Indoline

  • GreenMolBD CID : 97
  • Molecular Formula : C8H9N
  • Molecular Weight : 119.167
  • Exact Molecular Mass : 119.073
  • IUPAC Name : 2,3-dihydro-1H-indole
  • InChI : InChI=1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2
  • InChI Key : LPAGFVYQRIESJQ-UHFFFAOYSA-N
  • Canonical SMILES : C1CNC2=CC=CC=C21
  • Isomeric SMILES : c1ccc2c(c1)CCN2
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as indolines. These are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

1.2. Taxonomy Tree

1.3. Alternative Parent

Secondary alkylarylamines; Aralkylamines; Benzenoids; Azacyclic compounds; Organopnictogen compounds; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

Dihydroindole; Aralkylamine; Secondary aliphatic\/aromatic amine; Benzenoid; Azacycle; Secondary amine; Organic nitrogen compound; Organopnictogen compound; Hydrocarbon derivative; Organonitrogen compound; Amine; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.65457 12.03 1 1 9 0 6 6 3.86357 180.119 122.7 0.6616

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
10.366601 1.31 -4.027 -8.42874 0.3738 4.401

4. Compound Reactivity

DLP nRFG nLMR
5 0 2

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Mutagen Non-Toxic 0.128043 4453.97 0.0474209 None Strong Mild Non-Degradable 0.043098 7.20869

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
Indoline
496-15-1
2,3-Dihydro-1H-indole
2,3-DIHYDROINDOLE
1-Azaindan
Dihydroindole
1H-Indole, 2,3-dihydro-
Azaindane
EINECS 207-816-8
BRN 0111915
benzopyrrolidine
AI3-39164
CHEBI:43295
LPAGFVYQRIESJQ-UHFFFAOYSA-N
MFCD00005705
AG-690/11351758
aza-indane
Indoline, 19
PubChem7502
1H-Indole, dihydro-
ACMC-209hjc
AC1L1UYZ
Indole, 2,3-dihydro-
2,3-dihydro-1 H-indole
Indoline, 99% 50g
AC1Q1H8F
SCHEMBL5629
5-20-06-00238 (Beilstein Handbook Reference)
BIDD:GT0113
AMBZ0179
CHEMBL388803
DTXSID9052133
BDBM92697
CTK1D7012
KS-00000DJG
Indoline, ReagentPlus(R), 99%
MolPort-001-769-771
ZINC967454
AC-531
ANW-26998
BBL004502
EBD541224
SBB004291
STK182863
AKOS000119725
Indoline, purum, >=98.0% (GC)
AM85791
CS-W009145
MCULE-1358931846
PS-5755
RP19342
VI30059
TRA-0205857
AJ-24503
AK-49832
AN-15737
BC219733
HE009166
HE345453
Indoline, Vetec(TM) reagent grade, 98%
KB-52681
LS-82883
LS-82884
M575
SC-04816
SC-21552
ZB015436
RT-000180
ST2413136
TL8003301
FT-0627227
I0033
ST51026264
A22086
M-6224
15617-EP2268146A1
15617-EP2270010A1
15617-EP2272517A1
15617-EP2272832A1
15617-EP2272972A1
15617-EP2272973A1
15617-EP2275401A1
15617-EP2275411A2
15617-EP2275412A1
15617-EP2277872A1
15617-EP2281563A1
15617-EP2281818A1
15617-EP2284157A1
15617-EP2292586A2
15617-EP2292592A1
15617-EP2292606A1
15617-EP2295429A1
15617-EP2295433A2
15617-EP2298770A1
15617-EP2301922A1
15617-EP2305250A1
15617-EP2305648A1
15617-EP2305651A1
15617-EP2305683A1
15617-EP2308510A1
15617-EP2308562A2
15617-EP2308848A1
15617-EP2308854A1
15617-EP2311808A1
15617-EP2311829A1
15617-EP2311839A1
15617-EP2311842A2
15617-EP2314558A1
15617-EP2314589A1
15617-EP2315303A1
15617-EP2316459A1
15617-EP2316837A1
15617-EP2371811A2
27157-EP2275412A1
27157-EP2292611A1
27157-EP2295401A2
27157-EP2314575A1
51969-EP2295550A2
51969-EP2308844A2
51969-EP2308845A2
51969-EP2308846A2
S14-0728
I14-25471
F2190-0413
Z1245580351
InChI=1/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Indoline
Abelmoschus esculentus (L.) Moench Pod 3

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
106 Trp Aprorepressor Escherichia coli 1AEK,3CEP 1.74E+5 3549712

10. Chemical Vendors

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