IMPPAT Phytochemical information: 
Acetylcholine

Acetylcholine
Summary

SMILES: CC(=O)OCC[N+](C)(C)C
InChI: InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1
InChIKey: OIPILFWXSMYKGL-UHFFFAOYSA-N
DeepSMILES: CC=O)OCC[N+]C)C)C
Functional groups: COC(C)=O; 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
NP Classifier Superclass: Fatty esters
NP Classifier Class: Wax monoesters
Synonymous chemical names:
acetyl-choline, acetylcholine, choline, acetyl
Covalent inhibitor with Warhead::
CovPDB:COVPDB481 {covpdbwh_formatted};
External chemical identifiers:
CID:187; ChEMBL:CHEMBL667; ChEBI:15355; ZINC:ZINC000003079336; FDASRS:N9YNS0M02X; SureChEMBL:SCHEMBL3216
Chemical structure download


Acetylcholine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Acetylcholine
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 0.4214


Acetylcholine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -10.24
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 Yes


Acetylcholine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000014930HEBP1900
ENSP00000054668UTS2900
ENSP00000078429GNA11918
ENSP00000171757P2RY10900
ENSP00000176183DRD4928
ENSP00000216629BDKRB1921
ENSP00000217270PROKR2921
ENSP00000217305PDYN930
ENSP00000217386OXT929
ENSP00000218721MLNR930
ENSP00000222256RAB3A909
ENSP00000223642C5900
ENSP00000225992PPY912
ENSP00000226317CXCL6900
ENSP00000226413GNRHR921
ENSP00000228307PXN800
ENSP00000229416GCLC700
ENSP00000231188GRM6900
ENSP00000231454IL5761
ENSP00000231509NR3C1874
ENSP00000234371KISS1R921
ENSP00000234961OPRD1921
ENSP00000235382RGS2900
ENSP00000240615TAS2R8900
ENSP00000240619TAS2R10900
ENSP00000240687TAS2R7900
ENSP00000240691TAS2R9900
ENSP00000240874KALRN907
ENSP00000241256GHSR927
ENSP00000242152NPY953
ENSP00000244007PLCG1900
ENSP00000245907C3900
ENSP00000245983GNRH2900
ENSP00000246115S1PR4900
ENSP00000246515SLURP1723
ENSP00000246549FFAR2900
ENSP00000246553FFAR1900
ENSP00000246657CCR7908
ENSP00000247879TAS2R3900
ENSP00000247881TAS2R4900
ENSP00000247883TAS2R5900
ENSP00000248076F2RL3900
ENSP00000248572GNGT1900
ENSP00000249016MCHR1921
ENSP00000249041GALR3962
ENSP00000249284TAS2R16900
ENSP00000251127NALCN817
ENSP00000254235ADCY7908
ENSP00000254976SNAP25926
ENSP00000255008SSTR4921
ENSP00000255262NMUR2921
ENSP00000255380CHRM3992
ENSP00000256010NTS938
ENSP00000256452IL5RA700
ENSP00000256857GRP934
ENSP00000256906HRH4921
ENSP00000257068MTNR1B907
ENSP00000257254APLNR921
ENSP00000257497ANXA1900
ENSP00000258042NMBR921
ENSP00000258385CHRND769
ENSP00000258400HTR2B932
ENSP00000259607CCL21908
ENSP00000259631CCL27900
ENSP00000260402PLCB2900
ENSP00000260600ADCY3900
ENSP00000261007CHRNA1990
ENSP00000261205SYT1917
ENSP00000261740TRPV4824
ENSP00000261751CHRNB4775
ENSP00000262958GNA15919
ENSP00000263967PIK3CA907
ENSP00000264047SLC5A7964
ENSP00000264218NMU900
ENSP00000264381BCHE999
ENSP00000264708POMC986
ENSP00000264832ICAM1837
ENSP00000265023KNG1963
ENSP00000265572OPRK1951
ENSP00000265643GAL951
ENSP00000267017NPFF900
ENSP00000267377SSTR1921
ENSP00000267549GPR65921
ENSP00000270349SLC6A3771
ENSP00000271227SLC44A3900
ENSP00000271331PROK1900
ENSP00000272644GPR17900
ENSP00000272928ACKR3921
ENSP00000273430AGTR1933
ENSP00000274335PIK3R1900
ENSP00000276198HTR2C933
ENSP00000276410CHRNA6770
ENSP00000276414GNRH1911
ENSP00000276571CRH853
ENSP00000277942NPFFR1921
ENSP00000278568PAK1800
