IMPPAT Phytochemical information: 
Tryptamine
Tryptamine
Summary

SMILES: NCCc1c[nH]c2c1cccc2
InChI: InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2
InChIKey: APJYDQYYACXCRM-UHFFFAOYSA-N
DeepSMILES: NCCcc[nH]cc5cccc6
Scaffold Graph/Node/Bond level: c1ccc2[nH]ccc2c1
Scaffold Graph/Node level: C1CCC2NCCC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: CN; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Tryptamines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Simple indole alkaloids
Synonymous chemical names:
tryptamine
External chemical identifiers:
CID:1150; ChEMBL:CHEMBL6640; ChEBI:16765; ZINC:ZINC000000120144; FDASRS:422ZU9N5TV; SureChEMBL:SCHEMBL26725; MolPort-001-002-280
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tryptamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 160.22
Log P RDKit 1.67
Topological polar surface area (Å2) RDKit 41.81
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 2
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 8
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.2
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 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Tryptamine
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 0.689
Tryptamine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.78
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Tryptamine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000013222INMT834
ENSP00000235521WARS2834
ENSP00000258034TAAR5863
ENSP00000258400HTR2B950
ENSP00000275198TAAR6855
ENSP00000275200TAAR8855
ENSP00000275216TAAR1982
ENSP00000276198HTR2C948
ENSP00000289753HTR6953
ENSP00000299964NNMT706
ENSP00000301141CYP2A6938
ENSP00000307766HTR1E899
ENSP00000313661HTR1D962
ENSP00000316244HTR1A949
ENSP00000322924HTR1F913
ENSP00000337949HTR7977
ENSP00000340684MAOA945
ENSP00000342007CYP1A2815
ENSP00000347495WARS816
ENSP00000350616DDC966
ENSP00000354193AOC1918
ENSP00000356908TAAR2855
ENSP00000358963HTR1B951
ENSP00000367309MAOB942
ENSP00000367959HTR2A996
ENSP00000369050CYP1A1786
ENSP00000456039INMT-FAM188B900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.