data_12C # _chem_comp.id 12C _chem_comp.name "4-[(3S)-1-AZABICYCLO[2.2.2]OCT-3-YLAMINO]-3-(1H-BENZIMIDAZOL-2-YL)-6-CHLOROQUINOLIN-2(1H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-03-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 419.907 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 12C _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 12C C1 C1 C 0 1 Y N N 4.919 -1.474 46.017 -2.067 1.087 -0.141 C1 12C 1 12C C2 C2 C 0 1 Y N N 5.724 -2.323 45.228 -3.091 0.163 -0.366 C2 12C 2 12C C3 C3 C 0 1 Y N N 7.050 -2.002 44.931 -4.405 0.564 -0.266 C3 12C 3 12C CL CL CL 0 0 N N N 7.982 -3.080 43.971 -5.682 -0.577 -0.550 CL 12C 4 12C C4 C4 C 0 1 Y N N 7.619 -0.819 45.408 -4.714 1.877 0.067 C4 12C 5 12C C5 C5 C 0 1 Y N N 6.846 0.047 46.200 -3.715 2.798 0.296 C5 12C 6 12C C6 C6 C 0 1 Y N N 5.511 -0.284 46.498 -2.381 2.415 0.195 C6 12C 7 12C N1 N1 N 0 1 Y N N 4.761 0.587 47.301 -1.369 3.327 0.422 N1 12C 8 12C C7 C7 C 0 1 Y N N 3.451 0.351 47.664 -0.074 2.980 0.329 C7 12C 9 12C O1 O1 O 0 1 N N N 2.841 1.155 48.375 0.783 3.821 0.538 O1 12C 10 12C C8 C8 C 0 1 Y N N 2.801 -0.905 47.148 0.318 1.662 -0.005 C8 12C 11 12C C9 C9 C 0 1 Y N N 1.428 -1.221 47.490 1.746 1.316 -0.099 C9 12C 12 12C C10 C10 C 0 1 Y N N 3.502 -1.781 46.362 -0.656 0.692 -0.246 C10 12C 13 12C N2 N2 N 0 1 N N N 2.896 -2.940 45.868 -0.306 -0.596 -0.572 N2 12C 14 12C C11 C11 C 0 1 N N S 2.812 -3.502 44.528 -0.737 -1.709 0.276 C11 12C 15 12C N3 N3 N 0 1 Y N N 0.691 -2.272 47.133 2.744 1.872 0.659 N3 12C 16 12C C12 C12 C 0 1 Y N N -0.541 -2.094 47.709 3.932 1.281 0.267 C12 12C 17 12C C13 C13 C 0 1 Y N N -0.581 -0.905 48.435 3.600 0.362 -0.743 C13 12C 18 12C N4 N4 N 0 1 Y N N 0.674 -0.369 48.281 2.256 0.425 -0.918 N4 12C 19 12C C14 C14 C 0 1 Y N N -1.691 -2.913 47.650 5.253 1.427 0.662 C14 12C 20 12C C15 C15 C 0 1 Y N N -2.847 -2.502 48.334 6.238 0.670 0.062 C15 12C 21 12C C16 C16 C 0 1 Y N N -2.859 -1.300 49.060 5.916 -0.238 -0.936 C16 12C 22 12C C17 C17 C 0 1 Y N N -1.721 -0.471 49.129 4.610 -0.397 -1.341 C17 12C 23 12C C18 C18 C 0 1 N N N 1.417 -3.186 43.915 0.286 -1.932 1.389 C18 12C 24 12C N5 N5 N 0 1 N N N 0.718 -4.495 43.542 0.855 -3.272 1.323 N5 12C 25 12C C19 C19 C 0 1 N N N 1.540 -5.244 42.506 1.529 -3.458 0.046 C19 12C 26 12C C20 C20 C 0 1 N N N 2.913 -5.570 43.113 0.557 -3.301 -1.124 C20 12C 27 12C C21 C21 C 0 1 N N N 0.515 -5.369 44.776 -0.201 -4.263 1.476 C21 12C 28 12C C22 C22 C 0 1 N N N 1.883 -5.698 45.382 -1.249 -4.138 0.364 C22 12C 29 12C C23 C23 C 0 1 N N N 3.010 -5.040 44.564 -0.842 -2.988 -0.567 C23 12C 30 12C H2 H2 H 0 1 N N N 5.305 -3.242 44.845 -2.854 -0.860 -0.622 H2 12C 31 12C H4 H4 H 0 1 N N N 8.643 -0.572 45.170 -5.748 2.179 0.147 H4 12C 32 12C H5 H5 H 0 1 N N N 7.275 0.963 46.579 -3.967 3.816 0.554 H5 12C 33 12C HN1 HN1 H 0 1 N N N 5.199 1.424 47.628 -1.598 4.241 0.653 HN1 12C 34 12C HN2 HN2 H 0 1 N N N 3.363 -3.663 46.377 0.227 -0.767 -1.364 HN2 12C 35 12C H11 H11 H 0 1 N N N 3.606 -3.053 43.914 -1.709 -1.480 0.714 H11 12C 36 12C HN3 HN3 H 0 1 N N N 0.979 -3.039 46.559 2.637 2.552 1.342 HN3 12C 37 12C H14 H14 H 0 1 N N N -1.681 -3.837 47.090 5.511 2.133 1.438 H14 12C 38 12C H15 H15 H 0 1 N N N -3.735 -3.116 48.301 7.266 0.785 0.370 H15 12C 39 12C H16 H16 H 0 1 N N N -3.760 -1.004 49.577 6.696 -0.825 -1.399 H16 12C 40 12C H17 H17 H 0 1 N N N -1.726 0.453 49.688 4.366 -1.107 -2.119 H17 12C 41 12C H181 1H18 H 0 0 N N N 1.543 -2.567 43.014 1.087 -1.199 1.289 H181 12C 42 12C H182 2H18 