IMPPAT Phytochemical information: 
Ovigerine

Ovigerine
Summary

SMILES: C1Oc2c(O1)c1-c3c(C[C@H]4c1c(c2)CCN4)ccc1c3OCO1
InChI: InChI=1S/C18H15NO4/c1-2-12-17(22-7-20-12)15-9(1)5-11-14-10(3-4-19-11)6-13-18(16(14)15)23-8-21-13/h1-2,6,11,19H,3-5,7-8H2/t11-/m0/s1
InChIKey: UXVJNYDGHSTBCL-NSHDSACASA-N
DeepSMILES: COccO5)c-ccC[C@H]c6cc%10)CCN6)))))))cccc6OCO5
Scaffold Graph/Node/Bond level: c1cc2c(c3c1CC1NCCc4cc5c(c-3c41)OCO5)OCO2
Scaffold Graph/Node level: C1CC2CC3OCOC3C3C2C(CC2CCC4OCOC4C23)N1
Scaffold Graph level: C1CC2CC3CCCC3C3C2C(C1)CC1CCC2CCCC2C13
Functional groups: c1cOCO1; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aporphines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Aporphine alkaloids|Isoquinoline alkaloids
Synonymous chemical names:
Ovigerine, ovigerine
External chemical identifiers:
CID:CID_821351
Chemical structure download


Ovigerine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 309.32
Log P RDKit 2.55
Topological polar surface area (Å2) RDKit 48.95
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
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 6


Ovigerine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.810297


Ovigerine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.31
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes