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Compound Detail

CHEMBL365306

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C=C1C(=O)O[C@]23C[C@H]1CCC(CO)=C2C(=O)C=C3C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL365306
Phase Preclinical
Structure Type MOL
InChI Key SPZKJZJNPQNEKT-BMIGLBTASA-N
8
Targets
26
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

260.3
MW (Da)
1.46
ALogP
4
HBA
1
HBD
63.6
PSA (Ų)
0.57
QED
0
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 C15H16O4
MW 260.29
Aromatic Rings 0
Heavy Atoms 19
NP-Likeness 3.30

Activity Summary

IC50 26 meas. best 6.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
 IC50 6.58 6.58 260.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.58 5.7857 260.0 7
ZR-75-1
CHEMBL614393
 IC50 6.22 6.09 600.0 3
MCF7
CHEMBL387
 IC50 6.16 6.0867 700.0 3
A-431
CHEMBL614069
 IC50 6.05 5.92 900.0 3
HEp-2
CHEMBL614735
 IC50 5.96 5.89 1100.0 3
OVCAR-3
CHEMBL614213
 IC50 5.75 5.7167 1800.0 3
SW872
CHEMBL2366302
 IC50 5.66 5.5733 2200.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 IC50 = 260.0 nM 6.58 Cytotoxicity against human HL-60 cells after 5 hrs by MTT assay 10425121
NON-PROTEIN TARGET IC50 = 260.0 nM 6.58 Cytotoxicity against human GTB cells after 5 hrs by MTT assay 10425121
ZR-75-1 IC50 = 600.0 nM 6.22 Cytotoxicity against human ZR-75-1 cells after 24 hrs by [3H]thymidine incorpora... 10425121
MCF7 IC50 = 700.0 nM 6.16 Cytotoxicity against human MCF7 cells after 48 hrs by [3H]thymidine incorporatio... 10425121
MCF7 IC50 = 800.0 nM 6.1 Cytotoxicity against human MCF7 cells after 24 hrs by [3H]thymidine incorporatio... 10425121
A-431 IC50 = 900.0 nM 6.05 Cytotoxicity against human A431 cells after 72 hrs by [3H]thymidine incorporatio... 10425121
ZR-75-1 IC50 = 900.0 nM 6.05 Cytotoxicity against human ZR-75-1 cells after 48 hrs by [3H]thymidine incorpora... 10425121
MCF7 IC50 = 1000.0 nM 6.0 Cytotoxicity against human MCF7 cells after 72 hrs by [3H]thymidine incorporatio... 10425121
ZR-75-1 IC50 = 1000.0 nM 6.0 Cytotoxicity against human ZR-75-1 cells after 72 hrs by [3H]thymidine incorpora... 10425121
HEp-2 IC50 = 1100.0 nM 5.96 Cytotoxicity against human HEP2 cells after 72 hrs by [3H]thymidine incorporatio... 10425121
NON-PROTEIN TARGET IC50 = 1200.0 nM 5.92 Cytotoxicity against human SK MEL28 cells after 72 hrs by [3H]thymidine incorpor... 10425121
A-431 IC50 = 1300.0 nM 5.89 Cytotoxicity against human A431 cells after 48 hrs by [3H]thymidine incorporatio... 10425121
HEp-2 IC50 = 1300.0 nM 5.89 Cytotoxicity against human HEP2 cells after 48 hrs by [3H]thymidine incorporatio... 10425121
A-431 IC50 = 1500.0 nM 5.82 Cytotoxicity against human A431 cells after 24 hrs by [3H]thymidine incorporatio... 10425121
HEp-2 IC50 = 1500.0 nM 5.82 Cytotoxicity against human HEP2 cells after 24 hrs by [3H]thymidine incorporatio... 10425121
OVCAR-3 IC50 = 1800.0 nM 5.75 Cytotoxicity against human OVCAR-3 cells after 72 hrs by [3H]thymidine incorpora... 10425121
NON-PROTEIN TARGET IC50 = 1800.0 nM 5.75 Cytotoxicity against human SK37 cells after 72 hrs by [3H]thymidine incorporatio... 10425121
OVCAR-3 IC50 = 1900.0 nM 5.72 Cytotoxicity against human OVCAR-3 cells after 24 hrs by [3H]thymidine incorpora... 10425121
OVCAR-3 IC50 = 2100.0 nM 5.68 Cytotoxicity against human OVCAR-3 cells after 48 hrs by [3H]thymidine incorpora... 10425121
SW872 IC50 = 2200.0 nM 5.66 Cytotoxicity against human SW872 cells after 48 hrs by [3H]thymidine incorporati... 10425121

Literature References

PubMed DOI Target Context # Activities
10425121 10.1021/np990058v NON-PROTEIN TARGET 7
10425121 10.1021/np990058v A-431 3
10425121 10.1021/np990058v HEp-2 3
10425121 10.1021/np990058v MCF7 3
10425121 10.1021/np990058v OVCAR-3 3
10425121 10.1021/np990058v SW872 3
10425121 10.1021/np990058v ZR-75-1 3
15537359 10.1021/jm049937r Nuclear factor NF-kappa-B complex 1
16570920 10.1021/jm051125n Transcription factor p65 1
10425121 10.1021/np990058v HL-60 1

Data from ChEMBL 36 via Core Engine