IMPPAT Phytochemical information: 
Cyclomammeisin
Cyclomammeisin
Summary

SMILES: CC(CC(=O)c1c(O)c2c(cc(=O)oc2c2c1OC(C2)C(O)(C)C)c1ccccc1)C
InChI: InChI=1S/C25H26O6/c1-13(2)10-17(26)21-22(28)20-15(14-8-6-5-7-9-14)12-19(27)31-23(20)16-11-18(25(3,4)29)30-24(16)21/h5-9,12-13,18,28-29H,10-11H2,1-4H3
InChIKey: PTQKDRQFGLKODH-UHFFFAOYSA-N
DeepSMILES: CCCC=O)ccO)cccc=O)oc6cc%10OCC5)CO)C)C))))))))))cccccc6))))))))))))C
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)c2ccc3c(c2o1)CCO3
Scaffold Graph/Node level: OC1CC(C2CCCCC2)C2CCC3OCCC3C2O1
Scaffold Graph level: CC1CC(C2CCCCC2)C2CCC3CCCC3C2C1
Functional groups: cC(C)=O; cO; c=O; coc; cOC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Neoflavonoids
ClassyFire Subclass: Prenylated neoflavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Furocoumarins|Simple coumarins
Synonymous chemical names:
cyclomammeisinn
External chemical identifiers:
CID:CID_21592420; ChEMBL:CHEMBL451992; ChEBI:CHEBI:175373
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cyclomammeisin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 422.48
Log P RDKit 4.47
Topological polar surface area (Å2) RDKit 96.97
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
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
Cyclomammeisin
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 0.47
Cyclomammeisin
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 -5.87
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes