IMPPAT Phytochemical information: 
Lysergol
Lysergol
Summary

SMILES: OC[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3
InChI: InChI=1S/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,10,15,17,19H,6,8-9H2,1H3/t10-,15-/m1/s1
InChIKey: BIXJFIJYBLJTMK-MEBBXXQBSA-N
DeepSMILES: OC[C@H]CNC)[C@H]C=C6)cccccc6cC%10)c[nH]5
Scaffold Graph/Node/Bond level: C1=C2c3cccc4[nH]cc(c34)CC2NCC1
Scaffold Graph/Node level: C1CNC2CC3CNC4CCCC(C2C1)C34
Scaffold Graph level: C1CCC2C(C1)CC1CCC3CCCC2C31
Functional groups: CO; CN(C)C; cC(=CC)C; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Ergoline and derivatives
ClassyFire Subclass: Clavines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Ergot alkaloids
Synonymous chemical names:
Lysergol, iysergol, lysergol
External chemical identifiers:
CID:CID_14987; ChEMBL:CHEMBL39947; ChEBI:CHEBI:60528; ZINC:ZINC000003983953; FDASRS:NTR684Z1AZ; SureChEMBL:SCHEMBL178071; MolPort-001-740-040
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lysergol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 254.33
Log P RDKit 2.03
Topological polar surface area (Å2) RDKit 39.26
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Lysergol
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 0.817086
Lysergol
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 -6.32
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Lysergol
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_001868ENSG00000036672USP29099NPASS
TAR_EXP_001829ENSG00000099250NRP18829BindingDB
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001344ENSG00000132341RAN5901NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001253ENSG00000169035KLK75650BindingDB, ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000728ENSG00000135312HTR1B3351BindingDB
TAR_EXP_000729ENSG00000179546HTR1D3352BindingDB
TAR_EXP_000730ENSG00000168830HTR1E3354BindingDB
TAR_EXP_000814ENSG00000108424KPNB13837NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_000017ENSG00000169371SNUPN10073NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_001003ENSG00000112038OPRM14988NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_000202ENSG00000146399TAAR1134864BindingDB, ChEMBL, NPASS
TAR_EXP_000519ENSG00000171298GAA2548NPASS