data_1A2 # _chem_comp.id 1A2 _chem_comp.name "5-(4'-AMINO-1'-ETHYL-5',8'-DIFLUORO-1'H-SPIRO[PIPERIDINE-4,2'-QUINAZOLINE]-1-YLCARBONYL)PICOLINONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 F2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-06 _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 412.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1A2 _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 1A2 C8 C8 C 0 1 N N N 129.991 113.969 92.388 -2.073 1.565 1.812 C8 1A2 1 1A2 C5 C5 C 0 1 N N N 126.931 116.210 94.085 -2.539 -0.316 -1.858 C5 1A2 2 1A2 N6 N6 N 0 1 N N N 127.459 116.562 92.866 -1.677 0.665 -1.727 N6 1A2 3 1A2 C2 C2 C 0 1 Y N N 126.806 112.115 94.924 -4.226 -1.758 1.761 C2 1A2 4 1A2 C4 C4 C 0 1 Y N N 125.942 114.300 95.311 -3.723 -2.104 -0.560 C4 1A2 5 1A2 C1 C1 C 0 1 Y N N 127.760 112.618 94.070 -3.655 -0.500 1.717 C1 1A2 6 1A2 C3 C3 C 0 1 Y N N 125.898 112.957 95.530 -4.263 -2.557 0.631 C3 1A2 7 1A2 C4A C4A C 0 1 Y N N 126.913 114.851 94.429 -3.144 -0.840 -0.613 C4A 1A2 8 1A2 C7 C7 C 0 1 N N N 128.014 115.621 91.849 -1.347 1.162 -0.390 C7 1A2 9 1A2 N8 N8 N 0 1 N N N 128.624 114.518 92.715 -2.539 1.235 0.458 N8 1A2 10 1A2 C8A C8A C 0 1 Y N N 127.846 113.999 93.755 -3.111 -0.027 0.530 C8A 1A2 11 1A2 F9 F9 F 0 1 N N N 125.067 115.057 95.917 -3.759 -2.883 -1.663 F9 1A2 12 1A2 F10 F10 F 0 1 N N N 128.622 111.818 93.532 -3.627 0.269 2.828 F10 1A2 13 1A2 C11 C11 C 0 1 N N N 126.851 115.022 90.995 -0.731 2.560 -0.516 C11 1A2 14 1A2 C12 C12 C 0 1 N N N 126.245 116.094 90.094 0.498 2.491 -1.427 C12 1A2 15 1A2 N13 N13 N 0 1 N N N 127.348 116.583 89.206 1.421 1.476 -0.899 N13 1A2 16 1A2 C14 C14 C 0 1 N N N 128.160 117.446 90.129 0.911 0.122 -0.645 C14 1A2 17 1A2 C15 C15 C 0 1 N N N 129.011 116.430 90.933 -0.324 0.220 0.255 C15 1A2 18 1A2 C16 C16 C 0 1 N N N 126.969 117.088 87.938 2.711 1.782 -0.654 C16 1A2 19 1A2 O17 O17 O 0 1 N N N 125.742 117.105 87.570 3.097 2.930 -0.773 O17 1A2 20 1A2 N18 N18 N 0 1 N N N 126.478 117.108 94.937 -2.864 -0.833 -3.094 N18 1A2 21 1A2 C19 C19 C 0 1 N N N 128.021 117.558 87.050 3.646 0.733 -0.243 C19 1A2 22 1A2 C20 C20 C 0 1 N N N 127.836 118.663 86.122 4.115 -0.151 -1.151 C20 1A2 23 1A2 N21 N21 N 0 1 N N N 128.959 119.034 85.299 4.949 -1.137 -0.796 N21 1A2 24 1A2 C22 C22 C 0 1 N N N 130.208 118.334 85.401 5.107 -1.494 0.446 C22 1A2 25 1A2 C23 C23 C 0 1 N N N 130.359 117.280 86.298 4.317 -0.836 1.548 C23 1A2 26 1A2 C24 C24 C 0 1 N N N 129.281 116.895 87.111 4.094 0.641 1.195 C24 1A2 27 1A2 C25 C25 C 0 1 N N N 131.283 118.662 84.629 6.045 -2.527 0.770 C25 1A2 28 1A2 N26 N26 N 0 1 N N N 132.374 118.939 83.898 6.789 -3.346 1.026 N26 1A2 29 1A2 C13 C13 C 0 1 N N N 129.992 113.109 91.068 -1.607 3.022 1.850 C13 1A2 30 1A2 H81 1H8 H 0 1 N N N 130.669 114.822 92.236 -1.244 0.911 2.081 H81 1A2 31 1A2 H82 2H8 H 0 1 N N N 130.319 113.330 93.221 -2.890 1.426 2.521 H82 1A2 32 1A2 H2 H2 H 0 1 N N N 126.768 111.054 95.121 -4.648 -2.122 2.686 H2 1A2 33 1A2 H3 H3 H 0 1 N N N 125.144 112.547 96.185 -4.714 -3.537 0.679 H3 1A2 34 1A2 H111 1H11 H 0 0 N N N 126.071 114.641 91.671 -1.464 3.244 -0.945 H111 1A2 35 1A2 H112 2H11 H 0 0 N N N 127.245 114.206 90.371 -0.434 2.917 0.470 H112 1A2 36 1A2 H121 1H12 H 0 0 N N N 125.823 116.917 90.689 0.190 2.215 -2.435 H121 1A2 37 1A2 H122 2H12 H 0 0 N N N 125.427 115.672 89.492 0.994 3.461 -1.446 H122 1A2 38 1A2 H141 1H14 H 0 0 N N N 127.534 118.079 90.776 0.638 -0.348 -1.590 H141 1A2 39 1A2 H142 2H14 H 0 0 N N N 128.796 118.147 89.568 1.679 -0.470 -0.149 H142 1A2 40 1A2 H151 1H15 H 0 0 N N N 129.559 115.756 90.258 -0.033 0.612 1.230 H151 1A2 41 1A2 H152 2H15 H 0 0 N N N 129.755 116.957 91.549 -0.766 -0.769 0.376 H152 1A2 42 1A2 H181 1H18 H 0 0 N N N 126.107 116.905 95.843 -3.504 -1.558 -3.163 H181 1A2 43 1A2 H182 2H18 H 0 0 N N N 126.561 118.023 94.541 -2.453 -0.471 -3.894 H182 1A2 44 1A2 H20 H20 H 0 1 N N N 126.893 119.185 86.053 3.811 -0.060 -2.184 H20 1A2 45 1A2 H231 1H23 H 0 0 N N N 131.107 117.651 87.014 3.355 -1.338 1.655 H231 1A2 46 1A2 H232 2H23 H 0 0 N N N 130.617 116.398 85.693 4.871 -0.906 2.484 H232 1A2 47 1A2 H241 1H24 H 0 0 N N N 129.043 115.889 86.736 5.024 1.193 1.331 H241 1A2 48 1A2 H242 2H24 H 0 0 N N N 129.632 117.022 88.146 3.322 1.058 1.842 H242 1A2 49 1A2 H131 1H13 H 0 0 N N N 129.094 112.474 91.044 -1.833 3.450 2.827 H131 1A2 50 1A2 H132 2H13 H 0 0 N N N 130.890 112.475 91.044 -0.533 3.064 1.674 H132 1A2 51 1A2 H133 3H13 H 0 0 N N N 129.992 113.777 90.194 -2.125 3.589 1.077 H133 1A2 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 1A2 C8 N8 SING N N 1 1A2 C8 C13 SING N N 2 1A2 C8 H81 SING N N 3 1A2 C8 H82 SING N N 4 1A2 C5 N6 DOUB N N 5 1A2 C5 C4A SING N N 6 1A2 C5 N18 SING N N 7 1A2 N6 C7 SING N N 8 1A2 C2 C1 SING Y N 9 1A2 C2 C3 DOUB Y