data_IA9 # _chem_comp.id IA9 _chem_comp.name "2-chloro-4-fluoro-3-methyl-N-[2-(4-methylpiperazin-1-yl)-5-nitrophenyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 Cl F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-13 _chem_comp.pdbx_modified_date 2012-12-21 _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 406.839 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IA9 _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 4IA9 _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 IA9 CLG CLG CL 0 0 N N N 8.161 25.787 -1.498 -3.660 1.787 0.919 CLG IA9 1 IA9 CAX CAX C 0 1 Y N N 8.508 27.363 -1.712 -3.573 0.196 0.230 CAX IA9 2 IA9 CAS CAS C 0 1 Y N N 7.473 28.337 -1.630 -4.725 -0.541 0.045 CAS IA9 3 IA9 CAA CAA C 0 1 N N N 6.108 27.986 -1.368 -6.059 0.035 0.441 CAA IA9 4 IA9 CAT CAT C 0 1 Y N N 7.801 29.689 -1.814 -4.656 -1.811 -0.506 CAT IA9 5 IA9 FAF FAF F 0 1 N N N 6.875 30.651 -1.746 -5.786 -2.529 -0.686 FAF IA9 6 IA9 CAH CAH C 0 1 Y N N 9.105 30.066 -2.071 -3.431 -2.348 -0.873 CAH IA9 7 IA9 CAJ CAJ C 0 1 Y N N 10.110 29.109 -2.157 -2.274 -1.622 -0.693 CAJ IA9 8 IA9 CAW CAW C 0 1 Y N N 9.847 27.754 -1.970 -2.337 -0.338 -0.144 CAW IA9 9 IA9 CAR CAR C 0 1 N N N 10.950 26.855 -2.092 -1.101 0.445 0.052 CAR IA9 10 IA9 OAC OAC O 0 1 N N N 10.898 25.914 -2.892 -1.158 1.562 0.529 OAC IA9 11 IA9 NAQ NAQ N 0 1 N N N 12.041 27.138 -1.318 0.091 -0.078 -0.299 NAQ IA9 12 IA9 CAV CAV C 0 1 Y N N 13.207 26.426 -1.420 1.250 0.706 -0.222 CAV IA9 13 IA9 CAL CAL C 0 1 Y N N 13.937 26.483 -2.619 1.160 2.088 -0.297 CAL IA9 14 IA9 CAU CAU C 0 1 Y N N 15.154 25.807 -2.769 2.305 2.859 -0.221 CAU IA9 15 IA9 NBB NBB N 1 1 N N N 15.847 25.850 -3.943 2.207 4.334 -0.301 NBB IA9 16 IA9 OAE OAE O 0 1 N N N 15.152 26.034 -5.143 1.120 4.866 -0.434 OAE IA9 17 IA9 OAD OAD O -1 1 N N N 17.248 25.688 -3.945 3.214 5.016 -0.234 OAD IA9 18 IA9 CAI CAI C 0 1 Y N N 15.647 25.078 -1.696 3.541 2.258 -0.070 CAI IA9 19 IA9 CAK CAK C 0 1 Y N N 14.942 25.022 -0.486 3.639 0.881 0.006 CAK IA9 20 IA9 CAY CAY C 0 1 Y N N 13.721 25.703 -0.316 2.495 0.099 -0.065 CAY IA9 21 IA9 NBA NBA N 0 1 N N N 13.099 25.551 0.881 2.592 -1.294 0.017 NBA IA9 22 IA9 CAO CAO C 0 1 N N N 11.744 24.984 0.888 3.428 -1.829 -1.067 CAO IA9 23 IA9 CAM CAM C 0 1 N N N 11.029 25.432 2.088 3.444 -3.357 -0.989 CAM IA9 24 IA9 NAZ NAZ N 0 1 N N N 11.651 24.893 3.276 3.958 -3.773 0.323 NAZ IA9 25 IA9 CAB CAB C 0 1 N N N 11.022 25.216 4.550 4.059 -5.236 0.409 CAB IA9 26 IA9 CAN CAN C 0 1 N N N 12.836 25.811 3.427 3.121 -3.239 1.407 CAN IA9 27 IA9 CAP CAP C 0 1 N N N 13.800 25.629 2.172 3.106 -1.710 1.329 CAP IA9 28 IA9 H1 H1 H 0 1 N N N 5.588 27.800 -2.319 -6.487 0.576 -0.404 H1 IA9 29 IA9 H2 H2 H 0 1 N N N 6.076 27.078 -0.748 -6.731 -0.771 0.734 H2 IA9 30 IA9 H3 H3 H 0 1 N N N 5.613 28.811 -0.835 -5.925 0.719 1.279 H3 IA9 31 IA9 H4 H4 H 0 1 N N N 9.345 31.110 -2.206 -3.383 -3.339 -1.302 H4 IA9 32 IA9 H5 H5 H 0 1 N N N 11.120 29.424 -2.374 -1.321 -2.042 -0.979 H5 IA9 33 IA9 H6 H6 H 0 1 N N N 11.986 27.887 -0.658 0.147 -0.997 -0.605 H6 IA9 34 IA9 H7 H7 H 0 1 N N N 13.550 27.062 -3.445 0.197 2.562 -0.415 H7 IA9 35 IA9 H8 H8 H 0 1 N N N 16.583 24.549 -1.794 4.432 2.865 -0.010 H8 IA9 36 IA9 H9 H9 H 0 1 N N N 15.344 24.444 0.333 4.606 0.414 0.123 H9 IA9 37 