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Compound Detail

CHEMBL3358557

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Cc1cc(=O)oc2cc(OCCOc3no[n+]([O-])c3S(=O)(=O)c3ccccc3)ccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3358557
Phase Preclinical
Structure Type MOL
InChI Key LXAIPMNZUHIOOZ-UHFFFAOYSA-N
15
Targets
38
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

444.4
MW (Da)
2.01
ALogP
9
HBA
0
HBD
135.8
PSA (Ų)
0.24
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H16N2O8S
MW 444.42
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -0.91

Activity Summary

IC50 38 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A2780
CHEMBL614004
 IC50 7.85 7.74 14.0 3
MM1.S
CHEMBL4296471
 IC50 7.68 7.68 21.0 1
A549
CHEMBL392
 IC50 7.62 7.48 24.0 2
Unchecked
CHEMBL612545
 IC50 7.6 6.9263 24.9 8
MV4-11
CHEMBL613835
 IC50 7.55 7.55 28.3 1
HUVEC
CHEMBL613979
 IC50 7.47 6.7033 34.0 3
NCI/ADR-RES
CHEMBL613829
 IC50 7.36 7.08 43.8 2
SK-OV-3
CHEMBL614925
 IC50 7.33 7.33 47.3 1
HeLa
CHEMBL399
 IC50 7.28 7.245 53.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.21 6.4975 62.0 4
MDA-MB-231
CHEMBL400
 IC50 7.07 6.9525 85.5 4
WI-38
CHEMBL614391
 IC50 7.05 6.325 90.0 2
KB
CHEMBL398
 IC50 6.9 6.9 127.0 1
MCF7
CHEMBL387
 IC50 6.35 6.21 445.0 2
MCF-10A
CHEMBL614321
 IC50 6.18 6.14 660.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A2780 IC50 = 14.0 nM 7.85 Antiproliferative activity against human A2780 cells after 48 hrs by MTT assay 25350923
A2780 IC50 = 20.6 nM 7.69 Antiproliferative activity against human A2780 cells assessed as cell growth inh... 35737669
MM1.S IC50 = 21.0 nM 7.68 Antiproliferative activity against human MM1S cells after 72 hrs by MTS assay 29795767
A2780 IC50 = 20.9 nM 7.68 Antiproliferative activity against human A2780 cells after 48 hrs by MTT assay 29795767
A549 IC50 = 24.0 nM 7.62 Antiproliferative activity against human A549 cells after 48 hrs by MTT assay 25350923
Unchecked IC50 = 24.9 nM 7.6 Antiproliferative activity against human KBV cells after 48 hrs by MTT assay 29795767
MV4-11 IC50 = 28.3 nM 7.55 Antiproliferative activity against human MV411 cells after 72 hrs by MTS assay 29795767
HUVEC IC50 = 34.0 nM 7.47 Antiproliferative activity against HUVEC after 48 hrs by MTT assay 25350923
Unchecked IC50 = 41.1 nM 7.39 Antiproliferative activity against human OVCA429 cells after 48 hrs by MTT assay 29795767
NCI/ADR-RES IC50 = 43.8 nM 7.36 Antiproliferative activity against human MCF7/ADR cells assessed as cell growth ... 35737669
A549 IC50 = 45.8 nM 7.34 Antiproliferative activity against human A549 cells after 48 hrs by MTT assay 29795767
SK-OV-3 IC50 = 47.3 nM 7.33 Antiproliferative activity against human SKOV3 cells after 48 hrs by MTT assay 29795767
HeLa IC50 = 53.0 nM 7.28 Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay 25350923
NON-PROTEIN TARGET IC50 = 62.0 nM 7.21 Antiproliferative activity against human A2780/CDDP cells after 48 hrs by MTT as... 25350923
HeLa IC50 = 62.2 nM 7.21 Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay 29795767
Unchecked IC50 = 74.4 nM 7.13 Antiproliferative activity against human A2780/CDDP cells assessed as cell growt... 35737669
NON-PROTEIN TARGET IC50 = 83.0 nM 7.08 Antiproliferative activity against human SKOV3 cells after 48 hrs by MTT assay 25350923
MDA-MB-231 IC50 = 85.5 nM 7.07 Antiproliferative activity against human MDA-MB-231 cells assessed as cell growt... 35737669
Unchecked IC50 = 85.9 nM 7.07 Antiproliferative activity against human MDA-MB-231/Gem cells after 48 hrs by MT... 29795767
MDA-MB-231 IC50 = 85.9 nM 7.07 Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by MTT as... 29795767

Literature References

PubMed DOI Target Context # Activities
25350923 10.1021/jm500613m Mus musculus 32
25350923 10.1021/jm500613m A2780 21
29795767 10.1021/acsmedchemlett.8b00125 Unchecked 10
25350923 10.1021/jm500613m NON-PROTEIN TARGET 4
25350923 10.1021/jm500613m MDA-MB-231 4
35737669 10.1021/acs.jmedchem.2c00608 Unchecked 4
25350923 10.1021/jm500613m HUVEC 3
25350923 10.1021/jm500613m Dual specificity mitogen-activated protein kinase kinase 1 3
35737669 10.1021/acs.jmedchem.2c00608 A2780 2
25350923 10.1021/jm500613m Unchecked 2
29795767 10.1021/acsmedchemlett.8b00125 A2780 2
29795767 10.1021/acsmedchemlett.8b00125 MDA-MB-231 1
29795767 10.1021/acsmedchemlett.8b00125 MM1.S 1
29795767 10.1021/acsmedchemlett.8b00125 MV4-11 1
35737669 10.1021/acs.jmedchem.2c00608 No relevant target 1
29795767 10.1021/acsmedchemlett.8b00125 HeLa 1
29795767 10.1021/acsmedchemlett.8b00125 SK-OV-3 1
29795767 10.1021/acsmedchemlett.8b00125 A549 1
25350923 10.1021/jm500613m HeLa 1
29795767 10.1021/acsmedchemlett.8b00125 MCF7 1

Data from ChEMBL 36 via Core Engine