IMPPAT Phytochemical information: 
Miltirone

Miltirone
Summary

SMILES: CC(C1=Cc2ccc3c(c2C(=O)C1=O)CCCC3(C)C)C
InChI: InChI=1S/C19H22O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h7-8,10-11H,5-6,9H2,1-4H3
InChIKey: FEFAIBOZOKSLJR-UHFFFAOYSA-N
DeepSMILES: CCC=Ccccccc6C=O)C%10=O))))CCCC6C)C))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=Cc2ccc3c(c2C1=O)CCCC3
Scaffold Graph/Node level: OC1CCC2CCC3CCCCC3C2C1O
Scaffold Graph level: CC1CCC2CCC3CCCCC3C2C1C
Functional groups: CC1=CccC(=O)C1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Abietane diterpenoids
Synonymous chemical names:
Rosmariquinone, rosmariquinone
External chemical identifiers:
CID:CID_160142; ChEMBL:CHEMBL45830; ChEBI:CHEBI:34851; ZINC:ZINC000001537184; SureChEMBL:SCHEMBL13568178; MolPort-027-720-891
Chemical structure download


Miltirone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 282.38
Log P RDKit 4.11
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 2
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 10
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.47
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
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 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Miltirone
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72651


Miltirone
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 -4.56
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Miltirone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000360372CYP2C19700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.