IMPPAT Phytochemical information: 
Pseudoanisatin

Pseudoanisatin
Summary

SMILES: O=C1OC[C@@]2([C@@]3([C@@](C1)(CC(=O)[C@]2(C)O)[C@H](C)C[C@@H]3O)O)C
InChI: InChI=1S/C15H22O6/c1-8-4-9(16)15(20)12(2)7-21-11(18)6-14(8,15)5-10(17)13(12,3)19/h8-9,16,19-20H,4-7H2,1-3H3/t8-,9+,12+,13+,14-,15+/m1/s1
InChIKey: NOHXYGXFTACADH-LDDBHUEJSA-N
DeepSMILES: O=COC[C@@][C@@][C@@]C7)CC=O)[C@]6C)O))))[C@H]C)C[C@@H]5O)))))O))C
Scaffold Graph/Node/Bond level: O=C1CC2COC(=O)CC3(CCCC23)C1
Scaffold Graph/Node level: OC1CC2COC(O)CC3(CCCC23)C1
Scaffold Graph level: CC1CCC2CC(C)CC3(CCCC23)C1
Functional groups: COC(=O)C; CC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Prezizaane sesquiterpenoids
Synonymous chemical names:
pseudoanisatin
External chemical identifiers:
CID:CID_44566790; ChEMBL:CHEMBL504536; ZINC:ZINC000100734489
Chemical structure download


Pseudoanisatin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 298.34
Log P RDKit -0.22
Topological polar surface area (Å2) RDKit 104.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Pseudoanisatin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.534239


Pseudoanisatin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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