IMPPAT Phytochemical information: 
Indole-3-acetate
Indole-3-acetate
Summary

SMILES: [O-]C(=O)Cc1c[nH]c2c1cccc2
InChI: InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/p-1
InChIKey: SEOVTRFCIGRIMH-UHFFFAOYSA-M
DeepSMILES: [O-]C=O)Ccc[nH]cc5cccc6
Scaffold Graph/Node/Bond level: c1ccc2[nH]ccc2c1
Scaffold Graph/Node level: C1CCC2NCCC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: CC(=O)[O-]; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Indolyl carboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Simple indole alkaloids|Simple oxindole alkaloids
Synonymous chemical names:
auxin
External chemical identifiers:
CID:801; ChEBI:30854
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Indole-3-acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 174.18
Log P RDKit 0.46
Topological polar surface area (Å2) RDKit 55.92
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 3
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 9
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.1
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 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
Indole-3-acetate
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 0.7186
Indole-3-acetate
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.36
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
Indole-3-acetate
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000206423CCDC80800
ENSP00000231487SKP1957
ENSP00000231751LTF741
ENSP00000247970PIN1828
ENSP00000270202AKT1814
ENSP00000295640RNPEP800
ENSP00000302227CCBL1985
ENSP00000302413TPST1800
ENSP00000317842CES2900
ENSP00000323847ARL14737
ENSP00000345774ALDH3A2900
ENSP00000346827ALDH9A1800
ENSP00000353720CES1900
ENSP00000356988NIT1925
ENSP00000364257PLA2G2E800
ENSP00000366927ALDH1B1800
ENSP00000377696NIT2925
ENSP00000385834TF741
ENSP00000387123ALDH7A1816
ENSP00000427772WWC1709
ENSP00000428864CES5A900
ENSP00000434466INTS4788
ENSP00000444052CES4A900
ENSP00000450353800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.