IMPPAT Phytochemical information: 
Angelicide

Angelicide
Summary

SMILES: CCC/C=C/1\OC(=O)C2=C1CCC1C2C2(C1CCC)OC(=O)C1=C2CCC=C1
InChI: InChI=1S/C24H28O4/c1-3-5-11-19-16-13-12-14-17(8-4-2)24(21(14)20(16)23(26)27-19)18-10-7-6-9-15(18)22(25)28-24/h6,9,11,14,17,21H,3-5,7-8,10,12-13H2,1-2H3/b19-11-
InChIKey: TYSOMZQRYGBSKN-ODLFYWEKSA-N
DeepSMILES: CCC/C=C\OC=O)C=C\5CCCC6CC4CCC))))OC=O)C=C5CCC=C6
Scaffold Graph/Node/Bond level: C=C1OC(=O)C2=C1CCC1CC3(OC(=O)C4=C3CCC=C4)C21
Scaffold Graph/Node level: CC1OC(O)C2C1CCC1CC3(OC(O)C4CCCCC43)C12
Scaffold Graph level: CC1CC(C)C2C1CCC1CC3(CC(C)C4CCCCC43)C12
Functional groups: C/C=C1\OC(=O)C(=C1C)C; O=C1OCC2=C1C=CCC2
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isobenzofurans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Phthalide derivatives
Synonymous chemical names:
angelicide
External chemical identifiers:
CID:CID_5316848; SureChEMBL:SCHEMBL11987214
Chemical structure download


Angelicide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 380.48
Log P RDKit 4.92
Topological polar surface area (Å2) RDKit 52.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Angelicide
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 0.65


Angelicide
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 -5.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No