Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4078072

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCCN1CCN(c2ccc(S(=O)(=O)Oc3cc(OC)c(OC)c(OC)c3)cc2)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4078072
Phase Preclinical
Structure Type MOL
InChI Key XUEJZYKHBJYFNX-UHFFFAOYSA-N
11
Targets
24
Activities
2
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

464.5
MW (Da)
3.52
ALogP
7
HBA
0
HBD
94.6
PSA (Ų)
0.50
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28N2O7S
MW 464.54
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.89

Activity Summary

IC50 22 meas. best 8.7
Ki 2 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SK-BR-3
CHEMBL613834
 IC50 8.7 8.7 2.0 1
MCF7
CHEMBL387
 IC50 8.26 7.755 5.5 4
HT-1080
CHEMBL614580
 IC50 8.22 6.285 6.0 6
MDA-MB-468
CHEMBL614335
 IC50 8.0 7.61 10.0 2
T47D
CHEMBL614361
 IC50 7.7 7.7 20.0 1
Cytochrome P450 1A1
CHEMBL2231
 Ki 6.85 6.56 140.0 2
M21
CHEMBL614117
 IC50 5.62 5.49 2400.0 3
HEK293
CHEMBL614818
 IC50 5.55 5.55 2800.0 1
HaCaT
CHEMBL614392
 IC50 5.54 5.54 2900.0 1
HT-29
CHEMBL384
 IC50 5.44 5.405 3600.0 2
MDA-MB-231
CHEMBL400
 IC50 5.22 5.22 6000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 115.0 mL.min-1.g-1 Homo sapiens
CL 15.0 mL.min-1.g-1 Homo sapiens
CL 77.0 mL.min-1.g-1 Mus musculus
CL 77.0 mL.min-1.g-1 Rattus norvegicus
T1/2 0.2 hr Homo sapiens
T1/2 1.533 hr Homo sapiens
T1/2 0.3 hr Mus musculus
T1/2 0.3017 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SK-BR-3 IC50 = 2.0 nM 8.7 Antiproliferative activity against ER/PR deficient and HER2 expressing human SKB... 28535350
MCF7 IC50 = 5.5 nM 8.26 Antiproliferative activity against human MCF7 cells after 72 hrs by SRB assay 28535350
HT-1080 IC50 = 6.0 nM 8.22 Antiproliferative activity against human HT-1080 cells expressing CYP1A1 assesse... 36780426
MCF7 IC50 = 10.0 nM 8.0 Antiproliferative activity against human MCF7 cells after 48 hrs by SRB assay 28535350
MDA-MB-468 IC50 = 10.0 nM 8.0 Antiproliferative activity against ER/PR/HER2 deficient human MDA-MB-468 cells a... 28535350
HT-1080 IC50 = 13.0 nM 7.89 Antiproliferative activity against human HT1080 cells transfected with CYP1A1 af... 28535350
T47D IC50 = 20.0 nM 7.7 Antiproliferative activity against ER/PR/HER2 expressing human T47D cells after ... 28535350
MCF7 IC50 = 29.0 nM 7.54 Antiproliferative activity against human MCF7 cells expressing CYP1A1 assessed a... 36780426
MCF7 IC50 = 60.0 nM 7.22 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 34839998
MDA-MB-468 IC50 = 60.0 nM 7.22 Antiproliferative activity against CYP1A1 expressing human MDA-MB-468 cells asse... 34839998
Cytochrome P450 1A1 Ki = 140.0 nM 6.85 Binding affinity to human CYP1A1 assessed as inhibition of conversion of 7-ethoi... 36780426
Cytochrome P450 1A1 Ki = 540.0 nM 6.27 Inhibition of human supersomes CYP1A1-mediated 7-ethoxyresorufin conversion to f... 28535350
HT-1080 IC50 = 820.0 nM 6.09 Antiproliferative activity against human HT-1080 cells transfected with empty ve... 36780426
HT-1080 IC50 = 1200.0 nM 5.92 Antiproliferative activity against human HT-1080 cells assessed as cell growth i... 36780426
M21 IC50 = 2400.0 nM 5.62 Antiproliferative activity against human M21 cells assessed as cell growth inhib... 36780426
HEK293 IC50 = 2800.0 nM 5.55 Antiproliferative activity against human HEK293 cells assessed as inhibition of ... 34839998
HaCaT IC50 = 2900.0 nM 5.54 Antiproliferative activity against human HaCaT cells assessed as inhibition of c... 34839998
HT-29 IC50 = 3600.0 nM 5.44 Antiproliferative activity against human HT-29 cells after 48 hrs by SRB assay 28535350
M21 IC50 = 3700.0 nM 5.43 Antiproliferative activity against human M21 cells assessed as inhibition of cel... 34839998
M21 IC50 = 3800.0 nM 5.42 Antiproliferative activity against human M21 cells after 48 hrs by SRB assay 28535350

Literature References

PubMed DOI Target Context # Activities
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-468 17
28535350 10.1021/acs.jmedchem.7b00343 MCF7 9
28535350 10.1021/acs.jmedchem.7b00343 Unchecked 9
36780426 10.1021/acs.jmedchem.2c01268 ADMET 9
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-231 7
28535350 10.1021/acs.jmedchem.7b00343 HT-1080 7
36780426 10.1021/acs.jmedchem.2c01268 HT-1080 6
34839998 10.1016/j.ejmech.2021.114003 ADMET 5
34839998 10.1016/j.ejmech.2021.114003 Unchecked 5
28535350 10.1021/acs.jmedchem.7b00343 Cytochrome P450 1A1 4
36780426 10.1021/acs.jmedchem.2c01268 MCF7 4
34839998 10.1016/j.ejmech.2021.114003 MCF7 4
36780426 10.1021/acs.jmedchem.2c01268 Unchecked 4
28535350 10.1021/acs.jmedchem.7b00343 T47D 2
28535350 10.1021/acs.jmedchem.7b00343 SK-BR-3 2
28535350 10.1021/acs.jmedchem.7b00343 Cytochrome P450 1B1 1
34839998 10.1016/j.ejmech.2021.114003 HT-29 1
28535350 10.1021/acs.jmedchem.7b00343 Liver 1
28535350 10.1021/acs.jmedchem.7b00343 Cytochrome P450 3A4 1
28535350 10.1021/acs.jmedchem.7b00343 M21 1

Data from ChEMBL 36 via Core Engine