IMPPAT Phytochemical information: 
15-Methoxy-16-oxo-15,16H-strictic acid

15-Methoxy-16-oxo-15,16H-strictic acid
Summary

SMILES: COC1OC(=O)C(=C1)CC[C@]1(C)C/C=C\C=C(/C(=C)CC[C@H]1C)\C(=O)O
InChI: InChI=1S/C21H28O5/c1-14-8-9-15(2)21(3,11-6-5-7-17(14)19(22)23)12-10-16-13-18(25-4)26-20(16)24/h5-7,13,15,18H,1,8-12H2,2-4H3,(H,22,23)/b6-5-,17-7+/t15-,18?,21+/m1/s1
InChIKey: AQUDFOQNDLVDOV-BKXNNBNLSA-N
DeepSMILES: COCOC=O)C=C5)CC[C@]C)C/C=C\C=C/C=C)CC[C@H]%10C)))))\C=O)O
Scaffold Graph/Node/Bond level: C=C1C=CC=CCC(CCC2=CCOC2=O)CCC1
Scaffold Graph/Node level: CC1CCCCCC(CCC2CCOC2O)CCC1
Scaffold Graph level: CC1CCCCCC(CCC2CCCC2C)CCC1
Functional groups: COC1C=C(C)C(=O)O1; C=C(C)/C(C(=O)O)=C\C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dihydrofurans
ClassyFire Subclass: Furanones
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
Synonymous chemical names:
15-methoxy-16-oxo-15,16h-strictic acid
External chemical identifiers:
CID:CID_100980006; MolPort-047-581-933
Chemical structure download


15-Methoxy-16-oxo-15,16H-strictic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 360.45
Log P RDKit 4.17
Topological polar surface area (Å2) RDKit 72.83
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.52
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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


15-Methoxy-16-oxo-15,16H-strictic acid
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 0.74


15-Methoxy-16-oxo-15,16H-strictic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.10
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No