IMPPAT Phytochemical information: 
Toddasin
Toddasin
Summary

SMILES: COc1cc(OC)c2c(c1/C=C/C1(C)CCC=CC1c1c(OC)cc(c3c1oc(=O)cc3)OC)oc(=O)cc2
InChI: InChI=1S/C31H30O8/c1-31(15-13-20-23(35-3)16-22(34-2)18-9-11-26(32)38-29(18)20)14-7-6-8-21(31)28-25(37-5)17-24(36-4)19-10-12-27(33)39-30(19)28/h6,8-13,15-17,21H,7,14H2,1-5H3/b15-13+
InChIKey: WDGPQNGHPASOCI-FYWRMAATSA-N
DeepSMILES: COcccOC))ccc6/C=C/CC)CCC=CC6ccOC))cccc6oc=O)cc6))))))OC)))))))))))))))oc=O)cc6
Scaffold Graph/Node/Bond level: O=c1ccc2cccc(C=CC3CCC=CC3c3cccc4ccc(=O)oc34)c2o1
Scaffold Graph/Node level: OC1CCC2CCCC(CCC3CCCCC3C3CCCC4CCC(O)OC43)C2O1
Scaffold Graph level: CC1CCC2CCCC(CCC3CCCCC3C3CCCC4CCC(C)CC43)C2C1
Functional groups: cOC; coc; c=O; c/C=C/C; CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
toddasin, Toddasin
External chemical identifiers:
CID:CID_101999460
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Toddasin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.57
Log P RDKit 6.09
Topological polar surface area (Å2) RDKit 97.34
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 22
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Toddasin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
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 0.209271
Toddasin
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 -5.16
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No