data_2O3 # _chem_comp.id 2O3 _chem_comp.name "(3R)-N-[3-(3,4-dihydroquinolin-1(2H)-yl)propyl]-3-methyl-2-oxo-1,2,3,4-tetrahydroquinoxaline-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-12 _chem_comp.pdbx_modified_date 2014-01-24 _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 378.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2O3 _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 4NYW _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 2O3 CAS CAS C 0 1 N N N 14.746 28.926 0.874 -4.446 -1.568 0.763 CAS 2O3 1 2O3 CAT CAT C 0 1 N N N 14.388 30.361 0.877 -5.730 -2.374 0.533 CAT 2O3 2 2O3 CAU CAU C 0 1 N N N 15.564 31.210 0.393 -6.918 -1.487 0.914 CAU 2O3 3 2O3 CAV CAV C 0 1 Y N N 16.245 30.677 -0.705 -6.754 -0.124 0.290 CAV 2O3 4 2O3 CBA CBA C 0 1 Y N N 17.098 31.523 -1.421 -7.861 0.708 0.236 CBA 2O3 5 2O3 CAZ CAZ C 0 1 Y N N 17.834 31.086 -2.503 -7.764 1.968 -0.320 CAZ 2O3 6 2O3 CAY CAY C 0 1 Y N N 17.728 29.775 -2.919 -6.555 2.407 -0.827 CAY 2O3 7 2O3 CAX CAX C 0 1 Y N N 16.885 28.920 -2.195 -5.450 1.584 -0.779 CAX 2O3 8 2O3 CAW CAW C 0 1 Y N N 16.117 29.348 -1.106 -5.542 0.308 -0.221 CAW 2O3 9 2O3 NAR NAR N 0 1 N N N 15.339 28.469 -0.403 -4.393 -0.481 -0.216 NAR 2O3 10 2O3 CAQ CAQ C 0 1 N N N 15.416 27.008 -0.595 -3.191 0.342 -0.025 CAQ 2O3 11 2O3 CAP CAP C 0 1 N N N 16.727 26.537 0.089 -1.946 -0.542 -0.131 CAP 2O3 12 2O3 CAO CAO C 0 1 N N N 17.187 25.230 -0.535 -0.692 0.332 -0.060 CAO 2O3 13 2O3 NAN NAN N 0 1 N N N 17.865 25.542 -1.827 0.499 -0.514 -0.161 NAN 2O3 14 2O3 CAM CAM C 0 1 N N N 19.162 25.897 -1.905 1.726 0.043 -0.122 CAM 2O3 15 2O3 OBB OBB O 0 1 N N N 19.846 25.948 -0.876 1.844 1.247 -0.003 OBB 2O3 16 2O3 CAL CAL C 0 1 Y N N 19.700 26.246 -3.172 2.925 -0.809 -0.223 CAL 2O3 17 2O3 CAG CAG C 0 1 Y N N 21.055 26.592 -3.348 4.204 -0.235 -0.183 CAG 2O3 18 2O3 N N N 0 1 N N N 21.982 26.583 -2.276 4.347 1.140 -0.053 N 2O3 19 2O3 CA CA C 0 1 N N R 23.366 26.262 -2.572 5.512 1.496 0.764 CA 2O3 20 2O3 CB CB C 0 1 N N N 24.220 26.530 -1.310 5.747 3.006 0.683 CB 2O3 21 2O3 C C C 0 1 N N N 23.874 26.925 -3.715 6.735 0.772 0.263 C 2O3 22 2O3 O O O 0 1 N N N 25.032 27.269 -3.871 7.823 1.306 0.304 O 2O3 23 2O3 NAC NAC N 0 1 N N N 22.964 27.273 -4.711 6.608 -0.479 -0.233 NAC 2O3 24 2O3 CAH CAH C 0 1 Y N N 21.606 26.919 -4.587 5.328 -1.055 -0.278 CAH 2O3 25 2O3 CAI CAI C 0 1 Y N N 20.806 26.994 -5.721 5.181 -2.424 -0.414 CAI 2O3 26 2O3 CAJ CAJ C 0 1 Y N N 19.475 26.656 -5.579 3.916 -2.989 -0.454 CAJ 2O3 27 2O3 CAK CAK C 0 1 Y N N 18.916 26.330 -4.342 2.795 -2.195 -0.354 CAK 2O3 28 2O3 H1 H1 H 0 1 N N N 13.835 28.339 1.065 -4.450 -1.153 1.771 H1 2O3 29 2O3 H2 H2 H 0 1 N N N 15.473 28.747 1.680 -3.579 -2.217 0.639 H2 2O3 30 2O3 H3 H3 H 0 1 N N N 14.120 30.665 1.900 -5.804 -2.658 -0.517 H3 2O3 31 2O3 H4 H4 H 0 1 N N N 13.528 30.520 0.210 -5.722 -3.267 1.157 H4 2O3 32 2O3 H5 H5 H 0 1 N N N 16.278 31.315 1.223 -7.841 -1.942 0.554 H5 2O3 33 2O3 H6 H6 H 0 1 N N N 15.180 32.202 0.112 -6.962 -1.385 1.998 H6 2O3 34 2O3 H7 H7 H 0 1 N N N 17.184 32.555 -1.116 -8.807 0.368 0.631 H7 2O3 35 2O3 H8 H8 H 0 1 N N N 18.491 31.768 -3.023 -8.632 2.610 -0.360 H8 2O3 36 2O3 H9 H9 H 0 1 N N N 18.278 29.418 -3.777 -6.476 3.393 -1.261 H9 2O3 37 2O3 H10 H10 H 0 1 N N N 16.826 27.883 -2.491 -4.506 1.930 -1.175 H10 2O3 38 2O3 H11 H11 H 0 1 N N N 14.548 26.518 -0.129 -3.153 1.115 -0.793 H11 2O3 39 2O3 H12 H12 H 0 1 N N N 15.441 26.767 -1.668 -3.222 0.809 0.959 H12 2O3 40 2O3 H13 H13 H 0 1 N N N 17.506 27.302 -0.047 -1.937 -1.257 0.692 H13 2O3 41 2O3 H14 H14 H 0 1 N N N 16.545 26.386 1.163 -1.961 -1.080 -1.079 H14 2O3 42 2O3 H15 H15 H 0 1 N N N 16.319 24.579 -0.718 -0.701 1.047 -0.883 H15 2O3 43 2O3 H16 H16 H 0 1 N N N 17.890 24.722 0.141 -0.677 0.870 0.888 H16 2O3 44 2O3 H17 H17 H 0 1 N N N 17.333 25.485 -2.672 0.405 -1.475 -0.255 H17 2O3 45 2O3 H18 H18 H 0 1 N N N 21.970 27.495 -1.865 4.389 1.586 -0.956 H18 2O3 46 2O3 H19 H19 H 0 1 N N N 23.421 25.179 -2.758 5.326 1.214 1.801 H19 2O3 47 2O3 H20 H20 H 0 1 N N N 23.786 25.995 -0.452 4.867 3.530 1.055 H20 2O3 48 2O3 H21 H21 H 0 1 N N N 25.247 26.176 -1.481 6.612 3.272 1.290 H21 2O3 49 2O3 H22 H22 H 0 1 N N N 24.234 27.610 -1.100 5.928 3.290 -0.354 H22 2O3 50 2O3 H23 H23 H 0 1 N N N 23.276 27.776 -5.517 7.383 -0.967 -0.552 H23 2O3 51 2O3 H24 H24 H 0 1 N N N 21.209 27.304 -6.674 6.055 -3.054 -0.494 H24 2O3 52 2O3 H25 H25 H 0 1 N N N 18.844 26.643 -6.456 3.809 -4.058 -0.561 H25 2O3 53 2O3 H26 H26 H 0 1 N N N 17.855 26.137 -4.279 1.813 -2.643 -0.384 H26 2O3 54 # 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 2O3 CAI CAJ DOUB Y N 1 2O3 CAI CAH SING Y N 2 2O3 CAJ CAK SING Y N 3 2O3 NAC CAH SING N N 4 2O3 NAC C SING N N 5 2O3 CAH CAG DOUB Y N 6 2O3 CAK CAL DOUB Y N 7 2O3 O C DOUB N N 8 2O3 C CA SING N