data_BDM # _chem_comp.id BDM _chem_comp.name BRODIMOPRIM-4,6-DICARBOXYLATE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 Br N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 1999-07-08 _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 496.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BDM _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1DIU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 BDM N1 N1 N 1 1 Y N N -4.664 31.619 20.815 4.451 -4.135 0.578 N1 BDM 1 BDM C2 C2 C 0 1 Y N N -4.725 30.390 21.306 3.386 -4.640 1.184 C2 BDM 2 BDM N2 N2 N 0 1 N N N -5.878 29.975 21.794 3.562 -5.564 2.199 N2 BDM 3 BDM N3 N3 N 0 1 Y N N -3.727 29.539 21.420 2.157 -4.282 0.843 N3 BDM 4 BDM C4 C4 C 0 1 Y N N -2.509 29.980 21.145 1.956 -3.393 -0.125 C4 BDM 5 BDM N4 N4 N 0 1 N N N -1.531 29.086 21.144 0.670 -3.020 -0.480 N4 BDM 6 BDM C5 C5 C 0 1 Y N N -2.289 31.343 20.782 3.059 -2.848 -0.786 C5 BDM 7 BDM C6 C6 C 0 1 Y N N -3.453 32.110 20.539 4.323 -3.249 -0.398 C6 BDM 8 BDM C7 C7 C 0 1 N N N -0.909 31.995 20.740 2.875 -1.841 -1.892 C7 BDM 9 BDM C8 C8 C 0 1 Y N N -0.848 33.504 20.837 2.733 -0.463 -1.298 C8 BDM 10 BDM C9 C9 C 0 1 Y N N -1.317 34.406 21.810 1.481 0.018 -0.965 C9 BDM 11 BDM C10 C10 C 0 1 Y N N -1.054 35.784 21.665 1.347 1.286 -0.419 C10 BDM 12 BDM O10 O10 O 0 1 N N N -1.333 36.804 22.557 0.115 1.759 -0.091 O10 BDM 13 BDM C11 C11 C 0 1 Y N N -0.405 36.241 20.526 2.471 2.069 -0.202 C11 BDM 14 BDM BR11 BR11 BR 0 0 N N N -0.151 38.131 20.214 2.293 3.798 0.542 BR11 BDM 15 BDM C12 C12 C 0 1 Y N N 0.097 35.336 19.604 3.726 1.585 -0.542 C12 BDM 16 BDM O12 O12 O 0 1 N N N 0.823 35.787 18.530 4.829 2.352 -0.336 O12 BDM 17 BDM C13 C13 C 0 1 Y N N -0.120 33.974 19.769 3.854 0.316 -1.088 C13 BDM 18 BDM C14 C14 C 0 1 N N N 2.222 35.661 18.774 5.952 1.585 -0.775 C14 BDM 19 BDM C15 C15 C 0 1 N N N -2.242 36.675 23.651 -0.823 0.733 -0.423 C15 BDM 20 BDM C16 C16 C 0 1 N N N -2.533 38.081 24.192 -2.237 1.204 -0.077 C16 BDM 21 BDM C17 C17 C 0 1 N N N -3.879 38.196 24.930 -3.241 0.106 -0.433 C17 BDM 22 BDM C18 C18 C 0 1 N N S -3.874 39.189 26.112 -4.655 0.577 -0.087 C18 BDM 23 BDM C19 C19 C 0 1 N N N -5.363 39.556 26.292 -5.670 -0.468 -0.556 C19 BDM 24 BDM C20 C20 C 0 1 N N N -6.003 39.978 24.942 -7.088 0.058 -0.324 C20 BDM 25 BDM C21 C21 C 0 1 N N N -3.205 38.622 27.399 -4.774 0.758 1.404 C21 BDM 26 BDM OXV 1O21 O 0 1 N N N -2.681 39.400 28.221 -5.068 1.902 1.886 OXV BDM 27 BDM OXW 2O21 O -1 1 N N N -3.309 37.405 27.625 -4.579 -0.232 2.184 OXW BDM 28 BDM C22 C22 C 0 1 N N N -7.523 40.225 24.904 -8.087 -0.972 -0.786 C22 BDM 29 BDM OX5 1O22 O 0 1 N N N -8.268 39.634 25.718 -7.683 -2.076 -1.279 OX5 BDM 30 BDM OX6 2O22 O -1 1 N N N -7.997 40.976 24.024 -9.336 -0.738 -0.683 OX6 BDM 31 BDM HN1 HN1 H 0 1 N N N -5.525 32.041 20.447 5.337 -4.419 0.854 HN1 BDM 32 BDM HN21 1HN2 H 0 0 N N N -6.664 30.632 21.738 4.456 -5.834 2.459 HN21 BDM 33 BDM HN22 2HN2 H 0 0 N N N -5.895 29.029 22.191 2.790 -5.941 2.651 HN22 BDM 34 BDM HN41 1HN4 H 0 0 N N N -0.635 29.409 20.767 -0.092 -3.408 -0.022 HN41 BDM 35 BDM HN42 2HN4 H 0 0 N N N -1.835 28.113 21.269 0.530 -2.371 -1.188 HN42 BDM 36 BDM H6 H6 H 0 1 N N N -3.353 33.105 20.101 5.197 -2.844 -0.886 H6 BDM 37 BDM H71 1H7 H 0 1 N N N -0.404 31.688 19.806 1.978 -2.086 -2.461 H71 BDM 38 BDM H72 2H7 H 0 1 N N N -0.277 31.585 21.550 3.742 -1.865 -2.552 H72 BDM 39 BDM H9 H9 H 0 1 N N N -1.789 34.079 22.717 0.606 -0.594 -1.130 H9 BDM 40 BDM H13 H13 H 0 1 N N N 0.268 33.272 19.046 4.831 -0.063 -1.349 H13 BDM 41 BDM H141 1H14 H 0 0 N N N 2.517 36.229 19.682 6.866 2.162 -0.628 H141 BDM 42 BDM H142 2H14 H 0 0 N N N 2.509 34.601 18.940 6.009 0.662 -0.198 H142 BDM 43 BDM H143 3H14 H 0 0 N N N 2.787 36.045 17.916 5.839 1.347 -1.832 H143 BDM 44 BDM H151 1H15 H 0 0 N N N -3.148 36.135 23.364 -0.762 0.517 -1.490 H151 BDM 45 BDM H152 2H15 H 0 0 N N N -1.810 36.018 24.393 -0.591 -0.168 0.144 H152 BDM 46 BDM H161 1H16 H 0 0 N N N -1.695 38.391 24.842 -2.297 1.421 0.989 H161 BDM 47 BDM H162 2H16 H 0 0 N N N -2.527 38.816 23.364 -2.468 2.106 -0.644 H162 BDM 48 BDM H171 1H17 H 0 0 N N N -4.226 37.209 25.296 -3.181 -0.110 -1.499 H171 BDM 49 BDM H172 2H17 H 0 0 N N N -4.657 38.505 24.208 -3.010 -0.795 0.134 H172 BDM 50 BDM H18 H18 H 0 1 N N N -3.328 40.108 25.827 -4.854 1.526 -0.585 H18 BDM 51 BDM H191 1H19 H 0 0 N N N -5.904 38.679 26.695 -5.524 -0.664 -1.618 H191 BDM 52 BDM H192 2H19 H 0 0 N N N -5.477 40.359 27.044 -5.527 -1.391 0.007 H192 BDM 53 BDM H201 1H20 H 0 0 N N N -5.503 40.889 24.569 -7.233 0.254 0.739 H201 BDM 54 BDM H202 2H20 H 0 0 N N N -5.790 39.199 24.188 -7.230 0.980 -0.886 H202 BDM 55 # 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 BDM N1 C2 SING Y N 1 BDM N1 C6 DOUB Y N 2 BDM N1 HN1 SING N N 3 BDM C2 N2 SING N N 4 BDM C2 N3 DOUB Y N 5 BDM N2 HN21 SING N N 6 BDM N2 HN22 SING N N 7 BDM N3 C4 SING Y N 8 BDM C4 N4 SING N N 9 BDM C4 C5 DOUB Y N 10 BDM N4 HN41 SING N N 11 BDM N4 HN42 SING N N 12 BDM C5 C6 SING Y N 13 BDM C5 C7 SING N N 14 BDM C6 H6 SING N N 15 BDM C7 C8 SING N N 16 BDM C7 H71 SING N N 17 BDM C7 H72 SING N N 18 BDM C8 C9 DOUB Y N 19 BDM C8 C13 SING Y N 20 BDM C9 C10 SING Y N 21 BDM C9 H9 SING N N 22 BDM C10 O10 SING N N 23 BDM C10 C11 DOUB Y N 24 BDM O10 C15 SING N N 25 BDM C11 BR11 SING N N 26 BDM C11 C12 SING Y N 27 BDM C12 O12 SING N N 28 BDM C12 C13 DOUB Y N 29 BDM O12 C14 SING N N 30 BDM C13 H13 SING N N 31 BDM C14 H141 SING N N 32 BDM C14 H142 SING N N 33 BDM C14 H143 SING N N 34 BDM C15 C16 SING N N 35 BDM C15 H151 SING N N 36 BDM C15 H152 SING N N 37 BDM C16 C17 SING N N 38 BDM C16 H161 SING N N 39 BDM C16 H162 SING N N 40 BDM C17 C18 SING N N 41 BDM C17 H171 SING N N 42 BDM C17 H172 SING N N 43 BDM C18 C19 SING N N 44 BDM C18 C21 SING N N 45 BDM C18 H18 SING N N 46 BDM C19 C20 SING N N 47 BDM C19 H191 SING N N 48 BDM C19 H192 SING N N 49 BDM C20 C22 SING N N 50 BDM C20 H201 SING N N 51 BDM C20 H202 SING N N 52 BDM C21 OXV DOUB N N 53 BDM C21 OXW SING N N 54 BDM C22 OX5 DOUB N N 55 BDM C22 OX6 SING N N 56 # 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 BDM SMILES ACDLabs 10.04 "[O-]C(=O)C(CCC([O-])=O)CCCOc1c(Br)c(OC)cc(c1)Cc2c(nc(N)[nH+]c2)N" BDM SMILES_CANONICAL CACTVS 3.341 "COc1cc(Cc2c[nH+]c(N)nc2N)cc(OCCC[C@@H](CCC([O-])=O)C([O-])=O)c1Br" BDM SMILES CACTVS 3.341 "COc1cc(Cc2c[nH+]c(N)nc2N)cc(OCCC[CH](CCC([O-])=O)C([O-])=O)c1Br" BDM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(cc(c1Br)OCCC[C@@H](CCC(=O)[O-])C(=O)[O-])Cc2c[nH+]c(nc2N)N" BDM SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(cc(c1Br)OCCCC(CCC(=O)[O-])C(=O)[O-])Cc2c[nH+]c(nc2N)N" BDM InChI InChI 1.03 "InChI=1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p-1/t12-/m0/s1" BDM InChIKey InChI 1.03 SZAVCZNFKJSWRN-LBPRGKRZSA-M # 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 BDM "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-(3-{2-bromo-5-[(2,4-diaminopyrimidin-1-ium-5-yl)methyl]-3-methoxyphenoxy}propyl)pentanedioate" BDM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[3-[2-bromo-5-[(2,4-diaminopyrimidin-1-ium-5-yl)methyl]-3-methoxy-phenoxy]propyl]pentanedioate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BDM "Create component" 1999-07-08 PDBJ BDM "Modify descriptor" 2011-06-04 RCSB #