IMPPAT Phytochemical information: 
Mesuaferrol
Mesuaferrol
Summary

SMILES: CC(=CCC1(CC(=C(C)C)CC=C(C)C)C2OC(C)C(C(=O)C2C(=C(C1=O)C(c1ccccc1)(C(=O)C)O)O)C)C
InChI: InChI=1S/C35H46O6/c1-20(2)15-16-26(22(5)6)19-34(18-17-21(3)4)32(39)29(35(40,25(9)36)27-13-11-10-12-14-27)31(38)28-30(37)23(7)24(8)41-33(28)34/h10-15,17,23-24,28,33,38,40H,16,18-19H2,1-9H3
InChIKey: IOHVIMQDDPQYKZ-UHFFFAOYSA-N
DeepSMILES: CC=CCCCC=CC)C))CC=CC)C))))))COCC)CC=O)C6C=CC%10=O))Ccccccc6))))))C=O)C))O)))O))))C))))))))C
Scaffold Graph/Node/Bond level: O=C1CC2OCCC(=O)C2C=C1Cc1ccccc1
Scaffold Graph/Node level: OC1CC2OCCC(O)C2CC1CC1CCCCC1
Scaffold Graph level: CC1CC2CCCC(C)C2CC1CC1CCCCC1
Functional groups: CC=C(C)C; CC(C)=O; CO; CC(=O)C(C)=C(O)C; CC(C)=C(C)C; COC; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Meroterpenoids
NP Classifier Class: Polyprenylated cyclic polyketides (Hop meroterpenoids)
Synonymous chemical names:
mesuaferrol
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Mesuaferrol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 562.75
Log P RDKit 6.89
Topological polar surface area (Å2) RDKit 100.9
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 41
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 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 17
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.51
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Mesuaferrol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.32
Mesuaferrol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.70
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 Yes
P-glycoprotein substrate SwissADME Yes