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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1389
CHEMBL1389
Compound Name LEVONORGESTREL
ChEMBL Synonyms SKYLA | LILETTA | KYLEENA | NORGESTON | JADELLE | EMERRES | Norplant ii | Ovrette | WY-5104 | LEVONORGESTREL | LEVONELLE | JAYDESS | EZINELLE | EMERRES UNA | UPOSTELLE | POSTINOR-2 | MICROVAL | LEVOSERT | PLAN B ONE-STEP | Norplant system | MIRENA | LEVONELLE-2 | ISTERANDA | HER STYLE | FALLBACK SOLO | Plan b | OPCICON ONE-STEP | NORPLANT | LEVONELLE ONE STEP | ATHENTIA NEXT
Max Phase 4 (Approved)
Trade Names EMERRES | JADELLE | NORGESTON | Norplant ii | Ovrette | UPOSTELLE | EMERRES UNA | EZINELLE | JAYDESS | LEVONELLE | LEVONORGESTREL | LEVOSERT | MICROVAL | POSTINOR-2 | FALLBACK SOLO | HER STYLE | ISTERANDA | LEVONELLE-2 | MIRENA | Norplant system | PLAN B ONE-STEP | ATHENTIA NEXT | LEVONELLE ONE STEP | NORPLANT | OPCICON ONE-STEP | Plan b | KYLEENA | LILETTA | SKYLA
Molecular Formula C21H28O2

Additional synonyms for CHEMBL1389 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2( ...
Download SMILES
Standard InChI InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7- ...
Download InChI
Standard InChI Key WWYNJERNGUHSAO-XUDSTZEESA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1389

Molecule Features

CHEMBL1389 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Bone Diseases, MetabolicD001851HP:0000938osteopenia3ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
DysmenorrheaD0044123ClinicalTrials
Anorexia NervosaD000856EFO:0004215anorexia nervosa3ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
MenorrhagiaD008595HP:0000132Menorrhagia3ClinicalTrials
AdenomyosisD062788EFO:1001757Adenomyosis2ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis3ClinicalTrials
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection1ClinicalTrials
HyperplasiaD006965EFO:0000536hyperplasia2ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia1ClinicalTrials

Clinical Data

ClinicalTrials.gov LEVONORGESTREL
The Cochrane Collaboration LEVONORGESTREL

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 CHEMBL1389. 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
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.993
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.976
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.951
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.884
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.823
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.752
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.541
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.452
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.330



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.999
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.999
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.997
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.988
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.981
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.981
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.963
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.942
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.933
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.819
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.764
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 0.729

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
312.5 312.2089 3.88 1 37.3 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.09 - 3.37 3.37 0 23 0.75

Structural Alerts

There are 4 structural alerts for CHEMBL1389. 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
G03AD - Emergency contraceptives
G03AD01 - levonorgestrel

G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03A - HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
G03AC - Progestogens
G03AC03 - levonorgestrel

ChemSpider ChemSpider:WWYNJERNGUHSAO-XUDSTZEESA-N
DailyMed levonorgestrel
PubChem SID: 11532896 SID: 144205146 SID: 144210070 SID: 144213960 SID: 170465033 SID: 26719646 SID: 29215264 SID: 56422866
Wikipedia Levonorgestrel Norgestrel

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1389



ACToR 797-63-7 121714-72-5
BindingDB 50410522
Brenda 160369
ChEBI 6443
ChemicalBook CB2752440 CB7125746
DrugBank DB00367
DrugCentral 1572
eMolecules 494705 29781161
EPA CompTox Dashboard DTXSID3036496 DTXSID3047477
FDA SRS 5W7SIA7YZW
Guide to Pharmacology 2881
Human Metabolome Database HMDB0014511
IBM Patent System 238D43F91AAD6D76E8C26E9F4917F300
KEGG Ligand C08153 C08149
LINCS LSM-2768
LipidMaps LMST02030119
Mcule MCULE-1283162506
MolPort MolPort-002-510-453
NIH Clinical Collection SAM001246694
Nikkaji J7.097A
PDBe NOG
PharmGKB PA450218 PA450656
PubChem 13109
PubChem: Thomson Pharma 14801049 14923455
Selleck Levonorgestrel(Levonelle)
SureChEMBL SCHEMBL27597
ZINC ZINC000003814395

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