IMPPAT Phytochemical information: 
Silyhermin

Silyhermin
Summary

SMILES: OC[C@@H]1c2cc(cc(c2O[C@H]1c1ccc(c(c1)OC)O)O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O
InChI: InChI=1S/C25H22O9/c1-32-21-6-11(2-3-16(21)28)24-15(10-26)14-4-12(5-19(31)25(14)34-24)20-9-18(30)23-17(29)7-13(27)8-22(23)33-20/h2-8,15,20,24,26-29,31H,9-10H2,1H3/t15-,20+,24+/m1/s1
InChIKey: AQRHXQBZDLTXPO-VNOPPTIDSA-N
DeepSMILES: OC[C@@H]cccccc6O[C@H]9cccccc6)OC)))O))))))))O)))[C@@H]CC=O)ccO6)cccc6O)))O
Scaffold Graph/Node/Bond level: O=C1CC(c2ccc3c(c2)CC(c2ccccc2)O3)Oc2ccccc21
Scaffold Graph/Node level: OC1CC(C2CCC3OC(C4CCCCC4)CC3C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCC3CC(C4CCCCC4)CC3C2)CC2CCCCC12
Functional groups: CO; cO; cOC; cC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: 2-arylbenzofuran flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans|Flavonoids
NP Classifier Class: Flavonolignans
Synonymous chemical names:
silyhermin
External chemical identifiers:
CID:CID_121232947; ChEMBL:CHEMBL4076646; ZINC:ZINC000038735115; FDASRS:YI80R3JQ90
Chemical structure download


Silyhermin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 466.44
Log P RDKit 3.43
Topological polar surface area (Å2) RDKit 145.91
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 19
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
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


Silyhermin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Bad
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 0.39


Silyhermin
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -7.09
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 Yes
P-glycoprotein substrate SwissADME No