IMPPAT Phytochemical information: 
Naphtho[2,3-b]furan-4,9-dione
Naphtho[2,3-b]furan-4,9-dione
Summary

SMILES: O=C1c2ccccc2C(=O)c2c1occ2
InChI: InChI=1S/C12H6O3/c13-10-7-3-1-2-4-8(7)11(14)12-9(10)5-6-15-12/h1-6H
InChIKey: QMKMOPXRLXYBLI-UHFFFAOYSA-N
DeepSMILES: O=Ccccccc6C=O)cc%10occ5
Scaffold Graph/Node/Bond level: O=C1c2ccccc2C(=O)c2occc21
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2OCCC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CCCC12
Functional groups: cC(=O)c; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
naphtho-[2,3-b]-furan-4-,9-dione
External chemical identifiers:
CID:CID_79740; ChEMBL:CHEMBL62539; ZINC:ZINC000005934736; SureChEMBL:SCHEMBL28782
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Naphtho[2,3-b]furan-4,9-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 198.18
Log P RDKit 2.06
Topological polar surface area (Å2) RDKit 47.28
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
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 12
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
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
Naphtho[2,3-b]furan-4,9-dione
Drug-likeness
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.555026
Naphtho[2,3-b]furan-4,9-dione
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.90
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Naphtho[2,3-b]furan-4,9-dione
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000312ENSG00000181019NQO11728ChEMBL
TAR_EXP_001597ENSG00000135605TEC7006BindingDB
TAR_EXP_001593ENSG00000010671BTK695BindingDB
TAR_EXP_001153ENSG00000127948POR5447ChEMBL
TAR_EXP_000810ENSG00000128052KDR3791BindingDB
TAR_EXP_000782ENSG00000113263ITK3702BindingDB
TAR_EXP_000438ENSG00000077782FGFR12260BindingDB
TAR_EXP_000785ENSG00000105639JAK33718BindingDB
TAR_EXP_000280ENSG00000160868CYP3A41576BindingDB
TAR_EXP_000273ENSG00000138109CYP2C91559BindingDB
TAR_EXP_000271ENSG00000165841CYP2C191557BindingDB
TAR_EXP_000263ENSG00000140505CYP1A21544BindingDB
TAR_EXP_000348ENSG00000146648EGFR1956BindingDB