IMPPAT Phytochemical information: 
Norpleiomutine
Norpleiomutine
Summary

SMILES: COC(=O)[C@@H]1C[C@]23CCCN4[C@@H]3[C@@]3([C@]1(CC2)Nc1c3cc(cc1)[C@H]1C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3)CC4
InChI: InChI=1S/C40H48N4O2/c1-3-37-13-6-18-42-20-12-27-26-8-4-5-9-31(26)44(33(27)34(37)42)32(24-37)25-10-11-30-28(22-25)39-17-21-43-19-7-14-38(36(39)43)15-16-40(39,41-30)29(23-38)35(45)46-2/h4-5,8-11,22,29,32,34,36,41H,3,6-7,12-21,23-24H2,1-2H3/t29-,32+,34+,36-,37-,38-,39+,40+/m0/s1
InChIKey: BIJHVDNGQCIFEQ-LSBWAQMJSA-N
DeepSMILES: COC=O)[C@@H]C[C@@]CCCN[C@@H]6[C@@][C@]%10CC%10))Ncc5cccc6))[C@H]C[C@]CC))CCCN[C@@H]6cn%10cccccc6c9CC%13)))))))))))))))))))))))))CC5
Scaffold Graph/Node/Bond level: c1ccc2c(c1)c1c3n2C(c2ccc4c(c2)C25CCN6CCCC7(CCC2(CC7)N4)C65)CC2CCCN(CC1)C32
Scaffold Graph/Node level: C1CCC2C(C1)C1CCN3CCCC4CC(C5CCC6NC78CCC9(CCCN%10CCC7(C6C5)C%109)CC8)N2C1C43
Scaffold Graph level: C1CC2CCC3C4CCCCC4C4C(C5CCC6CC78CCC9(CCCC%10CCC7(C6C5)C%109)CC8)CC(C1)C2C34
Functional groups: COC(C)=O; cn(c)C; CN(C)C; cNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aspidofractine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma type
Synonymous chemical names:
norpleiomutine, Norpleiomutine
External chemical identifiers:
CID:CID_132966072
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Norpleiomutine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 616.85
Log P RDKit 6.97
Topological polar surface area (Å2) RDKit 49.74
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
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 8
Stereochemical complexity RDKit 0.2
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 4
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 6
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 12
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 12
Norpleiomutine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.322458
Norpleiomutine
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 -6.74
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 Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes