Tìm theo
PA824
Thuốc Gốc
Small Molecule
CAS: 187235-37-6
CTHH: C14H12F3N3O5
PTK: 359.2574
PA-824 is a nitroimidazole, a class of novel anti-bacterial agents. As a potential TB therapy, it has many attractive characteristics - most notably its novel mechanism of action, its activity in vitro against all tested drug-resistant clinical isolates, and its activity as both a potent bactericidal and a sterilizing agent in mice. In addition, the compound shows no evidence of mutagenicity in a standard battery of genotoxicity studies, no significant cytochrome P450 interactions, and no significant activity against a broad range of Gram-positive and Gram-negative bacteria.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H12F3N3O5
Phân tử khối
359.2574
Monoisotopic mass
359.072905124
InChI
InChI=1S/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1
InChI Key
InChIKey=ZLHZLMOSPGACSZ-NSHDSACASA-N
IUPAC Name
(6S)-2-nitro-6-{[4-(trifluoromethoxy)phenyl]methoxy}-5H,6H,7H-imidazo[2,1-b][1,3]oxazine
Traditional IUPAC Name
(6S)-2-nitro-6-{[4-(trifluoromethoxy)phenyl]methoxy}-5H,6H,7H-imidazo[2,1-b][1,3]oxazine
SMILES
[O-][N+](=O)C1=CN2C[C@@H](COC2=N1)OCC1=CC=C(OC(F)(F)F)C=C1
Độ hòa tan
1.17e-02 g/l
logP
4.14
logS
-4.5
pKa (Strongest Basic)
-3
PSA
91.33 Å2
Refractivity
73.91 m3·mol-1
Polarizability
30.26 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
6
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Cơ Chế Tác Dụng : PA-824 is a nitroimidazole, a class of novel anti-bacterial agents. As a potential TB therapy, it has many attractive characteristics - most notably its novel mechanism of action, its activity in vitro against all tested drug-resistant clinical isolates, and its activity as both a potent bactericidal and a sterilizing agent in mice. In addition, the compound shows no evidence of mutagenicity in a standard battery of genotoxicity studies, no significant cytochrome P450 interactions, and no significant activity against a broad range of Gram-positive and Gram-negative bacteria. Although the mechanism of action of PA824 is not well understood, it appears that the compound functions as a prodrug requiring reductive activation of the aromatic nitro group that is mediated, at least in part, by a specific glucose-6-phosphate dehydrogenase or its deazaflavin cofactor.
Chỉ Định : Investigated for use/treatment in bacterial infection and tuberculosis.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB05154
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=456199
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=11568219
ChemSpider
http://www.chemspider.com/Chemical-Structure.401693.html
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