IMPPAT Phytochemical information: 
Dehydroatalantin
Dehydroatalantin
Summary

SMILES: COC(=O)/C=C/[C@@]12COC(C1C(=O)C(=O)[C@@]1(C2CC[C@@]2([C@]31OC3C(=O)O[C@H]2c1ccoc1)C)C)(C)C
InChI: InChI=1S/C27H30O9/c1-23(2)18-17(29)19(30)25(4)15(26(18,13-34-23)10-7-16(28)32-5)6-9-24(3)20(14-8-11-33-12-14)35-22(31)21-27(24,25)36-21/h7-8,10-12,15,18,20-21H,6,9,13H2,1-5H3/b10-7+/t15?,18?,20-,21?,24-,25-,26-,27+/m0/s1
InChIKey: LDDPNRPNOHWFQH-XVHSPFGVSA-N
DeepSMILES: COC=O)/C=C/[C@@]COCC5C=O)C=O)[C@@]C9CC[C@@][C@@]6OC3C=O)O[C@H]7cccoc5)))))))))))C)))))C)))))C)C
Scaffold Graph/Node/Bond level: O=C1C(=O)C2C(CCC3C(c4ccoc4)OC(=O)C4OC432)C2COCC12
Scaffold Graph/Node level: OC1OC(C2CCOC2)C2CCC3C4COCC4C(O)C(O)C3C23OC13
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C4CCCC4C(C)C(C)C3C23CC13
Functional groups: COC(=O)/C=C/C; COC; CC(=O)C(=O)C; C[C@]12CCOC(=O)C1O2; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Dehydroatalantin, dehydroatalantin
External chemical identifiers:
CID:CID_101281327
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dehydroatalantin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 498.53
Log P RDKit 2.73
Topological polar surface area (Å2) RDKit 121.64
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.63
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
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 6
Dehydroatalantin
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 1
Ghose filter RDKit Failed
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 0.267914
Dehydroatalantin
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 -8.11
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 4
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No