IMPPAT Phytochemical information: 
Lappaphen-a
Lappaphen-a
Summary

SMILES: CC#Cc1ccc(s1)c1ccc(s1)C(=O)C[C@@]1(O)C(=O)O[C@H]2C1CCC(=C)[C@@H]1[C@@H]2C(=C)CC1
InChI: InChI=1S/C27H26O4S2/c1-4-5-17-8-11-22(32-17)23-13-12-21(33-23)20(28)14-27(30)19-10-7-15(2)18-9-6-16(3)24(18)25(19)31-26(27)29/h8,11-13,18-19,24-25,30H,2-3,6-7,9-10,14H2,1H3/t18-,19?,24+,25+,27+/m1/s1
InChIKey: WKQBNYGTPIGLMV-URGBRTDYSA-N
DeepSMILES: CC#Cccccs5)ccccs5)C=O)C[C@@]O)C=O)O[C@H]C5CCC=C)[C@@H][C@@H]7C=C)CC5
Scaffold Graph/Node/Bond level: C=C1CCC2C(CC(=O)c3ccc(-c4cccs4)s3)C(=O)OC2C2C(=C)CCC12
Scaffold Graph/Node level: CC1CCC2C(CC(O)C3CCC(C4CCCS4)S3)C(O)OC2C2C(C)CCC12
Scaffold Graph level: CC(CC1C(C)CC2C1CCC(C)C1CCC(C)C12)C1CCC(C2CCCC2)C1
Functional groups: cC#CC; csc; cC(C)=O; CO; COC(=O)C; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty acyls
NP Classifier Class: Hydrocarbons
Synonymous chemical names:
lappaphen a, lappaphen-a
External chemical identifiers:
CID:CID_13856336
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lappaphen-a
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 478.64
Log P RDKit 5.63
Topological polar surface area (Å2) RDKit 63.6
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 2
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.19
Number of sp hybridized carbon atoms RDKit 2
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Lappaphen-a
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.267893
Lappaphen-a
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.33
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No