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1129669-05-1 molecular structure
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3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

ChemBase ID: 155055
Molecular Formular: C22H20FN3O2
Molecular Mass: 377.4115032
Monoisotopic Mass: 377.15395512
SMILES and InChIs

SMILES:
Cc1c(c2ccccc2[nH]1)C1=C(C(=O)N(C1=O)C)NCCc1ccc(cc1)F
Canonical SMILES:
Fc1ccc(cc1)CCNC1=C(C(=O)N(C1=O)C)c1c(C)[nH]c2c1cccc2
InChI:
InChI=1S/C22H20FN3O2/c1-13-18(16-5-3-4-6-17(16)25-13)19-20(22(28)26(2)21(19)27)24-12-11-14-7-9-15(23)10-8-14/h3-10,24-25H,11-12H2,1-2H3
InChIKey:
ZKJAZFUFPPSFCO-UHFFFAOYSA-N

Cite this record

CBID:155055 http://www.chembase.cn/molecule-155055.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
IUPAC Traditional name
3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)pyrrole-2,5-dione
Synonyms
3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
IM-12
CAS Number
1129669-05-1
MDL Number
MFCD20527313
PubChem SID
162249193
PubChem CID
25209788

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
SML0084 external link Add to cart Please log in.
Data Source Data ID
PubChem 25209788 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.68175  H Acceptors
H Donor LogD (pH = 5.5) 2.986755 
LogD (pH = 7.4) 2.9867623  Log P 2.9867623 
Molar Refractivity 106.9199 cm3 Polarizability 40.86248 Å3
Polar Surface Area 65.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥9 mg/mL expand Show data source
Apperance
yellow-orange powder expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C22H20FN3O2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - SML0084 external link
Biochem/physiol Actions
IM-12 is a cell-permeable indolylmaleimide that acts as a Glycogen synthase kinase 3β (GSK-3β) inhibitor, activating downstream components of canonical Wnt signaling. IM-12 significantly increased β-catenin levels. When used to treat human neural progenitor cells, IM-12 promoted neuronal differentiation resulting in an increase of neuronal cells. It has an IC50 of 53 nM in an in vitro binding assay, compared with 92 nM for SB-216763 in the same assay condition.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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