IMPPAT Phytochemical information: 
Pelankine
Pelankine
Summary

SMILES: C/C=C/1\CN2CCC34C(C1CCC23N(C)c1c4cc2c(c1)c1c(o2)cc2c(c1)C13CCN4C(C1N2C)CC(C3C(=O)OC)C1(C4)OC1C)C(=O)OC
InChI: InChI=1S/C42H48N4O6/c1-7-22-19-46-13-11-40-27-17-32-25(15-30(27)44(4)42(40,46)9-8-23(22)34(40)37(47)49-5)24-14-26-29(18-33(24)51-32)43(3)36-31-16-28-35(38(48)50-6)39(26,36)10-12-45(31)20-41(28)21(2)52-41/h7,14-15,17-18,21,23,28,31,34-36H,8-13,16,19-20H2,1-6H3/b22-7+
InChIKey: GCALWROHTSRPCZ-QPJQQBGISA-N
DeepSMILES: C/C=C\CNCCCCC\8CCC96NC)cc9cccc6)cco5)cccc6)CCCNCC6N9C)))CCC8C=O)OC))))CC6)OC3C))))))))))))))))))))))))))C=O)OC
Scaffold Graph/Node/Bond level: C=C1CN2CCC34CC1CCC23Nc1cc2c(cc14)oc1cc3c(cc12)C12CCN4CC5(CO5)C(CC4C1N3)C2
Scaffold Graph/Node level: CC1CN2CCC34CC1CCC23NC1CC2C(CC14)OC1CC3NC4C5CC6CC4(CCN5CC64CO4)C3CC12
Scaffold Graph level: CC1CC2CCC34CC1CCC23CC1CC2C(CC3CC5CC6C7CC8CC6(CCC7CC86CC6)C5CC32)CC14
Functional groups: C/C=C(\C)C; cN(C)C; cN(C)C(C)(C)N(C)C; COC(C)=O; CC1OC1(C)C; coc; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Pyridoindoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma type
Synonymous chemical names:
pelankine
External chemical identifiers:
CID:CID_102079780
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pelankine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 704.87
Log P RDKit 4.95
Topological polar surface area (Å2) RDKit 91.23
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 42
Number of heavy atoms RDKit 52
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 8
Number of aliphatic rings RDKit 10
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 13
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 6
Number of saturated rings RDKit 8
Number of Smallest Set of Smallest Rings (SSSR) RDKit 13
Pelankine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.21
Pelankine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.28
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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