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

CHEMBL286738

IROSUSTAT
🧪 Phase II
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
🧪 Phase II
NS(=O)(=O)Oc1ccc2c3c(c(=O)oc2c1)CCCCC3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL286738
Name IROSUSTAT
Phase Phase II
Structure Type MOL
InChI Key DSLPMJSGSBLWRE-UHFFFAOYSA-N

Known Names

667 COUMATE 667-COUMATE BN 83495 BN-83495 BN83495 Irosustat STX 64 STX-64 STX64
16
Targets
44
Activities
2
Assay Types
2
PK Parameters
20
Publications
9
Known Names
4
Indications
1
Mechanisms

Molecular Properties

309.3
MW (Da)
1.64
ALogP
5
HBA
1
HBD
99.6
PSA (Ų)
0.67
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -stat
USAN Year 2010

Extended Properties

Molecular Formula C14H15NO5S
MW 309.34
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.30

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Steryl-sulfatase inhibitor INHIBITOR Steryl-sulfatase ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Endometrial Neoplasms Prostatic Neoplasms, Castration-Resistant

Activity Summary

IC50 32 meas. best 8.97
Ki 12 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Steryl-sulfatase
CHEMBL3559
 IC50 8.97 7.9917 1.1 24
Carbonic anhydrase 12
CHEMBL3242
 Ki 7.92 7.92 12.0 1
Carbonic anhydrase 2
CHEMBL205
 IC50 7.77 7.77 17.0 1
Carbonic anhydrase 2
CHEMBL205
 Ki 7.68 7.68 21.0 1
Carbonic anhydrase 7
CHEMBL2326
 Ki 7.64 7.64 23.0 1
Carbonic anhydrase 4
CHEMBL3729
 Ki 7.62 7.62 24.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 7.47 7.47 34.0 1
RAW264.7
CHEMBL612557
 IC50 7.09 5.58 81.0 2
Aromatase
CHEMBL1978
 IC50 6.52 6.52 300.0 2
Carbonic anhydrase 6
CHEMBL3025
 Ki 6.18 6.18 653.0 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 6.14 6.14 720.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 6.12 6.12 755.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 6.12 6.12 765.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.07 6.07 859.8 1
T47D
CHEMBL614361
 IC50 6.04 6.04 920.0 1
Carbonic anhydrase 13
CHEMBL2186
 Ki 5.98 5.98 1050.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 5.46 5.46 3450.0 1

Pharmacokinetic Data

Parameter Value Units Species
t1/2 - - Homo sapiens
T1/2 0.05 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Steryl-sulfatase IC50 = 1.06 nM 8.97 Inhibition of STS in human MCF7 cells using [3H]E1S as substrate incubated for 2... 35235747
Steryl-sulfatase IC50 = 1.5 nM 8.82 Inhibition of steroid sulfatase in JEG3 cell membrane 17580845
Steryl-sulfatase IC50 = 1.5 nM 8.82 Inhibition of steroid sulfatase activity in human JEG3 cells 18590272
Steryl-sulfatase IC50 = 1.5 nM 8.82 Inhibition of steroid sulfatase in human JEG3 cells by scintillation spectrometr... 20148564
Steryl-sulfatase IC50 = 1.9 nM 8.72 Inhibition of STS in human T47D cells preincubated for 1 hr followed by addition... 28406629
Steryl-sulfatase IC50 = 2.1 nM 8.68 Irreversible inhibition of STS in human T47D cells preincubated for 2 hrs follow... 28406629
Steryl-sulfatase IC50 = 2.1 nM 8.68 Inhibition of steroid sulfatase in human JEG3 cells using [3H] E1S as substrate ... 32173116
Steryl-sulfatase IC50 = 2.1 nM 8.68 Inhibition of human STS expressed in human T47D cells using [3H]E1S as substrate... 37369108
Steryl-sulfatase IC50 = 2.1 nM 8.68 Inhibition of STS in human JEG-3 cells assessed as inhibition of estrone E1 form... 38401456
Steryl-sulfatase IC50 = 2.7 nM 8.57 Inhibition of STS in human T47D cells using [3H]E1S as substrate measured after ... 35993890
Steryl-sulfatase IC50 = 6.4 nM 8.19 Inhibition of steroid sulfatase in human JEG3 cell lysates using [3H] E1S as sub... 32173116
Steryl-sulfatase IC50 = 6.4 nM 8.19 Inhibition of STS in human JEG-3 cell lysates assessed as inhibition of estrone ... 38401456
Steryl-sulfatase IC50 = 8.0 nM 8.1 Inhibition of steroid sulfatase (unknown origin) 24463645
Steryl-sulfatase IC50 = 8.0 nM 8.1 Inhibition of STS (unknown origin) 34313432
Steryl-sulfatase IC50 = 8.0 nM 8.1 Inhibition of STS in human placental microsomes 35964426
Steryl-sulfatase IC50 = 8.0 nM 8.1 Inhibition of placental microsomal estrone sulfatase (unknown origin) using [3H]... 26974384
Steryl-sulfatase IC50 = 8.0 nM 8.1 Tested for the inhibitory activity against Estrone Sulfatase 11714597
Steryl-sulfatase IC50 = 8.0 nM 8.1 Inhibition of human placental microsomes steroid sulfatase using [6,7-3H] E1S as... -
Carbonic anhydrase 12 Ki = 12.0 nM 7.92 Inhibition of human cloned CA12 catalytic domain by stopped-flow CO2 hydration m... 18640037
Steryl-sulfatase IC50 = 15.1 nM 7.82 Inhibition of human placental microsomal STS assessed as formation of E1 preincu... 28406629

Literature References

PubMed DOI Target Context # Activities
17580845 10.1021/jm061462b Rattus norvegicus 4
24360561 10.1016/j.bmcl.2013.12.018 RAW264.7 4
35993890 10.1021/acs.jmedchem.2c00589 ADMET 4
28406629 10.1021/acs.jmedchem.7b00062 Steryl-sulfatase 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
28406629 10.1021/acs.jmedchem.7b00062 17-beta-hydroxysteroid dehydrogenase type 1 4
35235747 10.1021/acs.jmedchem.1c02220 Steryl-sulfatase 4
32173116 10.1016/j.bmc.2020.115406 Steryl-sulfatase 3
38401456 10.1016/j.bmc.2024.117645 Steryl-sulfatase 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
14741252 10.1016/j.bmcl.2003.11.067 No relevant target 2
11992773 10.1016/s0960-894x(02)00170-1 Steryl-sulfatase 2
35993890 10.1021/acs.jmedchem.2c00589 Steryl-sulfatase 2
26974384 10.1016/j.ejmech.2016.02.054 Steryl-sulfatase 2
14741252 10.1016/j.bmcl.2003.11.067 Steryl-sulfatase 2
17580845 10.1021/jm061462b Steryl-sulfatase 1
18640037 10.1016/j.bmcl.2008.06.105 Carbonic anhydrase 1 1
18640037 10.1016/j.bmcl.2008.06.105 Carbonic anhydrase 2 1
18640037 10.1016/j.bmcl.2008.06.105 Carbonic anhydrase 3 1

Data from ChEMBL 36 via Core Engine