| Identification |
| Chemical Name |
AG1024 |
| Accession Number |
HAMDB447 |
| Alternative Names |
AG-1024;Tyrphostin AG 1024 |
| IUPAC Name |
2-[(3-bromo-5-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile |
| Formula |
C14H13BrN2O |
| Canonical SMILES |
CC(C)(C)C1=C(C(=CC(=C1)C=C(C#N)C#N)Br)O |
| Structure |
(C)C1=C(C(=CC(=C1)C=C(C#N)C#N)Br)O/PNG)
|
| Physicochemical Properties |
| Molecular Weight |
305.170Molecular weight |
| Hbond Donor |
1Number of hydrogen bond acceptor atoms
(not counting acidic atoms but counting atoms that are both hydrogen bond donors and acceptors such as -OH).
|
| Hbond Acceptor |
3
Number of hydrogen bond donor atoms (not counting basic atoms but counting atoms that are both hydrogen bond donors and acceptors such as -OH).
|
| logP (o/w) |
3.675
Log of the octanol/water partition coefficient (including implicit hydrogens). [LOGP 1998]
|
| logS |
-5.063
Log of the aqueous solubility (mol/L).
|
| MR |
7.546
Molecular refractivity (including implicit hydrogens).
|
| SlogP |
3.883
Log of the octanol/water partition coefficient. [Crippen 1999]
|
| TPSA |
67.810
Polar surface area (Å2) calculated using group contributions to approximate the polar surface area from connection table information only. The parameterization is that of Ertl et al. [Ertl 2000].
|
| logD (PH=7) |
5.239
The octanol/water distribution coefficient at pH 7.
|
| pKa (PH=7) |
6.578
The pKa of the reaction that removes a proton from the ensemble of states with a hydrogen count equal to the input structure.
|
| pKb (PH=7) |
14.000
The pKb of the reaction that adds a proton from the ensemble of states with a hydrogen count equal to the input structure.
|
| Lipinski druglike |
1
One if and only if lip_violation < 2 otherwise zero.
|
| Solubility |
10 mM in DMSO |
| Role in Autophagy |
| Not Available |
| Biological Behaviors |
| Gene Name |
IGF1R |
| Target |
Autophagy; IGF-1R; |
| Pathway |
- Autophagy
- Protein Tyrosine Kinase/RTK
|
| Biological Description |
AG-1024 (Tyrphostin) inhibits IGF-1R autophosphorylation with IC50 of 7 μM, less potent to IR with IC50 of 57 μM.
IC50 value: 7 uM (IGF-1R autophosphorylation); 57 uM (IR) [1]
Target: IGF-1R; IR
in vitro: AG-1024 blocks the IGF-1 receptor and IR autop |
| Research Area |
Cancer |
| Category |
Activator |
| In Vitro |
AG-1024 blocks the IGF-1 receptor and IR autophosphorylation with IC50 of 7 μM and 57 μM, respectively. AG-1024 also inhibits the receptor tyrosine kinase activity towards exogenous substrates (TKA) with IC50 values of 18 μM and 80 μM, respectively. |
| In Vivo |
Administration of AG-1024 at a dose of 30 μg for 10 days significantly inhibits the tumor growth of Ba/F3-p210 xenograft in mice. |
| Clinical Trial |
Not Available |
| External Links |
| CAS Numbers |
65678-07-1 |
| Pubchem |
2044 |
| HMDB |
Not Available |
| DrugBank |
Not Available |
| References |
- Párrizas M, Gazit A, Levitzki A, Wertheimer E, Leroith D, Specific Inhibition Of Insulin-like Growth Factor-1 And Insulin Receptor Tyrosine Kinase Activity And Biological Function By Tyrphostins., Endocrinology.1997 Apr;138(4):1427-33. [PMID:9075698 ]
- Wen B, Deutsch E, Marangoni E, Frascona V, Maggiorella L, Abdulkarim B, Chavaudra N, Bourhis J, Tyrphostin Ag 1024 Modulates Radiosensitivity In Human Breast Cancer Cells., Br J Cancer.2001 Dec 14;85(12):2017-21. [PMID:11747348 ]
- Von Willebrand M, Zacksenhaus E, Cheng E, Glazer P, Halaban R, The Tyrphostin Ag1024 Accelerates The Degradation Of Phosphorylated Forms Of Retinoblastoma Protein (prb) And Restores Prb Tumor Suppressive Function In Melanoma Cells., Cancer Res.2003 Mar 15;63(6):1420-9. [PMID:12649208 ]
- Deutsch E, Maggiorella L, Wen B, Bonnet Ml, Khanfir K, Frascogna V, Turhan Ag, Bourhis J, Tyrosine Kinase Inhibitor Ag1024 Exerts Antileukaemic Effects On Sti571-resistant Bcr-abl Expressing Cells And Decreases Akt Phosphorylation., Br J Cancer.2004 Nov 1;91(9):1735-41. [PMID:15494718 ]
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