IMPPAT Phytochemical information: 
Gomisin D
Gomisin D
Summary

SMILES: COc1c(OC)cc2c(-c3c4cc5c(c3OC[C@H]([C@@](C(=O)O[C@@H]2[C@@](C)(O)[C@H](C4)C)(C)O)C)OCO5)c1OC
InChI: InChI=1S/C28H34O10/c1-13-8-15-9-18-22(37-12-36-18)24-19(15)20-16(10-17(32-5)21(33-6)23(20)34-7)25(27(13,3)30)38-26(29)28(4,31)14(2)11-35-24/h9-10,13-14,25,30-31H,8,11-12H2,1-7H3/t13-,14+,25-,27-,28+/m0/s1
InChIKey: VLLFEMVDMFTBHG-KMIFWYFFSA-N
DeepSMILES: COccOC))ccc-cccccc6OC[C@H][C@@]C=O)O[C@@H]%15[C@@]C)O)[C@H]C%15)C))))))C)O))C)))))OCO5))))))))c6OC
Scaffold Graph/Node/Bond level: O=C1CCCOc2c3c(cc4c2-c2ccccc2C(CCC4)O1)OCO3
Scaffold Graph/Node level: OC1CCCOC2C3OCOC3CC3CCCC(O1)C1CCCCC1C32
Scaffold Graph level: CC1CCCCC2C3CCCC3CC3CCCC(C1)C1CCCCC1C32
Functional groups: c1cOCO1; cOC; COC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Dibenzocyclooctadienes lignans
Synonymous chemical names:
gomisin d
External chemical identifiers:
CID:CID_5317799; ChEMBL:CHEMBL2386340; ZINC:ZINC000070454391; MolPort-039-339-121
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Gomisin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.57
Log P RDKit 3.42
Topological polar surface area (Å2) RDKit 122.14
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.54
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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
Gomisin D
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 Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.57
Gomisin D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.05
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No