IMPPAT Phytochemical information: 
Macrophyllic acid
Macrophyllic acid
Summary

SMILES: OC(=O)C1(C)CCCC2(C1CCc1c2cc(c(c1C(C)C)O)c1cc2c(c(c1O)C(C)C)CCC1C2(C)CCCC1(C)C(=O)O)C
InChI: InChI=1S/C40H54O6/c1-21(2)31-23-11-13-29-37(5,15-9-17-39(29,7)35(43)44)27(23)19-25(33(31)41)26-20-28-24(32(22(3)4)34(26)42)12-14-30-38(28,6)16-10-18-40(30,8)36(45)46/h19-22,29-30,41-42H,9-18H2,1-8H3,(H,43,44)(H,45,46)
InChIKey: ITNCNPITYLLMNG-UHFFFAOYSA-N
DeepSMILES: OC=O)CC)CCCCC6CCcc6cccc6CC)C)))O))cccccc6O))CC)C)))CCCC6C)CCCC6C)C=O)O)))))))))))))))))))))C
Scaffold Graph/Node/Bond level: c1cc2c(cc1-c1ccc3c(c1)C1CCCCC1CC3)C1CCCCC1CC2
Scaffold Graph/Node level: C1CCC2C(C1)CCC1CCC(C3CCC4CCC5CCCCC5C4C3)CC12
Scaffold Graph level: C1CCC2C(C1)CCC1CCC(C3CCC4CCC5CCCCC5C4C3)CC12
Functional groups: CC(=O)O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Totarane diterpenoids
Synonymous chemical names:
macrophyllic acid, Macrophyllic acid
External chemical identifiers:
CID:CID_12312651
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Macrophyllic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 630.87
Log P RDKit 9.2
Topological polar surface area (Å2) RDKit 115.06
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 40
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.65
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
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 6
Macrophyllic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
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 0.26
Macrophyllic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Insoluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -2.93
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No