Tìm theo
AS-3201
Thuốc Gốc
Small Molecule
CTHH: C17H11BrFN3O4
PTK: 420.189
AS-3201 is a structurally novel and stereospecifically potent aldose reductase (AKR1B; EC 1.1.1.21) inhibitor, which contains a succinimide ring that undergoes ring-opening at physiological pH levels.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H11BrFN3O4
Phân tử khối
420.189
Monoisotopic mass
418.991696707
InChI
InChI=1S/C17H11BrFN3O4/c18-10-4-3-9(11(19)6-10)8-21-14(24)12-2-1-5-22(12)17(16(21)26)7-13(23)20-15(17)25/h1-6H,7-8H2,(H,20,23,25)/t17-/m1/s1
InChI Key
InChIKey=QCVNMNYRNIMDKV-QGZVFWFLSA-N
IUPAC Name
(3R)-3'-[(4-bromo-2-fluorophenyl)methyl]-3',4'-dihydro-2'H-spiro[pyrrolidine-3,1'-pyrrolo[1,2-a]pyrazine]-2,2',4',5-tetrone
Traditional IUPAC Name
(3R)-3'-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,1'-pyrrolo[1,2-a]pyrazine]-2,2',4',5-tetrone
SMILES
FC1=C(CN2C(=O)C3=CC=CN3[C@@]3(CC(=O)NC3=O)C2=O)C=CC(Br)=C1
Độ hòa tan
2.95e-02 g/l
logP
1.79
logS
-4.2
pKa (strongest acidic)
8.52
pKa (Strongest Basic)
-6.9
PSA
88.48 Å2
Refractivity
90.5 m3·mol-1
Polarizability
35.02 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Cơ Chế Tác Dụng : AS-3201 is a structurally novel and stereospecifically potent aldose reductase (AKR1B; EC 1.1.1.21) inhibitor, which contains a succinimide ring that undergoes ring-opening at physiological pH levels. AS-3201 alleviates diabetic neuropathy, a complication of diabetes, by inhibiting aldose reductase and thereby inhibiting the accumulation of intracellular sorbitol that causes diabetic neuropathy. This drug has a stronger inhibitory effect and is longer acting compared to other drugs in this therapeutic area. AS-3201 showed good penetration into the nerve tissue, resulting in dose-dependent inhibition of intraneural accumulation of sorbitol and fructose in a clinical study.
Chỉ Định : Investigated for use/treatment in neuropathy (diabetic).
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB05327
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=153948
ChemSpider
http://www.chemspider.com/Chemical-Structure.135685.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50067407
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