eCF506 is a potent, orally bioactive inhibitor of the non-receptor tyrosine kinase Src with IC50 of less than 0.5 nM.

Physicochemical Properties

Molecular Formula	C26H38N8O3
Molecular Weight	510.63
Exact Mass	510.306
CAS #	1914078-41-3
PubChem CID	121231408
Appearance	White to yellow solid powder
LogP	2.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	9
Heavy Atom Count	37
Complexity	742
Defined Atom Stereocenter Count	0
SMILES	C1=C(C=CC(NC(=O)OC(C)(C)C)=C1OC)C1=NN(CCN2CCC(CC2)N(C)C)C2N=CN=C(N)C1=2
InChi Key	GMPQGWXPDRNCBL-UHFFFAOYSA-N
InChi Code	InChI=1S/C26H38N8O3/c1-26(2,3)37-25(35)30-19-8-7-17(15-20(19)36-6)22-21-23(27)28-16-29-24(21)34(31-22)14-13-33-11-9-18(10-12-33)32(4)5/h7-8,15-16,18H,9-14H2,1-6H3,(H,30,35)(H2,27,28,29)
Chemical Name	tert-butyl N-[4-[4-amino-1-[2-[4-(dimethylamino)piperidin-1-yl]ethyl]pyrazolo[3,4-d]pyrimidin-3-yl]-2-methoxyphenyl]carbamate
Synonyms	eCF 506; eCF-506; eCF506
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

ln Vitro	In MCF7 and MDA-MB-231 cells, eCF506 has extremely strong anti-apoptotic effects. SRC and FAK phosphorylation is inhibited by eCF506 at low nanomolar concentrations; total inhibition is shown at 100 nM. The study found that eCF506 at 10 nM dramatically inhibited cell motility as early as 6 hours in, which is comparable to the effect of dasatinib. With IC50 values for SRC and YES that are subnanomolar (IC50=0.5, 2.1 nM), eCF506 exclusively inhibits SFK. It should be noted that the primary target in ABL, SRC, has a significant difference in activity (>950-fold difference) in eCF506 [1].
ln Vivo	eCF506 has a 25.3% bioavailability, which is moderate. When comparing eCF506-treated xenograft slices to untreated animal controls, a notable decrease in phospho-SRCY416 was seen [1].
References	[1]. Rapid Discovery and Structure-Activity Relationships of Pyrazolopyrimidines That Potently Suppress Breast Cancer Cell Growth via SRC Kinase Inhibition with Exceptional Selectivity over ABL Kinase. J Med Chem. 2016 May 26;59(10):4697-710.

Solubility Data

Solubility (In Vitro)

DMSO : ~62.5 mg/mL (~122.40 mM) H2O : ~0.1 mg/mL (~0.20 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (4.07 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 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: ≥ 2.08 mg/mL (4.07 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (4.07 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 20.8 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	1.9584 mL	9.7918 mL	19.5837 mL
	5 mM	0.3917 mL	1.9584 mL	3.9167 mL
	10 mM	0.1958 mL	0.9792 mL	1.9584 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.