IMPPAT Phytochemical information: 
Choline

Choline
Summary

SMILES: OCC[N+](C)(C)C
InChI: InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
InChIKey: OEYIOHPDSNJKLS-UHFFFAOYSA-N
DeepSMILES: OCC[N+]C)C)C
Functional groups: CO; C[N+](C)(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic nitrogen compounds
ClassyFire Class: Organonitrogen compounds
ClassyFire Subclass: Quaternary ammonium salts
NP Classifier Biosynthetic pathway: Fatty acids
Synonymous chemical names:
choline
External chemical identifiers:
CID:305; ChEMBL:CHEMBL920; ChEBI:15354; ZINC:ZINC000003079337; FDASRS:N91BDP6H0X; SureChEMBL:SCHEMBL3142; MolPort-001-792-031
Chemical structure download


Choline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 104.17
Log P RDKit -0.32
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 5
Number of heavy atoms RDKit 7
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 1
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
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 0


Choline
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 2
Ghose filter RDKit Failed
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 0.4762


Choline
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.22
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
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


Choline
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000209668ADH1A819
ENSP00000222256RAB3A900
ENSP00000228438CLEC2B800
ENSP00000240617PLBD1900
ENSP00000261205SYT1900
ENSP00000261267LYZ787
ENSP00000263088PLD2974
ENSP00000264047SLC5A7976
ENSP00000264381BCHE998
ENSP00000265512ADH4819
ENSP00000265689CHKA997
ENSP00000266517ETNK1935
ENSP00000271227SLC44A3900
ENSP00000272190REN816
ENSP00000274353BHMT896
ENSP00000290472PLA2G4D909
ENSP00000292823PCYT1A843
ENSP00000296412ADH5819
ENSP00000303211ACHE995
ENSP00000306124PRKCE900
ENSP00000306606ADH1B819
ENSP00000314214VAMP2900
ENSP00000317177PLD6912
ENSP00000319851CHDH991
ENSP00000331602PRKCD900
ENSP00000332549GRIN2A814
ENSP00000336888SLC44A2966
ENSP00000337103CHAT994
ENSP00000342793PLD1956
ENSP00000346294S100A4786
ENSP00000348901PLD3940
ENSP00000355920SLC22A2916
ENSP00000355930SLC22A1908
ENSP00000359892SLC44A5900
ENSP00000363229SLC18A3963
ENSP00000363852SLC44A1974
ENSP00000364243PLA2G2F900
ENSP00000364252PLA2G2A917
ENSP00000365877SUV39H1800
ENSP00000368305GPCPD1910
ENSP00000368439PCYT1B860
ENSP00000371833PLA2G4F909
ENSP00000376372PLD4919
ENSP00000378359ADH6819
ENSP00000381302PPAPDC1A900
ENSP00000382434PLA2G4E909
ENSP00000384400CHKB997
ENSP00000387662GCG819
ENSP00000396045PLA2G4B909
ENSP00000398698TNF828
ENSP00000400036PLA2G4C909
ENSP00000406909PHOSPHO1900
ENSP00000407546CHRNA7862
ENSP00000414303BDNF847
ENSP00000420269ADH7819
ENSP00000430548PTDSS1947
ENSP00000457031CHKB-CPT1B966
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.