H 0 0 N N N 0.807 -2.641 44.651 -0.201 -1.798 2.354 H182 12C 43 12C H191 1H19 H 0 0 N N N 1.665 -4.624 41.606 2.324 -2.718 -0.049 H191 12C 44 12C H192 2H19 H 0 0 N N N 1.026 -6.176 42.226 1.967 -4.456 0.015 H192 12C 45 12C H201 1H20 H 0 0 N N N 3.692 -5.086 42.506 0.886 -2.484 -1.765 H201 12C 46 12C H202 2H20 H 0 0 N N N 3.053 -6.661 43.119 0.523 -4.228 -1.697 H202 12C 47 12C H211 1H21 H 0 0 N N N 0.000 -6.299 44.493 0.237 -5.261 1.444 H211 12C 48 12C H212 2H21 H 0 0 N N N -0.097 -4.830 45.514 -0.687 -4.119 2.441 H212 12C 49 12C H221 1H22 H 0 0 N N N 2.025 -6.789 45.369 -2.225 -3.928 0.800 H221 12C 50 12C H222 2H22 H 0 0 N N N 1.920 -5.320 46.414 -1.291 -5.069 -0.201 H222 12C 51 12C H23 H23 H 0 1 N N N 3.984 -5.274 45.018 -1.560 -2.862 -1.378 H23 12C 52 # 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 12C C1 C2 SING Y N 1 12C C1 C6 DOUB Y N 2 12C C1 C10 SING Y N 3 12C C2 C3 DOUB Y N 4 12C C2 H2 SING N N 5 12C C3 CL SING N N 6 12C C3 C4 SING Y N 7 12C C4 C5 DOUB Y N 8 12C C4 H4 SING N N 9 12C C5 C6 SING Y N 10 12C C5 H5 SING N N 11 12C C6 N1 SING Y N 12 12C N1 C7 SING Y N 13 12C N1 HN1 SING N N 14 12C C7 O1 DOUB N N 15 12C C7 C8 SING Y N 16 12C C8 C9 SING Y N 17 12C C8 C10 DOUB Y N 18 12C C9 N3 SING Y N 19 12C C9 N4 DOUB Y N 20 12C C10 N2 SING N N 21 12C N2 C11 SING N N 22 12C N2 HN2 SING N N 23 12C C11 C18 SING N N 24 12C C11 C23 SING N N 25 12C C11 H11 SING N N 26 12C N3 C12 SING Y N 27 12C N3 HN3 SING N N 28 12C C12 C13 SING Y N 29 12C C12 C14 DOUB Y N 30 12C C13 N4 SING Y N 31 12C C13 C17 DOUB Y N 32 12C C14 C15 SING Y N 33 12C C14 H14 SING N N 34 12C C15 C16 DOUB Y N 35 12C C15 H15 SING N N 36 12C C16 C17 SING Y N 37 12C C16 H16 SING N N 38 12C C17 H17 SING N N 39 12C C18 N5 SING N N 40 12C C18 H181 SING N N 41 12C C18 H182 SING N N 42 12C N5 C19 SING N N 43 12C N5 C21 SING N N 44 12C C19 C20 SING N N 45 12C C19 H191 SING N N 46 12C C19 H192 SING N N 47 12C C20 C23 SING N N 48 12C C20 H201 SING N N 49 12C C20 H202 SING N N 50 12C C21 C22 SING N N 51 12C C21 H211 SING N N 52 12C C21 H212 SING N N 53 12C C22 C23 SING N N 54 12C C22 H221 SING N N 55 12C C22 H222 SING N N 56 12C C23 H23 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 12C SMILES ACDLabs 10.04 "Clc1ccc6c(c1)C(NC3C2CCN(CC2)C3)=C(c4nc5ccccc5n4)C(=O)N6" 12C SMILES_CANONICAL CACTVS 3.341 "Clc1ccc2NC(=O)C(=C(N[C@@H]3CN4CCC3CC4)c2c1)c5[nH]c6ccccc6n5" 12C SMILES CACTVS 3.341 "Clc1ccc2NC(=O)C(=C(N[CH]3CN4CCC3CC4)c2c1)c5[nH]c6ccccc6n5" 12C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)[nH]c(n2)C3=C(c4cc(ccc4NC3=O)Cl)N[C@@H]5CN6CCC5CC6" 12C SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)[nH]c(n2)C3=C(c4cc(ccc4NC3=O)Cl)NC5CN6CCC5CC6" 12C InChI InChI 1.03 "InChI=1S/C23H22ClN5O/c24-14-5-6-16-15(11-14)21(25-19-12-29-9-7-13(19)8-10-29)20(23(30)28-16)22-26-17-3-1-2-4-18(17)27-22/h1-6,11,13,19H,7-10,12H2,(H,26,27)(H2,25,28,30)/t19-/m1/s1" 12C InChIKey InChI 1.03 MOVBBVMDHIRCTG-LJQANCHMSA-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 12C "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(3S)-1-azabicyclo[2.2.2]oct-3-ylamino]-3-(1H-benzimidazol-2-yl)-6-chloroquinolin-2(1H)-one" 12C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(8S)-1-azabicyclo[2.2.2]octan-8-yl]amino]-3-(1H-benzimidazol-2-yl)-6-chloro-1H-quinolin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 12C "Create component" 2006-03-27 RCSB 12C "Modify aromatic_flag" 2011-06-04 RCSB 12C "Modify descriptor" 2011-06-04 RCSB #