data_GMG
# 
_chem_comp.id                                    GMG 
_chem_comp.name                                  "[4-(5-naphthalen-2-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl]acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H18 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-05-14 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        378.423 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GMG 
_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        3HDN 
_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 
GMG C4   C4   C 0 1 Y N N 40.652 27.101 66.840 6.668  0.323  0.136  C4   GMG 1  
GMG C5   C5   C 0 1 Y N N 32.478 33.209 67.689 -4.595 0.086  -1.279 C5   GMG 2  
GMG C6   C6   C 0 1 Y N N 32.366 35.141 69.083 -3.503 1.231  0.524  C6   GMG 3  
GMG C7   C7   C 0 1 Y N N 37.687 28.570 65.308 3.489  2.235  -0.163 C7   GMG 4  
GMG C8   C8   C 0 1 Y N N 33.751 32.946 68.149 -3.708 -0.964 -1.158 C8   GMG 5  
GMG C10  C10  C 0 1 Y N N 37.421 29.588 66.199 2.581  1.225  -0.122 C10  GMG 6  
GMG C13  C13  C 0 1 Y N N 36.151 34.252 70.656 -2.057 -3.361 0.039  C13  GMG 7  
GMG C15  C15  C 0 1 N N N 30.411 34.581 67.655 -5.465 2.325  -0.577 C15  GMG 8  
GMG C17  C17  C 0 1 Y N N 38.764 27.736 65.516 4.863  1.949  -0.077 C17  GMG 9  
GMG C20  C20  C 0 1 Y N N 38.219 29.798 67.307 2.995  -0.110 0.005  C20  GMG 10 
GMG C21  C21  C 0 1 Y N N 37.967 30.869 68.256 1.982  -1.193 0.047  C21  GMG 11 
GMG C22  C22  C 0 1 Y N N 36.661 32.576 69.228 -0.284 -1.949 0.006  C22  GMG 12 
GMG C24  C24  C 0 1 Y N N 37.725 32.779 70.087 0.190  -3.269 0.128  C24  GMG 13 
GMG C1   C1   C 0 1 Y N N 40.120 25.886 64.857 7.145  2.665  -0.039 C1   GMG 14 
GMG C2   C2   C 0 1 Y N N 40.926 26.079 65.958 7.567  1.343  0.088  C2   GMG 15 
GMG C3   C3   C 0 1 Y N N 39.039 26.713 64.634 5.822  2.975  -0.118 C3   GMG 16 
GMG C9   C9   C 0 1 Y N N 33.636 34.876 69.543 -2.609 0.187  0.654  C9   GMG 17 
GMG C11  C11  C 0 1 Y N N 39.293 28.951 67.498 4.338  -0.425 0.092  C11  GMG 18 
GMG C12  C12  C 0 1 Y N N 36.781 31.579 68.271 0.623  -0.893 -0.038 C12  GMG 19 
GMG C14  C14  C 0 1 Y N N 38.940 31.191 69.179 2.376  -2.527 0.171  C14  GMG 20 
GMG C16  C16  C 0 1 Y N N 31.784 34.305 68.155 -4.493 1.181  -0.440 C16  GMG 21 
GMG C18  C18  C 0 1 Y N N 34.336 33.780 69.080 -2.707 -0.919 -0.188 C18  GMG 22 
GMG C19  C19  C 0 1 Y N N 39.570 27.928 66.619 5.292  0.603  0.051  C19  GMG 23 
GMG C23  C23  C 0 1 Y N N 35.660 33.520 69.597 -1.751 -2.044 -0.054 C23  GMG 24 
GMG C25  C25  C 0 1 N N N 30.405 35.760 66.737 -6.661 2.076  0.306  C25  GMG 25 
GMG N26  N26  N 0 1 Y N N 37.402 33.793 70.937 -0.910 -4.095 0.150  N26  GMG 26 
GMG N27  N27  N 0 1 Y N N 38.887 32.131 70.122 1.494  -3.502 0.205  N27  GMG 27 
GMG O28  O28  O 0 1 N N N 29.222 36.416 66.831 -7.663 2.968  0.346  O28  GMG 28 
GMG O29  O29  O 0 1 N N N 31.327 36.091 66.004 -6.719 1.073  0.977  O29  GMG 29 
GMG H4   H4   H 0 1 N N N 41.283 27.255 67.703 7.009  -0.697 0.234  H4   GMG 30 
GMG H5   H5   H 0 1 N N N 32.023 32.554 66.961 -5.368 0.055  -2.033 H5   GMG 31 
GMG H6   H6   H 0 1 N N N 31.827 36.002 69.449 -3.428 2.089  1.177  H6   GMG 32 
GMG H7   H7   H 0 1 N N N 37.051 28.426 64.447 3.156  3.257  -0.261 H7   GMG 33 
GMG H8   H8   H 0 1 N N N 34.291 32.086 67.780 -3.788 -1.818 -1.814 H8   GMG 34 
GMG H10  H10  H 0 1 N N N 36.572 30.234 66.027 1.528  1.453  -0.188 H10  GMG 35 
GMG H13  H13  H 0 1 N N N 35.635 35.048 71.172 -3.057 -3.768 0.030  H13  GMG 36 
GMG H15  H15  H 0 1 N N N 29.753 34.791 68.512 -4.979 3.253  -0.276 H15  GMG 37 
GMG H15A H15A H 0 0 N N N 30.055 33.701 67.100 -5.790 2.404  -1.615 H15A GMG 38 
GMG H1   H1   H 0 1 N N N 40.336 25.084 64.166 7.879  3.457  -0.074 H1   GMG 39 
GMG H2   H2   H 0 1 N N N 41.772 25.430 66.129 8.623  1.125  0.149  H2   GMG 40 
