data_B14 # _chem_comp.id B14 _chem_comp.name "1-(6-CYANO-3-PYRIDYLCARBONYL)-5',8'-DIFLUOROSPIRO[PIPERIDINE-4,2'(1'H)-QUINAZOLINE]-4'-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 F2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms AR-C102222 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-03 _chem_comp.pdbx_modified_date 2020-06-17 _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 382.367 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B14 _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 B14 C1 C1 C 0 1 Y N N 128.118 112.722 93.958 -4.285 -1.821 0.413 C1 B14 1 B14 C2 C2 C 0 1 Y N N 127.276 112.145 94.893 -5.515 -1.537 -0.152 C2 B14 2 B14 C3 C3 C 0 1 Y N N 126.300 112.907 95.541 -5.860 -0.237 -0.478 C3 B14 3 B14 C4 C4 C 0 1 Y N N 126.166 114.266 95.280 -4.973 0.799 -0.245 C4 B14 4 B14 C4A C4A C 0 1 Y N N 127.057 114.889 94.348 -3.732 0.523 0.327 C4A B14 5 B14 C5 C5 C 0 1 N N N 127.035 116.274 93.990 -2.743 1.594 0.582 C5 B14 6 B14 N6 N6 N 0 1 N N N 127.547 116.641 92.795 -1.493 1.221 0.719 N6 B14 7 B14 C7 C7 C 0 1 N N N 128.141 115.705 91.798 -1.144 -0.195 0.586 C7 B14 8 B14 N8 N8 N 0 1 N N N 128.756 114.678 92.687 -2.144 -1.050 1.230 N8 B14 9 B14 C8A C8A C 0 1 Y N N 128.018 114.102 93.644 -3.382 -0.793 0.657 C8A B14 10 B14 F9 F9 F 0 1 N N N 125.244 114.934 95.887 -5.309 2.068 -0.564 F9 B14 11 B14 F10 F10 F 0 1 N N N 129.015 112.019 93.350 -3.962 -3.094 0.726 F10 B14 12 B14 C11 C11 C 0 1 N N N 127.032 115.051 90.908 -1.059 -0.551 -0.903 C11 B14 13 B14 C12 C12 C 0 1 N N N 126.440 116.105 89.980 -0.035 0.362 -1.582 C12 B14 14 B14 N13 N13 N 0 1 N N N 127.553 116.601 89.120 1.244 0.254 -0.867 N13 B14 15 B14 C14 C14 C 0 1 N N N 128.332 117.467 90.061 1.262 0.478 0.585 C14 B14 16 B14 C15 C15 C 0 1 N N N 129.159 116.499 90.929 0.222 -0.437 1.238 C15 B14 17 B14 C16 C16 C 0 1 N N N 127.199 117.101 87.865 2.379 -0.045 -1.530 C16 B14 18 B14 O17 O17 O 0 1 N N N 126.013 117.119 87.486 2.335 -0.342 -2.708 O17 B14 19 B14 N18 N18 N 0 1 N N N 126.568 117.196 94.777 -3.118 2.917 0.677 N18 B14 20 B14 C19 C19 C 0 1 Y N N 128.225 117.581 86.977 3.678 -0.012 -0.824 C19 B14 21 B14 C20 C20 C 0 1 Y N N 128.002 118.718 86.125 4.639 -0.998 -1.063 C20 B14 22 B14 N21 N21 N 0 1 Y N N 129.074 119.163 85.317 5.798 -0.970 -0.443 N21 B14 23 B14 C22 C22 C 0 1 Y N N 130.311 118.524 85.339 6.098 -0.021 0.436 C22 B14 24 B14 C23 C23 C 0 1 Y N N 130.522 117.424 86.156 5.188 0.994 0.731 C23 B14 25 B14 C24 C24 C 0 1 Y N N 129.486 116.950 86.971 3.960 1.005 0.096 C24 B14 26 B14 C25 C25 C 0 1 N N N 131.321 118.979 84.552 7.373 -0.040 1.089 C25 B14 27 B14 N26 N26 N 0 1 N N N 132.327 119.410 83.795 8.384 -0.055 1.607 N26 B14 28 B14 H2 H2 H 0 1 N N N 127.374 111.095 95.124 -6.214 -2.339 -0.340 H2 B14 29 B14 H3 H3 H 0 1 N N N 125.641 112.434 96.254 -6.826 -0.030 -0.916 H3 B14 30 B14 HN8 HN8 H 0 1 N N N 129.063 113.938 92.088 -1.907 -2.002 0.993 HN8 B14 31 B14 H111 1H11 H 0 0 N N N 126.239 114.641 91.551 -0.749 -1.590 -1.011 H111 B14 32 B14 H112 2H11 H 0 0 N N N 127.473 114.241 90.309 -2.036 -0.411 -1.367 H112 B14 33 B14 H121 1H12 H 0 0 N N N 125.993 116.928 90.556 0.099 0.053 -2.619 H121 B14 34 B14 H122 2H12 H 0 0 N N N 125.645 115.665 89.360 -0.385 1.394 -1.549 H122 B14 35 B14 