data_8T3 # _chem_comp.id 8T3 _chem_comp.name ;N-[3-[(1S,3S,6S)-5-azanyl-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluoranyl-phenyl]-5-chloranyl-pyridine-2-carbox amide ; _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 Cl F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[3-[(1S,3S,6S)-5-amino-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-18 _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 372.824 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8T3 _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 4BFD _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 8T3 CL CL CL 0 0 N N N -20.236 43.835 85.523 -7.570 1.587 -0.026 CL 8T3 1 8T3 C21 C21 C 0 1 Y N N -20.613 43.103 87.098 -6.041 0.770 0.057 C21 8T3 2 8T3 C20 C20 C 0 1 Y N N -19.772 42.100 87.534 -4.938 1.277 -0.617 C20 8T3 3 8T3 N10 N10 N 0 1 Y N N -20.032 41.517 88.703 -3.775 0.667 -0.561 N10 8T3 4 8T3 C25 C25 C 0 1 Y N N -21.735 43.509 87.843 -5.906 -0.392 0.803 C25 8T3 5 8T3 C18 C18 C 0 1 Y N N -21.957 42.876 89.056 -4.668 -1.012 0.842 C18 8T3 6 8T3 C12 C12 C 0 1 Y N N -21.105 41.848 89.454 -3.606 -0.450 0.137 C12 8T3 7 8T3 C8 C8 C 0 1 N N N -21.261 41.173 90.776 -2.277 -1.101 0.170 C8 8T3 8 8T3 O16 O16 O 0 1 N N N -22.327 41.203 91.353 -2.116 -2.123 0.808 O16 8T3 9 8T3 N11 N11 N 0 1 N N N -20.153 40.582 91.243 -1.244 -0.559 -0.506 N11 8T3 10 8T3 C15 C15 C 0 1 Y N N -19.958 39.974 92.486 0.034 -1.119 -0.397 C15 8T3 11 8T3 C22 C22 C 0 1 Y N N -21.003 39.739 93.396 0.182 -2.494 -0.266 C22 8T3 12 8T3 C19 C19 C 0 1 Y N N -20.707 39.202 94.647 1.444 -3.044 -0.159 C19 8T3 13 8T3 C13 C13 C 0 1 Y N N -19.371 38.933 94.969 2.562 -2.226 -0.183 C13 8T3 14 8T3 F23 F23 F 0 1 N N N -19.079 38.429 96.181 3.796 -2.766 -0.078 F23 8T3 15 8T3 C14 C14 C 0 1 Y N N -18.634 39.719 92.839 1.156 -0.301 -0.425 C14 8T3 16 8T3 C7 C7 C 0 1 Y N N -18.322 39.193 94.074 2.416 -0.855 -0.313 C7 8T3 17 8T3 C2 C2 C 0 1 N N S -16.884 38.874 94.460 3.634 0.033 -0.339 C2 8T3 18 8T3 C24 C24 C 0 1 N N N -16.843 37.391 94.814 4.526 -0.358 -1.518 C24 8T3 19 8T3 C9 C9 C 0 1 N N N -16.453 39.701 95.672 4.416 -0.131 0.973 C9 8T3 20 8T3 C4 C4 C 0 1 N N S -15.728 41.030 95.432 5.680 0.741 0.866 C4 8T3 21 8T3 C6 C6 C 0 1 N N N -16.354 41.917 94.349 5.714 2.020 1.705 C6 8T3 22 8T3 C3 C3 C 0 1 N N S -15.039 41.187 94.072 5.454 2.111 0.200 C3 8T3 23 8T3 C5 C5 C 0 1 N N N -15.257 40.071 93.082 4.039 2.399 -0.240 C5 8T3 24 8T3 N1 N1 N 0 1 N N N -15.967 39.047 93.351 3.218 1.430 -0.481 N1 8T3 25 8T3 N17 N17 N 0 1 N N N -14.661 40.134 91.883 3.622 3.696 -0.387 N17 8T3 26 8T3 H20 H20 H 0 1 N N N -18.922 41.795 86.941 -5.037 2.183 -1.195 H20 8T3 27 8T3 H25 H25 H 0 1 N N N -22.397 44.283 87.484 -6.748 -0.804 1.340 H25 8T3 28 8T3 H18 H18 H 0 1 N N N -22.781 43.176 89.686 -4.528 -1.918 1.413 H18 8T3 29 8T3 H11 H11 H 0 1 N N N -19.367 40.575 90.625 -1.387 0.218 -1.068 H11 8T3 30 8T3 H22 H22 H 0 1 N N N -22.023 39.972 93.129 -0.689 -3.132 -0.248 H22 8T3 31 8T3 H14 H14 H 0 1 N N N -17.843 39.936 92.136 1.043 0.768 -0.531 H14 8T3 32 8T3 H19 H19 H 0 1 N N N -21.495 38.997 95.357 1.560 -4.113 -0.057 H19 8T3 33 8T3 H241 H241 H 0 0 N N N -15.819 37.110 95.101 3.971 -0.239 -2.449 H241 8T3 34 8T3 H242 H242 H 0 0 N N N -17.526 37.196 95.654 5.407 0.285 -1.536 H242 8T3 35 8T3 H243 H243 H 0 0 N N N -17.155 36.797 93.942 4.837 -1.397 -1.411 H243 