IMPPAT Phytochemical information: 
Bicolorine (Delphinium)

Bicolorine (Delphinium)
Summary

SMILES: CCN1CC2(C)CCC(C34C1C(C(C23)O)C1(O)CC(C2CC4C1C2O)OC)O
InChI: InChI=1S/C22H35NO5/c1-4-23-9-20(2)6-5-13(24)22-11-7-10-12(28-3)8-21(27,14(11)16(10)25)15(19(22)23)17(26)18(20)22/h10-19,24-27H,4-9H2,1-3H3
InChIKey: NETPSJUPEOQHLK-UHFFFAOYSA-N
DeepSMILES: CCNCCC)CCCCC8CCC95)O))CO)CCCCC9C7C5O))))))OC))))))))O
Scaffold Graph/Node/Bond level: C1CC2CNC3C4CC2C3(C1)C1CC2CCC4C1C2
Scaffold Graph/Node level: C1CC2CNC3C4CC2C3(C1)C1CC2CCC4C1C2
Scaffold Graph level: C1CC2CCC3C4CC2C3(C1)C1CC2CCC4C1C2
Functional groups: CN(C)C; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
delphinium
External chemical identifiers:
CID:CID_181701
Chemical structure download


Bicolorine (Delphinium)
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 393.52
Log P RDKit 0.22
Topological polar surface area (Å2) RDKit 93.39
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.59
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 1
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6


Bicolorine (Delphinium)
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.536461


Bicolorine (Delphinium)
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.64
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes