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Compound Detail

CHEMBL1773683

EZUTROMID
🧪 Phase II
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🧪 Phase II
CCS(=O)(=O)c1ccc2oc(-c3ccc4ccccc4c3)nc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1773683
Name EZUTROMID
Phase Phase II
Structure Type MOL
InChI Key KSGCNXAZROJSNW-UHFFFAOYSA-N

Known Names

BMN 195 BMN-195 BMN195 Ezutromid Smt c1100 SMT-C1100 SMTC-1100
6
Targets
9
Activities
3
Assay Types
29
PK Parameters
20
Publications
7
Known Names
1
Indications
1
Mechanisms

Molecular Properties

337.4
MW (Da)
4.44
ALogP
4
HBA
0
HBD
60.2
PSA (Ų)
0.55
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C19H15NO3S
MW 337.40
Aromatic Rings 4
Heavy Atoms 24
NP-Likeness -1.57

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Utrophin modulator MODULATOR Utrophin ✓ ✓

Indications

Muscular Dystrophy, Duchenne

Activity Summary

EC50 6 meas. best 6.96
IC50 2 meas. best 6.28
Kd 1 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aryl hydrocarbon receptor
CHEMBL3201
 Kd 7.3 7.3 50.0 1
Utrophin
CHEMBL4523230
 EC50 6.96 6.5267 110.0 3
Histone deacetylase 6
CHEMBL1865
 IC50 6.28 6.28 527.9 1
Mus musculus
CHEMBL375
 EC50 6.04 5.895 910.0 2
Molecular identity unknown
CHEMBL612546
 EC50 5.75 5.75 1800.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.27 5.27 5400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 420000.0 ng.hr.mL-1 Mus musculus
CL 5.06 mL.min-1.g-1 Homo sapiens
CL 21.37 mL.min-1.g-1 Homo sapiens
CL 35.1 mL.min-1.g-1 Homo sapiens
CL 50.67 mL.min-1.g-1 Homo sapiens
CL 19.0 mL.min-1.g-1 Mus musculus
CL 14.0 mL.min-1.g-1 Homo sapiens
CL 21.0 mL.min-1.g-1 Mus musculus
CL 14.4 mL.min-1.g-1 Homo sapiens
Cmax 4404.27 nM Mus musculus
T1/2 1.358 hr Mus musculus
T1/2 1.75 hr Homo sapiens
T1/2 0.036 hr Homo sapiens
T1/2 0.04367 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
T1/2 1.233 hr Mus musculus
T1/2 1.683 hr Homo sapiens
T1/2 4.0 hr Homo sapiens
T1/2 4.0 hr Homo sapiens
T1/2 1.1 hr Mus musculus
T1/2 1.6 hr Homo sapiens
T1/2 0.4333 hr Mus musculus
T1/2 0.75 hr Homo sapiens
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aryl hydrocarbon receptor Kd = 50.0 nM 7.3 Binding affinity to AhR (unknown origin) assessed as dissociation constant 36274276
Utrophin EC50 = 110.0 nM 6.96 Activation of human utrophin-1 in mouse mdx myoblasts by H2K-mdx utrnA-luc assay 31599580
Utrophin EC50 = 187.0 nM 6.73 Modulation of human utrophinA expressed in mouse H2K cells assessed as upregulat... 32551645
Histone deacetylase 6 IC50 = 527.9 nM 6.28 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Mus musculus EC50 = 910.0 nM 6.04 Activation of UTRN promoter in mouse H2K cells assessed as upregulation of UTRN ... 21456623
Utrophin EC50 = 1280.0 nM 5.89 Activation of human utrophin-1 in iDMD cells by HTRF assay 31599580
Mus musculus EC50 = 1800.0 nM 5.75 Activation of UTRN promoter in mouse H2K cells assessed as upregulation of UTRN ... 21456623
Molecular identity unknown EC50 = 1800.0 nM 5.75 Upregulation of utrophin transcription in mouse H2K cells after 48 hrs by lucife... 21741236
Cytochrome P450 1A2 IC50 = 5400.0 nM 5.27 Inhibition of CYP1A2 in human liver microsomes 31599580

Literature References

PubMed DOI Target Context # Activities
31599580 10.1021/acs.jmedchem.9b01547 ADMET 24
32551645 10.1021/acs.jmedchem.0c00807 ADMET 12
31599580 10.1021/acs.jmedchem.9b01547 Unchecked 12
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 1A2 6
21456623 10.1021/jm200135z Mus musculus 6
31599580 10.1021/acs.jmedchem.9b01547 Rattus norvegicus 5
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
31599580 10.1021/acs.jmedchem.9b01547 No relevant target 3
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 1A1 3
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 2B6 3
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 2D6 3
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 2C8 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31599580 10.1021/acs.jmedchem.9b01547 UDP-glucuronosyltransferases (UGTs) 2
31599580 10.1021/acs.jmedchem.9b01547 Utrophin 2
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 3A4 2
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 2C19 2
31599580 10.1021/acs.jmedchem.9b01547 Cytochrome P450 2C9 2
33915371 10.1016/j.ejmech.2021.113431 Unchecked 2
36274276 10.1016/j.ejmech.2022.114845 Aryl hydrocarbon receptor 1

Data from ChEMBL 36 via Core Engine