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US 9,957,247 B2Granted
SecA inhibitors and methods of making and using thereof
AssigneeGeorgia State University Research Foundation, Inc.
InventorsBinghe Wang, Phang-Cheng Tai, Jinshan Jin, Yinghsin Hsieh, Ying-Ju Ritter, Jianmei Cui, Arpana S. Chaudhary, Chaofeng Dai, Krishna Damera, Weixuan Chen
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Abstract
Inhibitors of SecA, and methods of making and using thereof, are described herein. The compounds described herein can be used to treat or prevent microbial infections, such as bacterial infections.
Claims17
A pharmaceutical composition comprising one or more compounds of the following formula:
- wherein
- X and Y are N;
- D and G are independently NR7 or O;
- A, B, E, and F are N;
- L and M are independently S;
- J is S;
- and
- R1 and R4 are independently selected from hydrogen, substituted or unsubstituted, linear, branched, hetero C1-C30 alkyl, C3-C30 cyclic alkyl, C2-C30 alkenyl, or C2-C30 alkynyl, substituted or unsubstituted aryl or heteroaryl, halogen, substituted or unsubstituted alkoxy, hydroxy, cyano, formyl, acyl, —COOH, —COO−, —CONH2, —CONHR17, —CONR17R17, —OCONHR17, —NHCOOR17, —OCONR17R17, —NR14COOR17, —NHCONHR17, —NR17CONHR17, —NHCONR17R17, —NR17CONR17R17, —CH2OH, —CHR17OH, —CR17R17OH, —COOR17, —SH, —NH2, —NHR17, —NR17R17, —SR17, —SOR17, and —SOOR17;
- R5 and R6 are substituted or unsubstituted aryl or heteroaryl groups;
- R7 and R17 are independently selected from hydrogen, substituted or unsubstituted, linear, branched, hetero C1-C30 alkyl, C3-C30 cyclic alkyl, C2-C30 alkenyl, C3-C30 cyclic alkenyl, C2-C30 alkynyl groups, C3-C30 cyclic alkynyl, or aryl group;
- wherein substituents of the substituted groups are selected from the group consisting of linear or branched C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cyclic alkyl, C2-C30 alkenyl, C2-C30 alkynyl, phenyl, aryl, heteroaryl, halo, hydroxyl, alkoxy, phenoxy, aroxy, alkylthio, phenylthio, arylthio, cyano, isocyano, carbonyl, carboxyl, amino, amido, sulfonyl, sulfonic acid, phosphoryl, phosphonyl, and polyaryl groups;
- and wherein the C1-C30 alkyl, the C1-C30 heteroalkyl, the C3-C30 cyclic alkyl, the C2-C30 alkenyl, the C2-C30 alkynyl, the phenyl, the aryl, the heteroaryl, the alkoxy, the phenoxy, the aroxy, the alkylthio, the phenylthio, the arylthio, the carbonyl, the carboxyl, the amino, the amido, the sulfonyl, the phosphoryl, the phosphonyl, or the polyaryl groups are optionally substituted with one or more halogens or hydroxyl groups;
- or pharmaceutically acceptable salts thereof;
- wherein the one or more compounds are present in an effective amount to inhibit SecA.
11 more elements
A pharmaceutical composition comprising one or more compounds of the following formula:
- wherein
- Z and W are S;
- X and Y are N;
- Cy is substituted or unsubstituted triazole or an oxadiazole group;
- R2 is a halogen;
- R1 and R3 are independently selected from hydrogen, substituted or unsubstituted, linear, branched, hetero C1-C30 alkyl, C2-C30 alkenyl, or C2-C30 alkynyl, substituted or unsubstituted aryl, halogen, substituted or unsubstituted alkoxy, hydroxy, cyano, formyl, acyl, —COOH, —COO−, —CONH2, —CONHR11, —CONR11R11, —OCONHR11, —NHCOOR11, —OCONR11R11, —NR14COOR11, —NHCONHR11, —NR11CONHR11, —NHCONR11R11, —NR14CONR11R11, —CH2OH, —CHR11OH, —CR11R11OH, —COOR11, —SH, —NH2, —NHR11, —NR11R11, —SR11, —SOR11, and —SOOR11;
- R4 is a substituted or unsubstituted aryl or heteroaryl group;
- R5 and R11 are independently selected from hydrogen, substituted or unsubstituted, linear, branched, or hetero C1-C30 alkyl, C3-C30 cyclic alkyl, C2-C30 alkenyl, C3-C30 cyclic alkenyl, C2-C30 alkynyl groups, C3-C30 cyclic alkynyl, or aryl group;
- wherein substituents of the substituted groups are selected from the group consisting of C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cyclic alkyl, C2-C30 alkenyl, C2-C30 alkynyl, phenyl, aryl, heteroaryl, halo, hydroxyl, alkoxy, phenoxy, aroxy, alkylthio, phenylthio, arylthio, cyano, isocyano, carbonyl, carboxyl, amino, amido, sulfonyl, sulfonic acid, phosphoryl, phosphonyl, and polyaryl groups;
- and wherein the C1-C30 alkyl, the C1-C30 heteroalkyl, the C3-C30 cyclic alkyl, the C2-C30 alkenyl, the C2-C30 alkynyl, the phenyl, the aryl, the heteroaryl, the alkoxy, the phenoxy, the aroxy, the alkylthio, the phenylthio, the arylthio, the carbonyl, the carboxyl, the amino, the amido, the sulfonyl, the phosphoryl, the phosphonyl, or the polyaryl groups are optionally substituted with one or more halogens or hydroxyl groups;
- or pharmaceutically acceptable salts thereof;
- wherein the one or more compounds are present in an effective amount to inhibit SecA.
9 more elements
Dependencies are inferred from the claim text.