Structure

InChI Key UREBDLICKHMUKA-DVTGEIKXSA-N
Smile 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)CO
InChI
InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H29FO5
Molecular Weight 392.47
AlogP 1.9
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 94.83
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 28.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Glucocorticoid receptor agonist PubMed PubMed PubMed
Primary Target
Glucocorticoid receptor

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pharyngitis 3 D010612 ClinicalTrials
Premature Birth 3 D047928 ClinicalTrials
Psoriasis 3 D011565 ClinicalTrials
Cough 3 D003371 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Hypersensitivity 3 D006967 ClinicalTrials
Carpal Tunnel Syndrome 3 D002349 ClinicalTrials
Respiratory Distress Syndrome 3 D012128 ClinicalTrials
Rhinitis, Allergic, Seasonal 3 D006255 ClinicalTrials
Eczema 3 D004485 ClinicalTrials
Lichen Planus, Oral 3 D017676 ClinicalTrials
Psoriasis 3 D011565 ClinicalTrials
Dry Eye Syndromes 2 D015352 ClinicalTrials
Glaucoma 2 D005901 ClinicalTrials
Respiratory Distress Syndrome, Newborn 2 D012127 ClinicalTrials
Retinal Vein Occlusion 2 D012170 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Sciatica 2 D012585 ClinicalTrials
Bronchiolitis 2 D001988 ClinicalTrials
Neck Pain 2 D019547 ClinicalTrials
Macular Edema 2 D008269 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Tachypnea 2 D059246 ClinicalTrials
Adenoma 1 D000236 ClinicalTrials
Hypospadias 0 D007021 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Parent
Salt
Salt

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Metabolism and nutrition disorders
12.74
Musculoskeletal and connective tissue disorders
10.77
Skin and subcutaneous tissue disorders
9.68
Vascular disorders
9.24
Injury, poisoning and procedural complications
9.03
Psychiatric disorders
7.71
Nervous system disorders
4.72
Gastrointestinal disorders
4.37
Respiratory, thoracic and mediastinal disorders
4.37
Endocrine disorders
3.81
Infections and infestations
3.47
General disorders and administration site conditions
3.12
Pregnancy, puerperium and perinatal conditions
2.9
Hepatobiliary disorders
2.78
Investigations
2.25
Eye disorders
2.22

Cross References

Resources Reference
CAS NUMBER 378-44-9
ChEBI 3077
ChEMBL CHEMBL632
DrugBank DB00443
DrugCentral 348
EPA CompTox DTXSID3022667
FDA SRS 9842X06Q6M
Human Metabolome Database HMDB0014586
Guide to Pharmacology 7061
PharmGKB PA164754818
PubChem 9782
SureChEMBL SCHEMBL4565
ZINC ZINC000003876136