data_XBR
# 
_chem_comp.id                                    XBR 
_chem_comp.name                                  "3-(1-(4-Chlorophenyl)-3,4-dihydro-1H-pyrido(3,4-b)indol-2(9H)-yl)propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-07-28 
_chem_comp.pdbx_modified_date                    2015-10-09 
_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                        354.830 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XBR 
_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        5AAU 
_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 
XBR C1   C1   C  0 1 Y N N -11.274 1.437  21.346 -5.898 0.592  -0.756 C1   XBR 1  
XBR C2   C2   C  0 1 Y N N -12.489 1.485  20.641 -5.916 -0.695 -0.237 C2   XBR 2  
XBR C3   C3   C  0 1 Y N N -12.886 0.560  19.726 -4.775 -1.252 0.297  C3   XBR 3  
XBR C4   C4   C  0 1 Y N N -12.043 -0.503 19.513 -3.592 -0.522 0.316  C4   XBR 4  
XBR C5   C5   C  0 1 Y N N -10.805 -0.635 20.244 -3.578 0.784  -0.212 C5   XBR 5  
XBR C6   C6   C  0 1 Y N N -10.455 0.361  21.169 -4.748 1.328  -0.748 C6   XBR 6  
XBR C7   C7   C  0 1 Y N N -10.155 -1.851 19.767 -2.213 1.266  -0.042 C7   XBR 7  
XBR C8   C8   C  0 1 Y N N -10.986 -2.423 18.902 -1.507 0.280  0.549  C8   XBR 8  
XBR N9   N9   N  0 1 Y N N -12.105 -1.622 18.733 -2.319 -0.794 0.770  N9   XBR 9  
XBR C11  C11  C  0 1 N N R -10.658 -3.710 18.125 -0.040 0.409  0.886  C11  XBR 10 
XBR N12  N12  N  0 1 N N N -9.305  -4.241 18.521 0.514  1.541  0.125  N12  XBR 11 
XBR C13  C13  C  0 1 N N N -8.923  -3.983 19.925 -0.290 2.758  0.309  C13  XBR 12 
XBR C14  C14  C  0 1 N N N -8.793  -2.469 20.229 -1.629 2.601  -0.425 C14  XBR 13 
XBR C15  C15  C  0 1 N N N -9.162  -5.624 18.053 1.919  1.779  0.483  C15  XBR 14 
XBR C16  C16  C  0 1 N N N -7.742  -5.861 17.558 2.530  2.786  -0.493 C16  XBR 15 
XBR C17  C17  C  0 1 N N N -7.582  -7.330 17.234 3.971  3.030  -0.126 C17  XBR 16 
XBR O18  O18  O  0 1 N N N -8.449  -7.992 16.614 4.459  2.457  0.819  O18  XBR 17 
XBR O19  O19  O  0 1 N N N -6.440  -7.899 17.677 4.713  3.884  -0.850 O19  XBR 18 
XBR C20  C20  C  0 1 Y N N -10.730 -3.454 16.626 0.682  -0.859 0.507  C20  XBR 19 
XBR C21  C21  C  0 1 Y N N -11.682 -4.112 15.808 0.983  -1.798 1.476  C21  XBR 20 
XBR C22  C22  C  0 1 Y N N -11.708 -3.808 14.465 1.645  -2.961 1.129  C22  XBR 21 
XBR C23  C23  C  0 1 Y N N -10.859 -2.815 13.912 2.005  -3.184 -0.188 C23  XBR 22 
XBR C24  C24  C  0 1 Y N N -9.959  -2.137 14.758 1.703  -2.244 -1.157 C24  XBR 23 
XBR C25  C25  C  0 1 Y N N -9.896  -2.458 16.099 1.037  -1.084 -0.809 C25  XBR 24 
XBR CL   CL   CL 0 0 N N N -10.874 -2.362 12.191 2.837  -4.645 -0.624 CL   XBR 25 
XBR H1   H1   H  0 1 N N N -10.994 2.237  22.015 -6.800 1.014  -1.175 H1   XBR 26 
XBR H2   H2   H  0 1 N N N -13.153 2.313  20.839 -6.834 -1.265 -0.251 H2   XBR 27 
XBR H6   H6   H  0 1 N N N -9.541  0.276  21.738 -4.742 2.329  -1.153 H6   XBR 28 
XBR H3   H3   H  0 1 N N N -13.820 0.657  19.192 -4.800 -2.254 0.699  H3   XBR 29 
XBR H9   H9   H  0 1 N N N -12.863 -1.837 18.117 -2.041 -1.626 1.184  H9   XBR 30 
XBR H141 H141 H  0 0 N N N -7.957  -2.031 19.664 -1.466 2.637  -1.502 H141 XBR 31 
XBR H142 H142 H  0 0 N N N -8.636  -2.302 21.305 -2.308 3.400  -0.127 H142 XBR 32 
XBR H11  H11  H  0 1 N N N -11.416 -4.465 18.382 0.077  0.593  1.954  H11  XBR 33 
XBR H131 H131 H  0 0 N N N -9.691  -4.412 20.585 -0.474 2.915  1.372  H131 XBR 34 
XBR H132 H132 H  0 0 N N N -7.956  -4.468 20.124 0.249  3.614  -0.097 H132 XBR 35 
XBR H151 H151 H  0 0 N N N -9.379  -6.314 18.882 1.973  2.176  1.497  H151 XBR 36 
XBR H152 H152 H  0 0 N N N -9.870  -5.805 17.231 2.471  0.841  0.430  H152 XBR 37 
XBR H161 H161 H  0 0 N N N -7.559  -5.260 16.655 2.476  2.389  -1.507 H161 XBR 38 
XBR H162 H162 H  0 0 N N N -7.024  -5.574 18.340 1.978  3.724  -0.441 H162 XBR 39 
XBR H19  H19  H  0 1 N N N -6.433  -8.819 17.442 5.632  4.008  -0.576 H19  XBR 40 
XBR H21  H21  H  0 1 N N N -12.369 -4.833 16.227 0.702  -1.623 2.504  H21  XBR 41 
XBR H25  H25  H  0 1 N N N -9.202  -1.940 16.744 0.797  -0.352 -1.566 H25  XBR 42 
XBR H22  H22  H  0 1 N N N -12.391 -4.338 13.818 1.880  -3.694 1.886  H22  XBR 43 
XBR H24  H24  H  0 1 N N N -9.318  -1.366 14.357 1.985  -2.418 -2.185 H24  XBR 44 
# 
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 
XBR C1  C2   SING Y N 1  
XBR C1  C6   DOUB Y N 2  
XBR C2  C3   DOUB Y N 3  
XBR C3  C4   SING Y N 4  
XBR C4  C5   DOUB Y N 5  
XBR C4  N9   SING Y N 6  
XBR C5  C6   SING Y N 7  
XBR C5  C7   SING Y N 8  
XBR C7  C8   DOUB Y N 9  
XBR C7  C14  SING N N 10 
XBR C8  N9   SING Y N 11 
XBR C8  C11  SING N N 12 
XBR C11 N12  SING N N 13 
XBR C11 C20  SING N N 14 
XBR N12 C13  SING N N 15 
XBR N12 C15  SING N N 16 
XBR C13 C14  SING N N 17 
XBR C15 C16  SING N N 18 
XBR C16 C17  SING N N 19 
XBR C17 O18  DOUB N N 20 
XBR C17 O19  SING N N 21 
XBR C20 C21  SING Y N 22 
XBR C20 C25  DOUB Y N 23 
XBR C21 C22  DOUB Y N 24 
XBR C22 C23  SING Y N 25 
XBR C23 C24  DOUB Y N 26 
XBR C23 CL   SING N N 27 
XBR C24 C25  SING Y N 28 
XBR C1  H1   SING N N 29 
XBR C2  H2   SING N N 30 
XBR C6  H6   SING N N 31 
XBR C3  H3   SING N N 32 
XBR N9  H9   SING N N 33 
XBR C14 H141 SING N N 34 
XBR C14 H142 SING N N 35 
XBR C11 H11  SING N N 36 
XBR C13 H131 SING N N 37 
XBR C13 H132 SING N N 38 
XBR C15 H151 SING N N 39 
XBR C15 H152 SING N N 40 
XBR C16 H161 SING N N 41 
XBR C16 H162 SING N N 42 
XBR O19 H19  SING N N 43 
XBR C21 H21  SING N N 44 
XBR C25 H25  SING N N 45 
XBR C22 H22  SING N N 46 
XBR C24 H24  SING N N 47 
# 
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 
XBR InChI            InChI                1.03  "InChI=1S/C20H19ClN2O2/c21-14-7-5-13(6-8-14)20-19-16(9-11-23(20)12-10-18(24)25)15-3-1-2-4-17(15)22-19/h1-8,20,22H,9-12H2,(H,24,25)/t20-/m1/s1" 
XBR InChIKey         InChI                1.03  LVUWGHOKMIGPFO-HXUWFJFHSA-N                                                                                                                    
XBR SMILES_CANONICAL CACTVS               3.385 "OC(=O)CCN1CCc2c([nH]c3ccccc23)[C@H]1c4ccc(Cl)cc4"                                                                                             
XBR SMILES           CACTVS               3.385 "OC(=O)CCN1CCc2c([nH]c3ccccc23)[CH]1c4ccc(Cl)cc4"                                                                                              
XBR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c3c([nH]2)[C@H](N(CC3)CCC(=O)O)c4ccc(cc4)Cl"                                                                                       
XBR SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c3c([nH]2)C(N(CC3)CCC(=O)O)c4ccc(cc4)Cl"                                                                                           
# 
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 
XBR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(1R)-1-(4-chlorophenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propanoic 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 
XBR "Create component" 2015-07-28 EBI  
XBR "Initial release"  2015-10-14 RCSB 
# 
