data_3DL
# 
_chem_comp.id                                    3DL 
_chem_comp.name                                  "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H12 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-30 
_chem_comp.pdbx_modified_date                    2014-12-12 
_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                        292.289 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3DL 
_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        4QYE 
_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 
3DL O3  O3  O 0 1 N N N 9.694  5.811  15.003 -6.627 -0.077 -0.062 O3  3DL 1  
3DL C17 C17 C 0 1 N N N 9.810  6.897  15.605 -5.696 -0.853 0.020  C17 3DL 2  
3DL O2  O2  O 0 1 N N N 10.854 7.586  15.561 -5.928 -2.177 0.110  O2  3DL 3  
3DL C1  C1  C 0 1 Y N N 8.649  7.370  16.417 -4.309 -0.345 0.014  C1  3DL 4  
3DL C6  C6  C 0 1 Y N N 7.570  6.519  16.587 -4.067 1.027  -0.084 C6  3DL 5  
3DL C5  C5  C 0 1 Y N N 6.478  6.920  17.335 -2.774 1.499  -0.089 C5  3DL 6  
3DL C4  C4  C 0 1 Y N N 6.483  8.162  17.964 -1.705 0.608  0.004  C4  3DL 7  
3DL C3  C3  C 0 1 Y N N 7.553  9.027  17.785 -1.945 -0.763 0.103  C3  3DL 8  
3DL C2  C2  C 0 1 Y N N 8.640  8.630  17.013 -3.238 -1.237 0.114  C2  3DL 9  
3DL C7  C7  C 0 1 Y N N 5.272  8.581  18.708 -0.312 1.117  -0.002 C7  3DL 10 
3DL N2  N2  N 0 1 Y N N 4.133  7.882  18.489 0.707  0.266  -0.018 N2  3DL 11 
3DL C10 C10 C 0 1 Y N N 2.988  8.254  19.104 1.952  0.728  -0.023 C10 3DL 12 
3DL C9  C9  C 0 1 Y N N 2.991  9.383  19.919 2.185  2.104  -0.012 C9  3DL 13 
3DL N1  N1  N 0 1 Y N N 4.112  10.075 20.112 1.168  2.947  0.005  N1  3DL 14 
3DL C8  C8  C 0 1 Y N N 5.247  9.713  19.517 -0.072 2.492  0.004  C8  3DL 15 
3DL C11 C11 C 0 1 Y N N 1.734  7.516  18.827 3.095  -0.218 -0.041 C11 3DL 16 
3DL C16 C16 C 0 1 Y N N 0.608  7.666  19.627 4.399  0.260  0.058  C16 3DL 17 
3DL C15 C15 C 0 1 Y N N -0.558 6.983  19.308 5.462  -0.628 0.041  C15 3DL 18 
3DL O1  O1  O 0 1 N N N -1.633 7.134  20.134 6.736  -0.166 0.137  O1  3DL 19 
3DL C14 C14 C 0 1 Y N N -0.629 6.166  18.175 5.226  -1.991 -0.075 C14 3DL 20 
3DL C13 C13 C 0 1 Y N N 0.487  6.038  17.349 3.931  -2.466 -0.174 C13 3DL 21 
3DL C12 C12 C 0 1 Y N N 1.660  6.722  17.673 2.866  -1.589 -0.152 C12 3DL 22 
3DL H1  H1  H 0 1 N N N 11.499 7.150  15.016 -6.852 -2.462 0.105  H1  3DL 23 
3DL H2  H2  H 0 1 N N N 7.581  5.539  16.134 -4.895 1.718  -0.157 H2  3DL 24 
3DL H3  H3  H 0 1 N N N 5.621  6.270  17.431 -2.587 2.560  -0.166 H3  3DL 25 
3DL H4  H4  H 0 1 N N N 7.542  10.005 18.243 -1.117 -1.452 0.176  H4  3DL 26 
3DL H5  H5  H 0 1 N N N 9.477  9.298  16.875 -3.423 -2.298 0.195  H5  3DL 27 
3DL H6  H6  H 0 1 N N N 2.077  9.700  20.398 3.197  2.480  -0.015 H6  3DL 28 
3DL H7  H7  H 0 1 N N N 6.145  10.296 19.662 -0.900 3.185  0.013  H7  3DL 29 
