158/0008-5472.can-04-0078 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
24313801 10.1021/np400817j Influenza A virus 2
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
3379415 10.1021/np50056a030 Xanthine dehydrogenase/oxidase 1
28454670 10.1016/j.bmcl.2017.04.054 Unchecked 1
28454670 10.1016/j.bmcl.2017.04.054 Tyrosine-protein phosphatase non-receptor type 1 1
- 10.1021/np50040a007 Sporotrichum 1
24313801 10.1021/np400817j MDCK 1
15679328 10.1021/np0497907 Hepatocyte 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
20932762 10.1016/j.bmcl.2010.09.086 H9c2 1
20932762 10.1016/j.bmcl.2010.09.086 Radical scavenging activity 1
20121165 10.1021/np9004294 Radical scavenging activity 1

Data from ChEMBL 36 via Core Engine