H141 1H14 H 0 0 N N N 127.670 118.096 90.674 2.252 0.245 0.978 H141 B14 36 B14 H142 2H14 H 0 0 N N N 128.990 118.152 89.506 1.018 1.519 0.797 H142 B14 37 B14 H151 1H15 H 0 0 N N N 129.760 115.822 90.305 0.161 -0.215 2.304 H151 B14 38 B14 H152 2H15 H 0 0 N N N 129.858 117.057 91.569 0.513 -1.478 1.098 H152 B14 39 B14 H181 1H18 H 0 0 N N N 126.542 118.175 94.575 -2.451 3.599 0.849 H181 B14 40 B14 H182 2H18 H 0 0 N N N 126.239 116.766 95.618 -4.049 3.166 0.568 H182 B14 41 B14 H20 H20 H 0 1 N N N 127.044 119.217 86.103 4.431 -1.786 -1.771 H20 B14 42 B14 H23 H23 H 0 1 N N N 131.484 116.933 86.164 5.440 1.763 1.446 H23 B14 43 B14 H24 H24 H 0 1 N N N 129.655 116.090 87.603 3.236 1.779 0.304 H24 B14 44 # # 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 B14 C1 C2 SING Y N 1 B14 C1 C8A DOUB Y N 2 B14 C1 F10 SING N N 3 B14 C2 C3 DOUB Y N 4 B14 C2 H2 SING N N 5 B14 C3 C4 SING Y N 6 B14 C3 H3 SING N N 7 B14 C4 C4A DOUB Y N 8 B14 C4 F9 SING N N 9 B14 C4A C5 SING N N 10 B14 C4A C8A SING Y N 11 B14 C5 N6 DOUB N N 12 B14 C5 N18 SING N N 13 B14 N6 C7 SING N N 14 B14 C7 N8 SING N N 15 B14 C7 C11 SING N N 16 B14 C7 C15 SING N N 17 B14 N8 C8A SING N N 18 B14 N8 HN8 SING N N 19 B14 C11 C12 SING N N 20 B14 C11 H111 SING N N 21 B14 C11 H112 SING N N 22 B14 C12 N13 SING N N 23 B14 C12 H121 SING N N 24 B14 C12 H122 SING N N 25 B14 N13 C14 SING N N 26 B14 N13 C16 SING N N 27 B14 C14 C15 SING N N 28 B14 C14 H141 SING N N 29 B14 C14 H142 SING N N 30 B14 C15 H151 SING N N 31 B14 C15 H152 SING N N 32 B14 C16 O17 DOUB N N 33 B14 C16 C19 SING N N 34 B14 N18 H181 SING N N 35 B14 N18 H182 SING N N 36 B14 C19 C20 SING Y N 37 B14 C19 C24 DOUB Y N 38 B14 C20 N21 DOUB Y N 39 B14 C20 H20 SING N N 40 B14 N21 C22 SING Y N 41 B14 C22 C23 DOUB Y N 42 B14 C22 C25 SING N N 43 B14 C23 C24 SING Y N 44 B14 C23 H23 SING N N 45 B14 C24 H24 SING N N 46 B14 C25 N26 TRIP N N 47 # # 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 B14 SMILES ACDLabs 10.04 "N#Cc1ncc(cc1)C(=O)N4CCC3(N=C(c2c(c(F)ccc2F)N3)N)CC4" B14 SMILES_CANONICAL CACTVS 3.341 "NC1=NC2(CCN(CC2)C(=O)c3ccc(nc3)C#N)Nc4c(F)ccc(F)c14" B14 SMILES CACTVS 3.341 "NC1=NC2(CCN(CC2)C(=O)c3ccc(nc3)C#N)Nc4c(F)ccc(F)c14" B14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ncc1C(=O)N2CCC3(CC2)Nc4c(ccc(c4C(=N3)N)F)F)C#N" B14 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ncc1C(=O)N2CCC3(CC2)Nc4c(ccc(c4C(=N3)N)F)F)C#N" B14 InChI InChI 1.03 "InChI=1S/C19H16F2N6O/c20-13-3-4-14(21)16-15(13)17(23)26-19(25-16)5-7-27(8-6-19)18(28)11-1-2-12(9-22)24-10-11/h1-4,10,25H,5-8H2,(H2,23,26)" B14 InChIKey InChI 1.03 GIZYIOOBBUHOBS-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 B14 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(4'-amino-5',8'-difluoro-1H,1'H-spiro[piperidine-4,2'-quinazolin]-1-yl)carbonyl]pyridine-2-carbonitrile" B14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-(4-amino-5,8-difluoro-spiro[1H-quinazoline-2,4'-piperidine]-1'-yl)carbonylpyridine-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 B14 "Create component" 2005-10-03 RCSB B14 "Modify descriptor" 2011-06-04 RCSB B14 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B14 _pdbx_chem_comp_synonyms.name AR-C102222 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##