IA9 H10 H10 H 0 1 N N N 11.202 25.320 -0.008 3.021 -1.517 -2.028 H10 IA9 38 IA9 H11 H11 H 0 1 N N N 11.807 23.886 0.888 4.445 -1.449 -0.962 H11 IA9 39 IA9 H12 H12 H 0 1 N N N 11.051 26.531 2.134 2.431 -3.738 -1.121 H12 IA9 40 IA9 H13 H13 H 0 1 N N N 9.985 25.088 2.038 4.087 -3.754 -1.774 H13 IA9 41 IA9 H15 H15 H 0 1 N N N 11.589 24.748 5.368 4.737 -5.599 -0.363 H15 IA9 42 IA9 H16 H16 H 0 1 N N N 11.012 26.307 4.688 4.442 -5.517 1.390 H16 IA9 43 IA9 H17 H17 H 0 1 N N N 9.990 24.836 4.556 3.073 -5.678 0.263 H17 IA9 44 IA9 H18 H18 H 0 1 N N N 13.381 25.561 4.349 2.105 -3.618 1.302 H18 IA9 45 IA9 H19 H19 H 0 1 N N N 12.490 26.854 3.477 3.529 -3.550 2.368 H19 IA9 46 IA9 H20 H20 H 0 1 N N N 14.374 24.701 2.310 4.118 -1.329 1.461 H20 IA9 47 IA9 H21 H21 H 0 1 N N N 14.489 26.485 2.139 2.462 -1.313 2.114 H21 IA9 48 # 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 IA9 OAE NBB DOUB N N 1 IA9 OAD NBB SING N N 2 IA9 NBB CAU SING N N 3 IA9 OAC CAR DOUB N N 4 IA9 CAU CAL DOUB Y N 5 IA9 CAU CAI SING Y N 6 IA9 CAL CAV SING Y N 7 IA9 CAJ CAH DOUB Y N 8 IA9 CAJ CAW SING Y N 9 IA9 CAR CAW SING N N 10 IA9 CAR NAQ SING N N 11 IA9 CAH CAT SING Y N 12 IA9 CAW CAX DOUB Y N 13 IA9 CAT FAF SING N N 14 IA9 CAT CAS DOUB Y N 15 IA9 CAX CAS SING Y N 16 IA9 CAX CLG SING N N 17 IA9 CAI CAK DOUB Y N 18 IA9 CAS CAA SING N N 19 IA9 CAV NAQ SING N N 20 IA9 CAV CAY DOUB Y N 21 IA9 CAK CAY SING Y N 22 IA9 CAY NBA SING N N 23 IA9 NBA CAO SING N N 24 IA9 NBA CAP SING N N 25 IA9 CAO CAM SING N N 26 IA9 CAM NAZ SING N N 27 IA9 CAP CAN SING N N 28 IA9 NAZ CAN SING N N 29 IA9 NAZ CAB SING N N 30 IA9 CAA H1 SING N N 31 IA9 CAA H2 SING N N 32 IA9 CAA H3 SING N N 33 IA9 CAH H4 SING N N 34 IA9 CAJ H5 SING N N 35 IA9 NAQ H6 SING N N 36 IA9 CAL H7 SING N N 37 IA9 CAI H8 SING N N 38 IA9 CAK H9 SING N N 39 IA9 CAO H10 SING N N 40 IA9 CAO H11 SING N N 41 IA9 CAM H12 SING N N 42 IA9 CAM H13 SING N N 43 IA9 CAB H15 SING N N 44 IA9 CAB H16 SING N N 45 IA9 CAB H17 SING N N 46 IA9 CAN H18 SING N N 47 IA9 CAN H19 SING N N 48 IA9 CAP H20 SING N N 49 IA9 CAP H21 SING N N 50 # 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 IA9 SMILES ACDLabs 12.01 "Fc1ccc(c(Cl)c1C)C(=O)Nc3c(N2CCN(C)CC2)ccc(N(=O)=O)c3" IA9 InChI InChI 1.03 "InChI=1S/C19H20ClFN4O3/c1-12-15(21)5-4-14(18(12)20)19(26)22-16-11-13(25(27)28)3-6-17(16)24-9-7-23(2)8-10-24/h3-6,11H,7-10H2,1-2H3,(H,22,26)" IA9 InChIKey InChI 1.03 QHWMIGPLLWYRIR-UHFFFAOYSA-N IA9 SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)c2ccc(cc2NC(=O)c3ccc(F)c(C)c3Cl)[N](=O)=O" IA9 SMILES CACTVS 3.370 "CN1CCN(CC1)c2ccc(cc2NC(=O)c3ccc(F)c(C)c3Cl)[N](=O)=O" IA9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(ccc(c1Cl)C(=O)Nc2cc(ccc2N3CCN(CC3)C)N(=O)=O)F" IA9 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(ccc(c1Cl)C(=O)Nc2cc(ccc2N3CCN(CC3)C)N(=O)=O)F" # 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 IA9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-chloro-4-fluoro-3-methyl-N-[2-(4-methylpiperazin-1-yl)-5-nitrophenyl]benzamide" IA9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-chloranyl-4-fluoranyl-3-methyl-N-[2-(4-methylpiperazin-1-yl)-5-nitro-phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IA9 "Create component" 2012-12-13 RCSB IA9 "Initial release" 2012-12-21 RCSB #