IMPPAT Phytochemical information: 
Attenuol

Attenuol
Summary

SMILES: C[C@@H]1Cc2cc3OCOc3cc2[C@@H]([C@H]1C)c1ccc(cc1)O
InChI: InChI=1S/C19H20O3/c1-11-7-14-8-17-18(22-10-21-17)9-16(14)19(12(11)2)13-3-5-15(20)6-4-13/h3-6,8-9,11-12,19-20H,7,10H2,1-2H3/t11-,12+,19+/m1/s1
InChIKey: DETVAFXBZLMAEB-UFYHVXEKSA-N
DeepSMILES: C[C@@H]CcccOCOc5cc9[C@@H][C@H]%13C))cccccc6))O
Scaffold Graph/Node/Bond level: c1ccc(C2CCCc3cc4c(cc32)OCO4)cc1
Scaffold Graph/Node level: C1CCC(C2CCCC3CC4OCOC4CC32)CC1
Scaffold Graph level: C1CCC(C2CCCC3CC4CCCC4CC32)CC1
Functional groups: c1cOCO1; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Aryltetralin lignans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Arylnaphthalene and aryltetralin lignans
Synonymous chemical names:
attenuol
External chemical identifiers:
CID:CID_21772330; ZINC:ZINC000036649201
Chemical structure download


Attenuol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 296.37
Log P RDKit 4.08
Topological polar surface area (Å2) RDKit 38.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.16
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.37
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4


Attenuol
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.86


Attenuol
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 -4.76
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes