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Compound Detail

CHEMBL1201207

BETAMETHASONE PHOSPHORIC ACID
💊 Approved Drug
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💊 Approved Drug
C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)COP(=O)(O)O

Basic Information

ChEMBL ID CHEMBL1201207
Name BETAMETHASONE PHOSPHORIC ACID
Phase Approved
Structure Type MOL
InChI Key VQODGRNSFPNSQE-DVTGEIKXSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL632

Known Names

Betamethasone phosphate Betamethasone phosphoric acid
7
Targets
13
Activities
3
Assay Types
0
PK Parameters
2
Publications
2
Known Names
2
Indications

Molecular Properties

472.4
MW (Da)
2.01
ALogP
6
HBA
4
HBD
141.4
PSA (Ų)
0.46
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1965
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Prodrug

Extended Properties

Molecular Formula C22H30FO8P
MW 472.45
Aromatic Rings 0
Heavy Atoms 32
NP-Likeness 2.02

Indications

Pregnancy Fasciitis, Plantar

Activity Summary

IC50 6 meas. best 8.09
Ki 6 meas. best 8.43
Kd 1 meas. best 5.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
Ki 8.43 8.43 3.7 1
Glucocorticoid receptor
CHEMBL2034
IC50 8.09 8.09 8.2 1
Histamine H1 receptor
CHEMBL231
Ki 5.93 5.93 1169.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 5.87 5.87 1363.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 5.78 5.78 1663.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.78 5.78 1676.0 1
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1
CHEMBL2288
Kd 5.66 5.66 2200.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 5.25 5.25 5648.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
IC50 5.19 5.19 6429.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 5.16 5.16 6959.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
IC50 5.11 5.11 7861.0 1
Histamine H1 receptor
CHEMBL231
IC50 5.0 5.0 10060.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
IC50 4.92 4.92 11924.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glucocorticoid receptor Ki = 3.734 nM 8.43 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Glucocorticoid receptor IC50 = 8.216 nM 8.09 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Histamine H1 receptor Ki = 1169.0 nM 5.93 DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) -
Muscarinic acetylcholine receptor M3 Ki = 1363.0 nM 5.87 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 Ki = 1676.0 nM 5.78 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M4 Ki = 1663.0 nM 5.78 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Kd = 2200.0 nM 5.66 Binding affinity to Pin1 (unknown origin) 27409354
Muscarinic acetylcholine receptor M5 Ki = 5648.0 nM 5.25 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M3 IC50 = 6429.0 nM 5.19 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 IC50 = 6959.0 nM 5.16 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M5 IC50 = 7861.0 nM 5.11 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Histamine H1 receptor IC50 = 10060.0 nM 5.0 DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) -
Muscarinic acetylcholine receptor M4 IC50 = 11924.0 nM 4.92 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -

Literature References

PubMed DOI Target Context # Activities
21247763 10.1016/j.bmcl.2010.12.071 Rattus norvegicus 1
27409354 10.1021/acs.jmedchem.6b00411 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 1

Data from ChEMBL 36 via Core Engine