Compound EZM

Canonical SMILES:

NCCCC[C@H](N)C(=O)N[C@H](CO)[C@H](O)c1ccc(cc1)[N+]([O-])=O

IUPAC name:

N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]-L-lysinamide

InChi:

InChI=1S/C15H24N4O5/c16-8-2-1-3-12(17)15(22)18-13(9-20)14(21)10-4-6-11(7-5-10)19(23)24/h4-7,12-14,20-21H,1-3,8-9,16-17H2,(H,18,22)/t12-,13+,14+/m0/s1

SMARTS:

[#7]-[#6]-[#6]-[#6]-[#6]-[#6@H](-[#7])-[#6](=[#8])-[#7]-[#6@H](-[#6]-[#8])-[#6@H](-[#8])-[#6]1:[#6]:[#6]:[#6](:[#6]:[#6]:1)-[#7+](-[#8-])=[#8]

Lipinski's RO5	Veber	Pfizer's 3/75

PDB code	Deposition date	Reference publication
6cfl	Feb. 15, 2018	Tereshchenkov Andrey G., Dobosz-Bartoszek Malgorzata, Osterman Ilya A., Marks James, Sergeeva Vasilina A., Kasatsky Pavel, Komarova Ekaterina S., Stavrianidi Andrey N., Rodin Igor A., Konevega Andrey L., Sergiev Petr V., Sumbatyan Natalia V., Mankin Alexander S., Bogdanov Alexey A., Polikanov Yury S.. 2018. Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome Journal of Molecular Biology
6cfl	Feb. 15, 2018	Tereshchenkov Andrey G., Dobosz-Bartoszek Malgorzata, Osterman Ilya A., Marks James, Sergeeva Vasilina A., Kasatsky Pavel, Komarova Ekaterina S., Stavrianidi Andrey N., Rodin Igor A., Konevega Andrey L., Sergiev Petr V., Sumbatyan Natalia V., Mankin Alexander S., Bogdanov Alexey A., Polikanov Yury S.. 2018. Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome Journal of Molecular Biology

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

HARIBOSS