IMPPAT Phytochemical information: 
4-(7-Methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl)phenol

4-(7-Methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl)phenol
Summary

SMILES: Oc1ccc(cc1)C1=C(C)CC2N(C1)CCC2
InChI: InChI=1S/C15H19NO/c1-11-9-13-3-2-8-16(13)10-15(11)12-4-6-14(17)7-5-12/h4-7,13,17H,2-3,8-10H2,1H3
InChIKey: CVQQRWWNQONTMX-UHFFFAOYSA-N
DeepSMILES: Occcccc6))C=CC)CCNC6)CCC5
Scaffold Graph/Node/Bond level: C1=C(c2ccccc2)CN2CCCC2C1
Scaffold Graph/Node level: C1CCC(C2CCC3CCCN3C2)CC1
Scaffold Graph level: C1CCC(C2CCC3CCCC3C2)CC1
Functional groups: cO; cC(=C(C)C)C; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: 1-hydroxy-2-unsubstituted benzenoids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Lysine alkaloids
NP Classifier Class: Quinolizidine alkaloids
Synonymous chemical names:
ipalbidine
External chemical identifiers:
CID:CID_161520; SureChEMBL:SCHEMBL3133193
Chemical structure download


4-(7-Methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl)phenol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 229.32
Log P RDKit 3.03
Topological polar surface area (Å2) RDKit 23.47
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.47
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


4-(7-Methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl)phenol
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 0.799787


4-(7-Methyl-1,2,3,5,8,8a-hexahydroindolizin-6-yl)phenol
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 -6.10
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes