data_RRF
# 
_chem_comp.id                                    RRF 
_chem_comp.name                                  "(1R,2R)-1-[(1H-benzimidazole-5-carbonyl)amino]-4-hydroxy-2,3-dihydro-1H-indene-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-23 
_chem_comp.pdbx_modified_date                    2022-07-01 
_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                        337.329 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RRF 
_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        5SSM 
_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 
RRF C18  C1  C 0 1 Y N N -49.664 -29.298 6.091  4.463  0.005  0.942  C18  RRF 1  
RRF C16  C2  C 0 1 Y N N -49.483 -29.264 3.702  3.071  -0.756 -0.886 C16  RRF 2  
RRF C17  C3  C 0 1 Y N N -50.253 -29.357 4.852  4.318  -0.705 -0.264 C17  RRF 3  
RRF C15  C4  C 0 1 Y N N -48.121 -29.097 3.829  1.991  -0.093 -0.312 C15  RRF 4  
RRF C14  C5  C 0 1 N N N -47.323 -29.057 2.554  0.667  -0.142 -0.964 C14  RRF 5  
RRF C12  C6  C 0 1 N N R -45.222 -29.265 1.326  -1.695 0.452  -1.056 C12  RRF 6  
RRF C11  C7  C 0 1 Y N N -45.105 -27.857 0.756  -2.467 -0.762 -0.586 C11  RRF 7  
RRF C10  C8  C 0 1 Y N N -46.139 -26.988 0.456  -2.359 -2.093 -0.956 C10  RRF 8  
RRF C20  C9  C 0 1 Y N N -51.791 -29.540 6.333  6.394  -0.885 0.351  C20  RRF 9  
RRF C02  C10 C 0 1 N N N -43.524 -30.632 2.522  -1.668 2.821  -0.223 C02  RRF 10 
RRF C03  C11 C 0 1 N N R -43.841 -29.883 1.232  -2.547 1.666  -0.628 C03  RRF 11 
RRF C04  C12 C 0 1 N N N -42.894 -28.719 0.969  -3.323 1.114  0.586  C04  RRF 12 
RRF C05  C13 C 0 1 Y N N -43.783 -27.525 0.510  -3.402 -0.384 0.357  C05  RRF 13 
RRF C06  C14 C 0 1 Y N N -43.511 -26.256 -0.036 -4.231 -1.341 0.931  C06  RRF 14 
RRF C08  C15 C 0 1 Y N N -44.561 -25.387 -0.329 -4.119 -2.672 0.558  C08  RRF 15 
RRF C09  C16 C 0 1 Y N N -45.865 -25.757 -0.077 -3.182 -3.045 -0.386 C09  RRF 16 
RRF C22  C17 C 0 1 Y N N -48.279 -29.146 6.214  3.369  0.651  1.507  C22  RRF 17 
RRF C23  C18 C 0 1 Y N N -47.504 -29.055 5.071  2.152  0.604  0.892  C23  RRF 18 
RRF N13  N1  N 0 1 N N N -45.883 -29.245 2.603  -0.381 0.500  -0.410 N13  RRF 19 
RRF N19  N2  N 0 1 Y N N -50.652 -29.415 6.978  5.785  -0.131 1.306  N19  RRF 20 
RRF N21  N3  N 0 1 Y N N -51.559 -29.506 5.047  5.537  -1.223 -0.568 N21  RRF 21 
RRF O01  O1  O 0 1 N N N -44.063 -31.747 2.739  -1.383 2.983  0.940  O01  RRF 22 
RRF O07  O2  O 0 1 N N N -42.210 -25.837 -0.329 -5.152 -0.972 1.860  O07  RRF 23 
RRF O24  O3  O 0 1 N N N -47.906 -28.977 1.527  0.521  -0.761 -2.000 O24  RRF 24 
RRF O25  O4  O 0 1 N N N -42.734 -30.152 3.376  -1.202 3.669  -1.153 O25  RRF 25 
RRF H161 H1  H 0 0 N N N -49.942 -29.321 2.726  2.948  -1.294 -1.815 H161 RRF 26 
RRF H121 H2  H 0 0 N N N -45.864 -29.828 0.632  -1.582 0.432  -2.140 H121 RRF 27 
RRF H101 H3  H 0 0 N N N -47.162 -27.281 0.642  -1.627 -2.387 -1.694 H101 RRF 28 
RRF H201 H4  H 0 0 N N N -52.762 -29.653 6.792  7.437  -1.166 0.356  H201 RRF 29 
RRF H031 H5  H 0 0 N N N -43.807 -30.583 0.384  -3.228 1.961  -1.426 H031 RRF 30 
RRF H041 H6  H 0 0 N N N -42.175 -28.984 0.179  -2.784 1.327  1.509  H041 RRF 31 
RRF H042 H7  H 0 0 N N N -42.349 -28.457 1.888  -4.323 1.546  0.624  H042 RRF 32 
RRF H081 H8  H 0 0 N N N -44.352 -24.417 -0.756 -4.762 -3.415 1.005  H081 RRF 33 
RRF H091 H9  H 0 0 N N N -46.672 -25.075 -0.300 -3.092 -4.081 -0.678 H091 RRF 34 
RRF H221 H10 H 0 0 N N N -47.819 -29.100 7.190  3.483  1.191  2.436  H221 RRF 35 
