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Compound Detail

CHEMBL1592124

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CSc1ccc(COC(=O)c2cc([N+](=O)[O-])ccc2N2CCOCC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1592124
Phase Preclinical
Structure Type MOL
InChI Key VPXGOSNPXCNGAI-UHFFFAOYSA-N
11
Targets
18
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

388.4
MW (Da)
3.51
ALogP
7
HBA
0
HBD
81.9
PSA (Ų)
0.32
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20N2O5S
MW 388.45
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.69

Activity Summary

IC50 14 meas. best 8.0
EC50 4 meas. best 6.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 8.0 8.0 10.0 1
A-431
CHEMBL614069
 IC50 8.0 8.0 10.0 1
H22
CHEMBL614998
 IC50 7.6 7.6 25.0 1
HCT-8
CHEMBL613510
 IC50 7.57 7.115 27.0 2
MDA-MB-231
CHEMBL400
 IC50 7.51 7.51 31.0 1
HepG2
CHEMBL395
 IC50 7.48 7.48 33.0 1
L02
CHEMBL4296457
 IC50 7.36 7.36 44.0 1
Bel-7402
CHEMBL614279
 IC50 7.25 6.91 56.0 2
K562/VCR
CHEMBL4296450
 IC50 6.53 6.53 297.0 1
BJ
CHEMBL614358
 EC50 6.42 6.19 385.0 3
Unchecked
CHEMBL612545
 EC50 6.18 6.18 653.0 1
Unchecked
CHEMBL612545
 IC50 5.77 5.27 1700.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A-431 IC50 = 10.0 nM 8.0 Antiproliferative activity against human A-431 cells assessed as reduction in ce... 33676300
K562 IC50 = 10.0 nM 8.0 Antiproliferative activity against human K562 cells assessed as reduction in cel... 33676300
H22 IC50 = 25.0 nM 7.6 Antiproliferative activity against mouse H22 cells assessed as reduction in cell... 33676300
HCT-8 IC50 = 27.0 nM 7.57 Antiproliferative activity against human HCT-8 cells assessed as reduction in ce... 33676300
MDA-MB-231 IC50 = 31.0 nM 7.51 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 33676300
HepG2 IC50 = 33.0 nM 7.48 Antiproliferative activity against human HepG2 cells assessed as reduction in ce... 33676300
L02 IC50 = 44.0 nM 7.36 Cytotoxicity against human L02 cells assessed as reduction in cell viability inc... 33676300
Bel-7402 IC50 = 56.0 nM 7.25 Antiproliferative activity against human Bel-7402 cells assessed as reduction in... 33676300
HCT-8 IC50 = 221.0 nM 6.66 Antiproliferative activity against taxol-resistant human HCT-8 cells assessed as... 33676300
Bel-7402 IC50 = 268.0 nM 6.57 Antiproliferative activity against ADR-resistant human Bel-7402 cells assessed a... 33676300
K562/VCR IC50 = 297.0 nM 6.53 Antiproliferative activity against VCR resistant human K562/VCR cells assessed a... 33676300
BJ EC50 = 385.0 nM 6.42 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
BJ EC50 = 652.0 nM 6.19 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Unchecked EC50 = 653.0 nM 6.18 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
BJ EC50 = 1090.0 nM 5.96 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Comp... -
Unchecked IC50 = 1700.0 nM 5.77 PUBCHEM_BIOASSAY: Dose response counterscreen of uHTS chemical inhibitors of T-c... -
Unchecked IC50 = 2990.0 nM 5.52 Inhibition of pig brain tubulin polymerisation incubated for 30 mins and measure... 33676300
Unchecked IC50 = 30000.0 nM 4.52 PUBCHEM_BIOASSAY: Dose Response selectivity of uHTS chemical inhibitors of T-cel... -

Literature References

PubMed DOI Target Context # Activities
33676300 10.1016/j.ejmech.2021.113316 Unchecked 6
33676300 10.1016/j.ejmech.2021.113316 HCT-8 2
33676300 10.1016/j.ejmech.2021.113316 H22 2
33676300 10.1016/j.ejmech.2021.113316 Bel-7402 2
33676300 10.1016/j.ejmech.2021.113316 ADMET 2
33676300 10.1016/j.ejmech.2021.113316 A-431 1
33676300 10.1016/j.ejmech.2021.113316 HepG2 1
33676300 10.1016/j.ejmech.2021.113316 K562 1
33676300 10.1016/j.ejmech.2021.113316 MDA-MB-231 1
33676300 10.1016/j.ejmech.2021.113316 L02 1
33676300 10.1016/j.ejmech.2021.113316 K562/VCR 1

Data from ChEMBL 36 via Core Engine