IMPPAT Phytochemical information: 
Pleiomutinine
Pleiomutinine
Summary

SMILES: COC(=O)[C@@H]1[C@H]2C[C@H]3[C@]45N1c1ccccc1[C@]5(CCN3C/C/2=C/C)CN1c2c4cccc2[C@]23[C@]41CC[C@@]1([C@H]4C)[C@@H]3N(CC2)CCC1
InChI: InChI=1S/C40H46N4O2/c1-4-25-22-42-19-16-37-23-43-33-28(38-17-20-41-18-8-13-36(35(38)41)14-15-39(38,43)24(36)2)10-7-11-29(33)40(37)31(42)21-26(25)32(34(45)46-3)44(40)30-12-6-5-9-27(30)37/h4-7,9-12,24,26,31-32,35H,8,13-23H2,1-3H3/b25-4-/t24-,26+,31+,32+,35+,36+,37+,38-,39+,40-/m1/s1
InChIKey: NHYWHOQGRJLYBG-XYIXMZRPSA-N
DeepSMILES: COC=O)[C@@H][C@H]C[C@H][C@@]N6cccccc6[C@]9CCN%13C/C/%17=C/C)))))))CNcc%13cccc6[C@@][C@@]9CC[C@@][C@H]5C))[C@@H]6NCC9))CCC6
Scaffold Graph/Node/Bond level: C=C1CN2CCC34CN5c6c(cccc6C36C2CC1CN6c1ccccc14)C12CCN3CCCC4(CCC51C4)C32
Scaffold Graph/Node level: CC1CN2CCC34CN5C6C(CCCC6C36C2CC1CN6C1CCCCC14)C12CCN3CCCC4(CCC51C4)C32
Scaffold Graph level: CC1CC2CCC34CC5C6C(CCCC6C36C2CC1CC6C1CCCCC14)C12CCC3CCCC4(CCC51C4)C32
Functional groups: COC(C)=O; CN(C)C; cN(C)C; C/C=C(/C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Pleiocarpaman alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma type
Synonymous chemical names:
pleiomutinine
External chemical identifiers:
CID:CID_137628469; ZINC:ZINC000255245195
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pleiomutinine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 614.83
Log P RDKit 5.34
Topological polar surface area (Å2) RDKit 39.26
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 40
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 2
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 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 12
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 12
Pleiomutinine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
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 0.32
Pleiomutinine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly 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 -6.22
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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