Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL119443

ERGONOVINE
🧪 Phase III
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase III
C[C@@H](CO)NC(=O)[C@@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1

Basic Information

ChEMBL ID CHEMBL119443
Name ERGONOVINE
Phase Phase III
Structure Type MOL
InChI Key WVVSZNPYNCNODU-XTQGRXLLSA-N
Therapeutic ✓ Yes

Known Names

Ergobasine Ergometrina Ergometrine Ergostetrine Ergotocine
12
Targets
26
Activities
2
Assay Types
0
PK Parameters
6
Publications
5
Known Names

Molecular Properties

325.4
MW (Da)
1.53
ALogP
3
HBA
3
HBD
68.4
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -vin-

Extended Properties

Molecular Formula C19H23N3O2
MW 325.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.86

ATC Classification

G02AB03
ergometrine
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: OTHER GYNECOLOGICALS

Activity Summary

Ki 14 meas. best 9.2
IC50 12 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.2 9.2 0.6 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 8.89 8.89 1.3 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 8.82 8.82 1.5 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 8.66 8.66 2.2 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.58 8.58 2.6 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
IC50 8.55 8.55 2.8 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 8.49 8.49 3.2 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 8.38 8.38 4.1 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.33 8.33 4.6 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 8.09 8.09 8.1 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.96 7.96 11.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 7.68 7.68 21.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.88 6.88 132.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.74 6.74 184.0 1
D(3) dopamine receptor
CHEMBL234
Ki 6.71 6.71 193.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 6.54 6.54 289.0 1
D(2) dopamine receptor
CHEMBL217
IC50 6.26 6.26 552.0 1
D(3) dopamine receptor
CHEMBL234
IC50 6.25 6.25 567.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.2 6.2 630.0 1
Unchecked
CHEMBL612545
Ki 5.91 5.91 1228.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.78 5.78 1680.0 1
Unchecked
CHEMBL612545
IC50 5.73 5.73 1843.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.53 5.53 2950.0 1
D(1A) dopamine receptor
CHEMBL2056
IC50 5.23 5.23 5901.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.63 nM 9.2 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1B Ki = 1.293 nM 8.89 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 6 Ki = 1.503 nM 8.82 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [... -
5-hydroxytryptamine receptor 2A IC50 = 2.205 nM 8.66 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B Ki = 2.634 nM 8.58 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1B IC50 = 2.845 nM 8.55 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 6 IC50 = 3.237 nM 8.49 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [... -
5-hydroxytryptamine receptor 2B IC50 = 4.139 nM 8.38 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A Ki = 4.643 nM 8.33 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A IC50 = 8.126 nM 8.09 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C Ki = 11.0 nM 7.96 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C IC50 = 21.0 nM 7.68 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Alpha-2B adrenergic receptor Ki = 132.0 nM 6.88 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
D(2) dopamine receptor Ki = 184.0 nM 6.74 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
D(3) dopamine receptor Ki = 193.0 nM 6.71 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2B adrenergic receptor IC50 = 289.0 nM 6.54 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
D(2) dopamine receptor IC50 = 552.0 nM 6.26 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
D(3) dopamine receptor IC50 = 567.0 nM 6.25 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2A adrenergic receptor Ki = 630.0 nM 6.2 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Unchecked Ki = 1228.0 nM 5.91 DRUGMATRIX: Imidazoline I2, Central radioligand binding (ligand: [3H] Idazoxan) -

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
7658443 10.1021/jm00018a016 5-hydroxytryptamine receptor 1D 2
12235267 10.1124/jpet.102.037549 ATP-dependent translocase ABCB1 2
11961113 10.1124/mol.61.5.964 ATP-dependent translocase ABCB1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.1101/2020.04.21.054387 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine