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2,3-dihydro-N,N-dimethyl-2-oxo-3-((4,5,6,7-tetrahydro-1H-indol-2-yl)methylene)-1H-Indole-5-sulfonamide

HCID 5309
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
330161-87-0
Standard SMILES
CN(C)S(=O)(=O)c1ccc2c(c1)C(=Cc1cc3c([nH]1)CCCC3)C(=O)N2
InChIKey
LOGJQOUIVKBFGH-UHFFFAOYSA-N
Molecular formula
C19H21N3O3S
Average molar mass
371.5 g/mol
Monoisotopic mass
371.13036271

Overview

SU6656 is a member of the class of oxindoles that is 3-methyleneoxindole in which the hydrogeh at position 5 has been replaced by a dimethylaminosulfonyl group and in which one of the hydrogens of the methylene group has been replaced by a 4,5,6,7-tetrahydro-indol-2-yl group. It is a specific inhibitor of Src family kinase. It has a role as an antineoplastic agent, an Aurora kinase inhibitor and an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor. It is a sulfonamide and a member of oxindoles.

Names & identifiers

Preferred name
2,3-dihydro-N,N-dimethyl-2-oxo-3-((4,5,6,7-tetrahydro-1H-indol-2-yl)methylene)-1H-Indole-5-sulfonamide
IUPAC
N,N-dimethyl-2-oxo-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylidene)-1H-indole-5-sulfonamide
English name
SU 6656
Molecular formula
C19H21N3O3S
Molecular weight
371.45

Names & synonyms

330161-87-0DTXSID6010172262,3-Dihydro-N,N-dimethyl-2-oxo-3-[(4,5,6,7-tetrahydro-1H-indol-2-yl)methylene]-1H-indole-5-sulfonamideRefChem:244875DTXCID4014754762,3-dihydro-N,N-dimethyl-2-oxo-3-((4,5,6,7-tetrahydro-1H-indol-2-yl)methylene)-1H-Indole-5-sulfonamideN,N-dimethyl-2-oxo-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylene)indoline-5-sulfonamideN,N-dimethyl-2-oxo-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylidene)-1H-indole-5-sulfonamideorb1300275SCHEMBL1737451HMS3372L02N,N-dimethyl-2-oxo-3-[(4,5,6,7-tetrahydro-1H-indol-2-yl)methylidene]-2,3-dihydro-1H-indole-5-sulfonamide
Show more names
CS-167212,13-DiHOMESU6656 ,S7774SU 6656SU-6656SU6656, 10 mM in DMSOSU6656 - CAS 330161-87-0 - CalbiochemN,N-diMethyl-2-oxo-3-((4,5,6,7-tetrahydro-1H-indol-2-yl)Methyl)indoline-5-sulfonaMideN,N-Dimethyl-2-oxo-3-((4,5,6,7-tetrahydro-1H-indol-2-yl)methylene)indoline-5-sulfonamide

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
90.7 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
26
Formal charge
0
Complexity
697

Physicochemical properties

Density
1.378 · 1.378±0.06 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
solubility
12 mg/mL · DMSO: 12 mg/mL orange solution
pka
11.87 · 11.87±0.20(Predicted)
form
powder
color
orange-brown
InChI
1S/C19H21N3O3S/c1-22(2)26(24,25)14-7-8-18-15(11-14)16(19(23)21-18)10-13-9-12-5-3-4-6-17(12)20-13/h7-11,20H,3-6H2,1-2H3,(H,21,23)/b16-10-
InChIKey
LOGJQOUIVKBFGH-YBEGLDIGSA-N
SMILES
CN(C)S(=O)(=O)c1ccc2NC(=O)C(=C/c3cc4CCCCc4[nH]3)\c2c1
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501

Safety & regulation

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

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501

Chemistry & industry

Applications · 4 items

DescriptionThe Src family of proto-oncogenic kinases include nine mammalian non-receptor tyrosine kinases that are involved in intracellular signaling and are often relevant to carcinogenesis. SU6656 is a selective inhibitor of Src kinases, Including Src, Yes, Lyn, and Fyn (IC50 = 280, 20, 130, 170 nM, respectively). It weakly inhibits some other kinases when used at >10 μM. SU6656 has been used to study the role of Src kinases in cell growth and development in diverse processes, including nervous system development, fibrosis, and cancer.

UsesSU 6656 is a small molecule selective inhibitor of the Src kinase family and induces caspase-independant cancer cell death.

UsesThe Src family of proto-oncogenic kinases include nine mammalian non-receptor tyrosine kinases that are involved in intracellular signaling and are often relevant to carcinogenesis. SU6656 is a selective inhibitor of Src kinases, Including Src, Yes, Lyn, and Fyn (IC50 = 280, 20, 130, 170 nM, respectively). It weakly inhibits some other kinases when used at >10 μM. SU6656 has been used to study the role of Src kinases in cell growth and development in diverse processes, including nervous system development, fibrosis, and cancer.

General DescriptionA potent, cell-permeable, reversible, and ATP-competitive inhibitor of Src-family protein tyrosine kinases. Inhibits Src (IC50 = 280 nM) as well as closely related kinases Fyn (IC50 = 170 nM), Yes (IC50 = 20 nM) and Lyn (IC50 = 130 nM). The inhibition is competitive with respect to ATP. Has only a trivial effect on Lck (IC50 = 6.88 μM). Does not affect the activity of PDGF-β receptor kinase (IC50 ≥10 μM) and IGF-1 receptor kinase (IC50 ≥20 μM).

Suppliers82 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [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]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
1H-Indole-5-sulfonamide, 2,3-dihydro-N,N-dimethyl-2-oxo-3-[(4,5,6,7-tetrahydro-1H-indol-2-yl)methylene]-
s7774NCGC00346933-01

Database identifiers

CAS
330161-87-0
PubChem CID
5309
DTXSID
DTXSID601017226
ChEBI
CHEBI:91462
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany
3 · 3
Storage Class
11 · 11 - Combustible Solids
武汉敬康恩生物医药科技有限公司
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成都彼样生物科技有限公司18108052721 · [email protected]
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湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海微佳禾生物科技有限公司17502176150; 17502176150 · [email protected]
Syntechem Co.,Ltd[email protected]
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ChemeGen 中国18818260767 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
泰州市众致生物科技有限公司[email protected] 15066129350 · [email protected]
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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]
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
南京伶亚生物医药科技有限公司18068075658 · [email protected]
上海东苍生物科技有限公司+86-21-58447131 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
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Cckinase, Inc.+1 (732)236-3202 · [email protected]
常州美泰生物科技有限公司0519-83246372 13585352506