IMPPAT Phytochemical information: 
Galanganal

Galanganal
Summary

SMILES: O=C/C(=C/c1ccc(cc1)O)/C/C=C/c1ccc(cc1)O
InChI: InChI=1S/C18H16O3/c19-13-16(12-15-6-10-18(21)11-7-15)3-1-2-14-4-8-17(20)9-5-14/h1-2,4-13,20-21H,3H2/b2-1+,16-12+
InChIKey: JULGSMRIWAOCJV-WQTQKZEZSA-N
DeepSMILES: O=C/C=C/cccccc6))O))))))/C/C=C/cccccc6))O
Scaffold Graph/Node/Bond level: C(=Cc1ccccc1)CC=Cc1ccccc1
Scaffold Graph/Node level: C1CCC(CCCCCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCCCCC2CCCCC2)CC1
Functional groups: c/C=C(\C)C=O; cO; c/C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Cinnamaldehydes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Linear diarylheptanoids
Synonymous chemical names:
galanganal
External chemical identifiers:
CID:CID_11254485; ZINC:ZINC000015250733
Chemical structure download


Galanganal
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 280.32
Log P RDKit 3.78
Topological polar surface area (Å2) RDKit 57.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 21
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 17
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 5
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 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2


Galanganal
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.646945


Galanganal
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 -5.40
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No