IMPPAT Phytochemical information: 
Secomahoganin
Secomahoganin
Summary

SMILES: COC(=O)[C@]1(C)[C@H](CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1cocc1)C)[C@@]1(C)C=CC(=O)C([C@@H]1COC(=O)C)(C)C
InChI: InChI=1S/C29H36O9/c1-16(30)36-15-19-25(2,3)20(31)9-11-26(19,4)18-8-12-27(5)21(17-10-13-35-14-17)37-23(32)22-29(27,38-22)28(18,6)24(33)34-7/h9-11,13-14,18-19,21-22H,8,12,15H2,1-7H3/t18-,19+,21+,22-,26-,27+,28+,29-/m1/s1
InChIKey: PTLZHOLOQAFTMS-SCXLJDOTSA-N
DeepSMILES: COC=O)[C@]C)[C@H]CC[C@@][C@@]6O[C@@H]3C=O)O[C@H]7ccocc5)))))))))))C))))[C@@]C)C=CC=O)C[C@@H]6COC=O)C)))))C)C
Scaffold Graph/Node/Bond level: O=C1C=CC(C2CCC3C(c4ccoc4)OC(=O)C4OC43C2)CC1
Scaffold Graph/Node level: OC1CCC(C2CCC3C(C4CCOC4)OC(O)C4OC34C2)CC1
Scaffold Graph level: CC1CCC(C2CCC3C(C4CCCC4)CC(C)C4CC43C2)CC1
Functional groups: COC(C)=O; C[C@]12CCOC(=O)[C@H]1O2; coc; CC(=O)C=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tricarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
secomahoganin, Secomahoganin
External chemical identifiers:
CID:CID_21636292; ZINC:ZINC000146823924
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Secomahoganin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 528.6
Log P RDKit 3.96
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 29
Number of heavy atoms RDKit 38
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 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.66
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Secomahoganin
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 3
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 0.317445
Secomahoganin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -6.98
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes