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Compound Detail

CHEMBL5404116

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O=C(Nc1ccc(OS(=O)(=O)c2ccccc2)cc1)C12CC3CC(CC(C3)C1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5404116
Phase Preclinical
Structure Type MOL
InChI Key NYTJZFKTUQYXEN-UHFFFAOYSA-N
45
Targets
45
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

411.5
MW (Da)
4.61
ALogP
4
HBA
1
HBD
72.5
PSA (Ų)
0.73
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H25NO4S
MW 411.52
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.96

Activity Summary

IC50 45 meas. best 6.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 6.5 6.5 320.0 1
HT-29
CHEMBL384
 IC50 6.4 6.4 400.0 1
RPMI-8226
CHEMBL614882
 IC50 6.4 6.4 400.0 1
SR
CHEMBL614300
 IC50 6.24 6.24 580.0 1
Carbonic anhydrase 2
CHEMBL205
 IC50 6.06 6.06 880.0 1
COLO 205
CHEMBL614561
 IC50 6.06 6.06 870.0 1
SF-539
CHEMBL614860
 IC50 6.02 6.02 960.0 1
HCT-15
CHEMBL612263
 IC50 6.0 6.0 1000.0 1
Carbonic anhydrase 9
CHEMBL3594
 IC50 5.99 5.99 1020.0 1
Autotaxin
CHEMBL3691
 IC50 5.87 5.87 1350.0 1
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
CHEMBL5925
 IC50 5.87 5.87 1360.0 1
HOP-92
CHEMBL613889
 IC50 5.73 5.73 1870.0 1
SW-620
CHEMBL612262
 IC50 5.71 5.71 1970.0 1
A498
CHEMBL614516
 IC50 5.69 5.69 2040.0 1
KM12
CHEMBL614709
 IC50 5.68 5.68 2100.0 1
HCT-116
CHEMBL394
 IC50 5.6 5.6 2500.0 1
PC-3
CHEMBL390
 IC50 5.54 5.54 2900.0 1
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3
CHEMBL5580
 IC50 5.52 5.52 3000.0 1
SK-MEL-5
CHEMBL614922
 IC50 5.51 5.51 3120.0 1
BT-549
CHEMBL614072
 IC50 5.49 5.49 3240.0 1
MCF7
CHEMBL387
 IC50 5.49 5.49 3260.0 1
T47D
CHEMBL614361
 IC50 5.45 5.45 3570.0 1
MDA-MB-231
CHEMBL400
 IC50 5.42 5.42 3790.0 1
786-0
CHEMBL613102
 IC50 5.42 5.42 3800.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.42 5.42 3800.0 1
NCI-H522
CHEMBL614387
 IC50 5.36 5.36 4360.0 1
LOX IMVI
CHEMBL614096
 IC50 5.36 5.36 4380.0 1
U-251
CHEMBL615022
 IC50 5.32 5.32 4810.0 1
RXF 393
CHEMBL614886
 IC50 5.29 5.29 5120.0 1
HCC 2998
CHEMBL613855
 IC50 5.26 5.26 5480.0 1
NCI/ADR-RES
CHEMBL613829
 IC50 5.24 5.24 5750.0 1
NCI-H460
CHEMBL396
 IC50 5.21 5.21 6100.0 1
UACC-62
CHEMBL614610
 IC50 5.19 5.19 6470.0 1
NCI-H23
CHEMBL614997
 IC50 5.17 5.17 6680.0 1
A549
CHEMBL392
 IC50 5.16 5.16 6900.0 1
CAKI-1
CHEMBL614067
 IC50 5.15 5.15 7080.0 1
Hs-578T
CHEMBL614645
 IC50 5.14 5.14 7290.0 1
SNB-75
CHEMBL614451
 IC50 5.14 5.14 7160.0 1
M14
CHEMBL614317
 IC50 5.14 5.14 7200.0 1
OVCAR-4
CHEMBL614051
 IC50 5.08 5.08 8380.0 1
HL-60(TB)
CHEMBL4296429
 IC50 5.08 5.08 8390.0 1
SF-295
CHEMBL614908
 IC50 5.08 5.08 8270.0 1
UACC-257
CHEMBL612796
 IC50 4.87 4.87 13500.0 1
UO-31
CHEMBL614388
 IC50 4.73 4.73 18700.0 1
NCI-H226
CHEMBL614740
 IC50 4.56 4.56 27700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 320.0 nM 6.5 Cytotoxicity against human K562 cells assessed as cell growth inhibition 36470105
RPMI-8226 IC50 = 400.0 nM 6.4 Cytotoxicity against human RPMI-8226 cells assessed as cell growth inhibition 36470105
HT-29 IC50 = 400.0 nM 6.4 Cytotoxicity against human HT-29 cells assessed as cell growth inhibition 36470105
SR IC50 = 580.0 nM 6.24 Cytotoxicity against human SR cells assessed as cell growth inhibition 36470105
COLO 205 IC50 = 870.0 nM 6.06 Cytotoxicity against human COLO 205 cells assessed as cell growth inhibition 36470105
Carbonic anhydrase 2 IC50 = 880.0 nM 6.06 Inhibition of Carbonic anhydrase 2 (unknown origin) using p-nitrophenyl acetate ... 36470105
SF-539 IC50 = 960.0 nM 6.02 Cytotoxicity against human SF-539 cells assessed as cell growth inhibition 36470105
HCT-15 IC50 = 1000.0 nM 6.0 Cytotoxicity against human HCT-15 cells assessed as cell growth inhibition 36470105
Carbonic anhydrase 9 IC50 = 1020.0 nM 5.99 Inhibition of Carbonic anhydrase 9 (unknown origin) using p-nitrophenyl acetate ... 36470105
Autotaxin IC50 = 1350.0 nM 5.87 Inhibition of human NPP2 expressed in COS-7 cells using pNP-TMP as substrate pre... 36470105
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 IC50 = 1360.0 nM 5.87 Inhibition of human NPP1 expressed in COS-7 cells using pNP-TMP as substrate pre... 36470105
HOP-92 IC50 = 1870.0 nM 5.73 Cytotoxicity against human HOP-92 cells assessed as cell growth inhibition 36470105
SW-620 IC50 = 1970.0 nM 5.71 Cytotoxicity against human SW620 cells assessed as cell growth inhibition 36470105
A498 IC50 = 2040.0 nM 5.69 Cytotoxicity against human A498 cells assessed as cell growth inhibition 36470105
KM12 IC50 = 2100.0 nM 5.68 Cytotoxicity against human KM12 cells assessed as cell growth inhibition 36470105
HCT-116 IC50 = 2500.0 nM 5.6 Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition 36470105
PC-3 IC50 = 2900.0 nM 5.54 Cytotoxicity against human PC-3 cells assessed as cell growth inhibition 36470105
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3 IC50 = 3000.0 nM 5.52 Inhibition of human NPP3 expressed in COS-7 cells using pNP-TMP as substrate pre... 36470105
SK-MEL-5 IC50 = 3120.0 nM 5.51 Cytotoxicity against human SK-MEL-5 cells assessed as cell growth inhibition 36470105
BT-549 IC50 = 3240.0 nM 5.49 Cytotoxicity against human BT-549 cells assessed as cell growth inhibition 36470105

