IMPPAT Phytochemical information: 
Acorine
Acorine
Summary

SMILES: CC(=O)O[C@H]1C[C@@]2(C)CN3[C@H]4[C@@]5(C1)[C@@H]2[C@@H](C3)C[C@]12[C@H]5[C@H](O)[C@H]([C@@H](C41O)O)C(=C)C2
InChI: InChI=1S/C23H31NO5/c1-10-4-21-5-12-8-24-9-20(3)6-13(29-11(2)25)7-22(16(12)20)17(21)15(26)14(10)18(27)23(21,28)19(22)24/h12-19,26-28H,1,4-9H2,2-3H3/t12-,13+,14-,15-,16-,17-,18+,19+,20+,21-,22+,23?/m1/s1
InChIKey: MKBDARIDQJIABU-UCRFRDRDSA-N
DeepSMILES: CC=O)O[C@H]C[C@@]C)CN[C@H][C@@]C8)[C@@H]6[C@@H]C6)C[C@][C@H]6[C@H]O)[C@H][C@@H]C%116O))O))C=C)C6
Scaffold Graph/Node/Bond level: C=C1CC23CC4CN5CC6CCCC7(C64)C5C2CC1CC37
Scaffold Graph/Node level: CC1CC23CC4CN5CC6CCCC7(C64)C5C2CC1CC37
Scaffold Graph level: CC1CC23CC4CC5CC6CCCC7(C64)C5C2CC1CC37
Functional groups: CC(=O)OC; CN(C)C; CO; C=C(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
acorine
External chemical identifiers:
CID:CID_172430956
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Acorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 401.5
Log P RDKit 0.7
Topological polar surface area (Å2) RDKit 90.23
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 6
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 6
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 9
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
Acorine
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.442683
Acorine
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 -8.62
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