IMPPAT Phytochemical information: 
Aphanamixinin

Aphanamixinin
Summary

SMILES: COC(=O)CC1C(C)(CCC(=O)C1(C)C)C1CCC2(C3(C1=C)OC3C(=O)OC2c1cocc1)C
InChI: InChI=1S/C27H34O7/c1-15-17(25(4)10-8-19(28)24(2,3)18(25)13-20(29)31-6)7-11-26(5)21(16-9-12-32-14-16)33-23(30)22-27(15,26)34-22/h9,12,14,17-18,21-22H,1,7-8,10-11,13H2,2-6H3
InChIKey: QDXFMTXPTVLUPN-UHFFFAOYSA-N
DeepSMILES: COC=O)CCCC)CCC=O)C6C)C)))))CCCCCC6=C))OC3C=O)OC7ccocc5)))))))))))C
Scaffold Graph/Node/Bond level: C=C1C(C2CCC(=O)CC2)CCC2C(c3ccoc3)OC(=O)C3OC132
Scaffold Graph/Node level: CC1C(C2CCC(O)CC2)CCC2C(C3CCOC3)OC(O)C3OC123
Scaffold Graph level: CC1CCC(C2CCC3C(C4CCCC4)CC(C)C4CC43C2C)CC1
Functional groups: COC(C)=O; CC(=O)C; C=C(C)C12CCOC(=O)C1O2; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dioxepanes
ClassyFire Subclass: 1,4-dioxepanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
aphanamixinin
External chemical identifiers:
CID:CID_71436691
Chemical structure download


Aphanamixinin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 470.56
Log P RDKit 4.56
Topological polar surface area (Å2) RDKit 95.34
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Aphanamixinin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
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 0.36


Aphanamixinin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -6.93
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes