data_NQQ # _chem_comp.id NQQ _chem_comp.name "2-chloranyl-4-[[1-methyl-3-(3-methyl-3-oxidanyl-butyl)-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 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 2019-12-11 _chem_comp.pdbx_modified_date 2020-04-17 _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 385.847 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NQQ _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 6TOJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 NQQ CL CL1 CL 0 0 N N N 4.928 67.422 177.221 -6.068 1.212 0.273 CL NQQ 1 NQQ C6 C1 C 0 1 N N N 12.422 72.685 183.688 4.153 3.743 0.414 C6 NQQ 2 NQQ C5 C2 C 0 1 N N N 9.986 72.983 184.160 3.364 4.025 -1.940 C5 NQQ 3 NQQ C8 C3 C 0 1 Y N N 9.634 66.609 184.903 2.175 -2.420 -0.011 C8 NQQ 4 NQQ C4 C4 C 0 1 N N N 11.252 72.241 184.548 3.079 3.344 -0.600 C4 NQQ 5 NQQ N3 N1 N 0 1 Y N N 7.277 66.566 177.919 -3.829 1.159 1.689 N3 NQQ 6 NQQ C2 C5 C 0 1 N N N 10.110 70.180 185.513 2.807 1.144 0.553 C2 NQQ 7 NQQ N1 N2 N 0 1 N N N 10.068 68.719 185.489 2.820 -0.310 0.374 N1 NQQ 8 NQQ N4 N3 N 0 1 N N N 3.933 68.876 180.485 -5.040 -1.168 -2.274 N4 NQQ 9 NQQ C17 C6 C 0 1 N N N 4.835 68.286 180.108 -4.503 -0.758 -1.360 C17 NQQ 10 NQQ C16 C7 C 0 1 Y N N 5.993 67.551 179.689 -3.826 -0.241 -0.209 C16 NQQ 11 NQQ C15 C8 C 0 1 Y N N 6.195 67.170 178.370 -4.453 0.684 0.630 C15 NQQ 12 NQQ C14 C9 C 0 1 Y N N 8.231 66.288 178.815 -2.600 0.789 2.004 C14 NQQ 13 NQQ C13 C10 C 0 1 Y N N 8.142 66.588 180.159 -1.907 -0.118 1.233 C13 NQQ 14 NQQ C12 C11 C 0 1 Y N N 6.998 67.230 180.626 -2.516 -0.655 0.100 C12 NQQ 15 NQQ N2 N4 N 0 1 N N N 6.828 67.506 181.965 -1.850 -1.571 -0.701 N2 NQQ 16 NQQ C11 C12 C 0 1 Y N N 7.752 67.210 182.975 -0.499 -1.852 -0.468 C11 NQQ 17 NQQ C10 C13 C 0 1 Y N N 8.094 65.884 183.239 -0.040 -3.161 -0.544 C10 NQQ 18 NQQ C9 C14 C 0 1 Y N N 9.037 65.572 184.204 1.293 -3.444 -0.316 C9 NQQ 19 NQQ N N5 N 0 1 N N N 10.602 66.622 185.901 3.543 -2.387 0.264 N NQQ 20 NQQ C C15 C 0 1 N N N 11.261 65.456 186.476 4.440 -3.544 0.294 C NQQ 21 NQQ C18 C16 C 0 1 Y N N 8.349 68.248 183.684 0.381 -0.821 -0.172 C18 NQQ 22 NQQ C7 C17 C 0 1 Y N N 9.293 67.928 184.645 1.718 -1.102 0.059 C7 NQQ 23 NQQ C1 C18 C 0 1 N N N 10.874 67.919 186.273 3.897 -1.109 0.496 C1 NQQ 24 NQQ O O1 O 0 1 N N N 11.662 68.286 187.122 5.022 -0.732 0.767 O NQQ 25 NQQ C3 C19 C 0 1 N N N 11.056 70.735 184.457 3.092 1.825 -0.787 C3 NQQ 26 NQQ O1 O2 O 0 1 N N N 11.545 72.561 185.918 1.796 3.753 -0.121 O1 NQQ 27 NQQ H1 H1 H 0 1 N N N 13.327 72.135 183.987 4.143 4.824 0.547 H1 NQQ 28 NQQ H2 H2 H 0 1 N N N 12.199 72.478 182.631 3.949 3.257 1.368 H2 NQQ 29 NQQ H3 H3 H 0 1 N N N 12.588 73.764 183.823 5.131 3.430 0.048 H3 NQQ 30 NQQ H4 H4 H 0 1 N N N 9.153 72.646 184.795 4.342 3.713 -2.306 H4 NQQ 31 NQQ H5 H5 H 0 1 N N N 10.138 74.064 184.298 2.599 3.741 -2.663 H5 NQQ 32 NQQ H6 H6 H 0 1 N N N 9.749 72.778 183.106 3.354 5.107 -1.807 H6 NQQ 33 NQQ H7 H7 H 0 1 N N N 10.451 70.510 186.505 1.829 1.456 0.918 H7 NQQ 34 NQQ H8 H8 H 0 1 N N N 9.098 