data_CL8
# 
_chem_comp.id                                    CL8 
_chem_comp.name                                  "CHLORAMPHENICOL SUCCINATE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C15 H16 Cl2 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        423.202 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CL8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2JKN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
CL8 C1   C1   C  0  1 N N N 38.489 38.067 -10.334 38.489 38.067 -10.334 C1   CL8 1  
CL8 CL1  CL1  CL 0  0 N N N 38.793 38.451 -8.606  38.793 38.451 -8.606  CL1  CL8 2  
CL8 CL2  CL2  CL 0  0 N N N 38.727 36.343 -10.712 38.727 36.343 -10.712 CL2  CL8 3  
CL8 C2   C2   C  0  1 N N N 39.500 38.948 -11.144 39.500 38.948 -11.144 C2   CL8 4  
CL8 O2   O2   O  0  1 N N N 40.632 39.158 -10.695 40.632 39.158 -10.695 O2   CL8 5  
CL8 N2   N2   N  0  1 N N N 39.029 39.389 -12.224 39.029 39.389 -12.224 N2   CL8 6  
CL8 C3   C3   C  0  1 N N R 39.564 40.260 -13.296 39.564 40.260 -13.296 C3   CL8 7  
CL8 C4   C4   C  0  1 N N N 39.174 41.731 -13.062 39.174 41.731 -13.062 C4   CL8 8  
CL8 C5   C5   C  0  1 N N R 39.740 39.576 -14.611 39.740 39.576 -14.611 C5   CL8 9  
CL8 O5   O5   O  0  1 N N N 38.410 39.770 -15.130 38.410 39.770 -15.130 O5   CL8 10 
CL8 C6   C6   C  0  1 Y N N 40.324 38.290 -14.731 40.324 38.290 -14.731 C6   CL8 11 
CL8 C7   C7   C  0  1 Y N N 41.639 38.062 -14.377 41.639 38.062 -14.377 C7   CL8 12 
CL8 C8   C8   C  0  1 Y N N 42.157 36.742 -14.456 42.157 36.742 -14.456 C8   CL8 13 
CL8 C9   C9   C  0  1 Y N N 41.260 35.740 -14.856 41.260 35.740 -14.856 C9   CL8 14 
CL8 N9   N9   N  1  1 N N N 41.784 34.338 -14.954 41.784 34.338 -14.954 N9   CL8 15 
CL8 O9A  O9A  O  -1 1 N N N 40.969 33.494 -15.317 40.969 33.494 -15.317 O9A  CL8 16 
CL8 O9B  O9B  O  0  1 N N N 42.934 34.126 -14.691 42.934 34.126 -14.691 O9B  CL8 17 
CL8 C10  C10  C  0  1 Y N N 39.956 35.967 -15.155 39.956 35.967 -15.155 C10  CL8 18 
CL8 C11  C11  C  0  1 Y N N 39.464 37.256 -15.092 39.464 37.256 -15.092 C11  CL8 19 
CL8 O4   O4   O  0  1 N N N 40.081 42.524 -12.263 40.081 42.524 -12.263 O4   CL8 20 
CL8 O15  O15  O  0  1 N N N 43.400 40.237 -10.886 43.400 40.237 -10.886 O15  CL8 21 
CL8 C15  C15  C  0  1 N N N 43.766 41.189 -10.237 43.766 41.189 -10.237 C15  CL8 22 
CL8 O16  O16  O  0  1 N N N 45.065 41.335 -9.934  45.065 41.335 -9.934  O16  CL8 23 
CL8 C14  C14  C  0  1 N N N 42.766 42.219 -9.778  42.766 42.219 -9.778  C14  CL8 24 
CL8 C13  C13  C  0  1 N N N 41.358 41.810 -10.227 41.358 41.810 -10.227 C13  CL8 25 
CL8 C12  C12  C  0  1 N N N 41.239 41.906 -11.724 41.239 41.906 -11.724 C12  CL8 26 
CL8 O12  O12  O  0  1 N N N 42.100 41.444 -12.430 42.100 41.444 -12.430 O12  CL8 27 
CL8 H1   H1   H  0  1 N N N 37.441 38.279 -10.591 37.441 38.279 -10.591 H1   CL8 28 
CL8 H2   H2   H  0  1 N N N 38.092 39.086 -12.396 38.091 39.086 -12.396 H2   CL8 29 
CL8 H3   H3   H  0  1 N N N 40.646 40.458 -13.285 40.646 40.458 -13.285 H3   CL8 30 
CL8 H41C H41C H  0  0 N N N 39.109 42.210 -14.050 39.109 42.210 -14.050 H41C CL8 31 
CL8 H42C H42C H  0  0 N N N 38.233 41.698 -12.492 38.234 41.698 -12.493 H42C CL8 32 
CL8 H5   H5   H  0  1 N N N 40.576 39.994 -15.191 40.576 39.994 -15.191 H5   CL8 33 
CL8 HA   HA   H  0  1 N N N 37.792 39.813 -14.410 37.792 39.813 -14.410 HA   CL8 34 
CL8 H7   H7   H  0  1 N N N 42.265 38.877 -14.044 42.265 38.877 -14.045 H7   CL8 35 
CL8 H11  H11  H  0  1 N N N 38.428 37.459 -15.319 38.428 37.459 -15.319 H11  CL8 36 
CL8 H8   H8   H  0  1 N N N 43.188 36.521 -14.220 43.188 36.521 -14.220 H8   CL8 37 
