IMPPAT Phytochemical information: 
5,7-Dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one

5,7-Dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one
Summary

SMILES: OCc1oc2cc(O)cc(c2c(=O)c1)O
InChI: InChI=1S/C10H8O5/c11-4-6-3-8(14)10-7(13)1-5(12)2-9(10)15-6/h1-3,11-13H,4H2
InChIKey: YFSVMSTWCJUXNI-UHFFFAOYSA-N
DeepSMILES: OCcocccO)ccc6c=O)c%10)))O
Scaffold Graph/Node/Bond level: O=c1ccoc2ccccc12
Scaffold Graph/Node level: OC1CCOC2CCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: CO; coc; cO; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Chromanes
NP Classifier Class: Chromones
Synonymous chemical names:
cnidimol c
External chemical identifiers:
CID:CID_70697378; ChEMBL:CHEMBL2087914
Chemical structure download


5,7-Dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 208.17
Log P RDKit 0.7
Topological polar surface area (Å2) RDKit 90.9
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.1
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2


5,7-Dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one
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 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 0.64


5,7-Dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one
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 -6.85
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No