3DL H8  H8  H 0 1 N N N 0.640  8.311  20.493 4.582  1.321  0.148  H8  3DL 30 
3DL H9  H9  H 0 1 N N N -1.406 7.720  20.846 7.063  -0.099 1.045  H9  3DL 31 
3DL H10 H10 H 0 1 N N N -1.542 5.638  17.942 6.056  -2.682 -0.089 H10 3DL 32 
3DL H11 H11 H 0 1 N N N 0.444  5.416  16.467 3.753  -3.528 -0.261 H11 3DL 33 
3DL H12 H12 H 0 1 N N N 2.521  6.639  17.027 1.856  -1.963 -0.230 H12 3DL 34 
# 
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 
3DL O3  C17 DOUB N N 1  
3DL O2  C17 SING N N 2  
3DL C17 C1  SING N N 3  
3DL C1  C6  DOUB Y N 4  
3DL C1  C2  SING Y N 5  
3DL C6  C5  SING Y N 6  
3DL C2  C3  DOUB Y N 7  
3DL C5  C4  DOUB Y N 8  
3DL C13 C12 DOUB Y N 9  
3DL C13 C14 SING Y N 10 
3DL C12 C11 SING Y N 11 
3DL C3  C4  SING Y N 12 
3DL C4  C7  SING N N 13 
3DL C14 C15 DOUB Y N 14 
3DL N2  C7  DOUB Y N 15 
3DL N2  C10 SING Y N 16 
3DL C7  C8  SING Y N 17 
3DL C11 C10 SING N N 18 
3DL C11 C16 DOUB Y N 19 
3DL C10 C9  DOUB Y N 20 
3DL C15 C16 SING Y N 21 
3DL C15 O1  SING N N 22 
3DL C8  N1  DOUB Y N 23 
3DL C9  N1  SING Y N 24 
3DL O2  H1  SING N N 25 
3DL C6  H2  SING N N 26 
3DL C5  H3  SING N N 27 
3DL C3  H4  SING N N 28 
3DL C2  H5  SING N N 29 
3DL C9  H6  SING N N 30 
3DL C8  H7  SING N N 31 
3DL C16 H8  SING N N 32 
3DL O1  H9  SING N N 33 
3DL C14 H10 SING N N 34 
3DL C13 H11 SING N N 35 
3DL C12 H12 SING N N 36 
# 
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 
3DL SMILES           ACDLabs              12.01 "O=C(O)c3ccc(c2nc(c1cc(O)ccc1)cnc2)cc3"                                                                      
3DL InChI            InChI                1.03  "InChI=1S/C17H12N2O3/c20-14-3-1-2-13(8-14)16-10-18-9-15(19-16)11-4-6-12(7-5-11)17(21)22/h1-10,20H,(H,21,22)" 
3DL InChIKey         InChI                1.03  RUXBJTDGOHITBG-UHFFFAOYSA-N                                                                                  
3DL SMILES_CANONICAL CACTVS               3.385 "Oc1cccc(c1)c2cncc(n2)c3ccc(cc3)C(O)=O"                                                                      
3DL SMILES           CACTVS               3.385 "Oc1cccc(c1)c2cncc(n2)c3ccc(cc3)C(O)=O"                                                                      
3DL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)O)c2cncc(n2)c3ccc(cc3)C(=O)O"                                                                    
3DL SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)O)c2cncc(n2)c3ccc(cc3)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 
3DL "SYSTEMATIC NAME" ACDLabs              12.01 "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic acid" 
3DL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[6-(3-hydroxyphenyl)pyrazin-2-yl]benzoic 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 
3DL "Create component" 2014-07-30 RCSB 
3DL "Initial release"  2014-12-17 RCSB 
# 
