ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1533
CHEMBL1533
Compound Name DESOGESTREL
ChEMBL Synonyms AIZEA | FEANOLLA | CERELLE | DESOGESTREL | DESOMONO | CERAZETTE | ZELLETA | ORG 2969 | NACREZ
Max Phase 4 (Approved)
Trade Names FEANOLLA | CERAZETTE | DESOMONO | NACREZ | AIZEA | CERELLE | ZELLETA
Molecular Formula C22H30O

Additional synonyms for CHEMBL1533 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@]12CC(=C)[C@H]3[C@@H](CCC4=CCCC[C@H]34)[C@@H]1CC[C@@]2( ...
Download SMILES
Standard InChI InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-1 ...
Download InChI
Standard InChI Key RPLCPCMSCLEKRS-BPIQYHPVSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1533

Molecule Features

CHEMBL1533 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Progesterone receptor agonist Progesterone receptor ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Sleep Apnea, CentralD020182Orphanet:661Ondine syndrome2ClinicalTrials
AmenorrheaD0005683ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials

Clinical Data

ClinicalTrials.gov DESOGESTREL
The Cochrane Collaboration DESOGESTREL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1533. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.999
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.996
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.996
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.993
CHEMBL208 Progesterone receptor Homo sapiens 0.988
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.979
CHEMBL1871 Androgen Receptor Homo sapiens 0.966
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 0.958
CHEMBL4047 Retinoid X receptor beta Mus musculus 0.952
CHEMBL3150 Vitamin D receptor Rattus norvegicus 0.936
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.902
CHEMBL4402 Retinoid X receptor gamma Mus musculus 0.898
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.871
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.862



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.999
CHEMBL2592 Adenosine A2b receptor Rattus norvegicus 0.996
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.996
CHEMBL208 Progesterone receptor Homo sapiens 0.994
CHEMBL5355 Lanosterol synthase Saccharomyces cerevisiae S288c 0.994
CHEMBL5356 Cycloartenol synthase Arabidopsis thaliana 0.994
CHEMBL1871 Androgen Receptor Homo sapiens 0.993
CHEMBL3401 Pregnane X receptor Homo sapiens 0.992
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.992
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.990
CHEMBL3150 Vitamin D receptor Rattus norvegicus 0.988
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 0.987

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
310.5 310.2297 4.87 1 20.23 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 0 1 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.07 - 5.35 5.35 0 23 0.54

Structural Alerts

There are 4 structural alerts for CHEMBL1533. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03A - HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
G03AC - Progestogens
G03AC09 - desogestrel

ChemSpider ChemSpider:RPLCPCMSCLEKRS-BPIQYHPVSA-N
DailyMed desogestrel
PubChem SID: 144206006 SID: 50112703
Wikipedia Desogestrel

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1533



ACToR 54024-22-5
BindingDB 50423510
ChEBI 4453
ChemicalBook CB2359630
DrugBank DB00304
DrugCentral 818
eMolecules 2736265
EPA CompTox Dashboard DTXSID6022898
FDA SRS 81K9V7M3A3
Guide to Pharmacology 7065
Human Metabolome Database HMDB0014449
IBM Patent System C7831CD60ACBF3264B3C75221473A4B4
KEGG Ligand C07629
LipidMaps LMST02030104
MolPort MolPort-003-846-424
Nikkaji J12.635G
PharmGKB PA449238
PubChem 40973
PubChem: Drugs of the Future 12015338
PubChem: Thomson Pharma 14923366 14923367
SureChEMBL SCHEMBL41341
ZINC ZINC000004097416

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RPLCPCMSCLEKRS-BPIQYHPVSA-N spacer
spacer