IMPPAT Phytochemical information: 
Delnudine

Delnudine
Summary

SMILES: O[C@H]1C[C@@]2(C)CN3[C@H]4[C@@]5(C1)[C@@H]2[C@]3(O)C[C@@]12[C@H]5[C@H](CC(=O)[C@H]41)C(=C)C2
InChI: InChI=1S/C20H25NO3/c1-9-4-18-7-20(24)16-17(2)5-10(22)6-19(16)14(18)11(9)3-12(23)13(18)15(19)21(20)8-17/h10-11,13-16,22,24H,1,3-8H2,2H3/t10-,11+,13+,14+,15+,16+,17-,18+,19-,20+/m0/s1
InChIKey: WOTTUVWPEYDWKI-IZVRXGLKSA-N
DeepSMILES: O[C@H]C[C@@]C)CN[C@H][C@@]C8)[C@@H]6[C@]5O)C[C@@][C@H]6[C@H]CC=O)[C@H]%116)))C=C)C5
Scaffold Graph/Node/Bond level: C=C1CC23CC4C5C6CCCC57C(C2C(=O)CC1C37)N4C6
Scaffold Graph/Node level: CC1CC23CC4C5C6CCCC57C(C2C(O)CC1C37)N4C6
Scaffold Graph level: CC1CC23CC4C5CC6CCCC7(C64)C5C2C(C)CC1C37
Functional groups: CO; CN(C)[C@@](O)(C)C; CC(=O)C; C=C(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
delnudine
External chemical identifiers:
CID:CID_177633829
Chemical structure download


Delnudine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 327.42
Log P RDKit 1.32
Topological polar surface area (Å2) RDKit 60.77
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.85
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 8
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 8
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8


Delnudine
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.658987


Delnudine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.02
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