N 9 2O3 CAG CAL SING Y N 10 2O3 CAG N SING N N 11 2O3 CAL CAM SING N N 12 2O3 CAY CAZ DOUB Y N 13 2O3 CAY CAX SING Y N 14 2O3 CA N SING N N 15 2O3 CA CB SING N N 16 2O3 CAZ CBA SING Y N 17 2O3 CAX CAW DOUB Y N 18 2O3 CAM NAN SING N N 19 2O3 CAM OBB DOUB N N 20 2O3 NAN CAO SING N N 21 2O3 CBA CAV DOUB Y N 22 2O3 CAW CAV SING Y N 23 2O3 CAW NAR SING N N 24 2O3 CAV CAU SING N N 25 2O3 CAQ NAR SING N N 26 2O3 CAQ CAP SING N N 27 2O3 CAO CAP SING N N 28 2O3 NAR CAS SING N N 29 2O3 CAU CAT SING N N 30 2O3 CAS CAT SING N N 31 2O3 CAS H1 SING N N 32 2O3 CAS H2 SING N N 33 2O3 CAT H3 SING N N 34 2O3 CAT H4 SING N N 35 2O3 CAU H5 SING N N 36 2O3 CAU H6 SING N N 37 2O3 CBA H7 SING N N 38 2O3 CAZ H8 SING N N 39 2O3 CAY H9 SING N N 40 2O3 CAX H10 SING N N 41 2O3 CAQ H11 SING N N 42 2O3 CAQ H12 SING N N 43 2O3 CAP H13 SING N N 44 2O3 CAP H14 SING N N 45 2O3 CAO H15 SING N N 46 2O3 CAO H16 SING N N 47 2O3 NAN H17 SING N N 48 2O3 N H18 SING N N 49 2O3 CA H19 SING N N 50 2O3 CB H20 SING N N 51 2O3 CB H21 SING N N 52 2O3 CB H22 SING N N 53 2O3 NAC H23 SING N N 54 2O3 CAI H24 SING N N 55 2O3 CAJ H25 SING N N 56 2O3 CAK H26 SING N N 57 # 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 2O3 SMILES ACDLabs 12.01 "O=C2Nc1cccc(c1NC2C)C(=O)NCCCN4c3ccccc3CCC4" 2O3 InChI InChI 1.03 "InChI=1S/C22H26N4O2/c1-15-21(27)25-18-10-4-9-17(20(18)24-15)22(28)23-12-6-14-26-13-5-8-16-7-2-3-11-19(16)26/h2-4,7,9-11,15,24H,5-6,8,12-14H2,1H3,(H,23,28)(H,25,27)/t15-/m1/s1" 2O3 InChIKey InChI 1.03 XBNNWBHEMSYHTJ-OAHLLOKOSA-N 2O3 SMILES_CANONICAL CACTVS 3.385 "C[C@H]1Nc2c(NC1=O)cccc2C(=O)NCCCN3CCCc4ccccc34" 2O3 SMILES CACTVS 3.385 "C[CH]1Nc2c(NC1=O)cccc2C(=O)NCCCN3CCCc4ccccc34" 2O3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1C(=O)Nc2cccc(c2N1)C(=O)NCCCN3CCCc4c3cccc4" 2O3 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(=O)Nc2cccc(c2N1)C(=O)NCCCN3CCCc4c3cccc4" # 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 2O3 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-N-[3-(3,4-dihydroquinolin-1(2H)-yl)propyl]-3-methyl-2-oxo-1,2,3,4-tetrahydroquinoxaline-5-carboxamide" 2O3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-N-[3-(3,4-dihydro-2H-quinolin-1-yl)propyl]-3-methyl-2-oxidanylidene-3,4-dihydro-1H-quinoxaline-5-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 2O3 "Create component" 2013-12-12 RCSB 2O3 "Initial release" 2014-01-29 RCSB #