data_9L5 # _chem_comp.id 9L5 _chem_comp.name "~{N}-[(1~{S})-1-(1,5-dimethylpyrazol-4-yl)ethyl]-1-ethyl-3-methyl-2-oxidanylidene-quinoxaline-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-01 _chem_comp.pdbx_modified_date 2018-06-08 _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 353.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9L5 _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 5O55 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 9L5 CAA C1 C 0 1 N N N 10.986 -12.264 2.363 4.404 3.266 -0.664 CAA 9L5 1 9L5 CAB C2 C 0 1 N N N 5.689 -10.841 2.895 6.288 -2.066 -0.710 CAB 9L5 2 9L5 CAC C3 C 0 1 N N N 10.789 -11.516 11.717 -6.236 -1.404 -0.706 CAC 9L5 3 9L5 CAD C4 C 0 1 N N N 10.978 -7.195 10.059 -3.623 -1.696 1.709 CAD 9L5 4 9L5 CAE C5 C 0 1 N N N 8.706 -11.186 13.986 -7.515 1.414 -0.895 CAE 9L5 5 9L5 CAH C6 C 0 1 Y N N 10.504 -11.140 6.919 0.634 0.695 0.468 CAH 9L5 6 9L5 CAI C7 C 0 1 Y N N 10.325 -11.777 5.686 1.884 1.237 0.506 CAI 9L5 7 9L5 CAJ C8 C 0 1 Y N N 9.397 -8.205 12.163 -4.117 1.439 0.322 CAJ 9L5 8 9L5 CAK C9 C 0 1 Y N N 8.358 -10.089 6.671 1.548 -1.452 -0.170 CAK 9L5 9 9L5 CAL C10 C 0 1 N N N 9.979 -13.062 3.190 4.447 2.414 0.607 CAL 9L5 10 9L5 CAP C11 C 0 1 N N N 9.603 -9.611 8.623 -0.909 -1.229 0.102 CAP 9L5 11 9L5 CAQ C12 C 0 1 Y N N 9.510 -10.297 7.413 0.452 -0.654 0.133 CAQ 9L5 12 9L5 CAR C13 C 0 1 N N N 6.863 -11.086 3.584 5.111 -1.186 -0.377 CAR 9L5 13 9L5 CAS C14 C 0 1 Y N N 10.060 -10.229 12.107 -5.586 -0.093 -0.346 CAS 9L5 14 9L5 CAT C15 C 0 1 Y N N 10.201 -9.050 11.530 -4.325 0.071 0.117 CAT 9L5 15 9L5 CAU C16 C 0 1 N N N 7.826 -11.941 3.054 5.328 0.223 -0.029 CAU 9L5 16 9L5 CAV C17 C 0 1 Y N N 8.184 -10.716 5.447 2.836 -0.904 -0.128 CAV 9L5 17 9L5 CAW C18 C 0 1 Y N N 9.160 -11.569 4.942 2.999 0.454 0.211 CAW 9L5 18 9L5 CAX C19 C 0 1 N N S 11.127 -8.691 10.357 -3.322 -1.026 0.366 CAX 9L5 19 9L5 NAM N1 N 0 1 Y N N 8.779 -8.912 13.115 -5.214 2.073 -0.006 NAM 9L5 20 9L5 NAN N2 N 0 1 N N N 7.057 -10.494 4.765 3.904 -1.671 -0.421 NAN 9L5 21 9L5 NAO N3 N 0 1 N N N 10.837 -9.456 9.124 -1.973 -0.456 0.397 NAO 9L5 22 9L5 NAY N4 N 0 1 Y N N 9.167 -10.106 13.085 -6.154 1.128 -0.437 NAY 9L5 23 9L5 NAZ N5 N 0 1 N N N 8.959 -12.162 3.749 4.262 1.004 0.255 NAZ 9L5 24 9L5 OAF O1 O 0 1 N N N 8.591 -9.126 9.122 -1.068 -2.398 -0.188 OAF 9L5 25 9L5 OAG O2 O 0 1 N N N 7.652 -12.492 1.965 6.454 0.684 0.004 OAG 9L5 26 9L5 H1 H1 H 0 1 N N N 11.744 -12.946 1.950 5.200 2.952 -1.339 H1 9L5 27 9L5 H2 H2 H 0 1 N N N 10.463 -11.755 1.540 3.439 3.137 -1.155 H2 9L5 28 9L5 H3 H3 H 0 1 N N N 11.476 -11.516 3.004 4.541 4.315 -0.402 H3 9L5 29 9L5 H4 H4 H 0 1 N N N 5.061 -10.148 3.474 5.934 -3.066 -0.960 H4 9L5 30 9L5 H5 H5 H 0 1 N N N 5.924 -10.393 1.918 6.826 -1.648 -1.560 H5 9L5 31 9L5 H6 H6 H 0 1 N N N 5.148 -11.787 2.744 6.955 -2.122 0.151 H6 9L5 32 9L5 H7 H7 H 0 1 N N N 11.726 -11.594 12.287 -6.044 -1.629 -1.755 H7 9L5 33 9L5 H8 H8 H 0 1 N N N 10.150 -12.382 11.942 -5.824 -2.198 -0.083 H8 9L5 34 9L5 H9 H9 H 0 1 N N N 11.015 -11.497 10.641 -7.312 -1.334 -0.541 H9 9L5 35 9L5 H10 H10 H 0 1 N N N 11.192 -6.616 10.970 -4.627 -2.120 1.686 H10 9L5 36 9L5 H11 H11 H 0 1 N N N 11.685 -6.907 