IMPPAT Phytochemical information: 
Microphyllone
Microphyllone
Summary

SMILES: CC(=CC[C@]12C(=O)C=CC(=O)[C@]32CC(=C[C@@H]1c1c3c(O)ccc1O)C)C
InChI: InChI=1S/C22H22O4/c1-12(2)8-9-21-14-10-13(3)11-22(21,18(26)7-6-17(21)25)20-16(24)5-4-15(23)19(14)20/h4-8,10,14,23-24H,9,11H2,1-3H3/t14-,21-,22-/m1/s1
InChIKey: PDQBHONFOHDGLI-KHIBUBOWSA-N
DeepSMILES: CC=CC[C@@]C=O)C=CC=O)[C@@]6CC=C[C@@H]%10cc7cO)ccc6O)))))))))C)))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)C23CC=CC(c4ccccc42)C13
Scaffold Graph/Node level: OC1CCC(O)C23CCCC(C4CCCCC42)C13
Scaffold Graph level: CC1CCC(C)C23CCCC(C4CCCCC42)C13
Functional groups: CC=C(C)C; O=C1C=CC(=O)CC1; CC(C)=CC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Fluorenes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Meroterpenoids
Synonymous chemical names:
microphyllone, Microphyllone
External chemical identifiers:
CID:CID_9928360; ZINC:ZINC000014594117
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Microphyllone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 350.41
Log P RDKit 3.83
Topological polar surface area (Å2) RDKit 74.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Microphyllone
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 Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.63
Microphyllone
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 -6.36
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes