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Compound Detail

CHEMBL5422297

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

Basic Information

ChEMBL ID CHEMBL5422297
Phase Preclinical
Structure Type MOL
InChI Key HKXSBJJCHBFTMB-UHFFFAOYSA-N
4
Targets
10
Activities
2
Assay Types
7
PK Parameters
18
Publications
0
Known Names

Molecular Properties

381.8
MW (Da)
3.52
ALogP
5
HBA
0
HBD
57.2
PSA (Ų)
0.74
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17ClFNO5
MW 381.79
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.91

Activity Summary

IC50 9 meas. best 8.0
Ki 1 meas. best 6.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-468
CHEMBL614335
 IC50 8.0 8.0 10.0 1
MDA-MB-231
CHEMBL400
 IC50 7.92 7.0033 12.0 6
BT-549
CHEMBL614072
 IC50 7.12 7.12 75.0 1
Phospholipid hydroperoxide glutathione peroxidase GPX4
CHEMBL4295754
 IC50 6.92 6.92 120.0 1
Phospholipid hydroperoxide glutathione peroxidase GPX4
CHEMBL4295754
 Ki 6.2 6.2 630.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12.1 ng.hr.mL-1 Rattus norvegicus
CL 416.29 mL.min-1.g-1 Homo sapiens
CL 13.83 mL.min-1.kg-1 Rattus norvegicus
Cmax 13633.15 nM Rattus norvegicus
T1/2 0.05567 hr Homo sapiens
T1/2 1.9 hr Rattus norvegicus
Tmax 0.85 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-468 IC50 = 10.0 nM 8.0 Antiproliferative activity against human MDA-MB-468 cells assessed as inhibition... 37452764
MDA-MB-231 IC50 = 12.0 nM 7.92 Antiproliferative activity against human MDA-MB-231 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 = 22.0 nM 7.66 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
MDA-MB-231 IC50 = 31.0 nM 7.51 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
BT-549 IC50 = 75.0 nM 7.12 Antiproliferative activity against human BT-549 cells assessed as inhibition of ... 37452764
Phospholipid hydroperoxide glutathione peroxidase GPX4 IC50 = 120.0 nM 6.92 Inhibition of GPX4 (unknown origin) incubated for 1 hrs in presence of glutathio... 37452764
Phospholipid hydroperoxide glutathione peroxidase GPX4 Ki = 630.0 nM 6.2 Covalent inhibition of GPX4 (unknown origin) assessed as inhibition constant inc... 37452764
MDA-MB-231 IC50 = 2570.0 nM 5.59 Induction of ferroptosis in human MDA-MB-231 cells assessed as cell viability in... 37452764
MDA-MB-231 IC50 = 2570.0 nM 5.59 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 54
37452764 10.1021/acs.jmedchem.3c00967 ADMET 22
37452764 10.1021/acs.jmedchem.3c00967 Phospholipid hydroperoxide glutathione peroxidase GPX4 15
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