IMPPAT Phytochemical information: 
2-Hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
2-Hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
Summary

SMILES: COc1cc(C(C)C)c2c3c1C(=O)Oc3c(c(c2)C)O
InChI: InChI=1S/C16H16O4/c1-7(2)9-6-11(19-4)13-12-10(9)5-8(3)14(17)15(12)20-16(13)18/h5-7,17H,1-4H3
InChIKey: XSUYKFNENYNSMG-UHFFFAOYSA-N
DeepSMILES: COcccCC)C))ccc6C=O)Oc5ccc9)C))O
Scaffold Graph/Node/Bond level: O=C1Oc2cccc3cccc1c23
Scaffold Graph/Node level: OC1OC2CCCC3CCCC1C32
Scaffold Graph level: CC1CC2CCCC3CCCC1C32
Functional groups: cOC; cOC(=O)c; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
ClassyFire Subclass: Naphthols and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Cadinane sesquiterpenoids
Synonymous chemical names:
2-hydroxy-5-isopropyl-7-methoxy-3-methyl-8, 1-naphthalene carbolactone, 2-hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
External chemical identifiers:
CID:CID_10445925; ChEMBL:CHEMBL250049; ZINC:ZINC000038877901
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 272.3
Log P RDKit 3.52
Topological polar surface area (Å2) RDKit 55.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 4
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 11
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.31
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
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
2-Hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
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 0.670998
2-Hydroxy-5-isopropyl-7-methoxy-3-methyl-8,1-naphthalene carbolactone
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 -5.28
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No