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3-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

HCID 2396
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
133052-90-1
Standard SMILES
CN(C)CCCn1cc(C2=C(c3c[nH]c4ccccc34)C(=O)NC2=O)c2ccccc21
InChIKey
QMGUOJYZJKLOLH-UHFFFAOYSA-N
Molecular formula
C25H24N4O2
Average molar mass
412.5 g/mol
Monoisotopic mass
412.18992602

Overview

Bim-1 is a member of indoles.

Names & identifiers

Preferred name
3-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione
IUPAC
3-[1-[3-(dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione
English name
GF109203X
Molecular formula
C25H24N4O2
Molecular weight
412.48

Names & synonyms

bisindolylmaleimide i133052-90-13-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione3-[1-[3-(dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dioneL79H6N0V6C3-{1-[3-(DIMETHYLAMINO)PROPYL]-1H-INDOL-3-YL}-4-(1H-INDOL-3-YL)-1H-PYRROLE-2,5-DIONEDTXSID501579322-[1-(3-dimethylaminopropyl)indol-3-yl]-3-(indol-3-yl)maleimide2-(1-(3-Dimethylaminopropyl)indol-3-yl)-3-(indol-3-yl)maleimide3-[1-[3-(dimethylamino)propyl]-1h-indol-3-yl]-4-(1h-indol-3-yl)-1h-pyrrole-2,5-dione3-(1-(3-(dimethylamino)propyl)indol-3-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dionebisindoylmaleimide I
Show more names
BISINDOLYLMALEIMIDEBIM 1G 6850]CS-1080EstorraGO 6850 HCLGF-109203X HCL
BIS-1 cpdRefChem:569459DTXCID3080423GF109203XGF 109203XGF-109203XGo 6850BIM-1

Properties

Computed structural properties

XLogP
3.1
Topological polar surface area
70.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
6
Heavy atoms
31
Formal charge
0
Complexity
748

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point
280 ℃ · 280℃ (decomposition)
Boiling point
685.6 · 685.6±55.0 °C(Predicted)
Density
1.3 · 1.30±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
1 mg/mlsoluble · DMSO: ~1 mg/mlsoluble
pka
8.13 · 8.13±0.60(Predicted)
form
Liquid
color
Orange
biological source
synthetic
Water Solubility
Insoluble in water.
Stability
2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 6 months.
InChIKey
QMGUOJYZJKLOLH-UHFFFAOYSA-N

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
3
rtecs
UX9590000
hs_code
2925199590
risk_code
40-22
Signal word
Danger
Symbol(GHS)
GHS08
hazard_code
Xn
safety_code
36/37
Storage Class
10 - Combustible liquids
Hazard statements
H350
Precautionary statements
P201-P202-P280-P308+P313-P405-P501

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Substances that reduce or suppress INFLAMMATION.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Applications · 2 items

DescriptionGF-109203X (133052-90-1) is a potent and selective protein kinase C inhibitor (IC50 = 10 nM; cAMP-dependent protein kinase IC50 = 2 μM and phosphorylase kinase IC50 = 0.7 μM). Inactive against the tyrosine kinases EGFR, PGDFR and Insulin receptor. Potent inhibitor of GSK-3β in cell lysates (IC50 = 360nM) and GSK-3β immunoprecipitates (IC50 = 170nM) derived from rat epididymal adipocytes.2 Cell permeable.

UsesBisindolylmaleimide is used as a highly selective inhibitor of all PKC isoforms and slight inhibitor of GSK-3, used to selectively probe for PKC-mediated pathways for transduction of hormone, cytokine, and growth factor signals, very potent and selective inhibitor of protein kinase C.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]

Related reactions

2 records
New reaction record
HRID 440166 reaction equation
HRID 440166As productuspto-grants-1996_05
HRID 1769226 reaction equation
HRID 1769226As productuspto-grants-1995_01

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
133052-90-1
PubChem CID
2396
DTXSID
DTXSID50157932
ChEMBL
CHEMBL7463
ChEBI
CHEBI:229916
UNII
L79H6N0V6C
EC Number
603-702-0
Nikkaji
J491.386H
SMILES
N1C(=O)C(=C(C1=O)c4c5c([nH]c4)cccc5)c2c3c([n](c2)CCCN(C)C)cccc3
FDA UNII
79 H6N0V6C · L79H6N0V6C
UNSPSC Code
12352202 · 12352202
NACRES
77 · NA.77
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
350 · H350
Precautionary statements
201 · P201-P202-P280-P308+P313-P405-P501
Hazard Codes
Xn
Risk Statements
40 · 40-22
Safety Statements
36 · 36/37
WGK Germany
3 · 3
RTECS
9590000 · UX9590000
HS Code
2925199590 · 2925199590
Storage Class
10 · 10 - Combustible liquids
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
欧利希(湖北)医药科技有限公司17316404525 17316404525 · [email protected]
河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
学研惠(武汉)科技有限公司15727060112 · [email protected]
VDM Biochemicals0330-2528181 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
济南精合医药科技有限公司0531-88811783 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
南京斯贝源医药科技有限公司+86-25-68710855, +86-25-68710897 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
合肥恩立医药科技有限公司0551-66399836 18955197623 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
Labnetwork lnc.+86-27-50766799 +86-18062016861 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海楼岚生物科技有限公司021-52996696,15000506266 15000506266
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海谱振生物科技有限公司4001650900 13817534909 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海百生跃生物科技有限公司4000880777 17585207275 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海瀚思化工有限公司18916268197 · [email protected]
武汉沃格达生物科技有限公司15071299552 · [email protected]