data_CLM
# 
_chem_comp.id                                    CLM 
_chem_comp.name                                  CHLORAMPHENICOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H12 Cl2 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        323.129 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CLM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3CLA 
_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 
CLM C1  C1   C  0  1 N N N 1.153  17.115 14.298 1.624  -0.247 2.332  C1  CLM 1  
CLM CL1 CL1A CL 0  0 N N N 2.033  16.745 12.885 2.877  0.814  3.075  CL1 CLM 2  
CLM CL2 CL1B CL 0  0 N N N 0.216  18.565 13.909 1.081  -1.471 3.540  CL2 CLM 3  
CLM C2  C2   C  0  1 N N N 0.053  15.977 14.455 0.447  0.589  1.901  C2  CLM 4  
CLM O2  O2   O  0  1 N N N -0.548 15.604 13.483 0.458  1.788  2.080  O2  CLM 5  
CLM N2  N2   N  0  1 N N N -0.103 15.633 15.722 -0.617 0.005  1.316  N2  CLM 6  
CLM C3  C3   C  0  1 N N R -1.003 14.595 16.206 -1.760 0.818  0.897  C3  CLM 7  
CLM C4  C4   C  0  1 N N N -1.898 15.140 17.306 -2.766 0.914  2.046  C4  CLM 8  
CLM O4  O4   O  0  1 N N N -2.731 14.006 17.768 -3.217 -0.396 2.395  O4  CLM 9  
CLM C5  C5   C  0  1 N N R -0.252 13.310 16.531 -2.431 0.170  -0.314 C5  CLM 10 
CLM O5  O5   O  0  1 N N N 0.587  13.550 17.655 -2.881 -1.140 0.034  O5  CLM 11 
CLM C6  C6   C  0  1 Y N N 0.595  12.962 15.346 -1.440 0.076  -1.446 C6  CLM 12 
CLM C7  C7   C  0  1 Y N N -0.048 12.122 14.353 -0.645 -1.051 -1.572 C7  CLM 13 
CLM C8  C8   C  0  1 Y N N 0.668  11.628 13.293 0.263  -1.147 -2.602 C8  CLM 14 
CLM C9  C9   C  0  1 Y N N 1.957  11.939 13.214 0.382  -0.096 -3.527 C9  CLM 15 
CLM N9  N9   N  1  1 N N N 2.837  11.515 12.100 1.267  -0.180 -4.537 N9  CLM 16 
CLM O9A O9A  O  -1 1 N N N 3.870  12.093 11.932 1.366  0.732  -5.336 O9A CLM 17 
CLM O9B O9B  O  0  1 N N N 2.420  10.589 11.403 1.968  -1.169 -4.651 O9B CLM 18 
CLM C10 C10  C  0  1 Y N N 2.623  12.820 14.106 -0.429 1.042  -3.390 C10 CLM 19 
CLM C11 C11  C  0  1 Y N N 1.929  13.289 15.208 -1.335 1.115  -2.356 C11 CLM 20 
CLM H1  H1   H  0  1 N N N 1.814  17.221 15.189 2.046  -0.755 1.465  H1  CLM 21 
CLM HN2 HN2  H  0  1 N N N 0.488  16.184 16.344 -0.625 -0.954 1.173  HN2 CLM 22 
CLM H3  H3   H  0  1 N N N -1.703 14.289 15.393 -1.417 1.818  0.631  H3  CLM 23 
CLM H41 1H4  H  0  1 N N N -1.333 15.638 18.128 -3.618 1.519  1.734  H41 CLM 24 
CLM H42 2H4  H  0  1 N N N -2.495 16.027 16.991 -2.289 1.376  2.910  H42 CLM 25 
CLM HO4 HO4  H  0  1 N N N -3.290 14.346 18.455 -3.847 -0.291 3.121  HO4 CLM 26 
CLM H5  H5   H  0  1 N N N -0.958 12.478 16.760 -3.282 0.775  -0.626 H5  CLM 27 
CLM HO5 HO5  H  0  1 N N N 1.055  12.748 17.857 -2.099 -1.642 0.303  HO5 CLM 28 
CLM H7  H7   H  0  1 N N N -1.115 11.850 14.405 -0.737 -1.857 -0.859 H7  CLM 29 
CLM H8  H8   H  0  1 N N N 0.214  10.990 12.515 0.882  -2.027 -2.698 H8  CLM 30 
CLM H10 H10  H  0  1 N N N 3.667  13.136 13.944 -0.345 1.855  -4.096 H10 CLM 31 
CLM H11 H11  H  0  1 N N N 2.431  13.914 15.965 -1.959 1.990  -2.249 H11 CLM 32 
# 
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 
CLM C1  CL1 SING N N 1  
CLM C1  CL2 SING N N 2  
CLM C1  C2  SING N N 3  
CLM C1  H1  SING N N 4  
CLM C2  O2  DOUB N N 5  
CLM C2  N2  SING N N 6  
CLM N2  C3  SING N N 7  
CLM N2  HN2 SING N N 8  
CLM C3  C4  SING N N 9  
CLM C3  C5  SING N N 10 
CLM C3  H3  SING N N 11 
CLM C4  O4  SING N N 12 
CLM C4  H41 SING N N 13 
CLM C4  H42 SING N N 14 
CLM O4  HO4 SING N N 15 
CLM C5  O5  SING N N 16 
CLM C5  C6  SING N N 17 
CLM C5  H5  SING N N 18 
CLM O5  HO5 SING N N 19 
CLM C6  C7  DOUB Y N 20 
CLM C6  C11 SING Y N 21 
CLM C7  C8  SING Y N 22 
CLM C7  H7  SING N N 23 
CLM C8  C9  DOUB Y N 24 
CLM C8  H8  SING N N 25 
CLM C9  N9  SING N N 26 
CLM C9  C10 SING Y N 27 
CLM N9  O9A SING N N 28 
CLM N9  O9B DOUB N N 29 
CLM C10 C11 DOUB Y N 30 
CLM C10 H10 SING N N 31 
CLM C11 H11 SING N N 32 
# 
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 
CLM SMILES           ACDLabs              10.04 ClC(Cl)C(=O)NC(C(O)c1ccc([N+]([O-])=O)cc1)CO                                                                                   
CLM InChI            InChI                1.02b InChI=1/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1/f/h14H 
CLM InChIKey         InChI                1.02b WIIZWVCIJKGZOK-TUYINDPHDP                                                                                                      
CLM SMILES_CANONICAL CACTVS               3.341 OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O                                                                          
CLM SMILES           CACTVS               3.341 OC[CH](NC(=O)C(Cl)Cl)[CH](O)c1ccc(cc1)[N+]([O-])=O                                                                             
CLM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]                                                                          
CLM SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(C(CO)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 
CLM "SYSTEMATIC NAME" ACDLabs              10.04 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide 
CLM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]ethanamide        
# 
