IMPPAT Phytochemical information: 
Cycloatalantin
Cycloatalantin
Summary

SMILES: O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)[C@@H](O)C(=O)C34[C@@]([C@H]1CC2)(C=CC3=O)COC4(C)C)C
InChI: InChI=1S/C26H28O8/c1-21(2)25-15(27)6-9-24(25,12-32-21)14-5-8-22(3)18(13-7-10-31-11-13)33-20(30)19-26(22,34-19)23(14,4)16(28)17(25)29/h6-7,9-11,14,16,18-19,28H,5,8,12H2,1-4H3/t14-,16-,18-,19+,22-,23-,24-,25?,26+/m0/s1
InChIKey: IUXAGRKMQRVAMG-CLRAGQPTSA-N
DeepSMILES: O=CO[C@@H]cccoc5)))))[C@][C@][C@@H]6O3))[C@]C)[C@@H]O)C=O)C[C@@][C@H]6CC%10)))C=CC5=O))))COC5C)C))))))))))C
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)C2CCC3C(CC(=O)C45COCC34C=CC5=O)C23OC13
Scaffold Graph/Node level: OC1OC(C2CCOC2)C2CCC3C(CC(O)C45COCC34CCC5O)C23OC13
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C(CC(C)C45CCCC34CCC5C)C23CC13
Functional groups: C[C@]12CCOC(=O)[C@H]1O2; coc; CO; CC(=O)C; O=C1C=CCC1; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Eicosanoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Cycloatalantin, cycloatalantin
External chemical identifiers:
CID:CID_101664422
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cycloatalantin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 468.5
Log P RDKit 2.3
Topological polar surface area (Å2) RDKit 115.57
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.65
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Cycloatalantin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.38
Cycloatalantin
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.97
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes