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 #