IMPPAT Phytochemical information: 
Davanafuran

Davanafuran
Summary

SMILES: C=C[C@@]1(C)CCC(O1)[C@@H](c1ccco1)C
InChI: InChI=1S/C13H18O2/c1-4-13(3)8-7-12(15-13)10(2)11-6-5-9-14-11/h4-6,9-10,12H,1,7-8H2,2-3H3/t10-,12?,13+/m1/s1
InChIKey: WBNXESGNGNWXSU-VBUNGHGYSA-N
DeepSMILES: C=C[C@@]C)CCCO5)[C@@H]cccco5)))))C
Scaffold Graph/Node/Bond level: c1coc(CC2CCCO2)c1
Scaffold Graph/Node level: C1COC(CC2CCCO2)C1
Scaffold Graph level: C1CCC(CC2CCCC2)C1
Functional groups: C=CC; coc; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Heteroaromatic compounds
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Furans
Synonymous chemical names:
davanafuran, Davanafuran,cis-, cis-davanafuran
External chemical identifiers:
CID:CID_6427516
Chemical structure download


Davanafuran
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.29
Log P RDKit 3.51
Topological polar surface area (Å2) RDKit 22.37
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.54
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 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2


Davanafuran
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.71


Davanafuran
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.51
Number of PAINS structural alerts SwissADME 0
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