data_XQU
# 
_chem_comp.id                                    XQU 
_chem_comp.name                                  nitrosochloramphenicol 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H14 Cl2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2,2-dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(hydroxyamino)phenyl]propan-2-yl}acetamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-12-05 
_chem_comp.pdbx_modified_date                    2023-07-07 
_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                        309.146 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XQU 
_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        8FDL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
XQU C1   C1  C  0 1 N N N 6.477 -21.107 0.480  2.477  1.423  -0.453 C1   XQU 1  
XQU C2   C2  C  0 1 N N N 5.380 -21.267 -0.583 2.065  0.248  0.396  C2   XQU 2  
XQU C3   C3  C  0 1 N N R 2.981 -21.943 -1.087 0.895  -1.868 0.696  C3   XQU 3  
XQU C4   C4  C  0 1 N N N 1.721 -21.186 -0.698 1.998  -2.928 0.669  C4   XQU 4  
XQU C5   C5  C  0 1 N N R 2.753 -23.468 -1.029 -0.401 -2.467 0.145  C5   XQU 5  
XQU C6   C6  C  0 1 Y N N 4.058 -24.141 -1.447 -1.453 -1.391 0.056  C6   XQU 6  
XQU C10  C7  C  0 1 Y N N 6.070 -25.342 -0.923 -3.323 -0.240 1.012  C10  XQU 7  
XQU C11  C8  C  0 1 Y N N 4.869 -24.753 -0.525 -2.357 -1.224 1.089  C11  XQU 8  
XQU C7   C9  C  0 1 Y N N 4.454 -24.098 -2.775 -1.508 -0.570 -1.054 C7   XQU 9  
XQU C8   C10 C  0 1 Y N N 5.641 -24.693 -3.169 -2.471 0.417  -1.138 C8   XQU 10 
XQU C9   C11 C  0 1 Y N N 6.456 -25.321 -2.240 -3.385 0.584  -0.105 C9   XQU 11 
XQU N2   N1  N  0 1 N N N 4.083 -21.722 -0.140 1.295  -0.726 -0.129 N2   XQU 12 
XQU O2   O1  O  0 1 N N N 5.561 -21.042 -1.735 2.427  0.178  1.552  O2   XQU 13 
XQU O4   O2  O  0 1 N N N 2.042 -19.821 -0.713 2.128  -3.446 -0.657 O4   XQU 14 
XQU O5   O3  O  0 1 N N N 2.436 -23.794 0.293  -0.161 -3.006 -1.157 O5   XQU 15 
XQU N9   N2  N  0 1 N N N 7.717 -25.933 -2.637 -4.359 1.581  -0.186 N9   XQU 16 
XQU O9B  O4  O  0 1 N N N 8.121 -25.849 -3.975 -5.290 1.749  0.868  O9B  XQU 17 
XQU CL1  CL1 CL 0 0 N N N 7.836 -22.225 0.227  1.009  2.206  -1.148 CL1  XQU 18 
XQU CL2  CL2 CL 0 0 N N N 7.000 -19.436 0.637  3.369  2.615  0.564  CL2  XQU 19 
XQU H11  H1  H  0 1 N N N 6.049 -21.379 1.456  3.122  1.079  -1.261 H11  XQU 20 
XQU H31  H2  H  0 1 N N N 3.286 -21.657 -2.104 0.734  -1.537 1.722  H31  XQU 21 
XQU H41  H3  H  0 1 N N N 0.918 -21.393 -1.420 2.941  -2.479 0.978  H41  XQU 22 
XQU H42  H4  H  0 1 N N N 1.395 -21.486 0.309  1.741  -3.738 1.352  H42  XQU 23 
XQU H51  H5  H  0 1 N N N 1.948 -23.749 -1.724 -0.746 -3.259 0.808  H51  XQU 24 
XQU H101 H6  H  0 0 N N N 6.702 -25.819 -0.188 -4.029 -0.110 1.819  H101 XQU 25 
XQU H111 H7  H  0 0 N N N 4.576 -24.779 0.514  -2.309 -1.865 1.957  H111 XQU 26 
XQU H71  H8  H  0 1 N N N 3.834 -23.599 -3.505 -0.798 -0.700 -1.857 H71  XQU 27 
XQU H81  H9  H  0 1 N N N 5.934 -24.668 -4.208 -2.513 1.059  -2.006 H81  XQU 28 
XQU H21  H10 H  0 1 N N N 3.931 -21.891 0.834  1.006  -0.670 -1.053 H21  XQU 29 
XQU H43  H11 H  0 1 N N N 1.276 -19.312 -0.474 2.811  -4.125 -0.748 H43  XQU 30 