ENSP00000279230PLCB3900
ENSP00000280155ADRA2A931
ENSP00000281806MCHR2921
ENSP00000282018CYSLTR2900
ENSP00000282753GRM1912
ENSP00000283916TMPRSS11D786
ENSP00000284981APP928
ENSP00000286355ADCY8900
ENSP00000286548GNAQ923
ENSP00000286758CXCL13900
ENSP00000287641SST953
ENSP00000287820PPARG828
ENSP00000287907HTR5A928
ENSP00000289957CHRNB3725
ENSP00000291744FCN2800
ENSP00000292174CXCR5900
ENSP00000292301CCR2921
ENSP00000292303CCR5921
ENSP00000292513PTGER1927
ENSP00000293272CCL5900
ENSP00000293275CCL16900
ENSP00000293330HCRT941
ENSP00000293778CXCL16900
ENSP00000293780CHRNE758
ENSP00000293897SSTR5921
ENSP00000294016ADCY9900
ENSP00000295101KCNJ3878
ENSP00000295589CCKAR945
ENSP00000295619PROK2900
ENSP00000295683CXCR1900
ENSP00000296026CXCL3900
ENSP00000296027CXCL5900
ENSP00000296028PPBP900
ENSP00000296140CCR1921
ENSP00000296641F2RL2900
ENSP00000296677F2RL1900
ENSP00000296871CSF2726
ENSP00000297313RGS20900
ENSP00000297323ADCY1900
ENSP00000297469GPER1928
ENSP00000297494NOS3904
ENSP00000298440OXGR1900
ENSP00000299178AVPR1A921
ENSP00000299565CHRNA5745
ENSP00000299727GALR1948
ENSP00000300108TAC3922
ENSP00000301908PNOC914
ENSP00000301974PTAFR900
ENSP00000302079C3AR1900
ENSP00000302707FPR1900
ENSP00000302811MTNR1A907
ENSP00000303211ACHE998
ENSP00000303325TACR3912
ENSP00000303452TRH915
ENSP00000303522TACR1924
ENSP00000303686NTSR2921
ENSP00000303775PROKR1921
ENSP00000304414CXCR6921
ENSP00000304767P2RY1952
ENSP00000305416S1PR1910
ENSP00000305464APLN900
ENSP00000305613CPLX1900
ENSP00000305651CXCL10915
ENSP00000305877NMUR1921
ENSP00000306138GRM5922
ENSP00000306490CHRM1992
ENSP00000306512IL8914
ENSP00000306662ADRA1B921
ENSP00000306884CXCL11900
ENSP00000307259P2RY12907
ENSP00000307445LTB4R921
ENSP00000307713BDKRB2900
ENSP00000307766HTR1E921
ENSP00000307822NPFFR2921
ENSP00000308024PCSK1900
ENSP00000308361P2RY14900
ENSP00000308549ADORA1931
ENSP00000308815CCL19900
ENSP00000309493GPRC6A900
ENSP00000309771P2RY6907
ENSP00000309818TRHR936
ENSP00000310305P2RY2912
ENSP00000310405XCR1900
ENSP00000311405ADCY6900
ENSP00000312126ADCY4909
ENSP00000312262ADRBK1924
ENSP00000312999GNAI2917
ENSP00000313661HTR1D930
ENSP00000314214VAMP2909
ENSP00000315011EDNRA945
ENSP00000315602CHRNA3790
ENSP00000316244HTR1A948
ENSP00000318486CDK5R1814
ENSP00000319635CXCR2900
ENSP00000319744GPR4900
ENSP00000319984CHRM2985
ENSP00000320376P2RY13900
ENSP00000321106TAC1975
ENSP00000321326F2R900
ENSP00000322924HTR1F932
ENSP00000323516UTS2R921
ENSP00000324248PENK911
ENSP00000324270OXTR933
ENSP00000326432CCR8900
ENSP00000327251NOS2740
ENSP00000327724TAS2R60900
ENSP00000327875LPAR5900
ENSP00000328230FFAR3900
ENSP00000328472S1PR5900
ENSP00000328708RXFP3921
ENSP00000328818GPR132900
ENSP00000329684GALR2943
ENSP00000330070NPW900
ENSP00000330138SSTR3928
ENSP00000330284NPBWR1921
ENSP00000331358GAST937
ENSP00000332225PMCH908
ENSP00000332504CCR10900
ENSP00000332591NPY2R921
ENSP00000332659CCR4921
ENSP00000332766NPB900
ENSP00000332812PTGDR2900
ENSP00000333194RGS19900
ENSP00000334050TAS2R42900
ENSP00000334105PLCB4900
ENSP00000334448GNG2914
ENSP00000335544CCKBR940
ENSP00000335560900
ENSP00000335657CCK953
ENSP00000336764OPRL1921
ENSP00000336888SLC44A2941
ENSP00000337103CHAT988
ENSP00000337128EDN3912
ENSP00000337459NOS1901
ENSP00000338185PLCB1900
ENSP00000338345SNCA760
ENSP00000339299TRIO907
ENSP00000339377NPY5R921
ENSP00000339393CCR6900