Literature References

PubMed DOI Target Context # Activities
36470105 10.1016/j.ejmech.2022.114958 Unchecked 5
36470105 10.1016/j.ejmech.2022.114958 K562 5
36470105 10.1016/j.ejmech.2022.114958 HT-29 3
36470105 10.1016/j.ejmech.2022.114958 HOP-92 1
36470105 10.1016/j.ejmech.2022.114958 Carbonic anhydrase 12 1
36470105 10.1016/j.ejmech.2022.114958 HCT-116 1
36470105 10.1016/j.ejmech.2022.114958 HCC 2998 1
36470105 10.1016/j.ejmech.2022.114958 COLO 205 1
36470105 10.1016/j.ejmech.2022.114958 NCI-H522 1
36470105 10.1016/j.ejmech.2022.114958 NCI-H460 1
36470105 10.1016/j.ejmech.2022.114958 NCI-H322M 1
36470105 10.1016/j.ejmech.2022.114958 NCI-H23 1
36470105 10.1016/j.ejmech.2022.114958 NCI-H226 1
36470105 10.1016/j.ejmech.2022.114958 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 1
36470105 10.1016/j.ejmech.2022.114958 HOP-62 1
36470105 10.1016/j.ejmech.2022.114958 A549 1
36470105 10.1016/j.ejmech.2022.114958 SR 1
36470105 10.1016/j.ejmech.2022.114958 RPMI-8226 1
36470105 10.1016/j.ejmech.2022.114958 HL-60(TB) 1
36470105 10.1016/j.ejmech.2022.114958 Panel NCI-60 (60 carcinoma cell lines) 1

Data from ChEMBL 36 via Core Engine