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Compound Detail

CHEMBL487258

CYNARIN
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O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@@](OC(=O)/C=C/c2ccc(O)c(O)c2)(C(=O)O)C[C@@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL487258
Name CYNARIN
Phase Preclinical
Structure Type MOL
InChI Key YDDUMTOHNYZQPO-RVXRWRFUSA-N

Known Names

NSC-91529
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

516.5
MW (Da)
1.03
ALogP
11
HBA
7
HBD
211.3
PSA (Ų)
0.16
QED
3
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C25H24O12
MW 516.46
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness 1.67

Activity Summary

IC50 1 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 integrase
CHEMBL3471
IC50 5.8 5.8 1600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
3430163 10.1021/np50052a004 Hepatocyte 8
6677713 10.1021/np50030a003 Hepatocyte 6
25497988 10.1016/j.bmcl.2014.11.054 RAW264.7 4
20014752 10.1021/tx900326k Hepatotoxicity 3
16539370 10.1021/jm0509039 Jurkat 3
28248102 10.1021/acs.jnatprod.6b01026 SH-SY5Y 3
3430163 10.1021/np50052a004 Unchecked 2
3430163 10.1021/np50052a004 Alanine aminotransferase 1 2
30030001 10.1016/j.bmc.2018.07.014 B16-F1 2
30030001 10.1016/j.bmc.2018.07.014 Unchecked 2
19427202 10.1016/j.bmcl.2009.04.083 Tyrosine-protein kinase Lck 1
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma brucei 1
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma brucei brucei 1
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma cruzi 1
19427202 10.1016/j.bmcl.2009.04.083 Signal transducer and activator of transcription 5B 1
19427202 10.1016/j.bmcl.2009.04.083 Signal transducer and activator of transcription 3 1
19427202 10.1016/j.bmcl.2009.04.083 Signal transducer and activator of transcription 1-alpha/beta 1
19427202 10.1016/j.bmcl.2009.04.083 Proto-oncogene tyrosine-protein kinase Src 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 1
9986720 10.1021/jm9804735 Human immunodeficiency virus type 1 integrase 1

Data from ChEMBL 36 via Core Engine