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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201356
CHEMBL1201356
Compound Name METHYLERGONOVINE
ChEMBL Synonyms METHYLERGOMETRINE MALEATE | Methylergonovine | METHERGINE | METHYLERGONOVINIUM BIMALEATE | METHYLERGONOVINE MALEATE | METHYLERGOMETRINE
Max Phase 4 (Approved)
Trade Names METHERGINE | METHYLERGONOVINE MALEATE
Molecular Formula C20H25N3O2

Additional synonyms for CHEMBL1201356 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34
Standard InChI InChI=1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6- ...
Download InChI
Standard InChI Key UNBRKDKAWYKMIV-QWQRMKEZSA-N

Sources

  • DrugMatrix
  • 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


CHEMBL1201356

Molecule Features

CHEMBL1201356 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:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D1 receptor antagonist Dopamine D1 receptor PubMed PubMed
Serotonin 2b (5-HT2b) receptor partial agonist Serotonin 2b (5-HT2b) receptor PubMed

Clinical Data

ClinicalTrials.gov METHYLERGONOVINE
The Cochrane Collaboration METHYLERGONOVINE

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 CHEMBL1201356. 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
CHEMBL5200 C-X-C chemokine receptor type 3 Mus musculus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 1.000
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.928
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.722
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.493



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5200 C-X-C chemokine receptor type 3 Mus musculus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL2182 Serotonin 1e (5-HT1e) receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 1.000
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.999
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.998
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.903
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.364

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
339.4 339.1947 1.92 4 68.36 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.14 2.99 2.7 2 25 0.8

Structural Alerts

There are no structural alerts for CHEMBL1201356

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02A - UTEROTONICS
G02AB - Ergot alkaloids
G02AB01 - methylergometrine

ChemSpider ChemSpider:UNBRKDKAWYKMIV-QWQRMKEZSA-N
DailyMed methylergonovine maleate
PubChem SID: 104171343 SID: 144204360 SID: 170465383 SID: 26751766 SID: 50104453 SID: 90341291
Wikipedia Methylergometrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201356



ACToR 113-42-8
BindingDB 50330860
ChEBI 92607
DrugBank DB00353
DrugCentral 1764
EPA CompTox Dashboard DTXSID1023283
FDA SRS W53L6FE61V
Guide to Pharmacology 150
Human Metabolome Database HMDB0014497
IBM Patent System FCA63329311A1B1D5893374D716FF8FD
LINCS LSM-2758
Metabolights MTBLC92607
Nikkaji J5.132B
PDBe H8D
PharmGKB PA450461
PubChem 8226
PubChem: Thomson Pharma 14777917
SureChEMBL SCHEMBL78176
ZINC ZINC000095619105

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