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Compound Detail

CHEMBL1802509

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COc1cc(OC)cc(OS(=O)(=O)c2ccc(N3CCNC3=O)cc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1802509
Phase Preclinical
Structure Type MOL
InChI Key YRRQRWSARAVDMI-UHFFFAOYSA-N
17
Targets
24
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
2.00
ALogP
6
HBA
1
HBD
94.2
PSA (Ų)
0.77
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 C17H18N2O6S
MW 378.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.02

Activity Summary

IC50 24 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HT-1080
CHEMBL614580
 IC50 8.64 8.345 2.3 4
MCF7
CHEMBL387
 IC50 8.4 8.2 4.0 2
M21
CHEMBL614117
 IC50 8.37 8.37 4.3 1
CHO-TAX 5-6
CHEMBL614559
 IC50 8.28 8.28 5.2 1
SK-BR-3
CHEMBL613834
 IC50 8.26 8.26 5.5 1
L1210
CHEMBL386
 IC50 8.19 8.19 6.4 1
MDA-MB-468
CHEMBL614335
 IC50 8.19 8.19 6.5 1
SK-OV-3
CHEMBL614925
 IC50 8.17 8.17 6.8 1
CCRF-CEM
CHEMBL382
 IC50 8.15 8.15 7.1 1
CHO
CHEMBL613853
 IC50 8.14 8.14 7.3 1
K562
CHEMBL385
 IC50 8.12 8.12 7.5 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.11 7.9167 7.8 3
HT-29
CHEMBL384
 IC50 8.1 8.1 8.0 1
T47D
CHEMBL614361
 IC50 8.06 8.06 8.7 1
MDA-MB-231
CHEMBL400
 IC50 8.0 7.925 10.0 2
CHO-VV 3-2
CHEMBL614560
 IC50 7.82 7.82 15.0 1
DU-145
CHEMBL613508
 IC50 7.6 7.6 25.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HT-1080 IC50 = 2.3 nM 8.64 Antiproliferative activity against human HT1080 cells transfected with CYP1A1 af... 28535350
MCF7 IC50 = 4.0 nM 8.4 Antiproliferative activity against human MCF7 cells after 72 hrs by SRB assay 28535350
HT-1080 IC50 = 4.2 nM 8.38 Antiproliferative activity against human HT1080 cells transfected with pCMV6-AC ... 28535350
M21 IC50 = 4.3 nM 8.37 Antiproliferative activity against human M21 cells after 48 hrs by sulforhodamin... 21604746
CHO-TAX 5-6 IC50 = 5.2 nM 8.28 Antiproliferative activity against paclitaxel-resistant CHO-TAX 5-6 cells after ... 21604746
HT-1080 IC50 = 5.4 nM 8.27 Antiproliferative activity against human wild type HT1080 cells after 72 hrs by ... 28535350
SK-BR-3 IC50 = 5.5 nM 8.26 Antiproliferative activity against ER/PR deficient and HER2 expressing human SKB... 28535350
L1210 IC50 = 6.4 nM 8.19 Antiproliferative activity against mouse L1210 cells after 48 hrs by sulforhodam... 21604746
MDA-MB-468 IC50 = 6.5 nM 8.19 Antiproliferative activity against ER/PR/HER2 deficient human MDA-MB-468 cells a... 28535350
SK-OV-3 IC50 = 6.8 nM 8.17 Antiproliferative activity against human SKOV3 cells after 48 hrs by sulforhodam... 21604746
CCRF-CEM IC50 = 7.1 nM 8.15 Antiproliferative activity against human CEM cells after 48 hrs by sulforhodamin... 21604746
CHO IC50 = 7.3 nM 8.14 Antiproliferative activity against CHO cells after 48 hrs by sulforhodamine B as... 21604746
K562 IC50 = 7.5 nM 8.12 Antiproliferative activity against human K562 cells after 48 hrs by sulforhodami... 21604746
NON-PROTEIN TARGET IC50 = 7.8 nM 8.11 Antiproliferative activity against mouse P388D1 cells after 48 hrs by sulforhoda... 21604746
HT-29 IC50 = 8.0 nM 8.1 Antiproliferative activity against human HT-29 cells after 48 hrs by sulforhodam... 21604746
HT-1080 IC50 = 8.2 nM 8.09 Antiproliferative activity against human HT1080 cells after 48 hrs by sulforhoda... 21604746
T47D IC50 = 8.7 nM 8.06 Antiproliferative activity against ER/PR/HER2 expressing human T47D cells after ... 28535350
NON-PROTEIN TARGET IC50 = 9.2 nM 8.04 Antiproliferative activity against multidrug-resistant human CEM/VLB cells after... 21604746
MCF7 IC50 = 10.0 nM 8.0 Antiproliferative activity against human MCF7 cells after 48 hrs by sulforhodami... 21604746
MDA-MB-231 IC50 = 10.0 nM 8.0 Antiproliferative activity against ER/PR/HER2 deficient human MDA-MB-231 cells a... 28535350

Literature References

PubMed DOI Target Context # Activities
21604746 10.1021/jm200488a M21 5
28535350 10.1021/acs.jmedchem.7b00343 Unchecked 4
28535350 10.1021/acs.jmedchem.7b00343 HT-1080 4
21604746 10.1021/jm200488a NON-PROTEIN TARGET 3
21604746 10.1021/jm200488a HT-1080 2
21604746 10.1021/jm200488a CHO-VV 3-2 2
21604746 10.1021/jm200488a CHO-TAX 5-6 2
21604746 10.1021/jm200488a CCRF-CEM 1
21604746 10.1021/jm200488a HT-29 1
21604746 10.1021/jm200488a MCF7 1
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-468 1
28535350 10.1021/acs.jmedchem.7b00343 MDA-MB-231 1
21604746 10.1021/jm200488a ADMET 1
21604746 10.1021/jm200488a CEM-VLB 1
21604746 10.1021/jm200488a Unchecked 1
21604746 10.1021/jm200488a SK-OV-3 1
21604746 10.1021/jm200488a MDA-MB-231 1
21604746 10.1021/jm200488a DU-145 1
21604746 10.1021/jm200488a L1210 1
21604746 10.1021/jm200488a K562 1

Data from ChEMBL 36 via Core Engine