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Compound Detail

CHEMBL71263

VADIMEZAN
🧪 Phase III
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🧪 Phase III
Cc1ccc2c(=O)c3cccc(CC(=O)O)c3oc2c1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL71263
Name VADIMEZAN
Phase Phase III
Structure Type MOL
InChI Key XGOYIMQSIKSOBS-UHFFFAOYSA-N

Known Names

AS-1404 ASA-404 ASA404 DMXAA NSC-640488 Vadimezan
10
Targets
36
Activities
3
Assay Types
0
PK Parameters
20
Publications
6
Known Names
5
Indications

Molecular Properties

282.3
MW (Da)
3.19
ALogP
3
HBA
1
HBD
67.5
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C17H14O4
MW 282.30
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 0.13

Indications

Carcinoma, Non-Small-Cell Lung Lung Neoplasms Prostatic Neoplasms, Castration-Resistant Urinary Bladder Neoplasms Neoplasms

Activity Summary

IC50 29 meas. best 5.92
Kd 4 meas. best 6.89
EC50 3 meas. best 4.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Stimulator of interferon genes protein
CHEMBL4523311
 Kd 6.89 6.6433 130.0 3
Stimulator of interferon genes protein
CHEMBL4523311
 IC50 5.92 5.92 1200.0 1
Unchecked
CHEMBL612545
 Kd 5.7 5.7 1990.0 1
MCF7
CHEMBL387
 IC50 4.92 4.425 11890.0 4
MDA-MB-231
CHEMBL400
 IC50 4.92 4.47 12120.0 4
Stimulator of interferon genes protein
CHEMBL4523311
 EC50 4.82 4.53 15000.0 3
K562
CHEMBL385
 IC50 4.72 4.4 19140.0 3
HepG2
CHEMBL395
 IC50 4.67 4.67 21250.0 1
COLO 320
CHEMBL614257
 IC50 4.4 4.4 39500.0 1
NIH3T3
CHEMBL614822
 IC50 4.17 4.17 67800.0 1
Stimulator of interferon genes protein
CHEMBL4523377
 IC50 4.05 4.05 89000.0 1
A549
CHEMBL392
 IC50 4.04 4.04 91000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Stimulator of interferon genes protein Kd = 130.0 nM 6.89 Competitive binding affinity to mouse C-terminal STING domain (139 to 378 residu... 32206239
Stimulator of interferon genes protein Kd = 130.0 nM 6.89 Binding affinity to mouse STING by ITC assay 31820978
Stimulator of interferon genes protein Kd = 710.0 nM 6.15 Binding affinity to mouse STING assessed as dissociation constant 35671593
Stimulator of interferon genes protein IC50 = 1200.0 nM 5.92 Displacement of fluorescein-labelled probe from wild type mouse His-tagged STING... 35108011
Unchecked Kd = 1990.0 nM 5.7 Binding affinity to human STING S162A/Q2661 double mutant assessed as dissociati... 35671593
MDA-MB-231 IC50 = 12120.0 nM 4.92 Antiproliferative activity against human MDA-MB-231 cells co-treated with pyrano... 29129511
MCF7 IC50 = 11890.0 nM 4.92 Antiproliferative activity against human MCF7 cells co-treated with pyranoxantho... 29129511
Stimulator of interferon genes protein EC50 = 15000.0 nM 4.82 Binding affinity to wild type mouse His-tagged STING cytoplasmic domain (155 to ... 35108011
K562 IC50 = 19140.0 nM 4.72 Antiproliferative activity against human K562 cells co-treated with pyranoxantho... 29129511
HepG2 IC50 = 21250.0 nM 4.67 Antiproliferative activity against human HepG2 cells co-treated with pyranoxanth... 29129511
Stimulator of interferon genes protein EC50 = 35200.0 nM 4.45 Activation of STING in mouse RAW-Lucia ISG cells assessed as induction of type I... 27783523
COLO 320 IC50 = 39500.0 nM 4.4 Antiproliferative activity against human COLO320 cells after 48 hrs by CCK8 assa... 28376372
MDA-MB-231 IC50 = 48420.0 nM 4.32 Growth inhibition of human MDA-MB-231 cells after 24 hrs by MTT assay 29609121
MDA-MB-231 IC50 = 48440.0 nM 4.32 Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT as... 29129511
MDA-MB-231 IC50 = 48400.0 nM 4.32 Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by CCK8 a... 28376372
Stimulator of interferon genes protein EC50 = 48000.0 nM 4.32 Agonist activity at STING in mouse RAW-Lucia ISG cells assessed as IRF reporter ... 35108011
MCF7 IC50 = 54400.0 nM 4.26 Antiproliferative activity against human MCF7 cells after 48 hrs by CCK8 assay 28376372
MCF7 IC50 = 54410.0 nM 4.26 Antiproliferative activity against human MCF7 cells after 24 hrs by MTT assay 29129511
MCF7 IC50 = 54400.0 nM 4.26 Growth inhibition of human MCF7 cells after 24 hrs by MTT assay 29609121
K562 IC50 = 57400.0 nM 4.24 Antiproliferative activity against human K562 cells after 48 hrs by CCK8 assay 28376372

Literature References

PubMed DOI Target Context # Activities
28376372 10.1016/j.ejmech.2017.03.068 MDA-MB-231 21
29129511 10.1016/j.ejmech.2017.10.074 HepG2 17
35108011 10.1021/acs.jmedchem.1c01986 Stimulator of interferon genes protein 15
27783523 10.1021/acs.jmedchem.6b01300 Stimulator of interferon genes protein 8
35108011 10.1021/acs.jmedchem.1c01986 ADMET 5
38091891 10.1016/j.ejmech.2023.116018 Stimulator of interferon genes protein 4
- 10.1039/C3MD00372H NON-PROTEIN TARGET 3
24518295 10.1016/j.bmc.2014.01.042 A549 3
12383019 10.1021/jm020929p ADMET 3
35108011 10.1021/acs.jmedchem.1c01986 MC-38 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
24518295 10.1016/j.bmc.2014.01.042 PBMC 2
24518295 10.1016/j.bmc.2014.01.042 ADMET 2
28376372 10.1016/j.ejmech.2017.03.068 L02 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
12904070 10.1021/jm030771o Unchecked 2
29129511 10.1016/j.ejmech.2017.10.074 K562 2
29129511 10.1016/j.ejmech.2017.10.074 MDA-MB-231 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
29129511 10.1016/j.ejmech.2017.10.074 MCF7 2

Data from ChEMBL 36 via Core Engine