IMPPAT Phytochemical information: 
Hydroxymetasequirin A

Hydroxymetasequirin A
Summary

SMILES: O[C@@H]1CO[C@@H]([C@H]1c1ccc(c(c1)O)O)[C@H](c1ccc(c(c1)O)O)O
InChI: InChI=1S/C17H18O7/c18-10-3-1-8(5-12(10)20)15-14(22)7-24-17(15)16(23)9-2-4-11(19)13(21)6-9/h1-6,14-23H,7H2/t14-,15+,16+,17+/m1/s1
InChIKey: OVFIRUOQFSGCID-QZWWFDLISA-N
DeepSMILES: O[C@@H]CO[C@@H][C@H]5cccccc6)O))O))))))[C@H]cccccc6)O))O)))))O
Scaffold Graph/Node/Bond level: c1ccc(CC2OCCC2c2ccccc2)cc1
Scaffold Graph/Node level: C1CCC(CC2OCCC2C2CCCCC2)CC1
Scaffold Graph level: C1CCC(CC2CCCC2C2CCCCC2)CC1
Functional groups: CO; COC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: Benzenediols
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Neolignans
Synonymous chemical names:
hydroxymetasequirin a
External chemical identifiers:
CID:CID_101316779; ZINC:ZINC000238775104
Chemical structure download


Hydroxymetasequirin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 334.32
Log P RDKit 1.09
Topological polar surface area (Å2) RDKit 130.61
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Hydroxymetasequirin A
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.46


Hydroxymetasequirin A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.01
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No