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Compound Detail

CHEMBL107400

SOBETIROME
🧪 Phase II
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🧪 Phase II
Cc1cc(OCC(=O)O)cc(C)c1Cc1ccc(O)c(C(C)C)c1

Basic Information

ChEMBL ID CHEMBL107400
Name SOBETIROME
Phase Phase II
Structure Type MOL
InChI Key QNAZTOHXCZPOSA-UHFFFAOYSA-N

Known Names

GC-1 QRX-431 Sobetiroma Sobetirome
2
Targets
16
Activities
3
Assay Types
7
PK Parameters
20
Publications
4
Known Names
2
Indications

Molecular Properties

328.4
MW (Da)
4.19
ALogP
3
HBA
2
HBD
66.8
PSA (Ų)
0.83
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -tirom-
USAN Year 2008

Extended Properties

Molecular Formula C20H24O4
MW 328.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.11

Indications

Adrenoleukodystrophy Adrenoleukodystrophy

Activity Summary

EC50 8 meas. best 8.55
Kd 6 meas. best 10.0
Ki 2 meas. best 9.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thyroid hormone receptor beta
CHEMBL1947
Kd 10.0 9.9 0.1 3
Thyroid hormone receptor beta
CHEMBL1947
Ki 9.49 9.49 0.3 1
Thyroid hormone receptor alpha
CHEMBL1860
Kd 9.18 8.84 0.7 3
Thyroid hormone receptor alpha
CHEMBL1860
Ki 8.96 8.96 1.1 1
Thyroid hormone receptor beta
CHEMBL1947
EC50 8.55 8.15 2.8 4
Thyroid hormone receptor alpha
CHEMBL1860
EC50 8.52 7.575 3.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 681.7 hr.ng/g Mus musculus
AUC 10.8 hr.ng/g Mus musculus
AUC 2933.0 hr.ng/g Mus musculus
CL 8.0 mL.min-1.kg-1 Mus musculus
F 92.0 % Mus musculus
T1/2 7.12 hr Mus musculus
T1/2 1.3 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thyroid hormone receptor beta Kd = 0.1 nM 10.0 Binding affinity against human Thyroid hormone receptor beta 1 (hTRbeta1) using ... 12109914
Thyroid hormone receptor beta Kd = 0.1 nM 10.0 Binding affinity of compound was determined against thyroid hormone receptor bet... 12825953
Thyroid hormone receptor beta Kd = 0.2 nM 9.7 Binding affinity to human TRbeta1 22512468
Thyroid hormone receptor beta Ki = 0.32 nM 9.49 Displacement of [125I]3,5,3'-triiodo-L-thyronine His-tagged human recombinant TR... 18975928
Thyroid hormone receptor alpha Kd = 0.66 nM 9.18 Binding affinity of compound was determined against Thyroid hormone receptor alp... 12825953
Thyroid hormone receptor alpha Ki = 1.09 nM 8.96 Displacement of [125I]3,5,3'-triiodo-L-thyronine from His-tagged human recombina... 18975928
Thyroid hormone receptor alpha Kd = 1.8 nM 8.74 Binding affinity against human Thyroid hormone receptor alpha-1 (hTRalpha1) usin... 12109914
Thyroid hormone receptor alpha Kd = 2.5 nM 8.6 Binding affinity to human TRalpha1 22512468
Thyroid hormone receptor beta EC50 = 2.82 nM 8.55 transactivation assay: Human epithelial kidney cells (HEK 293) were grown to 80%... -
Thyroid hormone receptor alpha EC50 = 3.0 nM 8.52 Agonist activity at recombinant His6-tagged THR-alpha (unknown origin) expressed... 24712661
Thyroid hormone receptor beta EC50 = 7.0 nM 8.15 Half-maximum activation of human Thyroid hormone receptor beta 1 (hTRbeta1) 12109914
Thyroid hormone receptor beta EC50 = 7.0 nM 8.15 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Thyroid hormone receptor beta EC50 = 18.0 nM 7.75 Agonist activity at recombinant His6-tagged THR-beta (unknown origin) expressed ... 24712661
Thyroid hormone receptor alpha EC50 = 45.0 nM 7.35 Half-maximum activation of human Thyroid hormone receptor alpha-1 (hTRalpha1) 12109914
Thyroid hormone receptor alpha EC50 = 50.0 nM 7.3 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Thyroid hormone receptor alpha EC50 = 74.7 nM 7.13 transactivation assay: Human epithelial kidney cells (HEK 293) were grown to 80%... -

Literature References

PubMed DOI Target Context # Activities
28385597 10.1016/j.bmc.2017.03.047 ADMET 8
- 10.6019/CHEMBL4689842 U2OS 8
- 10.6019/CHEMBL4689842 Fibroblast 8
- 10.6019/CHEMBL4689842 HEK-293T 8
27707627 10.1016/j.bmc.2016.09.038 ADMET 7
28385597 10.1016/j.bmc.2017.03.047 Mus musculus 5
- 10.6019/CHEMBL5724696 TERT-RPE1 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
12109914 10.1021/jm0201013 Thyroid hormone receptor alpha 3
30655956 10.1021/acsmedchemlett.8b00501 ADMET 3
12109914 10.1021/jm0201013 Thyroid hormone receptor beta 3
18975928 10.1021/jm800824d Rattus norvegicus 2
24712661 10.1021/jm4019299 Thyroid hormone receptor alpha 2
24712661 10.1021/jm4019299 Thyroid hormone receptor beta 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22512468 10.1021/jm2004706 Thyroid hormone receptor beta 1
22512468 10.1021/jm2004706 Thyroid hormone receptor alpha 1
24290064 10.1016/j.bmc.2013.11.001 Homo sapiens 1
18975928 10.1021/jm800824d Thyroid hormone receptor alpha 1

Data from ChEMBL 36 via Core Engine