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Compound Detail

CHEMBL1385840

ERGOCORNINE
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CC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@](NC(=O)[C@@H]3C=C4c5cccc6[nH]cc(c56)C[C@H]4N(C)C3)(C(C)C)C(=O)N12

Basic Information

ChEMBL ID CHEMBL1385840
Name ERGOCORNINE
Phase Preclinical
Structure Type MOL
InChI Key UJYGDMFEEDNVBF-OGGGUQDZSA-N
22
Targets
40
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

561.7
MW (Da)
2.04
ALogP
6
HBA
3
HBD
118.2
PSA (Ų)
0.53
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C31H39N5O5
MW 561.68
Aromatic Rings 2
Heavy Atoms 41
NP-Likeness 1.43

Activity Summary

Ki 20 meas. best 9.01
IC50 18 meas. best 8.54
EC50 2 meas. best 4.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
Ki 9.01 9.01 1.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 8.86 8.86 1.4 1
D(2) dopamine receptor
CHEMBL217
Ki 8.78 8.78 1.7 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.75 8.75 1.8 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 8.63 8.63 2.4 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 8.62 8.62 2.4 1
D(3) dopamine receptor
CHEMBL234
IC50 8.54 8.54 2.9 1
Alpha-1B adrenergic receptor
CHEMBL315
Ki 8.54 8.54 2.9 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 8.52 8.52 3.1 1
Unchecked
CHEMBL612545
Ki 8.52 8.52 3.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 8.51 8.51 3.1 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 8.35 8.35 4.5 1
Unchecked
CHEMBL612545
IC50 8.35 8.35 4.5 1
D(2) dopamine receptor
CHEMBL217
IC50 8.3 8.3 5.0 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 8.29 8.29 5.2 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 8.2 8.2 6.3 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.16 8.16 6.9 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 8.15 8.15 7.1 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 8.1 8.1 8.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 8.06 8.06 8.7 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 7.96 7.96 11.0 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 7.96 7.96 11.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 7.82 7.82 15.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 7.77 7.77 17.0 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 7.75 7.75 18.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 7.72 7.72 19.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 7.55 7.55 28.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
IC50 7.52 7.52 30.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.26 7.26 55.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 6.98 6.98 104.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.83 6.83 147.0 1
D(1A) dopamine receptor
CHEMBL2056
IC50 6.53 6.53 294.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 6.3 6.3 500.0 1
Thromboxane-A synthase
CHEMBL1835
IC50 5.7 5.7 1993.0 1
Trypanosoma cruzi
CHEMBL368
EC50 4.75 4.75 18000.0 1
ATP-dependent translocase ABCB1
CHEMBL3467
Ki 4.72 4.72 19100.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
Ki 4.61 4.61 24500.0 1
ADMET
CHEMBL612558
EC50 4.37 4.37 43000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.971 nM 9.01 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2B adrenergic receptor Ki = 1.396 nM 8.86 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
D(2) dopamine receptor Ki = 1.677 nM 8.78 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
5-hydroxytryptamine receptor 1A Ki = 1.775 nM 8.75 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Alpha-2A adrenergic receptor Ki = 2.361 nM 8.63 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Alpha-2C adrenergic receptor Ki = 2.409 nM 8.62 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
Alpha-1B adrenergic receptor Ki = 2.873 nM 8.54 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
D(3) dopamine receptor IC50 = 2.86 nM 8.54 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2B adrenergic receptor IC50 = 3.058 nM 8.52 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
Unchecked Ki = 2.991 nM 8.52 DRUGMATRIX: Imidazoline I2, Central radioligand binding (ligand: [3H] Idazoxan) -
5-hydroxytryptamine receptor 1A IC50 = 3.107 nM 8.51 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Unchecked IC50 = 4.487 nM 8.35 DRUGMATRIX: Imidazoline I2, Central radioligand binding (ligand: [3H] Idazoxan) -
Alpha-1A adrenergic receptor Ki = 4.472 nM 8.35 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
D(2) dopamine receptor IC50 = 5.032 nM 8.3 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
Alpha-1B adrenergic receptor IC50 = 5.19 nM 8.29 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-2A adrenergic receptor IC50 = 6.296 nM 8.2 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
5-hydroxytryptamine receptor 2B Ki = 6.855 nM 8.16 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 6 Ki = 7.093 nM 8.15 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [... -
5-hydroxytryptamine receptor 2A Ki = 7.995 nM 8.1 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
Alpha-1D adrenergic receptor Ki = 8.747 nM 8.06 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -

Literature References

PubMed DOI Target Context # Activities
11961113 10.1124/mol.61.5.964 ATP-dependent translocase ABCB1 2
12235267 10.1124/jpet.102.037549 ATP-dependent translocase ABCB1 2
20547819 10.1128/aac.01777-09 ADMET 1
20547819 10.1128/aac.01777-09 Trypanosoma cruzi 1
20547819 10.1128/aac.01777-09 Unchecked 1
423180 10.1021/jm00187a008 Rattus norvegicus 1
561190 10.1021/jm00218a025 Rattus norvegicus 1
1246056 10.1021/jm00223a016 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine