HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound T1C

Identifiers

  • Canonical SMILES: 
    C[NH+](C)[C@H]1[C@@H]2C[C@@H]3Cc4c(cc(NC(=O)CNC(C)(C)C)c(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(N)=O)[NH+](C)C
  • IUPAC name: 
    (1S,4aS,11aR,12aS)-8-[(N-tert-butylglycyl)amino]-3-carbamoyl-2,4a,5,7-tetrahydroxy-N,N,N',N'-tetramethyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracene-1,10-diaminium
  • InChi: 
    InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/p+2/t12-,14-,21-,29-/m0/s1
  • InChiKey: 
    FPZLLRFZJZRHSY-HJYUBDRYSA-P

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

RNA-SM complexes

PDB code Deposition date Reference publication
4v9b July 18, 2012 Jenner Lasse, Starosta Agata L., Terry Daniel S., Mikolajka Aleksandra, Filonava Liudmila, Yusupov Marat, Blanchard Scott C., Wilson Daniel N., Yusupova Gulnara. . Structural basis for potent inhibitory activity of the antibiotic tigecycline during protein synthesis Proceedings of the National Academy of Sciences
4v9b July 18, 2012 Jenner Lasse, Starosta Agata L., Terry Daniel S., Mikolajka Aleksandra, Filonava Liudmila, Yusupov Marat, Blanchard Scott C., Wilson Daniel N., Yusupova Gulnara. . Structural basis for potent inhibitory activity of the antibiotic tigecycline during protein synthesis Proceedings of the National Academy of Sciences
4yhh Feb. 27, 2015 Schedlbauer Andreas, Kaminishi Tatsuya, Ochoa-Lizarralde Borja, Dhimole Neha, Zhou Shu, López-Alonso Jorge P., Connell Sean R., Fucini Paola. . Structural Characterization of an Alternative Mode of Tigecycline Binding to the Bacterial Ribosome Antimicrobial Agents and Chemotherapy
5j8a April 7, 2016 Cocozaki Alexis I., Altman Roger B., Huang Jian, Buurman Ed T., Kazmirski Steven L., Doig Peter, Prince D. Bryan, Blanchard Scott C., Cate Jamie H. D., Ferguson Andrew D.. . Resistance mutations generate divergent antibiotic susceptibility profiles against translation inhibitors Proceedings of the National Academy of Sciences
5j8a April 7, 2016 Cocozaki Alexis I., Altman Roger B., Huang Jian, Buurman Ed T., Kazmirski Steven L., Doig Peter, Prince D. Bryan, Blanchard Scott C., Cate Jamie H. D., Ferguson Andrew D.. . Resistance mutations generate divergent antibiotic susceptibility profiles against translation inhibitors Proceedings of the National Academy of Sciences
5j91 April 8, 2016 Cocozaki Alexis I., Altman Roger B., Huang Jian, Buurman Ed T., Kazmirski Steven L., Doig Peter, Prince D. Bryan, Blanchard Scott C., Cate Jamie H. D., Ferguson Andrew D.. . Resistance mutations generate divergent antibiotic susceptibility profiles against translation inhibitors Proceedings of the National Academy of Sciences
5j91 April 8, 2016 Cocozaki Alexis I., Altman Roger B., Huang Jian, Buurman Ed T., Kazmirski Steven L., Doig Peter, Prince D. Bryan, Blanchard Scott C., Cate Jamie H. D., Ferguson Andrew D.. . Resistance mutations generate divergent antibiotic susceptibility profiles against translation inhibitors Proceedings of the National Academy of Sciences
8k2a July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k2a July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k2a July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k2b July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k2c July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k2c July 12, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8k82 July 28, 2023 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8rri Jan. 22, 2024 Shao Qiuya, Khawaja Anas, Nguyen Minh Duc, Singh Vivek, Zhang Jingdian, Liu Yong, Nordin Joel, Adori Monika, Axel Innis C., Castro Dopico Xaquin, Rorbach Joanna. . T cell toxicity induced by tigecycline binding to the mitochondrial ribosome Nature Communications
8xsx Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsx Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsx Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsy Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsy Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsz Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xsz Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt0 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt0 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt0 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt1 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt2 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt2 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt2 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8xt3 Jan. 10, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8yoo March 13, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8yoo March 13, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8yoo March 13, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications
8yoo March 13, 2024 Li Xiang, Wang Mengjiao, Denk Timo, Buschauer Robert, Li Yi, Beckmann Roland, Cheng Jingdong. . Structural basis for differential inhibition of eukaryotic ribosomes by tigecycline Nature Communications

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 587.29 g/mol
HBA 9
HBD 9
HBA + HBD
AlogP -2.19
TPSA 208.16
RB 6

Radar chart