data_4OQ # _chem_comp.id 4OQ _chem_comp.name "2-chloro-5-ethyl-8-fluoro-11-(4-methylpiperazin-1-yl)-dibenzodiazepine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl F N4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-29 _chem_comp.pdbx_modified_date 2015-06-19 _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 372.867 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4OQ _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 4ZJI _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 4OQ C1 C1 C 0 1 N N N 13.036 47.214 46.881 1.498 0.542 2.879 C1 4OQ 1 4OQ C2 C2 C 0 1 Y N N 11.025 45.984 46.037 2.439 0.123 0.607 C2 4OQ 2 4OQ C3 C3 C 0 1 Y N N 10.511 45.803 47.327 3.759 0.514 0.754 C3 4OQ 3 4OQ C11 C4 C 0 1 Y N N 10.739 50.136 43.424 -1.516 2.948 -0.456 C11 4OQ 4 4OQ C12 C5 C 0 1 Y N N 11.168 50.380 44.708 -0.710 3.532 0.506 C12 4OQ 5 4OQ C13 C6 C 0 1 Y N N 11.634 49.326 45.476 0.269 2.788 1.140 C13 4OQ 6 4OQ C14 C7 C 0 1 Y N N 11.678 48.027 44.960 0.441 1.452 0.819 C14 4OQ 7 4OQ C15 C8 C 0 1 N N N 12.900 47.045 41.276 -1.435 -2.677 -1.081 C15 4OQ 8 4OQ C16 C9 C 0 1 N N N 14.083 46.138 41.555 -2.329 -3.497 -0.144 C16 4OQ 9 4OQ C17 C10 C 0 1 N N N 15.106 44.001 41.096 -4.597 -3.727 0.672 C17 4OQ 10 4OQ C18 C11 C 0 1 N N N 12.704 44.212 41.209 -3.593 -1.530 0.501 C18 4OQ 11 4OQ C19 C12 C 0 1 N N N 11.507 45.112 40.940 -2.751 -0.629 -0.409 C19 4OQ 12 4OQ CL CL1 CL 0 0 N N N 9.998 51.415 42.516 -2.727 3.897 -1.260 CL 4OQ 13 4OQ C10 C13 C 0 1 Y N N 10.798 48.877 42.869 -1.360 1.615 -0.781 C10 4OQ 14 4OQ N N1 N 0 1 N N N 12.071 46.936 45.799 1.457 0.708 1.424 N 4OQ 15 4OQ C C14 C 0 1 N N N 13.917 46.004 47.268 0.707 -0.708 3.271 C 4OQ 16 4OQ C9 C15 C 0 1 Y N N 11.261 47.805 43.633 -0.389 0.847 -0.135 C9 4OQ 17 4OQ C8 C16 C 0 1 N N N 11.247 46.446 43.029 -0.274 -0.589 -0.425 C8 4OQ 18 4OQ N2 N2 N 0 1 N N N 11.656 46.376 41.680 -1.449 -1.276 -0.632 N2 4OQ 19 4OQ N3 N3 N 0 1 N N N 13.952 44.874 40.832 -3.660 -2.879 -0.078 N3 4OQ 20 4OQ N1 N4 N 0 1 N N N 10.894 45.358 43.620 0.815 -1.266 -0.506 N1 4OQ 21 4OQ C7 C17 C 0 1 Y N N 10.441 45.289 44.955 2.094 -0.813 -0.371 C7 4OQ 22 4OQ C6 C18 C 0 1 Y N N 9.359 44.433 45.192 3.083 -1.311 -1.222 C6 4OQ 23 4OQ C5 C19 C 0 1 Y N N 8.910 44.279 46.481 4.397 -0.905 -1.072 C5 4OQ 24 4OQ F F1 F 0 1 N N N 7.907 43.390 46.704 5.351 -1.391 -1.896 F 4OQ 25 4OQ C4 C20 C 0 1 Y N N 9.452 44.941 47.554 4.737 -0.002 -0.080 C4 4OQ 26 4OQ H1 H1 H 0 1 N N N 13.696 48.031 46.554 2.533 0.434 3.203 H1 4OQ 27 4OQ H2 H2 H 0 1 N N N 12.474 47.531 47.772 1.056 1.416 3.357 H2 4OQ 28 4OQ H3 H3 H 0 1 N N N 10.946 46.343 48.155 4.028 1.225 1.522 H3 4OQ 29 4OQ H4 H4 H 0 1 N N N 11.142 51.381 45.112 -0.845 4.573 0.762 H4 4OQ 30 4OQ H5 H5 H 0 1 N N N 11.968 49.510 46.487 0.900 3.250 1.886 H5 4OQ 31 4OQ H6 H6 H 0 1 N N N 13.014 47.980 41.845 -0.416 -3.062 -1.045 H6 4OQ 32 4OQ H7 H7 H 0 1 N N N 12.860 47.273 40.201 -1.818 -2.738 -2.099 H7 4OQ 33 4OQ H8 H8 H 0 1 N N N 14.133 45.932 42.634 -2.419 -4.514 -0.526 H8 4OQ 34 4OQ H9 H9 H 0 1 N N N 15.007 46.642 41.235 -1.888 -3.520 0.852 H9 4OQ 35 4OQ H10 H10 H 0 1 N N N 16.032 44.519 40.805 -5.592 -3.283 0.641 H10 4OQ 36 4OQ H11 H11 H 0 1 N N N 15.143 43.757 42.168 -4.627 -4.720 0.223 H11 4OQ 37 4OQ H12 H12 H 0 1 N N N 15.006 43.074 40.512 -4.267 -3.806 1.707 H12 4OQ 38 4OQ H13 H13 H 0 1 N N N 12.597 43.286 40.624 -3.135 -1.580 1.488 H13 4OQ 39 4OQ H14 H14 H 0 1 N N N 12.736 43.967 42.281 -4.600 -1.121 0.587 H14 4OQ 40 4OQ H15 H15 H 0 1 N N N 11.445 45.325 39.863 -3.260 -0.494 -1.363 H15 4OQ 41 4OQ H16 H16 H 0 1 N N N 10.588 44.604 41.267 -2.602 0.338 0.070 H16 4OQ 42 4OQ H17 H17 H 0 1 N N N 10.487 48.720 41.847 -1.991 1.166 -1.534 H17 4OQ 43 4OQ H18 H18 H 0 1 N N N 14.604 46.294 48.076 -0.328 -0.600 2.947 H18 4OQ 44 4OQ H19 H19 H 0 1 N N N 13.276 45.178 47.610 1.149 -1.582 2.793 H19 4OQ 45 4OQ H20 H20 H 0 1 N N N 14.498 45.678 46.392 0.738 -0.832 4.354 H20 4OQ 46 4OQ H22 H22 H 0 1 N N N 8.887 43.904 44.377 2.823 -2.015 -1.998 H22 4OQ 47 4OQ H23 H23 H 0 1 N N N 9.062 44.793 48.550 5.767 0.300 0.045 H23 4OQ 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 4OQ N3 C17 SING N N 1 4OQ N3 C18 SING N N 2 4OQ N3 C16 SING N N 3 4OQ C19 C18 SING N N 4 4OQ C19 N2 SING N N 5 4OQ C15 C16 SING N N 6 4OQ C15 N2 SING N N 7 4OQ N2 C8 SING N N 8 4OQ CL C11 SING N N 9 4OQ C10 C11 DOUB Y N 10 4OQ C10 C9 SING Y N 11 4OQ C8 N1 DOUB N N 12 4OQ C8 C9 SING N N 13 4OQ C11 C12 SING Y N 14 4OQ N1 C7 SING N N 15 4OQ C9 C14 DOUB Y N 16 4OQ C12 C13 DOUB Y N 17 4OQ C7 C6 DOUB Y N 18 4OQ C7 C2 SING Y N 19 4OQ C14 C13 SING Y N 20 4OQ C14 N SING N N 21 4OQ C6 C5 SING Y N 22 4OQ N C2 SING N N 23 4OQ N C1 SING N N 24 4OQ C2 C3 DOUB Y N 25 4OQ C5 F SING N N 26 4OQ C5 C4 DOUB Y N 27 4OQ C1 C SING N N 28 4OQ C3 C4 SING Y N 29 4OQ C1 H1 SING N N 30 4OQ C1 H2 SING N N 31 4OQ C3 H3 SING N N 32 4OQ C12 H4 SING N N 33 4OQ C13 H5 SING N N 34 4OQ C15 H6 SING N N 35 4OQ C15 H7 SING N N 36 4OQ C16 H8 SING N N 37 4OQ C16 H9 SING N N 38 4OQ C17 H10 SING N N 39 4OQ C17 H11 SING N N 40 4OQ C17 H12 SING N N 41 4OQ C18 H13 SING N N 42 4OQ C18 H14 SING N N 43 4OQ C19 H15 SING N N 44 4OQ C19 H16 SING N N 45 4OQ C10 H17 SING N N 46 4OQ C H18 SING N N 47 4OQ C H19 SING N N 48 4OQ C H20 SING N N 49 4OQ C6 H22 SING N N 50 4OQ C4 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 4OQ SMILES ACDLabs 12.01 "C(C)N3c1ccc(cc1N=C(c2c3ccc(Cl)c2)N4CCN(C)CC4)F" 4OQ InChI InChI 1.03 "InChI=1S/C20H22ClFN4/c1-3-26-18-6-4-14(21)12-16(18)20(25-10-8-24(2)9-11-25)23-17-13-15(22)5-7-19(17)26/h4-7,12-13H,3,8-11H2,1-2H3" 4OQ InChIKey InChI 1.03 NQBRFDSRSGHBBK-UHFFFAOYSA-N 4OQ SMILES_CANONICAL CACTVS 3.385 "CCN1c2ccc(F)cc2N=C(N3CCN(C)CC3)c4cc(Cl)ccc14" 4OQ SMILES CACTVS 3.385 "CCN1c2ccc(F)cc2N=C(N3CCN(C)CC3)c4cc(Cl)ccc14" 4OQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN1c2ccc(cc2C(=Nc3c1ccc(c3)F)N4CCN(CC4)C)Cl" 4OQ SMILES "OpenEye OEToolkits" 1.9.2 "CCN1c2ccc(cc2C(=Nc3c1ccc(c3)F)N4CCN(CC4)C)Cl" # 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 4OQ "SYSTEMATIC NAME" ACDLabs 12.01 "2-chloro-5-ethyl-8-fluoro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine" 4OQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-chloranyl-11-ethyl-3-fluoranyl-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzodiazepine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4OQ "Create component" 2015-04-29 EBI 4OQ "Initial release" 2015-06-24 RCSB #