GSK2983559 active metabolite, formerly known as RIPK2-IN-1, is an active metabolite of GSK2983559 which is a potent and selective inhibitor of receptor interacting protein-2 (RIP2) kinase.

Physicochemical Properties

Molecular Formula	C21H22N4O4S2
Molecular Weight	458.55
Exact Mass	458.108
Elemental Analysis	C, 55.01; H, 4.84; N, 12.22; O, 13.96; S, 13.98
CAS #	1423186-80-4
Related CAS #	GSK2983559 free acid;1579965-12-0;GSK2983559
PubChem CID	71258526
Appearance	Solid powder
Density	1.4±0.1 g/cm3
Boiling Point	719.9±60.0 °C at 760 mmHg
Flash Point	389.2±32.9 °C
Vapour Pressure	0.0±2.4 mmHg at 25°C
Index of Refraction	1.679
LogP	1.38
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	7
Heavy Atom Count	31
Complexity	711
Defined Atom Stereocenter Count	0
SMILES	S(C1C([H])=C2C(=NC([H])=NC2=C([H])C=1OC([H])([H])C([H])([H])O[H])N([H])C1C([H])=C([H])C2=C(C=1[H])N=C([H])S2)(C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])(=O)=O
InChi Key	UHDOJINBFLDQJM-UHFFFAOYSA-N
InChi Code	InChI=1S/C21H22N4O4S2/c1-21(2,3)31(27,28)19-9-14-15(10-17(19)29-7-6-26)22-11-23-20(14)25-13-4-5-18-16(8-13)24-12-30-18/h4-5,8-12,26H,6-7H2,1-3H3,(H,22,23,25)
Chemical Name	2-[4-(1,3-benzothiazol-5-ylamino)-6-tert-butylsulfonylquinazolin-7-yl]oxyethanol
Synonyms	GSK2983559; GSK-2983559; GSK 2983559; RIPK2-IN-1; RIPK2 IN 1; RIPK2IN;1 RIPK2 inhibitor-1; RIPK2 inhibitor 1
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	RIP2 Kinase
ln Vitro	GSK2983559 active metabolite is a novel prodrug of a quinazolyl amine that inhibits RIP2 kinase. RReceptor interacting protein-2 (RIP2) kinase, also known as CARD3, RICK, CARDIAK, or RIPK2, is a serine/threonine protein kinase belonging to the TKL family that participates in innate immune signaling. The N- and C-terminal caspase-recruitment domains (CARD) of RIP2 kinase are connected by an intermediate (IM) region. RIP2 kinase interacts with other CARD-containing proteins like NODI and NOD2 through its CARD domain. Cytoplasmic receptors called NODI and NOD2 are important for innate immune surveillance. They are activated by particular peptidoglycan motifs, including muramyl dipeptide and diaminopimelic acid (i.e., DAP), and recognize both gram positive and gram negative bacterial pathogens[1].
References	[1]. Prodrugs of amino quinazoline kinase inhibitor. PCT Int. Appl. (2014), WO 2014043446 A1 20140320.

Solubility Data

Solubility (In Vitro)

DMSO: ~25 mg/mL (~54.5 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (5.45 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.45 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.1808 mL	10.9039 mL	21.8079 mL
	5 mM	0.4362 mL	2.1808 mL	4.3616 mL
	10 mM	0.2181 mL	1.0904 mL	2.1808 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.