ERGOTAMINE

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Synonyms
Status
Molecule Category Free-form
ATC N02CA02
UNII PR834Q503T
EPA CompTox DTXSID9043774

Structure

InChI Key XCGSFFUVFURLIX-VFGNJEKYSA-N
Smiles CN1C[C@H](C(=O)N[C@]2(C)O[C@@]3(O)[C@@H]4CCCN4C(=O)[C@H](Cc4ccccc4)N3C2=O)C=C2c3cccc4[nH]cc(c34)C[C@H]21
InChI
InChI=1S/C33H35N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39)/t21-,25-,26+,27+,32-,33+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H35N5O5
Molecular Weight 581.67
AlogP 1.99
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 4.0
Polar Surface Area 118.21
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 43.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 0.8-40 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 16.7
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- - - 2.1-16 16.7

Related Entries

Cross References

Resources Reference
ChEBI 64318
ChEMBL CHEMBL442
DrugBank DB00696
DrugCentral 1043
FDA SRS PR834Q503T
Human Metabolome Database HMDB0014834
Guide to Pharmacology 149
PDB ERM
PharmGKB PA164747651
PubChem 8223
SureChEMBL SCHEMBL1483
ZINC ZINC000052955754
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