IMPPAT Phytochemical information: 
Oliveramine

Oliveramine
Summary

SMILES: O=C1OCCc2c1cncc2CCC(c1cncc2c1CCOC2=O)C
InChI: InChI=1S/C20H20N2O4/c1-12(16-9-22-11-18-15(16)5-7-26-20(18)24)2-3-13-8-21-10-17-14(13)4-6-25-19(17)23/h8-12H,2-7H2,1H3
InChIKey: QMWNJTAFPCJRKK-UHFFFAOYSA-N
DeepSMILES: O=COCCcc6cncc6CCCccnccc6CCOC6=O)))))))))))C
Scaffold Graph/Node/Bond level: O=C1OCCc2c(CCCc3cncc4c3CCOC4=O)cncc21
Scaffold Graph/Node level: OC1OCCC2C(CCCC3CNCC4C(O)OCCC34)CNCC12
Scaffold Graph level: CC1CCCC2C(CCCC3CCCC4C(C)CCCC34)CCCC12
Functional groups: cC(=O)OC; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyranopyridines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
oliveramine
External chemical identifiers:
CID:CID_71437678
Chemical structure download


Oliveramine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 352.39
Log P RDKit 2.64
Topological polar surface area (Å2) RDKit 78.38
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 2
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


Oliveramine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.79


Oliveramine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.58
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes