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Compound Detail

CHEMBL401989

ERASTIN
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CCOc1ccccc1-n1c(C(C)N2CCN(C(=O)COc3ccc(Cl)cc3)CC2)nc2ccccc2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL401989
Name ERASTIN
Phase Preclinical
Structure Type MOL
InChI Key BKQFRNYHFIQEKN-UHFFFAOYSA-N
24
Targets
49
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

547.1
MW (Da)
4.72
ALogP
7
HBA
0
HBD
76.9
PSA (Ų)
0.32
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H31ClN4O4
MW 547.06
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.38

Activity Summary

IC50 25 meas. best 6.85
EC50 23 meas. best 6.22
Kd 1 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-dependent anion-selective channel protein 2
CHEMBL6190
 Kd 7.0 7.0 100.0 1
Cystine/glutamate transporter
CHEMBL1075149
 IC50 6.85 6.75 140.0 3
Calu-1
CHEMBL613505
 IC50 6.85 6.125 140.0 2
HT-1080
CHEMBL614580
 IC50 6.7 5.8143 200.0 7
Hepa 1-6
CHEMBL6066745
 IC50 6.3 6.3 500.0 1
MC-38
CHEMBL612821
 IC50 6.3 6.3 500.0 1
Unchecked
CHEMBL612545
 IC50 6.3 6.25 500.0 2
HeLa
CHEMBL399
 EC50 6.22 6.22 600.0 1
C-33-A
CHEMBL2366313
 EC50 6.22 6.22 600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.2 6.2 625.0 1
BJ
CHEMBL614358
 IC50 6.05 5.578 900.0 5
ID8
CHEMBL6066801
 IC50 5.92 5.92 1200.0 1
HT-1080
CHEMBL614580
 EC50 5.7 5.7 2000.0 1
SVR
CHEMBL614869
 EC50 5.6 5.6 2500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.52 5.0575 3000.0 8
B16
CHEMBL381
 IC50 5.3 5.3 5000.0 1
SK-LMS-1
CHEMBL2366096
 EC50 5.22 5.22 6000.0 1
U2OS
CHEMBL615023
 EC50 5.22 5.22 6000.0 1
BJ
CHEMBL614358
 EC50 5.22 5.11 6000.0 2
LNCaP
CHEMBL612518
 EC50 5.22 5.22 6000.0 1
SK-ES1
CHEMBL613970
 EC50 5.16 5.16 7000.0 1
SK-N-MC
CHEMBL614163
 EC50 5.0 5.0 10000.0 1
U-937
CHEMBL612794
 EC50 5.0 5.0 10000.0 1
SJSA-1
CHEMBL2366298
 EC50 4.92 4.92 12000.0 1
HOS
CHEMBL614736
 EC50 4.77 4.77 17000.0 1
HT-29
CHEMBL384
 IC50 4.68 4.68 20890.0 1
A673
CHEMBL614517
 EC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.08333 hr Mus musculus
T1/2 0.06667 hr Homo sapiens
T1/2 0.05833 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Voltage-dependent anion-selective channel protein 2 Kd = 100.0 nM 7.0 Binding affinity to human VDAC2 17568748
Cystine/glutamate transporter IC50 = 140.0 nM 6.85 Inhibition of cystine/glutamate antiporter system xc- in human Calu1 cells asses... 30522056
Calu-1 IC50 = 140.0 nM 6.85 Induction of ferroptosis in human Calu-1 cells assessed as inhibition of (cystin... 36332549
HT-1080 IC50 = 200.0 nM 6.7 Induction of ferroptosis in human HT-1080 cells assessed as inhibition of (cysti... 36332549
Cystine/glutamate transporter IC50 = 200.0 nM 6.7 Inhibition of cystine/glutamate antiporter system xc- in human HT1080 cells asse... 30522056
Cystine/glutamate transporter IC50 = 200.0 nM 6.7 Inhibition of Xct in human CCF-STTG1 cells assessed as glutamate release after 2... 26231156
Hepa 1-6 IC50 = 500.0 nM 6.3 Cytotoxicity against mouse Hepa1-6 cells assessed as inhibition of cell growth i... 38306267
MC-38 IC50 = 500.0 nM 6.3 Cytotoxicity against mouse MC-38 cells assessed as reduction in cell viability i... 38306267
Unchecked IC50 = 500.0 nM 6.3 Cytotoxicity against mouse Hepa-1 cells assessed as reduction in cell viability ... 38306267
HeLa EC50 = 600.0 nM 6.22 Induction of cell death in human HeLa cells 17568748
C-33-A EC50 = 600.0 nM 6.22 Induction of cell death in human C33A cells 17568748
NON-PROTEIN TARGET IC50 = 625.0 nM 6.2 Growth inhibition of human RAS-G12V overexpressing BJeLR cells after 48 hrs by a... 26231156
Unchecked IC50 = 625.0 nM 6.2 Induction of ferroptosis in human BJeLR cells assessed as inhibition of (cystine... 36332549
BJ IC50 = 900.0 nM 6.05 Induction of cell death in human BJ cells expressing TERT, LT, ST and RAS G12V m... 17568748
BJ IC50 = 900.0 nM 6.05 Induction of cell death in human BJ cells expressing TERT, LT, ST and RAS G12V m... 17568748
HT-1080 IC50 = 1000.0 nM 6.0 Induction of cell death in human HT1080 cells in presence of PD-98059 by trypan ... 17568748
ID8 IC50 = 1200.0 nM 5.92 Cytotoxicity against mouse ID8 cells assessed as inhibition of cell viability me... 38306267
HT-1080 IC50 = 1300.0 nM 5.89 Induction of cell death in human HT1080 cells in presence of MEK inhibitor 2 by ... 17568748
HT-1080 IC50 = 1520.0 nM 5.82 Lethality in human HT-1080 cells assessed as inhibition of cell viability incuba... 36410168
BJ IC50 = 2000.0 nM 5.7 Induction of cell death in human BJ cells expressing TERT, LT, ST and RAS G12V m... 17568748

Literature References

PubMed DOI Target Context # Activities
17568748 10.1038/nature05859 BJ 21
17568748 10.1038/nature05859 NON-PROTEIN TARGET 17
17568748 10.1038/nature05859 HT-1080 12
17568748 10.1038/nature05859 Mitogen-activated protein kinase; ERK1/ERK2 12
35282680 10.1021/acs.jmedchem.1c01775 A549 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
17568748 10.1038/nature05859 A673 4
17568748 10.1038/nature05859 HeLa 4
36410168 10.1016/j.ejmech.2022.114905 ADMET 4
39145486 10.1021/acs.jmedchem.4c00729 PC-9 3
22832321 10.1016/j.bmcl.2012.06.077 NON-PROTEIN TARGET 3
26231156 10.1016/j.bmcl.2015.07.018 NON-PROTEIN TARGET 3
22832321 10.1016/j.bmcl.2012.06.077 Unchecked 2
17568748 10.1038/nature05859 LNCaP 2
17568748 10.1038/nature05859 SK-LMS-1 2
17568748 10.1038/nature05859 SJSA-1 2
17568748 10.1038/nature05859 HOS 2
17568748 10.1038/nature05859 U-937 2
17568748 10.1038/nature05859 SK-N-MC 2
30522056 10.1016/j.ejmech.2018.11.066 Cystine/glutamate transporter 2

Data from ChEMBL 36 via Core Engine