data_08B # _chem_comp.id 08B _chem_comp.name "4-bromo-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H18 Br N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-12 _chem_comp.pdbx_modified_date 2012-01-06 _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 408.250 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 08B _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 3U2D _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 08B C1 C1 C 0 1 N N N 5.686 7.984 23.600 5.394 2.477 0.727 C1 08B 1 08B C2 C2 C 0 1 Y N N 4.435 7.158 23.549 4.601 1.233 0.419 C2 08B 2 08B C3 C3 C 0 1 Y N N 3.511 7.152 22.548 5.115 0.061 -0.027 C3 08B 3 08B C4 C4 C 0 1 Y N N 2.512 6.234 22.891 4.055 -0.838 -0.189 C4 08B 4 08B C5 C5 C 0 1 Y N N 2.863 5.713 24.124 2.902 -0.174 0.171 C5 08B 5 08B N6 N6 N 0 1 Y N N 4.047 6.283 24.509 3.258 1.101 0.548 N6 08B 6 08B C8 C8 C 0 1 N N N 2.143 4.704 24.887 1.543 -0.726 0.159 C8 08B 7 08B O9 O9 O 0 1 N N N 2.622 4.333 25.954 1.357 -1.876 -0.193 O9 08B 8 08B N10 N10 N 0 1 N N N 0.981 4.200 24.400 0.501 0.039 0.537 N10 08B 9 08B C11 C11 C 0 1 N N N 0.265 3.155 25.136 -0.856 -0.513 0.525 C11 08B 10 08B C12 C12 C 0 1 N N N -1.217 3.096 24.723 -1.729 0.251 1.525 C12 08B 11 08B C13 C13 C 0 1 N N N -1.865 1.852 25.352 -3.159 -0.289 1.464 C13 08B 12 08B N14 N14 N 0 1 N N N -1.119 0.683 24.846 -3.687 -0.128 0.103 N14 08B 13 08B C15 C15 C 0 1 N N N 0.254 0.626 25.359 -2.893 -0.891 -0.869 C15 08B 14 08B C16 C16 C 0 1 N N N 1.004 1.843 24.811 -1.454 -0.370 -0.877 C16 08B 15 08B C17 C17 C 0 1 Y N N -1.769 -0.549 24.780 -5.028 -0.488 0.043 C17 08B 16 08B C18 C18 C 0 1 Y N N -2.871 -0.745 23.935 -5.987 0.474 -0.260 C18 08B 17 08B C19 C19 C 0 1 Y N N -3.456 -2.005 23.910 -7.318 0.102 -0.317 C19 08B 18 08B C20 C20 C 0 1 Y N N -2.929 -3.025 24.704 -7.646 -1.224 -0.068 C20 08B 19 08B C21 C21 C 0 1 Y N N -1.835 -2.766 25.503 -6.643 -2.126 0.226 C21 08B 20 08B N22 N22 N 0 1 Y N N -1.296 -1.558 25.511 -5.381 -1.744 0.268 N22 08B 21 08B N23 N23 N 1 1 N N N -3.389 0.246 23.152 -5.622 1.758 -0.495 N23 08B 22 08B O24 O24 O 0 1 N N N -4.591 0.424 23.098 -6.474 2.613 -0.659 O24 08B 23 08B O25 O25 O -1 1 N N N -2.666 0.965 22.487 -4.442 2.056 -0.542 O25 08B 24 08B BR BR BR 0 0 N N N 3.557 8.198 20.970 6.940 -0.296 -0.371 BR 08B 25 08B H1 H1 H 0 1 N N N 5.472 8.945 24.091 5.710 2.457 1.770 H1 08B 26 08B H2 H2 H 0 1 N N N 6.458 7.445 24.169 6.272 2.516 0.082 H2 08B 27 08B H3 H3 H 0 1 N N N 6.046 8.167 22.577 4.774 3.355 0.551 H3 08B 28 08B H4 H4 H 0 1 N N N 1.639 5.982 22.308 4.127 -1.860 -0.531 H4 08B 29 08B H5 H5 H 0 1 N N N 4.542 6.087 25.356 2.649 1.792 0.853 H5 08B 30 08B H6 H6 H 0 1 N N N 0.612 4.543 23.536 0.649 0.956 0.818 H6 08B 31 08B H7 H7 H 0 1 N N N 0.259 3.350 26.219 -0.823 -1.567 0.801 H7 08B 32 08B H8 H8 H 0 1 N N N -1.735 4.000 25.076 -1.332 0.117 2.531 H8 08B 33 08B H9 H9 H 0 1 N N N -1.293 3.037 23.627 -1.729 1.311 1.272 H9 08B 34 08B H10 H10 H 0 1 N N N -1.803 1.901 26.449 -3.160 -1.346 1.730 H10 08B 35 08B H11 H11 H 0 1 N N N -2.925 1.785 25.064 -3.786 0.262 2.164 H11 08B 36 08B H12 H12 H 0 1 N N N 0.744 -0.301 25.026 -2.895 -1.945 -0.591 H12 08B 37 08B H13 H13 H 0 1 N N N 0.248 0.649 26.459 -3.327 -0.776 -1.862 H13 08B 38 08B H14 H14 H 0 1 N N N 1.089 1.745 23.719 -1.450 0.680 -1.169 H14 08B 39 08B H15 H15 H 0 1 N N N 2.005 1.877 25.267 -0.861 -0.948 -1.587 H15 08B 40 08B H16 H16 H 0 1 N N N -4.313 -2.194 23.280 -8.084 0.826 -0.549 H16 08B 41 08B H17 H17 H 0 1 N N N -3.374 -4.009 24.693 -8.676 -1.547 -0.105 H17 08B 42 08B H18 H18 H 0 1 N N N -1.419 -3.548 26.121 -6.894 -3.158 0.420 H18 08B 43 # 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 08B BR C3 SING N N 1 08B O25 N23 SING N N 2 08B C3 C4 SING Y N 3 08B C3 C2 DOUB Y N 4 08B C4 C5 DOUB Y N 5 08B O24 N23 DOUB N N 6 08B N23 C18 SING N N 7 08B C2 C1 SING N N 8 08B C2 N6 SING Y N 9 08B C19 C18 DOUB Y N 10 08B C19 C20 SING Y N 11 08B C18 C17 SING Y N 12 08B C5 N6 SING Y N 13 08B C5 C8 SING N N 14 08B N10 C8 SING N N 15 08B N10 C11 SING N N 16 08B C20 C21 DOUB Y N 17 08B C12 C11 SING N N 18 08B C12 C13 SING N N 19 08B C17 N14 SING N N 20 08B C17 N22 DOUB Y N 21 08B C16 C11 SING N N 22 08B C16 C15 SING N N 23 08B N14 C13 SING N N 24 08B N14 C15 SING N N 25 08B C8 O9 DOUB N N 26 08B C21 N22 SING Y N 27 08B C1 H1 SING N N 28 08B C1 H2 SING N N 29 08B C1 H3 SING N N 30 08B C4 H4 SING N N 31 08B N6 H5 SING N N 32 08B N10 H6 SING N N 33 08B C11 H7 SING N N 34 08B C12 H8 SING N N 35 08B C12 H9 SING N N 36 08B C13 H10 SING N N 37 08B C13 H11 SING N N 38 08B C15 H12 SING N N 39 08B C15 H13 SING N N 40 08B C16 H14 SING N N 41 08B C16 H15 SING N N 42 08B C19 H16 SING N N 43 08B C20 H17 SING N N 44 08B C21 H18 SING N N 45 # 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 08B SMILES ACDLabs 12.01 "Brc1cc(nc1C)C(=O)NC3CCN(c2ncccc2[N+]([O-])=O)CC3" 08B InChI InChI 1.03 "InChI=1S/C16H18BrN5O3/c1-10-12(17)9-13(19-10)16(23)20-11-4-7-21(8-5-11)15-14(22(24)25)3-2-6-18-15/h2-3,6,9,11,19H,4-5,7-8H2,1H3,(H,20,23)" 08B InChIKey InChI 1.03 AUXATGQLTJKTRN-UHFFFAOYSA-N 08B SMILES_CANONICAL CACTVS 3.370 "Cc1[nH]c(cc1Br)C(=O)NC2CCN(CC2)c3ncccc3[N+]([O-])=O" 08B SMILES CACTVS 3.370 "Cc1[nH]c(cc1Br)C(=O)NC2CCN(CC2)c3ncccc3[N+]([O-])=O" 08B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c(cc([nH]1)C(=O)NC2CCN(CC2)c3c(cccn3)[N+](=O)[O-])Br" 08B SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c(cc([nH]1)C(=O)NC2CCN(CC2)c3c(cccn3)[N+](=O)[O-])Br" # 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 08B "SYSTEMATIC NAME" ACDLabs 12.01 "4-bromo-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide" 08B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-bromanyl-5-methyl-N-[1-(3-nitropyridin-2-yl)piperidin-4-yl]-1H-pyrrole-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 08B "Create component" 2011-10-12 RCSB #