70.569 185.325 3.572 1.428 1.275 H8 NQQ 35 NQQ H9 H9 H 0 1 N N N 9.127 65.798 178.464 -2.131 1.207 2.883 H9 NQQ 36 NQQ H10 H10 H 0 1 N N N 8.944 66.330 180.835 -0.902 -0.409 1.504 H10 NQQ 37 NQQ H11 H11 H 0 1 N N N 5.976 67.954 182.238 -2.321 -2.017 -1.422 H11 NQQ 38 NQQ H12 H12 H 0 1 N N N 7.617 65.090 182.684 -0.728 -3.961 -0.775 H12 NQQ 39 NQQ H13 H13 H 0 1 N N N 9.301 64.545 184.407 1.646 -4.463 -0.376 H13 NQQ 40 NQQ H14 H14 H 0 1 N N N 11.978 65.781 187.244 4.861 -3.704 -0.699 H14 NQQ 41 NQQ H15 H15 H 0 1 N N N 10.508 64.798 186.934 5.246 -3.361 1.005 H15 NQQ 42 NQQ H16 H16 H 0 1 N N N 11.794 64.909 185.685 3.881 -4.429 0.598 H16 NQQ 43 NQQ H17 H17 H 0 1 N N N 8.083 69.277 183.490 0.024 0.197 -0.114 H17 NQQ 44 NQQ H18 H18 H 0 1 N N N 10.647 70.497 183.464 2.327 1.541 -1.509 H18 NQQ 45 NQQ H19 H19 H 0 1 N N N 12.035 70.249 184.577 4.070 1.513 -1.152 H19 NQQ 46 NQQ H20 H20 H 0 1 N N N 10.821 72.289 186.469 1.065 3.532 -0.715 H20 NQQ 47 # # 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 NQQ CL C15 SING N N 1 NQQ N3 C15 DOUB Y N 2 NQQ N3 C14 SING Y N 3 NQQ C15 C16 SING Y N 4 NQQ C14 C13 DOUB Y N 5 NQQ C16 C17 SING N N 6 NQQ C16 C12 DOUB Y N 7 NQQ C17 N4 TRIP N N 8 NQQ C13 C12 SING Y N 9 NQQ C12 N2 SING N N 10 NQQ N2 C11 SING N N 11 NQQ C11 C10 DOUB Y N 12 NQQ C11 C18 SING Y N 13 NQQ C10 C9 SING Y N 14 NQQ C18 C7 DOUB Y N 15 NQQ C6 C4 SING N N 16 NQQ C5 C4 SING N N 17 NQQ C9 C8 DOUB Y N 18 NQQ C3 C4 SING N N 19 NQQ C3 C2 SING N N 20 NQQ C4 O1 SING N N 21 NQQ C7 C8 SING Y N 22 NQQ C7 N1 SING N N 23 NQQ C8 N SING N N 24 NQQ N1 C2 SING N N 25 NQQ N1 C1 SING N N 26 NQQ N C1 SING N N 27 NQQ N C SING N N 28 NQQ C1 O DOUB N N 29 NQQ C6 H1 SING N N 30 NQQ C6 H2 SING N N 31 NQQ C6 H3 SING N N 32 NQQ C5 H4 SING N N 33 NQQ C5 H5 SING N N 34 NQQ C5 H6 SING N N 35 NQQ C2 H7 SING N N 36 NQQ C2 H8 SING N N 37 NQQ C14 H9 SING N N 38 NQQ C13 H10 SING N N 39 NQQ N2 H11 SING N N 40 NQQ C10 H12 SING N N 41 NQQ C9 H13 SING N N 42 NQQ C H14 SING N N 43 NQQ C H15 SING N N 44 NQQ C H16 SING N N 45 NQQ C18 H17 SING N N 46 NQQ C3 H18 SING N N 47 NQQ C3 H19 SING N N 48 NQQ O1 H20 SING N N 49 # # 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 NQQ InChI InChI 1.03 "InChI=1S/C19H20ClN5O2/c1-19(2,27)7-9-25-16-10-12(4-5-15(16)24(3)18(25)26)23-14-6-8-22-17(20)13(14)11-21/h4-6,8,10,27H,7,9H2,1-3H3,(H,22,23)" NQQ InChIKey InChI 1.03 MSNMXJGUICGVME-UHFFFAOYSA-N NQQ SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)N(CCC(C)(C)O)c2cc(Nc3ccnc(Cl)c3C#N)ccc12" NQQ SMILES CACTVS 3.385 "CN1C(=O)N(CCC(C)(C)O)c2cc(Nc3ccnc(Cl)c3C#N)ccc12" NQQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" NQQ SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)(CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" # _pdbx_chem_comp_identifier.comp_id NQQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-chloranyl-4-[[1-methyl-3-(3-methyl-3-oxidanyl-butyl)-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NQQ "Create component" 2019-12-11 PDBE NQQ "Initial release" 2020-04-22 RCSB ##