IMPPAT Phytochemical information: 
(±)-Debromofiliformin

(±)-Debromofiliformin
Summary

SMILES: Cc1ccc2c(c1)O[C@@]1([C@@H]([C@@]2(C)CC1)C)C
InChI: InChI=1S/C15H20O/c1-10-5-6-12-13(9-10)16-15(4)8-7-14(12,3)11(15)2/h5-6,9,11H,7-8H2,1-4H3/t11-,14-,15+/m1/s1
InChIKey: KTFYXLCHBBZWNO-DFBGVHRSSA-N
DeepSMILES: Ccccccc6)O[C@@][C@@H][C@@]6C)CC5)))C))C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)OC1CCC2C1
Scaffold Graph/Node level: C1CCC2C3CCC(C3)OC2C1
Scaffold Graph level: C1CCC2C(C1)CC1CCC2C1
Functional groups: cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Laurane sesquiterpenoids
Synonymous chemical names:
(±)-Debromofiliformin
Chemical structure download


(±)-Debromofiliformin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 216.32
Log P RDKit 3.83
Topological polar surface area (Å2) RDKit 9.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


(±)-Debromofiliformin
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 0.64


(±)-Debromofiliformin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -4.67
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No