ENSP00000340191FPR2900
ENSP00000340526UTS2B900
ENSP00000340684MAOA824
ENSP00000341821FPR3900
ENSP00000342560HRH3942
ENSP00000342952ADCY2924
ENSP00000343027GNAI1907
ENSP00000343428GPR18900
ENSP00000344173GRM8900
ENSP00000344353LPAR6900
ENSP00000345487QRFP900
ENSP00000347197C5AR1900
ENSP00000348918SAA1900
ENSP00000349003PTGER3927
ENSP00000349478HCAR1900
ENSP00000350198SSTR2921
ENSP00000350256CCR9921
ENSP00000350348GRM7900
ENSP00000350878S1PR3915
ENSP00000351671CCL20900
ENSP00000351755LPAR1921
ENSP00000352839NPSR1921
ENSP00000353198PYY911
ENSP00000354416CCL28900
ENSP00000354569921
ENSP00000354652NPY1R921
ENSP00000354859DRD2936
ENSP00000354901CXCL9923
ENSP00000355156SUCNR1900
ENSP00000355316GRM3908
ENSP00000355523RGS7936
ENSP00000355627AGT907
ENSP00000356162KISS1900
ENSP00000356429RGS1907
ENSP00000356430RGS18900
ENSP00000356792XCL1900
ENSP00000356793XCL2900
ENSP00000357301RXFP4921
ENSP00000357461CHRNB2782
ENSP00000358099RGS10900
ENSP00000358511CNR1949
ENSP00000358730ADORA3915
ENSP00000358783NPBWR2921
ENSP00000358867GNAI3907
ENSP00000358963HTR1B933
ENSP00000359285CHRNA4993
ENSP00000359532NTSR1921
ENSP00000359643LPAR3933
ENSP00000359793PTGFR921
ENSP00000359892SLC44A5900
ENSP00000359899HCRTR2921
ENSP00000360973AGTR2921
ENSP00000361141OPN4921
ENSP00000361554TIE1815
ENSP00000361668EDN2900
ENSP00000362398900
ENSP00000362401CYSLTR1900
ENSP00000362403TACR2916
ENSP00000362795CXCR3907
ENSP00000362810HCRTR1927
ENSP00000363229SLC18A3987
ENSP00000363296GRM4900
ENSP00000363431NPY4R921
ENSP00000363596CNR2921
ENSP00000363643P2RY4908
ENSP00000363852SLC44A1946
ENSP00000365807GNA14900
ENSP00000366061NMS900
ENSP00000366416EDNRB943
ENSP00000367869911
ENSP00000367930OXER1900
ENSP00000367959HTR2A979
ENSP00000368538TNFRSF4800
ENSP00000368678AGRN750
ENSP00000368683EDN1946
ENSP00000368766ADRA1D921
ENSP00000369643GRPR921
ENSP00000369647AVP921
ENSP00000369960ADRA1A921
ENSP00000370571TH942
ENSP00000371932TAS2R1900
ENSP00000372750CHRM5987
ENSP00000373169DRD3928
ENSP00000375066HCAR2900
ENSP00000375086CCL25900
ENSP00000375091TAS2R19900
ENSP00000375093TAS2R31900
ENSP00000375095TAS2R13900
ENSP00000375893GPR55900
ENSP00000376609GRK5917
ENSP00000377948QRFPR921
ENSP00000378089NMB900
ENSP00000378492GRM2911
ENSP00000379110CXCL1900
ENSP00000379140CXCL12907
ENSP00000380247HRH1933
ENSP00000381105NPS960
ENSP00000381339GNAT3909
ENSP00000383558GCGR900
ENSP00000384665LPAR2921
ENSP00000385026CHRNA2954
ENSP00000386069ADRA2C931
ENSP00000386201TAS2R41900
ENSP00000386210TAS2R40900
ENSP00000386229RGS14900
ENSP00000386884CXCR4927
ENSP00000387281ADRA2B931
ENSP00000387662GCG985
ENSP00000388825MLN925
ENSP00000393333TBXA2R995
ENSP00000394624OPRM1955
ENSP00000397181RGS4921
ENSP00000405095TAS2R39900
ENSP00000406909PHOSPHO1900
ENSP00000407546CHRNA7922
ENSP00000409378CHRM4985
ENSP00000417587PEG10800
ENSP00000419361ADCY5908
ENSP00000419782CDK5846
ENSP00000420194CASR900
ENSP00000424040TAS2R50900
ENSP00000427279CXCL2900
ENSP00000428417RIMS1909
ENSP00000431719TAS2R43900
ENSP00000433290LTB4R2921
ENSP00000434045GPR68900
ENSP00000436450TAS2R46900
ENSP00000436714HCAR3900
ENSP00000441600CCR3921
ENSP00000441624TAS2R20900
ENSP00000441949TAS2R14900
ENSP00000444736TAS2R30900
ENSP00000448219TAS2R38908
ENSP00000451030RGS6941
ENSP00000466933S1PR2910
ENSP00000468991MTRNR2L12900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.