RRF H231 H11 H 0 0 N N N -46.431 -28.952 5.145  1.309  1.117  1.332  H231 RRF 36 
RRF H131 H12 H 0 0 N N N -45.386 -29.353 3.464  -0.265 0.994  0.417  H131 RRF 37 
RRF H191 H13 H 0 0 N N N -50.545 -29.409 7.972  6.204  0.242  2.097  H191 RRF 38 
RRF H071 H15 H 0 0 N N N -41.595 -26.517 -0.082 -6.012 -0.736 1.488  H071 RRF 39 
RRF H2   H16 H 0 1 N N N -42.659 -30.750 4.110  -0.643 4.395  -0.844 H2   RRF 40 
# 
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 
RRF O07 C06  SING N N 1  
RRF C08 C09  DOUB Y N 2  
RRF C08 C06  SING Y N 3  
RRF C09 C10  SING Y N 4  
RRF C06 C05  DOUB Y N 5  
RRF C10 C11  DOUB Y N 6  
RRF C05 C11  SING Y N 7  
RRF C05 C04  SING N N 8  
RRF C11 C12  SING N N 9  
RRF C04 C03  SING N N 10 
RRF C03 C12  SING N N 11 
RRF C03 C02  SING N N 12 
RRF C12 N13  SING N N 13 
RRF O24 C14  DOUB N N 14 
RRF C02 O01  DOUB N N 15 
RRF C02 O25  SING N N 16 
RRF C14 N13  SING N N 17 
RRF C14 C15  SING N N 18 
RRF C16 C15  DOUB Y N 19 
RRF C16 C17  SING Y N 20 
RRF C15 C23  SING Y N 21 
RRF C17 N21  SING Y N 22 
RRF C17 C18  DOUB Y N 23 
RRF N21 C20  DOUB Y N 24 
RRF C23 C22  DOUB Y N 25 
RRF C18 C22  SING Y N 26 
RRF C18 N19  SING Y N 27 
RRF C20 N19  SING Y N 28 
RRF C16 H161 SING N N 29 
RRF C12 H121 SING N N 30 
RRF C10 H101 SING N N 31 
RRF C20 H201 SING N N 32 
RRF C03 H031 SING N N 33 
RRF C04 H041 SING N N 34 
RRF C04 H042 SING N N 35 
RRF C08 H081 SING N N 36 
RRF C09 H091 SING N N 37 
RRF C22 H221 SING N N 38 
RRF C23 H231 SING N N 39 
RRF N13 H131 SING N N 40 
RRF N19 H191 SING N N 41 
RRF O07 H071 SING N N 42 
RRF O25 H2   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 
RRF SMILES           ACDLabs              12.01 "O=C(O)C1Cc2c(cccc2O)C1NC(=O)c1cc2nc[NH]c2cc1"                                                                                                                      
RRF InChI            InChI                1.06  "InChI=1S/C18H15N3O4/c22-15-3-1-2-10-11(15)7-12(18(24)25)16(10)21-17(23)9-4-5-13-14(6-9)20-8-19-13/h1-6,8,12,16,22H,7H2,(H,19,20)(H,21,23)(H,24,25)/t12-,16+/m1/s1" 
RRF InChIKey         InChI                1.06  KTTMBKKRQWCTBJ-WBMJQRKESA-N                                                                                                                                         
RRF SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H]1Cc2c(O)cccc2[C@@H]1NC(=O)c3ccc4[nH]cnc4c3"                                                                                                            
RRF SMILES           CACTVS               3.385 "OC(=O)[CH]1Cc2c(O)cccc2[CH]1NC(=O)c3ccc4[nH]cnc4c3"                                                                                                                
RRF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)O)C[C@H]([C@H]2NC(=O)c3ccc4c(c3)nc[nH]4)C(=O)O"                                                                                                        
RRF SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)O)CC(C2NC(=O)c3ccc4c(c3)nc[nH]4)C(=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 
RRF "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2R)-1-[(1H-benzimidazole-5-carbonyl)amino]-4-hydroxy-2,3-dihydro-1H-indene-2-carboxylic acid"             
RRF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{R})-1-(1~{H}-benzimidazol-5-ylcarbonylamino)-4-oxidanyl-2,3-dihydro-1~{H}-indene-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RRF "Create component" 2022-06-23 RCSB 
RRF "Initial release"  2022-07-06 RCSB 
# 