XQU H52  H12 H  0 1 N N N 1.623 -23.369 0.538  0.150  -2.355 -1.801 H52  XQU 31 
XQU H91  H13 H  0 1 N N N 7.655 -26.905 -2.410 -4.399 2.158  -0.965 H91  XQU 32 
XQU H9B1 H14 H  0 0 N N N 8.956 -26.290 -4.083 -5.925 2.463  0.721  H9B1 XQU 33 
# 
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 
XQU O9B N9   SING N N 1  
XQU C8  C7   DOUB Y N 2  
XQU C8  C9   SING Y N 3  
XQU C7  C6   SING Y N 4  
XQU N9  C9   SING N N 5  
XQU C9  C10  DOUB Y N 6  
XQU O2  C2   DOUB N N 7  
XQU C6  C5   SING N N 8  
XQU C6  C11  DOUB Y N 9  
XQU C3  C5   SING N N 10 
XQU C3  C4   SING N N 11 
XQU C3  N2   SING N N 12 
XQU C5  O5   SING N N 13 
XQU C10 C11  SING Y N 14 
XQU O4  C4   SING N N 15 
XQU C2  N2   SING N N 16 
XQU C2  C1   SING N N 17 
XQU CL1 C1   SING N N 18 
XQU C1  CL2  SING N N 19 
XQU C1  H11  SING N N 20 
XQU C3  H31  SING N N 21 
XQU C4  H41  SING N N 22 
XQU C4  H42  SING N N 23 
XQU C5  H51  SING N N 24 
XQU C10 H101 SING N N 25 
XQU C11 H111 SING N N 26 
XQU C7  H71  SING N N 27 
XQU C8  H81  SING N N 28 
XQU N2  H21  SING N N 29 
XQU O4  H43  SING N N 30 
XQU O5  H52  SING N N 31 
XQU N9  H91  SING N N 32 
XQU O9B H9B1 SING N N 33 
# 
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 
XQU SMILES           ACDLabs              12.01 "ONc1ccc(cc1)C(O)C(CO)NC(=O)C(Cl)Cl"                                                                                       
XQU InChI            InChI                1.06  "InChI=1S/C11H14Cl2N2O4/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(15-19)4-2-6/h1-4,8-10,15-17,19H,5H2,(H,14,18)/t8-,9-/m1/s1" 
XQU InChIKey         InChI                1.06  BLAGYAGCQKHABH-RKDXNWHRSA-N                                                                                                
XQU SMILES_CANONICAL CACTVS               3.385 "OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(NO)cc1"                                                                              
XQU SMILES           CACTVS               3.385 "OC[CH](NC(=O)C(Cl)Cl)[CH](O)c1ccc(NO)cc1"                                                                                 
XQU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O)NO"                                                                              
XQU SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(C(CO)NC(=O)C(Cl)Cl)O)NO"                                                                                       
# 
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 
XQU "SYSTEMATIC NAME" ACDLabs              12.01 "2,2-dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(hydroxyamino)phenyl]propan-2-yl}acetamide"                      
XQU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(1~{R},2~{R})-1,3-bis(oxidanyl)-1-[4-(oxidanylamino)phenyl]propan-2-yl]-2,2-bis(chloranyl)ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XQU "Create component" 2022-12-05 RCSB 
XQU "Initial release"  2023-07-12 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XQU 
_pdbx_chem_comp_synonyms.name         "2,2-dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(hydroxyamino)phenyl]propan-2-yl}acetamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
