(R)-1-Cyanobutan-2-Yl ((S)-1-(3-(3-(3-Methoxy-4-(Oxazol-5-Yl)Phenyl)Ureido)Phenyl)Ethyl)Carbamate (R)-1-氰基丁-2-基((S)-1-(3-(3-(3-甲氧基-4-(恶唑-5-基)苯基)脲基)苯基)乙基)氨基甲酸酯
CAS 297730-17-7 MFCD97730177
化学结构图
SMILES: CC[C@H](CC#N)OC(=O)N[C@@H](C)c1cccc(NC(=O)Nc2ccc(-c3cnco3)c(OC)c2)c1
化学属性
| Mol. Weight | 477.51 |
|---|---|
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name Translation | (R)-1-氰基丁-2-基((S)-1-(3-(3-(3-甲氧基-4-(恶唑-5-基)苯基)脲基)苯基)乙基)氨基甲酸酯 |
|---|---|
| Chemical Name | (R)-1-Cyanobutan-2-Yl ((S)-1-(3-(3-(3-Methoxy-4-(Oxazol-5-Yl)Phenyl)Ureido)Phenyl)Ethyl)Carbamate |
| Formula | C25H27N5O5 |
| Synonym | AVN 944; AVN-944; AVN944; VX944; VX 944; VX-944. |
| IUPAC Name | (R)-1-cyanobutan-2-yl ((S)-1-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)ethyl)carbamate |
| InChIKey | GYCPCOJTCINIFZ-OXJNMPFZSA-N |
| InChI | InChI=1S/C25H27N5O5/c1-4-20(10-11-26)35-25(32)28-16(2)17-6-5-7-18(12-17)29-24(31)30-19-8-9-21(22(13-19)33-3)23-14-27-15-34-23/h5-9,12-16,20H,4,10H2,1-3H3,(H,28,32)(H2,29,30,31)/t16-,20+/m0/s1 |
| Canonical SMILES | O=C(O[C@H](CC)CC#N)N[C@H](C1=CC=CC(NC(NC2=CC=C(C3=CN=CO3)C(OC)=C2)=O)=C1)C |
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产品应用
- AVN-944 (VX-944) is an orally available, synthetic small molecule with potential antineoplastic activity. AVN944 inhibits inosine monosphosphate dehydrogenase (IMPDH), an enzyme involved in the de novo synthesis of guanosine triphosphate (GTP), a purine molecule required for DNA and RNA synthesis. Inhibition of IMPDH deprives cancer cells of GTP, resulting in disruption of DNA and RNA synthesis, inhibition of cell proliferation, and the induction of apoptosis. AVN944 appears to have a selective effect on cancer cells in that deprivation of GTP in normal cells results in a temporary slowing of cell growth only. IMPDH is overexpressed in some cancer cells, particularly in hematological malignancies.
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