9.267 -2.898 -2.489 1.889 H11 9L5 37 9L5 H12 H12 H 0 1 N N N 9.950 -6.988 9.726 -3.559 -0.956 2.507 H12 9L5 38 9L5 H13 H13 H 0 1 N N N 7.966 -10.783 14.693 -8.196 1.397 -0.044 H13 9L5 39 9L5 H14 H14 H 0 1 N N N 8.246 -11.989 13.391 -7.542 2.398 -1.362 H14 9L5 40 9L5 H15 H15 H 0 1 N N N 9.564 -11.589 14.544 -7.820 0.659 -1.620 H15 9L5 41 9L5 H16 H16 H 0 1 N N N 11.409 -11.301 7.486 -0.223 1.309 0.702 H16 9L5 42 9L5 H17 H17 H 0 1 N N N 11.093 -12.435 5.306 2.012 2.277 0.765 H17 9L5 43 9L5 H18 H18 H 0 1 N N N 9.267 -7.154 11.951 -3.210 1.893 0.692 H18 9L5 44 9L5 H19 H19 H 0 1 N N N 7.589 -9.432 7.050 1.408 -2.492 -0.428 H19 9L5 45 9L5 H20 H20 H 0 1 N N N 9.492 -13.810 2.547 5.411 2.543 1.098 H20 9L5 46 9L5 H21 H21 H 0 1 N N N 10.505 -13.571 4.011 3.650 2.727 1.281 H21 9L5 47 9L5 H22 H22 H 0 1 N N N 12.166 -8.883 10.664 -3.387 -1.765 -0.431 H22 9L5 48 9L5 H23 H23 H 0 1 N N N 11.602 -9.880 8.639 -1.846 0.477 0.628 H23 9L5 49 # 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 9L5 OAG CAU DOUB N N 1 9L5 CAA CAL SING N N 2 9L5 CAB CAR SING N N 3 9L5 CAU CAR SING N N 4 9L5 CAU NAZ SING N N 5 9L5 CAL NAZ SING N N 6 9L5 CAR NAN DOUB N N 7 9L5 NAZ CAW SING N N 8 9L5 NAN CAV SING N N 9 9L5 CAW CAV DOUB Y N 10 9L5 CAW CAI SING Y N 11 9L5 CAV CAK SING Y N 12 9L5 CAI CAH DOUB Y N 13 9L5 CAK CAQ DOUB Y N 14 9L5 CAH CAQ SING Y N 15 9L5 CAQ CAP SING N N 16 9L5 CAP OAF DOUB N N 17 9L5 CAP NAO SING N N 18 9L5 NAO CAX SING N N 19 9L5 CAD CAX SING N N 20 9L5 CAX CAT SING N N 21 9L5 CAT CAS DOUB Y N 22 9L5 CAT CAJ SING Y N 23 9L5 CAC CAS SING N N 24 9L5 CAS NAY SING Y N 25 9L5 CAJ NAM DOUB Y N 26 9L5 NAY NAM SING Y N 27 9L5 NAY CAE SING N N 28 9L5 CAA H1 SING N N 29 9L5 CAA H2 SING N N 30 9L5 CAA H3 SING N N 31 9L5 CAB H4 SING N N 32 9L5 CAB H5 SING N N 33 9L5 CAB H6 SING N N 34 9L5 CAC H7 SING N N 35 9L5 CAC H8 SING N N 36 9L5 CAC H9 SING N N 37 9L5 CAD H10 SING N N 38 9L5 CAD H11 SING N N 39 9L5 CAD H12 SING N N 40 9L5 CAE H13 SING N N 41 9L5 CAE H14 SING N N 42 9L5 CAE H15 SING N N 43 9L5 CAH H16 SING N N 44 9L5 CAI H17 SING N N 45 9L5 CAJ H18 SING N N 46 9L5 CAK H19 SING N N 47 9L5 CAL H20 SING N N 48 9L5 CAL H21 SING N N 49 9L5 CAX H22 SING N N 50 9L5 NAO H23 SING N N 51 # 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 9L5 InChI InChI 1.03 "InChI=1S/C19H23N5O2/c1-6-24-17-8-7-14(9-16(17)21-12(3)19(24)26)18(25)22-11(2)15-10-20-23(5)13(15)4/h7-11H,6H2,1-5H3,(H,22,25)/t11-/m0/s1" 9L5 InChIKey InChI 1.03 ZHMKNBFQCHDNKP-NSHDSACASA-N 9L5 SMILES_CANONICAL CACTVS 3.385 "CCN1C(=O)C(=Nc2cc(ccc12)C(=O)N[C@@H](C)c3cnn(C)c3C)C" 9L5 SMILES CACTVS 3.385 "CCN1C(=O)C(=Nc2cc(ccc12)C(=O)N[CH](C)c3cnn(C)c3C)C" 9L5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCN1c2ccc(cc2N=C(C1=O)C)C(=O)N[C@@H](C)c3cnn(c3C)C" 9L5 SMILES "OpenEye OEToolkits" 2.0.6 "CCN1c2ccc(cc2N=C(C1=O)C)C(=O)NC(C)c3cnn(c3C)C" # 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 9L5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(1~{S})-1-(1,5-dimethylpyrazol-4-yl)ethyl]-1-ethyl-3-methyl-2-oxidanylidene-quinoxaline-6-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 9L5 "Create component" 2017-06-01 EBI 9L5 "Initial release" 2018-06-13 RCSB #