data_8NQ # _chem_comp.id 8NQ _chem_comp.name "1-[2-[(1~{R},3~{S},5~{R})-3-[(6-bromanylpyridin-2-yl)carbamoyl]-2-azabicyclo[3.1.0]hexan-2-yl]-2-oxidanylidene-ethyl]indazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 Br N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-13 _chem_comp.pdbx_modified_date 2017-06-23 _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 483.318 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8NQ _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 5NB7 _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 8NQ C4 C1 C 0 1 N N R 10.877 10.764 1.375 -0.612 -5.206 1.151 C4 8NQ 1 8NQ C14 C2 C 0 1 Y N N 4.353 6.611 1.640 3.773 1.298 0.304 C14 8NQ 2 8NQ C5 C3 C 0 1 N N R 9.639 10.143 1.039 0.635 -4.468 0.630 C5 8NQ 3 8NQ C6 C4 C 0 1 N N N 10.915 9.606 0.554 0.104 -5.734 -0.095 C6 8NQ 4 8NQ C11 C5 C 0 1 Y N N 3.160 9.061 1.879 3.112 1.554 2.972 C11 8NQ 5 8NQ C7 C6 C 0 1 N N N 8.083 8.680 2.225 0.937 -2.024 0.072 C7 8NQ 6 8NQ C8 C7 C 0 1 N N N 7.439 8.298 0.901 2.419 -2.083 0.340 C8 8NQ 7 8NQ C9 C8 C 0 1 Y N N 5.056 7.793 1.395 3.154 0.228 0.980 C9 8NQ 8 8NQ C10 C9 C 0 1 Y N N 4.487 9.054 1.565 2.827 0.373 2.325 C10 8NQ 9 8NQ C12 C10 C 0 1 Y N N 2.410 7.931 2.112 3.722 2.604 2.298 C12 8NQ 10 8NQ C13 C11 C 0 1 Y N N 2.960 6.664 1.960 4.052 2.483 0.977 C13 8NQ 11 8NQ N1 N1 N 0 1 N N N 9.060 9.567 2.190 0.190 -3.141 0.166 N1 8NQ 12 8NQ N2 N2 N 0 1 Y N N 6.323 7.414 1.093 3.019 -0.776 0.058 N2 8NQ 13 8NQ C3 C12 C 0 1 N N N 11.052 10.745 2.850 -1.783 -4.218 0.938 C3 8NQ 14 8NQ N3 N3 N 0 1 N N N 3.934 3.700 1.921 4.704 0.928 -3.392 N3 8NQ 15 8NQ O1 O1 O 0 1 N N N 8.128 11.185 4.252 -1.592 -1.112 0.675 O1 8NQ 16 8NQ C1 C13 C 0 1 N N N 9.057 10.429 4.485 -1.938 -1.948 -0.132 C1 8NQ 17 8NQ C2 C14 C 0 1 N N S 9.896 9.854 3.324 -1.244 -3.285 -0.176 C2 8NQ 18 8NQ C15 C15 C 0 1 Y N N 5.253 5.542 1.383 3.972 0.798 -1.063 C15 8NQ 19 8NQ C16 C16 C 0 1 N N N 5.044 4.122 1.385 4.591 1.522 -2.188 C16 8NQ 20 8NQ O2 O2 O 0 1 N N N 5.961 3.370 0.909 4.999 2.657 -2.029 O2 8NQ 21 8NQ N4 N4 N 0 1 Y N N 6.432 6.092 1.064 3.486 -0.425 -1.085 N4 8NQ 22 8NQ O3 O3 O 0 1 N N N 7.766 8.129 3.278 0.417 -0.970 -0.229 O3 8NQ 23 8NQ N5 N5 N 0 1 N N N 9.453 10.026 5.736 -2.942 -1.682 -0.990 N5 8NQ 24 8NQ C17 C17 C 0 1 Y N N 8.762 10.215 6.989 -3.514 -0.411 -1.021 C17 8NQ 25 8NQ C18 C18 C 0 1 Y N N 7.816 11.198 7.138 -4.622 -0.174 -1.826 C18 8NQ 26 8NQ C19 C19 C 0 1 Y N N 7.115 11.247 8.379 -5.181 1.092 -1.847 C19 8NQ 27 8NQ C20 C20 C 0 1 Y N N 7.301 10.253 9.276 -4.610 2.081 -1.059 C20 8NQ 28 8NQ C21 C21 C 0 1 Y N N 8.263 9.282 9.190 -3.509 1.775 -0.282 C21 8NQ 29 8NQ BR1 BR1 BR 0 0 N N N 8.494 7.959 10.282 -2.724 3.117 0.795 BR1 8NQ 30 8NQ N6 N6 N 0 1 Y N N 8.947 9.261 7.960 -3.000 0.557 -0.279 N6 8NQ 31 8NQ H1 H1 H 0 1 N N N 11.095 11.725 0.885 -0.600 -5.790 2.071 H1 8NQ 32 8NQ H2 H2 H 0 1 N N N 8.984 10.640 0.308 1.579 -4.515 1.173 H2 8NQ 33 8NQ H3 H3 H 0 1 N N N 11.303 8.658 0.954 0.684 -6.652 0.006 H3 8NQ 34 8NQ H4 H4 H 0 1 N N N 11.182 9.692 -0.510 -0.387 -5.593 -1.058 H4 8NQ 35 8NQ H5 H5 H 0 1 N N N 2.664 10.018 1.950 2.858 1.666 4.016 H5 8NQ 36 8NQ H6 H6 H 0 1 N N N 8.188 7.796 0.271 2.589 -2.343 1.385 H6 8NQ 37 8NQ H7 H7 H 0 1 N N N 7.089 9.211 0.397 2.874 -2.838 -0.301 H7 8NQ 38 8NQ H8 H8 H 0 1 N N N 5.058 