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Compound Detail

CHEMBL5415644

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COc1cc(N(C(=O)CBr)c2ccc3c(c2)OCCO3)cc(OC)c1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5415644
Phase Preclinical
Structure Type MOL
InChI Key RKMUVAANQXYLLV-UHFFFAOYSA-N
4
Targets
10
Activities
2
Assay Types
2
PK Parameters
18
Publications
0
Known Names

Molecular Properties

426.2
MW (Da)
3.67
ALogP
5
HBA
0
HBD
57.2
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17BrFNO5
MW 426.24
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.84

Activity Summary

IC50 9 meas. best 8.1
Ki 1 meas. best 6.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 8.1 7.0767 8.0 6
MDA-MB-468
CHEMBL614335
 IC50 7.92 7.92 12.0 1
BT-549
CHEMBL614072
 IC50 7.47 7.47 34.0 1
Phospholipid hydroperoxide glutathione peroxidase GPX4
CHEMBL4295754
 IC50 6.89 6.89 130.0 1
Phospholipid hydroperoxide glutathione peroxidase GPX4
CHEMBL4295754
 Ki 6.23 6.23 590.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1744.99 mL.min-1.g-1 Homo sapiens
T1/2 0.01317 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 8.0 nM 8.1 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 37452764
MDA-MB-468 IC50 = 12.0 nM 7.92 Antiproliferative activity against human MDA-MB-468 cells assessed as inhibition... 37452764
MDA-MB-231 IC50 = 18.0 nM 7.75 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
MDA-MB-231 IC50 = 25.0 nM 7.6 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
MDA-MB-231 IC50 = 30.0 nM 7.52 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
BT-549 IC50 = 34.0 nM 7.47 Antiproliferative activity against human BT-549 cells assessed as inhibition of ... 37452764
Phospholipid hydroperoxide glutathione peroxidase GPX4 IC50 = 130.0 nM 6.89 Inhibition of GPX4 (unknown origin) incubated for 1 hrs in presence of glutathio... 37452764
Phospholipid hydroperoxide glutathione peroxidase GPX4 Ki = 590.0 nM 6.23 Covalent inhibition of GPX4 (unknown origin) assessed as inhibition constant inc... 37452764
MDA-MB-231 IC50 = 1750.0 nM 5.76 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
MDA-MB-231 IC50 = 1850.0 nM 5.73 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764

Literature References

PubMed DOI Target Context # Activities
37452764 10.1021/acs.jmedchem.3c00967 MDA-MB-231 46
37452764 10.1021/acs.jmedchem.3c00967 ADMET 18
37452764 10.1021/acs.jmedchem.3c00967 Phospholipid hydroperoxide glutathione peroxidase GPX4 5
37452764 10.1021/acs.jmedchem.3c00967 BT-549 2
37452764 10.1021/acs.jmedchem.3c00967 MDA-MB-468 2
37452764 10.1021/acs.jmedchem.3c00967 No relevant target 1
37452764 10.1021/acs.jmedchem.3c00967 L02 1
37452764 10.1021/acs.jmedchem.3c00967 MCF-10A 1
37452764 10.1021/acs.jmedchem.3c00967 K562 1
37452764 10.1021/acs.jmedchem.3c00967 HeLa 1
37452764 10.1021/acs.jmedchem.3c00967 U-87 MG 1
37452764 10.1021/acs.jmedchem.3c00967 Hep 3B2 1
37452764 10.1021/acs.jmedchem.3c00967 HepG2 1
37452764 10.1021/acs.jmedchem.3c00967 A549 1
37452764 10.1021/acs.jmedchem.3c00967 HT-29 1
37452764 10.1021/acs.jmedchem.3c00967 MCF7 1
37452764 10.1021/acs.jmedchem.3c00967 4T1 1
37452764 10.1021/acs.jmedchem.3c00967 Unchecked 1

Data from ChEMBL 36 via Core Engine