GMG H3   H3   H 0 1 N N N 38.409 26.559 63.770 5.511  4.004  -0.216 H3   GMG 41 
GMG H9   H9   H 0 1 N N N 34.089 35.531 70.272 -1.836 0.227  1.407  H9   GMG 42 
GMG H11  H11  H 0 1 N N N 39.931 29.095 68.358 4.651  -1.454 0.190  H11  GMG 43 
GMG H12  H12  H 0 1 N N N 35.986 31.368 67.571 0.283  0.128  -0.136 H12  GMG 44 
GMG H14  H14  H 0 1 N N N 39.852 30.614 69.132 3.428  -2.764 0.235  H14  GMG 45 
GMG HO28 HO28 H 0 0 N N N 29.226 37.163 66.244 -8.409 2.765  0.926  HO28 GMG 46 
GMG HN26 HN26 H 0 0 N N N 37.995 34.148 71.660 -0.876 -5.060 0.234  HN26 GMG 47 
# 
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 
GMG C2  C4   DOUB Y N 1  
GMG C19 C4   SING Y N 2  
GMG C4  H4   SING N N 3  
GMG C5  C8   DOUB Y N 4  
GMG C5  C16  SING Y N 5  
GMG C5  H5   SING N N 6  
GMG C16 C6   DOUB Y N 7  
GMG C6  C9   SING Y N 8  
GMG C6  H6   SING N N 9  
GMG C7  C17  DOUB Y N 10 
GMG C7  C10  SING Y N 11 
GMG C7  H7   SING N N 12 
GMG C8  C18  SING Y N 13 
GMG C8  H8   SING N N 14 
GMG C10 C20  DOUB Y N 15 
GMG C10 H10  SING N N 16 
GMG C23 C13  DOUB Y N 17 
GMG C13 N26  SING Y N 18 
GMG C13 H13  SING N N 19 
GMG C25 C15  SING N N 20 
GMG C15 C16  SING N N 21 
GMG C15 H15  SING N N 22 
GMG C15 H15A SING N N 23 
GMG C3  C17  SING Y N 24 
GMG C17 C19  SING Y N 25 
GMG C20 C11  SING Y N 26 
GMG C20 C21  SING Y N 27 
GMG C21 C12  SING Y N 28 
GMG C21 C14  DOUB Y N 29 
GMG C12 C22  DOUB Y N 30 
GMG C22 C23  SING Y N 31 
GMG C22 C24  SING Y N 32 
GMG C24 N27  DOUB Y N 33 
GMG C24 N26  SING Y N 34 
GMG C3  C1   DOUB Y N 35 
GMG C1  C2   SING Y N 36 
GMG C1  H1   SING N N 37 
GMG C2  H2   SING N N 38 
GMG C3  H3   SING N N 39 
GMG C18 C9   DOUB Y N 40 
GMG C9  H9   SING N N 41 
GMG C19 C11  DOUB Y N 42 
GMG C11 H11  SING N N 43 
GMG C12 H12  SING N N 44 
GMG C14 N27  SING Y N 45 
GMG C14 H14  SING N N 46 
GMG C18 C23  SING Y N 47 
GMG O29 C25  DOUB N N 48 
GMG C25 O28  SING N N 49 
GMG O28 HO28 SING N N 50 
GMG N26 HN26 SING N N 51 
# 
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 
GMG SMILES           ACDLabs              10.04 "O=C(O)Cc5ccc(c2c1cc(cnc1nc2)c4cc3ccccc3cc4)cc5"                                                                                                         
GMG SMILES_CANONICAL CACTVS               3.341 "OC(=O)Cc1ccc(cc1)c2c[nH]c3ncc(cc23)c4ccc5ccccc5c4"                                                                                                      
GMG SMILES           CACTVS               3.341 "OC(=O)Cc1ccc(cc1)c2c[nH]c3ncc(cc23)c4ccc5ccccc5c4"                                                                                                      
GMG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)c3cc4c(c[nH]c4nc3)c5ccc(cc5)CC(=O)O"                                                                                                    
GMG SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)c3cc4c(c[nH]c4nc3)c5ccc(cc5)CC(=O)O"                                                                                                    
GMG InChI            InChI                1.03  "InChI=1S/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)" 
GMG InChIKey         InChI                1.03  SWXKLXXVFMYMDP-UHFFFAOYSA-N                                                                                                                              
# 
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 
GMG "SYSTEMATIC NAME" ACDLabs              10.04 "[4-(5-naphthalen-2-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl]acetic acid"     
GMG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-(5-naphthalen-2-yl-1H-pyrrolo[5,4-b]pyridin-3-yl)phenyl]ethanoic 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 
GMG "Create component"     2009-05-14 RCSB 
GMG "Modify aromatic_flag" 2011-06-04 RCSB 
GMG "Modify descriptor"    2011-06-04 RCSB 
# 
