Products for Research Use Only
RegisterLogin

NSC 109555

CAT: 0804-HY-123597-01Size: 1 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-123597-01Size:1 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
NSC 109555 is an ATP-competitive inhibitor of checkpoint kinase 2 (Chk2; IC50=200 nM in a cell-free kinase assay) . It is selective for Chk2 over Chk1 and 16 kinases in a panel but does inhibit Brk, c-Met, IGFR, and LCK with IC50 values of 210, 6,000, 7,400, and 7,100 nM, respectively. NSC 109555 inhibits Chk2 autophosphorylation and phosphorylation of the Chk2 substrate histone H1 in vitro (IC50=240 nM) . It inhibits the growth of, and induces autophagy in, L1210 leukemia cells in vitro.2 NSC 109555 (1,250 nM) potentiates gemcitabine-induced cytotoxicity in MIA PaCa-2, CFPAC-1, PANC-1, and BxPC-3 pancreatic cancer cells, as well as reduces gemcitabine-induced increases in Chk2 phosphorylation and enhances gemcitabine-induced production of reactive oxygen species (ROS) in MIA PaCa-2 cells.
CAS Number
15427-93-7
Product Name Alternative
DDUG; NCI C04808
UNSPSC
12352005
Target
Autophagy; Checkpoint Kinase (Chk)
Type
Reference compound
Related Pathways
Autophagy; Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/nsc-109555.html
Smiles
C/C(C1=CC=C(C=C1)NC(NC2=CC=C(C=C2)/C(C)=N/NC(N)=N)=O)=N\NC(N)=N.O=S(C)(O)=O.O=S(C)(O)=O
Molecular Formula
C21H32N10O7S2
Molecular Weight
600.67
References & Citations
[1]Jobson, et al. Identification of a bis-guanylhydrazone [4,4'-diacetyldiphenylurea-bis (guanylhydrazone) ; NSC 109555] as a novel chemotype for inhibition of Chk2 kinase. Mol. Pharm. 72 (4), 876-884 (2007) .
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

DDUG diMS
CAS Number15427-93-7
PubChem CID9570312
IUPAC Name1,3-bis[4-[(E)-N-(diaminomethylideneamino)-C-methylcarbonimidoyl]phenyl]urea;methanesulfonic acid
Molecular FormulaC21H32N10O7S2
Molecular Weight600.7
Topological Polar Surface Area320
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Heavy Atom Count40
Formal Charge0
Complexity725
SMILES
C/C(=N\N=C(N)N)/C1=CC=C(C=C1)NC(=O)NC2=CC=C(C=C2)/C(=N/N=C(N)N)/C.CS(=O)(=O)O.CS(=O)(=O)O
InChI
InChI=1S/C19H24N10O.2CH4O3S/c1-11(26-28-17(20)21)13-3-7-15(8-4-13)24-19(30)25-16-9-5-14(6-10-16)12(2)27-29-18(22)23;2*1-5(2,3)4/h3-10H,1-2H3,(H4,20,21,28)(H4,22,23,29)(H2,24,25,30);2*1H3,(H,2,3,4)/b26-11+,27-12+;;
InChIKey
HXDBGZUARNKHBV-XMDRLFCYSA-N
Chemical Structure
2D Structure
2D structure of DDUG diMS
CAS: 15427-93-7
CID: 9570312
Formula: C21H32N10O7S2
MW: 600.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight600.7
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Exact Mass600.18968575
Monoisotopic Mass600.18968575
Topological Polar Surface Area320 Ų
Heavy Atom Count40
Formal Charge0
Complexity725
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

Related Products

CatalogName
HY-171152NSC 357754
HY-105293NSC 727357
HY-22159-01NSC 409012
HY-160638-01NSC-311068
HY-141687-01NSC 107512
HY-152168-01NSC 295642
HY-119172-01NSC-60339
HY-15480-01NSC 42834
HY-B1714A-01NSC 601980
HY-Y0057-01NSC 13138

Alternative Products

CatalogName
T33737-01NSC 109555
562110NSC-109555 Ditosylate
B7248-10NSC 109555 ditosylate

Popular Products