IMPPAT Phytochemical information: 
Ergometrine
Ergometrine
Summary

SMILES: OC[C@@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)C
InChI: InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
InChIKey: WVVSZNPYNCNODU-XTQGRXLLSA-N
DeepSMILES: OC[C@@H]NC=O)[C@H]CNC)[C@H]C=C6)cccccc6cC%10)c[nH]5))))))))))))))))C
Scaffold Graph/Node/Bond level: C1=C2c3cccc4[nH]cc(c34)CC2NCC1
Scaffold Graph/Node level: C1CNC2CC3CNC4CCCC(C2C1)C34
Scaffold Graph level: C1CCC2C(C1)CC1CCC3CCCC2C31
Functional groups: CO; CNC(C)=O; CN(C)C; cC(=CC)C; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Ergoline and derivatives
ClassyFire Subclass: Lysergic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Ergot alkaloids
Synonymous chemical names:
ergometrine, ergonovine, Ergometrine
External chemical identifiers:
CID:CID_443884; ChEMBL:CHEMBL119443; ChEBI:CHEBI:4822; ZINC:ZINC000053174604; FDASRS:WH41D8433D; SureChEMBL:SCHEMBL78181
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Ergometrine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 325.41
Log P RDKit 1.53
Topological polar surface area (Å2) RDKit 68.36
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.16
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Ergometrine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.8
Ergometrine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.02
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Ergometrine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000258400HTR2B791
ENSP00000276198HTR2C729
ENSP00000289753HTR6800
ENSP00000307766HTR1E921
ENSP00000358963HTR1B739
ENSP00000367959HTR2A889
ENSP00000369960ADRA1A848
ENSP00000387281ADRA2B701
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.