IMPPAT Phytochemical information: 
Dehydrocycloatalantin
Dehydrocycloatalantin
Summary

SMILES: O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)C(=O)C(=O)C34[C@@]([C@H]1CC2)(C=CC3=O)COC4(C)C)C
InChI: InChI=1S/C26H26O8/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/h6-7,9-11,14,18-19H,5,8,12H2,1-4H3/t14-,18-,19+,22-,23-,24-,25?,26+/m0/s1
InChIKey: DNGIYWIRBISPJG-OHOMYKOWSA-N
DeepSMILES: O=CO[C@@H]cccoc5)))))[C@][C@][C@@H]6O3))[C@]C)C=O)C=O)C[C@@][C@H]6CC%10)))C=CC5=O))))COC5C)C))))))))))C
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)C2CCC3C(C(=O)C(=O)C45COCC34C=CC5=O)C23OC13
Scaffold Graph/Node level: OC1OC(C2CCOC2)C2CCC3C(C(O)C(O)C45COCC34CCC5O)C23OC13
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C(C(C)C(C)C45CCCC34CCC5C)C23CC13
Functional groups: C[C@]12CCOC(=O)[C@H]1O2; coc; CC(=O)C(=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:
Dehydrocycloatalantin, dehydrocycloatalantin
External chemical identifiers:
CID:CID_101664553
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dehydrocycloatalantin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 466.49
Log P RDKit 2.51
Topological polar surface area (Å2) RDKit 112.41
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
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 8
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.62
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
Dehydrocycloatalantin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.2686
Dehydrocycloatalantin
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 -8.07
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 3
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