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[ CAS No. 4876-10-2 ] {[proInfo.proName]}

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Chemical Structure| 4876-10-2
Chemical Structure| 4876-10-2
Structure of 4876-10-2 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Faisal Aziz ; Kanamata Reddy ; Virneliz Fernandez Vega , et al. DOI:

Abstract: The suppressor of T cell receptor signaling (Sts) proteins are negative regulators of immune signaling. Genetic inactivation of these proteins leads to significant resistance to infection. From a 590,000 compound high-throughput screen, we identified the 2-(1H)-quinolinone derivative, , as a putative inhibitor of Sts activity. , and a small library of derivatives, are competitive, selective inhibitors of Sts-1 with IC50 values from low to submicromolar. SAR analysis indicates that the , the acid, and the moieties are all essential for activity. A crystal structure confirmed the SAR and reveals key interactions between this class of compound and the . Although has poor cell permeability, we demonstrated that a liposomal preparation can inactivate the activity of Sts-1 in cells. These studies demonstrate that Sts-1 enzyme activity can be pharmacologically inactivated and provide foundational tools and insights for the development of immune-enhancing therapies that target the Sts proteins.

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Product Details of [ 4876-10-2 ]

CAS No. :4876-10-2 MDL No. :MFCD03426152
Formula : C10H8BrNO Boiling Point : -
Linear Structure Formula :C9H6N(O)(CH2Br) InChI Key :BBAHJCUCNVVEQU-UHFFFAOYSA-N
M.W : 238.08 Pubchem ID :268296
Synonyms :

Calculated chemistry of [ 4876-10-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.1
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.4
TPSA : 32.86 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.91
Log Po/w (XLOGP3) : 1.44
Log Po/w (WLOGP) : 2.27
Log Po/w (MLOGP) : 2.39
Log Po/w (SILICOS-IT) : 3.58
Consensus Log Po/w : 2.32

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.73
Solubility : 0.447 mg/ml ; 0.00188 mol/l
Class : Soluble
Log S (Ali) : -1.74
Solubility : 4.38 mg/ml ; 0.0184 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -4.87
Solubility : 0.0032 mg/ml ; 0.0000135 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.91

Safety of [ 4876-10-2 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501 UN#:3261
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 4876-10-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 4876-10-2 ]
  • Downstream synthetic route of [ 4876-10-2 ]

[ 4876-10-2 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 4876-10-2 ]
  • [ 4876-14-6 ]
Reference： [1] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 9, p. 3775 - 3786
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