N 10 1A2 C2 H2 SING N N 11 1A2 C4 C3 SING Y N 12 1A2 C4 C4A DOUB Y N 13 1A2 C4 F9 SING N N 14 1A2 C1 C8A DOUB Y N 15 1A2 C1 F10 SING N N 16 1A2 C3 H3 SING N N 17 1A2 C4A C8A SING Y N 18 1A2 C7 N8 SING N N 19 1A2 C7 C11 SING N N 20 1A2 C7 C15 SING N N 21 1A2 N8 C8A SING N N 22 1A2 C11 C12 SING N N 23 1A2 C11 H111 SING N N 24 1A2 C11 H112 SING N N 25 1A2 C12 N13 SING N N 26 1A2 C12 H121 SING N N 27 1A2 C12 H122 SING N N 28 1A2 N13 C14 SING N N 29 1A2 N13 C16 SING N N 30 1A2 C14 C15 SING N N 31 1A2 C14 H141 SING N N 32 1A2 C14 H142 SING N N 33 1A2 C15 H151 SING N N 34 1A2 C15 H152 SING N N 35 1A2 C16 O17 DOUB N N 36 1A2 C16 C19 SING N N 37 1A2 N18 H181 SING N N 38 1A2 N18 H182 SING N N 39 1A2 C19 C20 DOUB N N 40 1A2 C19 C24 SING N N 41 1A2 C20 N21 SING N N 42 1A2 C20 H20 SING N N 43 1A2 N21 C22 DOUB N N 44 1A2 C22 C23 SING N N 45 1A2 C22 C25 SING N N 46 1A2 C23 C24 SING N N 47 1A2 C23 H231 SING N N 48 1A2 C23 H232 SING N N 49 1A2 C24 H241 SING N N 50 1A2 C24 H242 SING N N 51 1A2 C25 N26 TRIP N N 52 1A2 C13 H131 SING N N 53 1A2 C13 H132 SING N N 54 1A2 C13 H133 SING N N 55 # 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 1A2 SMILES ACDLabs 10.04 "N#CC4=NC=C(C(=O)N3CCC2(N=C(c1c(c(F)ccc1F)N2CC)N)CC3)CC4" 1A2 SMILES_CANONICAL CACTVS 3.341 "CCN1c2c(F)ccc(F)c2C(=NC13CCN(CC3)C(=O)C4=CN=C(CC4)C#N)N" 1A2 SMILES CACTVS 3.341 "CCN1c2c(F)ccc(F)c2C(=NC13CCN(CC3)C(=O)C4=CN=C(CC4)C#N)N" 1A2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN1c2c(ccc(c2C(=NC13CCN(CC3)C(=O)C4=CN=C(CC4)C#N)N)F)F" 1A2 SMILES "OpenEye OEToolkits" 1.5.0 "CCN1c2c(ccc(c2C(=NC13CCN(CC3)C(=O)C4=CN=C(CC4)C#N)N)F)F" 1A2 InChI InChI 1.03 "InChI=1S/C21H22F2N6O/c1-2-29-18-16(23)6-5-15(22)17(18)19(25)27-21(29)7-9-28(10-8-21)20(30)13-3-4-14(11-24)26-12-13/h5-6,12H,2-4,7-10H2,1H3,(H2,25,27)" 1A2 InChIKey InChI 1.03 QCFIRACCCDFXIP-UHFFFAOYSA-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 1A2 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(4'-amino-1'-ethyl-5',8'-difluoro-1H,1'H-spiro[piperidine-4,2'-quinazolin]-1-yl)carbonyl]-3,4-dihydropyridine-2-carbonitrile" 1A2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-(4'-amino-1'-ethyl-5',8'-difluoro-spiro[piperidine-4,2'-quinazoline]-1-yl)carbonyl-3,4-dihydropyridine-2-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 1A2 "Create component" 2005-12-06 RCSB 1A2 "Modify descriptor" 2011-06-04 RCSB #