IMPPAT Phytochemical information: 
Pindrolactone
Pindrolactone
Summary

SMILES: CC1=C/C(=C\[C@H]([C@H]2CC[C@@]3([C@]2(C)CC=C2C3=CC[C@@H]3[C@]2(C)CC[C@H](C3(C)C)O)C)C)/OC1=O
InChI: InChI=1S/C30H42O3/c1-18(16-20-17-19(2)26(32)33-20)21-10-14-30(7)23-8-9-24-27(3,4)25(31)12-13-28(24,5)22(23)11-15-29(21,30)6/h8,11,16-18,21,24-25,31H,9-10,12-15H2,1-7H3/b20-16+/t18-,21-,24+,25-,28-,29-,30+/m1/s1
InChIKey: ZPIUPTHPMLQGMP-YPBWBHRZSA-N
DeepSMILES: CC=C/C=C\[C@H][C@H]CC[C@@][C@]5C)CC=CC6=CC[C@@H][C@]6C)CC[C@H]C6C)C))O)))))))))))))C)))))C)))/OC5=O
Scaffold Graph/Node/Bond level: O=C1C=CC(=CCC2CCC3C4=CCC5CCCCC5C4=CCC23)O1
Scaffold Graph/Node level: OC1CCC(CCC2CCC3C2CCC2C4CCCCC4CCC32)O1
Scaffold Graph level: CC1CCC(CCC2CCC3C2CCC2C4CCCCC4CCC32)C1
Functional groups: CC1=C/C(=C\C)OC1=O; CC=C(C)C(=CC)C; CO
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: Lanostane, Tirucallane and Euphane triterpenoids
Synonymous chemical names:
pindrolactone
External chemical identifiers:
CID:CID_102247125; ZINC:ZINC000255287534
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pindrolactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 450.66
Log P RDKit 6.9
Topological polar surface area (Å2) RDKit 46.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Pindrolactone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.47
Pindrolactone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.24
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No