data_Q0B # _chem_comp.id Q0B _chem_comp.name "2-amino-1-(2-chlorophenyl)-N-(3-ethoxypropyl)-1H-pyrrolo[2,3-b]quinoxaline-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-21 _chem_comp.pdbx_modified_date 2014-09-05 _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 423.895 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Q0B _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 4P5Q _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 Q0B CL CL1 CL 0 0 N N N 4.537 -9.109 -13.117 1.964 -2.029 2.257 CL Q0B 1 Q0B C15 C1 C 0 1 Y N N 3.135 -8.200 -13.766 3.063 -2.402 0.966 C15 Q0B 2 Q0B C16 C2 C 0 1 Y N N 3.244 -6.831 -13.969 4.090 -3.306 1.170 C16 Q0B 3 Q0B C17 C3 C 0 1 Y N N 2.176 -6.113 -14.472 4.965 -3.603 0.142 C17 Q0B 4 Q0B C18 C4 C 0 1 Y N N 0.997 -6.765 -14.783 4.817 -2.999 -1.093 C18 Q0B 5 Q0B C19 C5 C 0 1 Y N N 0.859 -8.132 -14.602 3.794 -2.095 -1.304 C19 Q0B 6 Q0B C14 C6 C 0 1 Y N N 1.881 -8.930 -14.099 2.909 -1.798 -0.276 C14 Q0B 7 Q0B N11 N1 N 0 1 Y N N 1.755 -10.246 -13.923 1.869 -0.882 -0.487 N11 Q0B 8 Q0B C10 C7 C 0 1 Y N N 1.451 -10.820 -12.751 0.626 -1.212 -0.937 C10 Q0B 9 Q0B N21 N2 N 0 1 N N N 1.252 -10.163 -11.576 0.217 -2.483 -1.245 N21 Q0B 10 Q0B C12 C8 C 0 1 Y N N 1.900 -11.102 -14.954 1.963 0.478 -0.261 C12 Q0B 11 Q0B C8 C9 C 0 1 Y N N 1.686 -12.468 -14.394 0.662 1.059 -0.606 C8 Q0B 12 Q0B N7 N3 N 0 1 Y N N 1.765 -13.593 -15.140 0.463 2.356 -0.486 N7 Q0B 13 Q0B C5 C10 C 0 1 Y N N 2.055 -13.439 -16.454 1.457 3.138 -0.049 C5 Q0B 14 Q0B C6 C11 C 0 1 Y N N 2.150 -14.549 -17.285 1.263 4.526 0.085 C6 Q0B 15 Q0B C1 C12 C 0 1 Y N N 2.449 -14.382 -18.635 2.281 5.311 0.531 C1 Q0B 16 Q0B C2 C13 C 0 1 Y N N 2.653 -13.116 -19.178 3.518 4.761 0.859 C2 Q0B 17 Q0B C3 C14 C 0 1 Y N N 2.569 -11.971 -18.390 3.743 3.424 0.742 C3 Q0B 18 Q0B C4 C15 C 0 1 Y N N 2.275 -12.081 -17.036 2.716 2.579 0.285 C4 Q0B 19 Q0B N13 N4 N 0 1 Y N N 2.193 -10.968 -16.270 2.929 1.262 0.165 N13 Q0B 20 Q0B C9 C16 C 0 1 Y N N 1.392 -12.285 -12.946 -0.171 -0.076 -1.038 C9 Q0B 21 Q0B C22 C17 C 0 1 N N N 1.115 -13.415 -12.008 -1.561 -0.020 -1.485 C22 Q0B 22 Q0B O23 O1 O 0 1 N N N 0.915 -13.199 -10.821 -1.814 0.142 -2.665 O23 Q0B 23 Q0B N24 N5 N 0 1 N N N 1.105 -14.652 -12.485 -2.562 -0.149 -0.592 N24 Q0B 24 Q0B C35 C18 C 0 1 N N N 1.459 -15.786 -11.654 -3.955 -0.093 -1.040 C35 Q0B 25 Q0B C36 C19 C 0 1 N N N 1.319 -17.112 -12.400 -4.885 -0.264 0.163 C36 Q0B 26 Q0B C37 C20 C 0 1 N N N -0.070 -17.717 -12.228 -6.341 -0.206 -0.306 C37 Q0B 27 Q0B O38 O2 O 0 1 N N N -0.286 -18.723 -13.219 -7.209 -0.365 0.817 O38 Q0B 28 Q0B C39 C21 C 0 1 N N N -1.443 -19.510 -12.938 -8.599 -0.326 0.488 C39 Q0B 29 Q0B C40 C22 C 0 1 N N N -1.777 -20.394 -14.120 -9.431 -0.506 1.760 C40 Q0B 30 Q0B H1 H1 H 0 1 N N N 4.168 -6.325 -13.733 4.208 -3.779 2.134 H1 Q0B 31 Q0B H2 H2 H 0 1 N N N 2.262 -5.047 -14.622 5.767 -4.308 0.305 H2 Q0B 32 Q0B H3 H3 H 0 1 N N N 0.166 -6.197 -15.175 5.505 -3.230 -1.892 H3 Q0B 33 Q0B H4 H4 H 0 1 N N N -0.081 -8.597 -14.862 3.679 -1.624 -2.268 H4 Q0B 34 Q0B H5 H5 H 0 1 N N N 1.039 -10.824 -10.856 0.832 -3.227 -1.148 H5 Q0B 35 Q0B H6 H6 H 0 1 N N N 2.081 -9.659 -11.331 -0.687 -2.639 -1.561 H6 Q0B 36 Q0B H7 H7 H 0 1 N N N 1.992 -15.540 -16.885 0.309 4.966 -0.165 H7 Q0B 37 Q0B H8 H8 H 0 1 N N N 2.524 -15.250 -19.273 2.127 6.375 0.632 H8 Q0B 38 Q0B H9 H9 H 0 1 N N N 2.881 -13.020 -20.229 4.311 5.405 1.210 H9 Q0B 39 Q0B H10 H10 H 0 1 N N N 2.732 -10.998 -18.830 4.708 3.013 0.999 H10 Q0B 40 Q0B H11 H11 H 0 1 N N N 0.848 -14.806 -13.439 -2.359 -0.278 0.348 H11 Q0B 41 Q0B H12 H12 H 0 1 N N N 2.503 -15.673 -11.325 -4.146 0.870 -1.513 H12 Q0B 42 Q0B H13 H13 H 0 1 N N N 0.797 -15.802 -10.775 -4.138 -0.893 -1.758 H13 Q0B 43 Q0B H14 H14 H 0 1 N N N 2.066 -17.820 -12.011 -4.694 -1.227 0.636 H14 Q0B 44 Q0B H15 H15 H 0 1 N N N 1.501 -16.939 -13.471 -4.702 0.536 0.880 H15 Q0B 45 Q0B H16 H16 H 0 1 N N N -0.828 -16.928 -12.338 -6.532 0.758 -0.779 H16 Q0B 46 Q0B H17 H17 H 0 1 N N N -0.151 -18.167 -11.227 -6.524 -1.005 -1.023 H17 Q0B 47 Q0B H18 H18 H 0 1 N N N -2.294 -18.844 -12.731 -8.837 0.635 0.031 H18 Q0B 48 Q0B H19 H19 H 0 1 N N N -1.248 -20.140 -12.057 -8.829 -1.128 -0.213 H19 Q0B 49 Q0B H20 H20 H 0 1 N N N -2.670 -20.994 -13.889 -10.491 -0.476 1.508 H20 Q0B 50 Q0B H21 H21 H 0 1 N N N -1.975 -19.767 -15.002 -9.193 -1.467 2.216 H21 Q0B 51 Q0B H22 H22 H 0 1 N N N -0.929 -21.063 -14.328 -9.200 0.296 2.461 H22 Q0B 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 Q0B C2 C1 DOUB Y N 1 Q0B C2 C3 SING Y N 2 Q0B C1 C6 SING Y N 3 Q0B C3 C4 DOUB Y N 4 Q0B C6 C5 DOUB Y N 5 Q0B C4 C5 SING Y N 6 Q0B C4 N13 SING Y N 7 Q0B C5 N7 SING Y N 8 Q0B N13 C12 DOUB Y N 9 Q0B N7 C8 DOUB Y N 10 Q0B C12 C8 SING Y N 11 Q0B C12 N11 SING Y N 12 Q0B C18 C19 DOUB Y N 13 Q0B C18 C17 SING Y N 14 Q0B C19 C14 SING Y N 15 Q0B C17 C16 DOUB Y N 16 Q0B C8 C9 SING Y N 17 Q0B C40 C39 SING N N 18 Q0B C14 N11 SING N N 19 Q0B C14 C15 DOUB Y N 20 Q0B C16 C15 SING Y N 21 Q0B N11 C10 SING Y N 22 Q0B C15 CL SING N N 23 Q0B O38 C39 SING N N 24 Q0B O38 C37 SING N N 25 Q0B C9 C10 DOUB Y N 26 Q0B C9 C22 SING N N 27 Q0B C10 N21 SING N N 28 Q0B N24 C22 SING N N 29 Q0B N24 C35 SING N N 30 Q0B C36 C37 SING N N 31 Q0B C36 C35 SING N N 32 Q0B C22 O23 DOUB N N 33 Q0B C16 H1 SING N N 34 Q0B C17 H2 SING N N 35 Q0B C18 H3 SING N N 36 Q0B C19 H4 SING N N 37 Q0B N21 H5 SING N N 38 Q0B N21 H6 SING N N 39 Q0B C6 H7 SING N N 40 Q0B C1 H8 SING N N 41 Q0B C2 H9 SING N N 42 Q0B C3 H10 SING N N 43 Q0B N24 H11 SING N N 44 Q0B C35 H12 SING N N 45 Q0B C35 H13 SING N N 46 Q0B C36 H14 SING N N 47 Q0B C36 H15 SING N N 48 Q0B C37 H16 SING N N 49 Q0B C37 H17 SING N N 50 Q0B C39 H18 SING N N 51 Q0B C39 H19 SING N N 52 Q0B C40 H20 SING N N 53 Q0B C40 H21 SING N N 54 Q0B C40 H22 SING N N 55 # 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 Q0B SMILES ACDLabs 12.01 "Clc1ccccc1n3c(c(c2nc4ccccc4nc23)C(=O)NCCCOCC)N" Q0B InChI InChI 1.03 "InChI=1S/C22H22ClN5O2/c1-2-30-13-7-12-25-22(29)18-19-21(27-16-10-5-4-9-15(16)26-19)28(20(18)24)17-11-6-3-8-14(17)23/h3-6,8-11H,2,7,12-13,24H2,1H3,(H,25,29)" Q0B InChIKey InChI 1.03 JFHMDUNXLJNQOU-UHFFFAOYSA-N Q0B SMILES_CANONICAL CACTVS 3.385 "CCOCCCNC(=O)c1c(N)n(c2ccccc2Cl)c3nc4ccccc4nc13" Q0B SMILES CACTVS 3.385 "CCOCCCNC(=O)c1c(N)n(c2ccccc2Cl)c3nc4ccccc4nc13" Q0B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOCCCNC(=O)c1c2c(nc3ccccc3n2)n(c1N)c4ccccc4Cl" Q0B SMILES "OpenEye OEToolkits" 1.9.2 "CCOCCCNC(=O)c1c2c(nc3ccccc3n2)n(c1N)c4ccccc4Cl" # 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 Q0B "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-1-(2-chlorophenyl)-N-(3-ethoxypropyl)-1H-pyrrolo[2,3-b]quinoxaline-3-carboxamide" Q0B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-azanyl-1-(2-chlorophenyl)-N-(3-ethoxypropyl)pyrrolo[3,2-b]quinoxaline-3-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 Q0B "Create component" 2014-03-21 RCSB Q0B "Initial release" 2014-08-13 RCSB Q0B "Modify descriptor" 2014-09-05 RCSB #