CL8 H10  H10  H  0  1 N N N 39.310 35.149 -15.439 39.310 35.149 -15.439 H10  CL8 38 
CL8 H16  H16  H  0  1 N N N 45.559 40.611 -10.301 45.559 40.611 -10.301 H16  CL8 39 
CL8 H141 H141 H  0  0 N N N 42.793 42.290 -8.681  42.793 42.290 -8.681  H141 CL8 40 
CL8 H142 H142 H  0  0 N N N 43.020 43.194 -10.219 43.020 43.194 -10.219 H142 CL8 41 
CL8 H131 H131 H  0  0 N N N 41.166 40.773 -9.915  41.166 40.773 -9.915  H131 CL8 42 
CL8 H132 H132 H  0  0 N N N 40.624 42.487 -9.765  40.624 42.486 -9.765  H132 CL8 43 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
CL8 C1  CL1  SING N N 1  
CL8 C1  CL2  SING N N 2  
CL8 C1  C2   SING N N 3  
CL8 C2  O2   DOUB N N 4  
CL8 C2  N2   SING N N 5  
CL8 N2  C3   SING N N 6  
CL8 C3  C4   SING N N 7  
CL8 C3  C5   SING N N 8  
CL8 C4  O4   SING N N 9  
CL8 C5  O5   SING N N 10 
CL8 C5  C6   SING N N 11 
CL8 C6  C7   SING N N 12 
CL8 C6  C11  DOUB N N 13 
CL8 C7  C8   DOUB N N 14 
CL8 C8  C9   SING N N 15 
CL8 C9  N9   SING N N 16 
CL8 C9  C10  DOUB N N 17 
CL8 N9  O9A  SING N N 18 
CL8 N9  O9B  DOUB Y N 19 
CL8 C10 C11  SING Y N 20 
CL8 O4  C12  SING Y N 21 
CL8 O15 C15  DOUB N N 22 
CL8 C15 O16  SING Y N 23 
CL8 C15 C14  SING N N 24 
CL8 C14 C13  SING N N 25 
CL8 C13 C12  SING Y N 26 
CL8 C12 O12  DOUB N N 27 
CL8 C1  H1   SING N N 28 
CL8 N2  H2   SING Y N 29 
CL8 C3  H3   SING N N 30 
CL8 C4  H41C SING N N 31 
CL8 C4  H42C SING N N 32 
CL8 C5  H5   SING N N 33 
CL8 O5  HA   SING N N 34 
CL8 C7  H7   SING N N 35 
CL8 C11 H11  SING N N 36 
CL8 C8  H8   SING N N 37 
CL8 C10 H10  SING N N 38 
CL8 O16 H16  SING N N 39 
CL8 C14 H141 SING N N 40 
CL8 C14 H142 SING N N 41 
CL8 C13 H131 SING N N 42 
CL8 C13 H132 SING N N 43 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
CL8 SMILES           ACDLabs              10.04 ClC(Cl)C(=O)NC(C(O)c1ccc([N+]([O-])=O)cc1)COC(=O)CCC(=O)O                                                                                                            
CL8 InChI            InChI                1.02b InChI=1/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/t10-,13-/m1/s1/f/h18,20H 
CL8 InChIKey         InChI                1.02b LIRCDOVJWUGTMW-IOQNOLELDN                                                                                                                                            
CL8 SMILES_CANONICAL CACTVS               3.341 O[C@@H]([C@@H](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)[N+]([O-])=O                                                                                                  
CL8 SMILES           CACTVS               3.341 O[CH]([CH](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)[N+]([O-])=O                                                                                                      
CL8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[C@H]([C@@H](COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]                                                                                                   
CL8 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(C(COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]                                                                                                            
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
CL8 "SYSTEMATIC NAME" ACDLabs              10.04 "4-{[(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl]oxy}-4-oxobutanoic acid"  
CL8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(2R,3R)-2-(2,2-dichloroethanoylamino)-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxo-butanoic acid" 
# 
