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

CHEMBL1802510

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
COc1cc(OS(=O)(=O)c2ccc(N3CCNC3=O)cc2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1802510
Phase Preclinical
Structure Type MOL
InChI Key UPRHZERWUHIPQE-UHFFFAOYSA-N
18
Targets
40
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

408.4
MW (Da)
2.01
ALogP
7
HBA
1
HBD
103.4
PSA (Ų)
0.70
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 C18H20N2O7S
MW 408.43
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.86

Activity Summary

IC50 40 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HT-1080
CHEMBL614580
 IC50 8.77 8.43 1.7 5
K562
CHEMBL385
 IC50 8.6 8.6 2.5 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.57 8.21 2.7 3
CHO-TAX 5-6
CHEMBL614559
 IC50 8.52 8.52 3.0 1
SK-BR-3
CHEMBL613834
 IC50 8.52 8.515 3.0 2
MCF7
CHEMBL387
 IC50 8.51 8.1783 3.1 6
HT-29
CHEMBL384
 IC50 8.4 8.0667 4.0 3
M21
CHEMBL614117
 IC50 8.4 8.0667 4.0 3
MDA-MB-468
CHEMBL614335
 IC50 8.34 8.1467 4.6 3
L1210
CHEMBL386
 IC50 8.27 8.27 5.4 1
HaCaT
CHEMBL614392
 IC50 8.22 8.22 6.0 1
SK-OV-3
CHEMBL614925
 IC50 8.21 8.21 6.1 1
T47D
CHEMBL614361
 IC50 8.21 8.05 6.2 2
MDA-MB-231
CHEMBL400
 IC50 8.19 7.87 6.4 4
CCRF-CEM
CHEMBL382
 IC50 8.15 8.15 7.1 1
CHO
CHEMBL613853
 IC50 8.13 8.13 7.4 1
CHO-VV 3-2
CHEMBL614560
 IC50 8.09 8.09 8.2 1
DU-145
CHEMBL613508
 IC50 8.07 8.07 8.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HT-1080 IC50 = 1.7 nM 8.77 Antiproliferative activity against human HT1080 cells transfected with CYP1A1 af... 28535350
K562 IC50 = 2.5 nM 8.6 Antiproliferative activity against human K562 cells after 48 hrs by sulforhodami... 21604746
NON-PROTEIN TARGET IC50 = 2.7 nM 8.57 Antiproliferative activity against mouse P388D1 cells after 48 hrs by sulforhoda... 21604746
CHO-TAX 5-6 IC50 = 3.0 nM 8.52 Antiproliferative activity against paclitaxel-resistant CHO-TAX 5-6 cells after ... 21604746
SK-BR-3 IC50 = 3.0 nM 8.52 Antiproliferative activity against ER/PR-negative HER2-positive human SK-BR-3 ce... 36780426
SK-BR-3 IC50 = 3.1 nM 8.51 Antiproliferative activity against ER/PR deficient and HER2 expressing human SKB... 28535350
MCF7 IC50 = 3.1 nM 8.51 Antiproliferative activity against human MCF7 cells after 72 hrs by SRB assay 28535350
HT-1080 IC50 = 3.3 nM 8.48 Antiproliferative activity against human HT1080 cells transfected with pCMV6-AC ... 28535350
MCF7 IC50 = 3.4 nM 8.47 Antiproliferative activity against ER/PR/HER2-positive human MCF7 cells assessed... 36780426
HT-1080 IC50 = 3.6 nM 8.44 Antiproliferative activity against human wild type HT1080 cells after 72 hrs by ... 28535350
M21 IC50 = 4.0 nM 8.4 Antiproliferative activity against human M21 cells after 48 hrs by sulforhodamin... 21604746
M21 IC50 = 4.0 nM 8.4 Antiproliferative activity against human M21 cells assessed as reduction in cell... 33472119
HT-29 IC50 = 4.0 nM 8.4 Antiproliferative activity against human HT-29 cells assessed as reduction in ce... 33472119
HT-29 IC50 = 4.0 nM 8.4 Antiproliferative activity against human HT-29 cells after 48 hrs by sulforhodam... 21604746
MDA-MB-468 IC50 = 4.6 nM 8.34 Antiproliferative activity against ER/PR/HER2 deficient human MDA-MB-468 cells a... 28535350
MCF7 IC50 = 5.0 nM 8.3 Antiproliferative activity against human MCF7 cells after 48 hrs by sulforhodami... 21604746
MCF7 IC50 = 5.0 nM 8.3 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 33472119
MDA-MB-468 IC50 = 5.3 nM 8.28 Antiproliferative activity against ER/PR/HER2-negative human MDA-MB-468 cells as... 36780426
L1210 IC50 = 5.4 nM 8.27 Antiproliferative activity against mouse L1210 cells after 48 hrs by sulforhodam... 21604746
HT-1080 IC50 = 5.9 nM 8.23 Antiproliferative activity against human HT-1080 cells assessed as reduction in ... 33472119

Literature References

PubMed DOI Target Context # Activities
28535350 10.1021/acs.jmedchem.7b00343 Unchecked 7
28535350 10.1021/acs.jmedchem.7b00343 HT-1080 7
36780426 10.1021/acs.jmedchem.2c01268 Unchecked 6
21604746 10.1021/jm200488a M21 5
28535350 10.1021/acs.jmedchem.7b00343 MCF7 5
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-468 5
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-231 5
36780426 10.1021/acs.jmedchem.2c01268 MCF7 5
38614151 10.1016/j.bmcl.2024.129745 MCF7 4
21604746 10.1021/jm200488a NON-PROTEIN TARGET 3
34839998 10.1016/j.ejmech.2021.114003 MCF7 3
38614151 10.1016/j.bmcl.2024.129745 ADMET 3
36780426 10.1021/acs.jmedchem.2c01268 ADMET 3
36780426 10.1021/acs.jmedchem.2c01268 HT-1080 3
21604746 10.1021/jm200488a HT-1080 2
21604746 10.1021/jm200488a CHO-TAX 5-6 2
21604746 10.1021/jm200488a CHO-VV 3-2 2
38614151 10.1016/j.bmcl.2024.129745 Tubulin 1
21604746 10.1021/jm200488a K562 1
21604746 10.1021/jm200488a CHO 1

Data from ChEMBL 36 via Core Engine