data_KSM # _chem_comp.id KSM _chem_comp.name "N-(2-chloro-6-methylphenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 Cl N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-17 _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 406.911 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KSM _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 2ZM4 _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 KSM CL24 CL24 CL 0 0 N N N 18.964 35.493 9.323 4.128 0.416 -2.341 CL24 KSM 1 KSM C12 C12 C 0 1 Y N N 19.091 36.062 7.625 4.404 1.091 -0.766 C12 KSM 2 KSM C13 C13 C 0 1 Y N N 18.098 35.595 6.770 5.026 2.319 -0.638 C13 KSM 3 KSM C14 C14 C 0 1 Y N N 18.081 35.940 5.430 5.246 2.856 0.617 C14 KSM 4 KSM C15 C15 C 0 1 Y N N 19.044 36.785 4.892 4.845 2.169 1.748 C15 KSM 5 KSM C16 C16 C 0 1 Y N N 20.093 37.322 5.665 4.223 0.941 1.628 C16 KSM 6 KSM C20 C20 C 0 1 N N N 21.134 38.247 5.058 3.788 0.192 2.861 C20 KSM 7 KSM C11 C11 C 0 1 Y N N 20.191 36.971 7.114 3.995 0.400 0.369 C11 KSM 8 KSM N10 N10 N 0 1 N N N 21.245 37.515 7.853 3.360 -0.839 0.244 N10 KSM 9 KSM C9 C9 C 0 1 Y N N 22.546 37.023 7.850 1.982 -0.903 0.134 C9 KSM 10 KSM C4 C4 C 0 1 Y N N 23.645 37.549 8.775 1.315 -2.200 0.041 C4 KSM 11 KSM C5 C5 C 0 1 Y N N 23.735 38.559 9.799 1.746 -3.503 0.034 C5 KSM 12 KSM N1 N1 N 0 1 Y N N 25.022 38.550 10.265 0.667 -4.282 -0.076 N1 KSM 13 KSM N8 N8 N 0 1 Y N N 22.865 35.998 6.982 1.271 0.202 0.119 N8 KSM 14 KSM C7 C7 C 0 1 Y N N 24.115 35.434 6.938 -0.085 0.172 0.012 C7 KSM 15 KSM C27 C27 C 0 1 Y N N 24.403 34.381 6.043 -0.807 1.372 -0.001 C27 KSM 16 KSM C28 C28 C 0 1 Y N N 25.694 33.834 6.012 -2.178 1.350 -0.108 C28 KSM 17 KSM C29 C29 C 0 1 Y N N 26.734 34.312 6.856 -2.857 0.139 -0.205 C29 KSM 18 KSM C26 C26 C 0 1 Y N N 26.490 35.372 7.782 -2.155 -1.057 -0.193 C26 KSM 19 KSM C6 C6 C 0 1 Y N N 25.209 35.959 7.851 -0.773 -1.049 -0.086 C6 KSM 20 KSM N3 N3 N 0 1 Y N N 24.891 37.013 8.731 -0.063 -2.244 -0.069 N3 KSM 21 KSM C2 C2 C 0 1 Y N N 25.732 37.597 9.608 -0.411 -3.541 -0.137 C2 KSM 22 KSM N30 N30 N 0 1 N N N 28.031 33.726 6.816 -4.251 0.127 -0.313 N30 KSM 23 KSM C35 C35 C 0 1 N N N 28.610 33.206 5.563 -4.855 -0.684 0.753 C35 KSM 24 KSM C34 C34 C 0 1 N N N 29.246 31.876 5.934 -6.372 -0.736 0.553 C34 KSM 25 KSM N33 N33 N 0 1 N N N 30.260 32.072 6.951 -6.912 0.631 0.565 N33 KSM 26 KSM C32 C32 C 0 1 N N S 30.107 33.027 8.066 -6.307 1.442 -0.501 C32 KSM 27 KSM C43 C43 C 0 1 N N N 31.187 34.127 8.157 -6.878 2.861 -0.448 C43 KSM 28 KSM C31 C31 C 0 1 N N N 28.717 33.670 8.118 -4.791 1.494 -0.301 C31 KSM 29 KSM H13 H13 H 0 1 N N N 17.325 34.950 7.160 5.340 2.858 -1.519 H13 KSM 30 KSM H14 H14 H 0 1 N N N 17.305 35.545 4.791 5.733 3.816 0.715 H14 KSM 31 KSM H15 H15 H 0 1 N N N 18.987 37.039 3.844 5.019 2.592 2.726 H15 KSM 32 KSM H20 H20 H 0 1 N N N 20.863 38.471 4.016 2.768 0.479 3.119 H20 KSM 33 KSM H20A H20A H 0 0 N N N 21.174 39.183 5.635 3.826 -0.879 2.668 H20A KSM 34 KSM H20B H20B H 0 0 N N N 22.119 37.757 5.084 4.454 0.436 3.688 H20B KSM 35 KSM HN10 HN10 H 0 0 N N N 21.050 38.313 8.423 3.886 -1.654 0.235 HN10 KSM 36 KSM H5 H5 H 0 1 N N N 22.936 39.203 10.136 2.771 -3.837 0.103 H5 KSM 37 KSM H27 H27 H 0 1 N N N 23.635 33.999 5.387 -0.286 2.315 0.074 H27 KSM 38 KSM H28 H28 H 0 1 N N N 25.905 33.026 5.327 -2.731 2.278 -0.117 H28 KSM 39 KSM H26 H26 H 0 1 N N N 27.283 35.722 8.426 -2.685 -1.995 -0.269 H26 KSM 40 KSM H2 H2 H 0 1 N N N 26.773 37.353 9.759 -1.421 -3.913 -0.228 H2 KSM 41 KSM H35 H35 H 0 1 N N N 27.831 33.068 4.799 -4.449 -1.694 0.716 H35 KSM 42 KSM H35A H35A H 0 0 N N N 29.345 33.903 5.134 -4.631 -0.237 1.722 H35A KSM 43 KSM H34 H34 H 0 1 N N N 28.470 31.199 6.322 -6.596 -1.207 -0.403 H34 KSM 44 KSM H34A H34A H 0 0 N N N 29.714 31.440 5.039 -6.825 -1.313 1.359 H34A KSM 45 KSM HN33 HN33 H 0 0 N N N 30.372 31.178 7.385 -7.918 0.623 0.487 HN33 KSM 46 KSM H32 H32 H 0 1 N N N 30.245 32.382 8.947 -6.532 0.996 -1.469 H32 KSM 47 KSM H43 H43 H 0 1 N N N 31.444 34.303 9.212 -6.653 3.308 0.520 H43 KSM 48 KSM H43A H43A H 0 0 N N N 32.085 33.805 7.610 -6.429 3.462 -1.239 H43A KSM 49 KSM H43B H43B H 0 0 N N N 30.801 35.057 7.714 -7.958 2.823 -0.589 H43B KSM 50 KSM H31 H31 H 0 1 N N N 28.834 34.701 8.484 -4.566 1.966 0.656 H31 KSM 51 KSM H31A H31A H 0 0 N N N 28.099 33.043 8.778 -4.337 2.071 -1.107 H31A KSM 52 # 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 KSM CL24 C12 SING N N 1 KSM C12 C13 DOUB Y N 2 KSM C12 C11 SING Y N 3 KSM C13 C14 SING Y N 4 KSM C14 C15 DOUB Y N 5 KSM C15 C16 SING Y N 6 KSM C16 C20 SING N N 7 KSM C16 C11 DOUB Y N 8 KSM C11 N10 SING N N 9 KSM N10 C9 SING N N 10 KSM C9 C4 SING Y N 11 KSM C9 N8 DOUB Y N 12 KSM C4 C5 DOUB Y N 13 KSM C4 N3 SING Y N 14 KSM C5 N1 SING Y N 15 KSM N1 C2 DOUB Y N 16 KSM N8 C7 SING Y N 17 KSM C7 C27 DOUB Y N 18 KSM C7 C6 SING Y N 19 KSM C27 C28 SING Y N 20 KSM C28 C29 DOUB Y N 21 KSM C29 C26 SING Y N 22 KSM C29 N30 SING N N 23 KSM C26 C6 DOUB Y N 24 KSM C6 N3 SING Y N 25 KSM N3 C2 SING Y N 26 KSM N30 C35 SING N N 27 KSM N30 C31 SING N N 28 KSM C35 C34 SING N N 29 KSM C34 N33 SING N N 30 KSM N33 C32 SING N N 31 KSM C32 C43 SING N N 32 KSM C32 C31 SING N N 33 KSM C13 H13 SING N N 34 KSM C14 H14 SING N N 35 KSM C15 H15 SING N N 36 KSM C20 H20 SING N N 37 KSM C20 H20A SING N N 38 KSM C20 H20B SING N N 39 KSM N10 HN10 SING N N 40 KSM C5 H5 SING N N 41 KSM C27 H27 SING N N 42 KSM C28 H28 SING N N 43 KSM C26 H26 SING N N 44 KSM C2 H2 SING N N 45 KSM C35 H35 SING N N 46 KSM C35 H35A SING N N 47 KSM C34 H34 SING N N 48 KSM C34 H34A SING N N 49 KSM N33 HN33 SING N N 50 KSM C32 H32 SING N N 51 KSM C43 H43 SING N N 52 KSM C43 H43A SING N N 53 KSM C43 H43B SING N N 54 KSM C31 H31 SING N N 55 KSM C31 H31A 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 KSM SMILES ACDLabs 10.04 "Clc1cccc(c1Nc4nc2c(cc(cc2)N3CC(NCC3)C)n5c4cnc5)C" KSM SMILES_CANONICAL CACTVS 3.341 "C[C@H]1CN(CCN1)c2ccc3nc(Nc4c(C)cccc4Cl)c5cncn5c3c2" KSM SMILES CACTVS 3.341 "C[CH]1CN(CCN1)c2ccc3nc(Nc4c(C)cccc4Cl)c5cncn5c3c2" KSM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1Nc2c3cncn3c4cc(ccc4n2)N5CCN[C@H](C5)C)Cl" KSM SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1Nc2c3cncn3c4cc(ccc4n2)N5CCNC(C5)C)Cl" KSM InChI InChI 1.03 "InChI=1S/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/t15-/m0/s1" KSM InChIKey InChI 1.03 VWJPPYCULHDHBB-HNNXBMFYSA-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 KSM "SYSTEMATIC NAME" ACDLabs 10.04 "N-(2-chloro-6-methylphenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine" KSM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(2-chloro-6-methyl-phenyl)-8-[(3S)-3-methylpiperazin-1-yl]imidazo[5,1-c]quinoxalin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KSM "Create component" 2008-04-17 PDBJ KSM "Modify aromatic_flag" 2011-06-04 RCSB KSM "Modify descriptor" 2011-06-04 RCSB #