IMPPAT Phytochemical information: 
Cherimolin 2
Cherimolin 2
Summary

SMILES: O(Cc1ccccc1)C[C@H]1[C@H](COCc2ccccc2)[C@H]2[C@@H]1O2
InChI: InChI=1S/C20H22O3/c1-3-7-15(8-4-1)11-21-13-17-18(20-19(17)23-20)14-22-12-16-9-5-2-6-10-16/h1-10,17-20H,11-14H2/t17-,18-,19-,20+/m0/s1
InChIKey: YEXCCZQZQXHKRH-LWYYNNOASA-N
DeepSMILES: OCcccccc6)))))))C[C@H][C@H]COCcccccc6)))))))))[C@H][C@@H]4O3
Scaffold Graph/Node/Bond level: c1ccc(COCC2C(COCc3ccccc3)C3OC23)cc1
Scaffold Graph/Node level: C1CCC(COCC2C(COCC3CCCCC3)C3OC23)CC1
Scaffold Graph level: C1CCC(CCCC2C(CCCC3CCCCC3)C3CC23)CC1
Functional groups: COC; C1C[C@H]2O[C@@H]12
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzylethers
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
cherimolin 2
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cherimolin 2
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 310.39
Log P RDKit 3.43
Topological polar surface area (Å2) RDKit 30.99
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Cherimolin 2
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 0.7
Cherimolin 2
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 -6.08
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 Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes