IMPPAT Phytochemical information: 
1,7-Dihydroxy-5-methoxycarbonyl-3-methylxanthone

1,7-Dihydroxy-5-methoxycarbonyl-3-methylxanthone
Summary

SMILES: COC(=O)c1cc(O)cc2c1oc1cc(C)cc(c1c2=O)O
InChI: InChI=1S/C16H12O6/c1-7-3-11(18)13-12(4-7)22-15-9(14(13)19)5-8(17)6-10(15)16(20)21-2/h3-6,17-18H,1-2H3
InChIKey: FMNORJDMOXUEDR-UHFFFAOYSA-N
DeepSMILES: COC=O)cccO)ccc6occcC)ccc6c%10=O)))O
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2ccccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2CCCCC21
Scaffold Graph level: CC1C2CCCCC2CC2CCCCC21
Functional groups: cC(=O)OC; cO; coc; 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: Xanthones
NP Classifier Class: Methyl xanthones
Synonymous chemical names:
1,7 dihydroxy-5-methoxycarbonyl-3-methylxanthone
External chemical identifiers:
CID:CID_129861792; ZINC:ZINC000238744640
Chemical structure download


1,7-Dihydroxy-5-methoxycarbonyl-3-methylxanthone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 300.27
Log P RDKit 2.45
Topological polar surface area (Å2) RDKit 96.97
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 6
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 14
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3


1,7-Dihydroxy-5-methoxycarbonyl-3-methylxanthone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.529018


1,7-Dihydroxy-5-methoxycarbonyl-3-methylxanthone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.99
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No