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Compound Detail

CHEMBL553851

23,24-DIHYDROCUCURBITACIN B
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CC(=O)OC(C)(C)CCC(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@H](O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C

Basic Information

ChEMBL ID CHEMBL553851
Name 23,24-DIHYDROCUCURBITACIN B
Phase Preclinical
Structure Type MOL
InChI Key QZJJDOYZVRUEDY-NRNCYQGDSA-N
2
Targets
3
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

560.7
MW (Da)
3.72
ALogP
8
HBA
3
HBD
138.2
PSA (Ų)
0.33
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C32H48O8
MW 560.73
Aromatic Rings 0
Heavy Atoms 40
NP-Likeness 2.87

Activity Summary

IC50 3 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549
CHEMBL392
IC50 4.92 4.81 12090.0 2
MCF7
CHEMBL387
IC50 4.33 4.33 46300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25756299 10.1021/acs.jnatprod.5b00054 Heat shock protein HSP90 7
22472043 10.1016/j.bmc.2012.03.001 A549 3
18088099 10.1021/np0704396 Human immunodeficiency virus 1 1
18088099 10.1021/np0704396 C8166 1
18088099 10.1021/np0704396 Unchecked 1
19348465 10.1021/np800692t A549 1
19348465 10.1021/np800692t Bel-7402 1
19348465 10.1021/np800692t Signal transducer and activator of transcription 3 1
25756299 10.1021/acs.jnatprod.5b00054 MCF7 1
30183289 10.1021/acs.jnatprod.8b00461 Acetylcholinesterase 1
33269591 10.1021/acs.jnatprod.0c00364 Unchecked 1

Data from ChEMBL 36 via Core Engine