IMPPAT Phytochemical information: 
Isatin

Isatin
Summary

SMILES: O=C1C(=O)Nc2c1cccc2
InChI: InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
InChIKey: JXDYKVIHCLTXOP-UHFFFAOYSA-N
DeepSMILES: O=CC=O)Ncc5cccc6
Scaffold Graph/Node/Bond level: O=C1Nc2ccccc2C1=O
Scaffold Graph/Node level: OC1NC2CCCCC2C1O
Scaffold Graph level: CC1CC2CCCCC2C1C
Functional groups: O=C1ccNC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Indolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Simple oxindole alkaloids
Synonymous chemical names:
isatin
Covalent inhibitor with Warhead::
CovPDB:COVPDB958 {covpdbwh_formatted};
External chemical identifiers:
CID:7054; ChEMBL:CHEMBL326294; ChEBI:27539; ZINC:ZINC000002047514; FDASRS:82X95S7M06; SureChEMBL:SCHEMBL34016; MolPort-000-871-222
Chemical structure download


Isatin
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


Isatin
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 3
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 0.552


Isatin
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 High
Log Kp (Skin permeation, cm/s) SwissADME -6.61
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


Isatin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000216500DHRS7700
ENSP00000235835AKR7A2700
ENSP00000285930AKR1B1700
ENSP00000290354CBR3700
ENSP00000367309MAOB974
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.