IMPPAT Phytochemical information: 
Angustibalin
Angustibalin
Summary

SMILES: CC(=O)O[C@H]1[C@H]2[C@H](OC(=O)C2=C)C[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C
InChI: InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12-,14-,15+,17+/m1/s1
InChIKey: DCNRYQODUSSOKC-HKHYKUHTSA-N
DeepSMILES: CC=O)O[C@H][C@H][C@H]OC=O)C5=C))))C[C@H][C@H][C@@]7C)C=O)C=C5)))))C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2CCC3C=CC(=O)C3CC12
Scaffold Graph/Node level: CC1C(O)OC2CCC3CCC(O)C3CC21
Scaffold Graph level: CC1CC2CCC3CCC(C)C3CC2C1C
Functional groups: CC(=O)OC; C=C1CCOC1=O; O=C1C=CCC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Pseudoguaiane sesquiterpenoids
Synonymous chemical names:
helenalin acetate, Helenalin acetate
External chemical identifiers:
CID:CID_442142; ChEMBL:CHEMBL486196; ChEBI:CHEBI:2723; SureChEMBL:SCHEMBL509228
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Angustibalin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 304.34
Log P RDKit 1.82
Topological polar surface area (Å2) RDKit 69.67
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Angustibalin
Drug-likeness
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 0.545716
Angustibalin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.31
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Angustibalin
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000333ENSG00000134817APLNR187BindingDB
TAR_EXP_000604ENSG00000112164GLP1R2740ChEMBL, NPASS
TAR_EXP_000683ENSG00000197386HTT3064NPASS
TAR_EXP_000747ENSG00000138413IDH13417ChEMBL, NPASS
TAR_EXP_000845ENSG00000166949SMAD34088ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_000330ENSG00000144891AGTR1185BindingDB, NPASS
TAR_EXP_001900ENSG00000123595RAB9A9367NPASS
TAR_EXP_001892ENSG00000135898GPR559290BindingDB, ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_000867ENSG00000135679MDM24193BindingDB, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_000008ENSG00000153094BCL2L1110018BindingDB
TAR_EXP_001373ENSG00000239713APOBEC3G60489NPASS
TAR_EXP_000095ENSG00000224143EHMT210919NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001468ENSG00000204842ATXN26311ChEMBL, NPASS
TAR_EXP_001151ENSG00000170734POLH5429ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053ChEMBL, NPASS
TAR_EXP_001677ENSG00000100219XBP17494BindingDB, ChEMBL, NPASS
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001705ENSG00000125618PAX87849ChEMBL, NPASS