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Compound Detail

CHEMBL650

METHYLPREDNISOLONE
💊 Approved Drug
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💊 Approved Drug
C[C@H]1C[C@@H]2[C@H]([C@@H](O)C[C@@]3(C)[C@H]2CC[C@]3(O)C(=O)CO)[C@@]2(C)C=CC(=O)C=C12

Basic Information

ChEMBL ID CHEMBL650
Name METHYLPREDNISOLONE
Phase Approved
Structure Type MOL
InChI Key VHRSUDSXCMQTMA-PJHHCJLFSA-N
Therapeutic ✓ Yes

Known Names

6-methyl-prednisolone 6-methylprednisolone J3.872E Medrol Medrone Methylprednisolone Methylprednisolone component of neo-medrol Metilprednisolona NSC-19987 U-67,590A
6
Targets
8
Activities
3
Assay Types
16
PK Parameters
20
Publications
10
Known Names
20
Indications
1
Mechanisms

Molecular Properties

374.5
MW (Da)
1.80
ALogP
5
HBA
3
HBD
94.8
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1957
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Topical

Flags

Natural Product
USAN Stem -olone; -pred-

Extended Properties

Molecular Formula C22H30O5
MW 374.48
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 2.58

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor

Indications

Acne Vulgaris Arthritis, Juvenile Arthritis, Psoriatic Arthritis, Rheumatoid Asthma Bursitis Bursitis Colitis, Ulcerative Crohn Disease Dermatitis, Atopic Endocrine System Diseases Inflammation Multiple Sclerosis Osteoarthritis Pneumonia Tenosynovitis Uveitis, Posterior Abdominal Pain Aging Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis

ATC Classification

D07AA01
methylprednisolone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D10AA02
methylprednisolone
Level 1: DERMATOLOGICALS
Level 2: ANTI-ACNE PREPARATIONS
H02AB04
methylprednisolone
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE
H02BX01
methylprednisolone, combinations
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE

Activity Summary

IC50 4 meas. best 7.96
EC50 2 meas. best 5.4
Ki 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
Ki 8.3 8.3 5.0 1
Glucocorticoid receptor
CHEMBL2034
IC50 7.96 7.96 11.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL2146315
EC50 5.4 5.4 4000.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 4.9 4.9 12600.0 1
Androgen receptor
CHEMBL3072
Ki 4.75 4.75 17786.0 1
Androgen receptor
CHEMBL3072
IC50 4.57 4.57 26680.0 1
Bile salt export pump
CHEMBL6020
IC50 4.48 4.48 33030.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.39 4.39 40970.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 7.5 mL.min-1.kg-1 Homo sapiens
CL 6.1 mL.min-1.kg-1 Homo sapiens
CL 6.1 mL.min-1.kg-1 Homo sapiens
CL 9.12 uL.min-1.(10^6cells)-1 Homo sapiens
CL 150.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 45.0 mL.min-1.kg-1 Homo sapiens
CL 23.7 uL.min-1.(10^6cells)-1 Homo sapiens
CL 6.7 mL.min-1.kg-1 Homo sapiens
F 80.0 % Homo sapiens
F 82.0 % Homo sapiens
Fu 0.22 - Homo sapiens
Fu 0.23 - Homo sapiens
Fu 0.22 - Not specified
Fu 0.97 - Homo sapiens
MRT 3.5 hr Homo sapiens
T1/2 2.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1101/2024.03.28.586928 ADMET 103
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
21051535 10.1124/dmd.110.034629 ADMET 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
8230118 10.1021/jm00074a008 Glucocorticoid receptor 8
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 6
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL3301361 ADMET 3
20014752 10.1021/tx900326k Hepatotoxicity 3
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2
18768239 10.1016/j.ejmech.2008.07.027 Hepatocyte 2
6827553 10.1021/jm00357a003 Rattus norvegicus 2
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 2
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] B 2
19445515 10.1021/jm900403j Homo sapiens 2
12948019 10.1023/a:1025001131513 ATP-dependent translocase ABCB1 2
22079253 10.1016/j.bmc.2011.10.054 Rattus norvegicus 2

Data from ChEMBL 36 via Core Engine