9.964 1.455 2.353 -0.438 2.858 H8 8NQ 39 8NQ H9 H9 H 0 1 N N N 1.379 8.030 2.417 3.938 3.524 2.822 H9 8NQ 40 8NQ H10 H10 H 0 1 N N N 2.368 5.768 2.077 4.527 3.303 0.459 H10 8NQ 41 8NQ H11 H11 H 0 1 N N N 12.024 10.312 3.127 -2.677 -4.744 0.603 H11 8NQ 42 8NQ H12 H12 H 0 1 N N N 10.969 11.758 3.271 -1.984 -3.655 1.850 H12 8NQ 43 8NQ H13 H13 H 0 1 N N N 3.750 2.719 1.982 4.378 0.023 -3.519 H13 8NQ 44 8NQ H14 H14 H 0 1 N N N 3.266 4.357 2.271 5.111 1.405 -4.132 H14 8NQ 45 8NQ H15 H15 H 0 1 N N N 10.336 8.911 3.679 -1.361 -3.749 -1.155 H15 8NQ 46 8NQ H16 H16 H 0 1 N N N 10.327 9.542 5.785 -3.266 -2.375 -1.587 H16 8NQ 47 8NQ H17 H17 H 0 1 N N N 7.611 11.905 6.348 -5.041 -0.967 -2.428 H17 8NQ 48 8NQ H18 H18 H 0 1 N N N 6.446 12.066 8.599 -6.042 1.305 -2.464 H18 8NQ 49 8NQ H19 H19 H 0 1 N N N 6.638 10.222 10.128 -5.022 3.079 -1.053 H19 8NQ 50 # 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 8NQ C6 C5 SING N N 1 8NQ C6 C4 SING N N 2 8NQ C8 N2 SING N N 3 8NQ C8 C7 SING N N 4 8NQ O2 C16 DOUB N N 5 8NQ C5 C4 SING N N 6 8NQ C5 N1 SING N N 7 8NQ N4 N2 SING Y N 8 8NQ N4 C15 DOUB Y N 9 8NQ N2 C9 SING Y N 10 8NQ C4 C3 SING N N 11 8NQ C15 C16 SING N N 12 8NQ C15 C14 SING Y N 13 8NQ C16 N3 SING N N 14 8NQ C9 C10 DOUB Y N 15 8NQ C9 C14 SING Y N 16 8NQ C10 C11 SING Y N 17 8NQ C14 C13 DOUB Y N 18 8NQ C11 C12 DOUB Y N 19 8NQ C13 C12 SING Y N 20 8NQ N1 C7 SING N N 21 8NQ N1 C2 SING N N 22 8NQ C7 O3 DOUB N N 23 8NQ C3 C2 SING N N 24 8NQ C2 C1 SING N N 25 8NQ O1 C1 DOUB N N 26 8NQ C1 N5 SING N N 27 8NQ N5 C17 SING N N 28 8NQ C17 C18 DOUB Y N 29 8NQ C17 N6 SING Y N 30 8NQ C18 C19 SING Y N 31 8NQ N6 C21 DOUB Y N 32 8NQ C19 C20 DOUB Y N 33 8NQ C21 C20 SING Y N 34 8NQ C21 BR1 SING N N 35 8NQ C4 H1 SING N N 36 8NQ C5 H2 SING N N 37 8NQ C6 H3 SING N N 38 8NQ C6 H4 SING N N 39 8NQ C11 H5 SING N N 40 8NQ C8 H6 SING N N 41 8NQ C8 H7 SING N N 42 8NQ C10 H8 SING N N 43 8NQ C12 H9 SING N N 44 8NQ C13 H10 SING N N 45 8NQ C3 H11 SING N N 46 8NQ C3 H12 SING N N 47 8NQ N3 H13 SING N N 48 8NQ N3 H14 SING N N 49 8NQ C2 H15 SING N N 50 8NQ N5 H16 SING N N 51 8NQ C18 H17 SING N N 52 8NQ C19 H18 SING N N 53 8NQ C20 H19 SING N N 54 # 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 8NQ InChI InChI 1.03 "InChI=1S/C21H19BrN6O3/c22-16-6-3-7-17(24-16)25-21(31)15-9-11-8-14(11)28(15)18(29)10-27-13-5-2-1-4-12(13)19(26-27)20(23)30/h1-7,11,14-15H,8-10H2,(H2,23,30)(H,24,25,31)/t11-,14-,15+/m1/s1" 8NQ InChIKey InChI 1.03 CWZUTHDJLNZLCM-DFBGVHRSSA-N 8NQ SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1nn(CC(=O)N2[C@@H]3C[C@@H]3C[C@H]2C(=O)Nc4cccc(Br)n4)c5ccccc15" 8NQ SMILES CACTVS 3.385 "NC(=O)c1nn(CC(=O)N2[CH]3C[CH]3C[CH]2C(=O)Nc4cccc(Br)n4)c5ccccc15" 8NQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(nn2CC(=O)N3[C@@H]4C[C@@H]4C[C@H]3C(=O)Nc5cccc(n5)Br)C(=O)N" 8NQ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(nn2CC(=O)N3C4CC4CC3C(=O)Nc5cccc(n5)Br)C(=O)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 8NQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[2-[(1~{R},3~{S},5~{R})-3-[(6-bromanylpyridin-2-yl)carbamoyl]-2-azabicyclo[3.1.0]hexan-2-yl]-2-oxidanylidene-ethyl]indazole-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 8NQ "Create component" 2017-02-13 EBI 8NQ "Other modification" 2017-03-01 EBI 8NQ "Initial release" 2017-06-28 RCSB #