8T3 36 8T3 H91C H91C H 0 0 N N N -17.361 39.927 96.250 3.805 0.203 1.812 H91C 8T3 37 8T3 H92C H92C H 0 0 N N N -15.783 39.070 96.274 4.696 -1.175 1.109 H92C 8T3 38 8T3 H4 H4 H 0 1 N N N -15.269 41.527 96.299 6.616 0.210 0.695 H4 8T3 39 8T3 H61C H61C H 0 0 N N N -17.277 41.598 93.843 4.873 2.205 2.373 H61C 8T3 40 8T3 H62C H62C H 0 0 N N N -16.361 43.010 94.470 6.685 2.356 2.069 H62C 8T3 41 8T3 H3 H3 H 0 1 N N N -14.111 41.776 94.018 6.246 2.510 -0.433 H3 8T3 42 8T3 H171 H171 H 0 0 N N N -14.779 39.389 91.226 4.236 4.426 -0.207 H171 8T3 43 8T3 H172 H172 H 0 0 N N N -14.098 40.926 91.645 2.714 3.885 -0.669 H172 8T3 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 8T3 CL C21 SING N N 1 8T3 C21 C20 SING Y N 2 8T3 C21 C25 DOUB Y N 3 8T3 C20 N10 DOUB Y N 4 8T3 N10 C12 SING Y N 5 8T3 C25 C18 SING Y N 6 8T3 C18 C12 DOUB Y N 7 8T3 C12 C8 SING N N 8 8T3 C8 O16 DOUB N N 9 8T3 C8 N11 SING N N 10 8T3 N11 C15 SING N N 11 8T3 C15 C22 SING Y N 12 8T3 C15 C14 DOUB Y N 13 8T3 C22 C19 DOUB Y N 14 8T3 C19 C13 SING Y N 15 8T3 C13 F23 SING N N 16 8T3 C13 C7 DOUB Y N 17 8T3 C14 C7 SING Y N 18 8T3 C7 C2 SING N N 19 8T3 C2 C24 SING N N 20 8T3 C2 C9 SING N N 21 8T3 C2 N1 SING N N 22 8T3 C9 C4 SING N N 23 8T3 C4 C6 SING N N 24 8T3 C4 C3 SING N N 25 8T3 C6 C3 SING N N 26 8T3 C3 C5 SING N N 27 8T3 C5 N1 DOUB N N 28 8T3 C5 N17 SING N N 29 8T3 C20 H20 SING N N 30 8T3 C25 H25 SING N N 31 8T3 C18 H18 SING N N 32 8T3 N11 H11 SING N N 33 8T3 C22 H22 SING N N 34 8T3 C14 H14 SING N N 35 8T3 C19 H19 SING N N 36 8T3 C24 H241 SING N N 37 8T3 C24 H242 SING N N 38 8T3 C24 H243 SING N N 39 8T3 C9 H91C SING N N 40 8T3 C9 H92C SING N N 41 8T3 C4 H4 SING N N 42 8T3 C6 H61C SING N N 43 8T3 C6 H62C SING N N 44 8T3 C3 H3 SING N N 45 8T3 N17 H171 SING N N 46 8T3 N17 H172 SING 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 8T3 SMILES ACDLabs 12.01 "Clc1ccc(nc1)C(=O)Nc2cc(c(F)cc2)C4(N=C(N)C3CC3C4)C" 8T3 InChI InChI 1.03 "InChI=1S/C19H18ClFN4O/c1-19(8-10-6-13(10)17(22)25-19)14-7-12(3-4-15(14)21)24-18(26)16-5-2-11(20)9-23-16/h2-5,7,9-10,13H,6,8H2,1H3,(H2,22,25)(H,24,26)/t10-,13-,19-/m0/s1" 8T3 InChIKey InChI 1.03 MELPDVINWCDKRF-JXBWDGJFSA-N 8T3 SMILES_CANONICAL CACTVS 3.385 "C[C@]1(C[C@@H]2C[C@@H]2C(=N1)N)c3cc(NC(=O)c4ccc(Cl)cn4)ccc3F" 8T3 SMILES CACTVS 3.385 "C[C]1(C[CH]2C[CH]2C(=N1)N)c3cc(NC(=O)c4ccc(Cl)cn4)ccc3F" 8T3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]1(C[C@@H]2C[C@@H]2C(=N1)N)c3cc(ccc3F)NC(=O)c4ccc(cn4)Cl" 8T3 SMILES "OpenEye OEToolkits" 1.9.2 "CC1(CC2CC2C(=N1)N)c3cc(ccc3F)NC(=O)c4ccc(cn4)Cl" # # 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 8T3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(1S,4S,6S)-2-amino-4-methyl-3-azabicyclo[4.1.0]hept-2-en-4-yl]-4-fluorophenyl}-5-chloropyridine-2-carboxamide" 8T3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(1S,3S,6S)-5-azanyl-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluoranyl-phenyl]-5-chloranyl-pyridine-2-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 8T3 "Create component" 2013-03-18 EBI 8T3 "Modify synonyms" 2013-03-18 EBI 8T3 "Initial release" 2013-06-19 RCSB 8T3 "Modify descriptor" 2014-09-05 RCSB 8T3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8T3 _pdbx_chem_comp_synonyms.name "N-[3-[(1S,3S,6S)-5-amino-3-methyl-4-azabicyclo[4.1.0]hept-4-en-3-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##