data_AF5 # _chem_comp.id AF5 _chem_comp.name ;(7aR,8R)-8-amino-4-cyclopropyl-12-fluoro-1-oxo-4,7,7a,8,9,10-hexahydro-1H-pyrrolo[1',2':1,7]azepino[2,3-h]quinoline-2-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-12 _chem_comp.pdbx_modified_date 2014-11-21 _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 369.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AF5 _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 4KPE _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 AF5 N01 N01 N 0 1 N N N 76.092 2.397 23.604 -1.683 -1.163 -0.267 N01 AF5 1 AF5 C02 C02 C 0 1 N N N 74.780 2.306 23.028 -1.324 -2.454 -0.858 C02 AF5 2 AF5 C03 C03 C 0 1 N N N 73.682 2.657 23.996 -2.464 -3.409 -1.217 C03 AF5 3 AF5 C04 C04 C 0 1 N N N 73.536 1.484 23.114 -1.566 -3.708 -0.015 C04 AF5 4 AF5 C05 C05 C 0 1 N N N 76.677 1.197 23.842 -2.973 -1.002 0.072 C05 AF5 5 AF5 C06 C06 C 0 1 N N N 77.929 1.064 24.404 -3.544 0.252 0.144 C06 AF5 6 AF5 C07 C07 C 0 1 N N N 78.398 -0.307 24.582 -4.955 0.422 0.514 C07 AF5 7 AF5 O08 O08 O 0 1 N N N 79.380 -0.577 25.274 -5.491 1.657 0.577 O08 AF5 8 AF5 O09 O09 O 0 1 N N N 77.735 -1.199 23.999 -5.640 -0.551 0.763 O09 AF5 9 AF5 C10 C10 C 0 1 N N N 78.644 2.190 24.751 -2.697 1.417 -0.162 C10 AF5 10 AF5 O11 O11 O 0 1 N N N 79.775 2.116 25.247 -3.170 2.534 -0.286 O11 AF5 11 AF5 C12 C12 C 0 1 Y N N 78.035 3.441 24.503 -1.251 1.175 -0.288 C12 AF5 12 AF5 C13 C13 C 0 1 Y N N 76.751 3.562 23.929 -0.767 -0.146 -0.187 C13 AF5 13 AF5 C14 C14 C 0 1 Y N N 76.246 4.882 23.717 0.602 -0.337 0.078 C14 AF5 14 AF5 C15 C15 C 0 1 N N N 74.898 5.129 23.138 1.057 -1.593 0.655 C15 AF5 15 AF5 C16 C16 C 0 1 N N N 74.670 5.960 21.944 2.206 -2.135 0.836 C16 AF5 16 AF5 C17 C17 C 0 1 N N N 74.655 7.410 22.235 3.570 -1.638 0.549 C17 AF5 17 AF5 C18 C18 C 0 1 N N R 75.039 7.611 23.666 3.618 -0.500 -0.457 C18 AF5 18 AF5 N19 N19 N 0 1 N N N 76.475 7.367 23.897 2.826 0.627 -0.004 N19 AF5 19 AF5 C20 C20 C 0 1 N N N 77.133 8.640 23.760 3.536 1.247 1.112 C20 AF5 20 AF5 C21 C21 C 0 1 N N N 76.014 9.631 23.559 5.028 1.139 0.700 C21 AF5 21 AF5 C22 C22 C 0 1 N N R 74.898 8.952 24.287 5.058 0.093 -0.440 C22 AF5 22 AF5 N23 N23 N 0 1 N N N 73.561 9.599 24.178 6.061 -0.940 -0.167 N23 AF5 23 AF5 C24 C24 C 0 1 Y N N 76.985 6.018 24.078 1.492 0.729 -0.129 C24 AF5 24 AF5 C25 C25 C 0 1 Y N N 78.235 5.867 24.636 0.981 2.001 -0.454 C25 AF5 25 AF5 F26 F26 F 0 1 N N N 78.987 6.941 24.988 1.835 3.017 -0.699 F26 AF5 26 AF5 C27 C27 C 0 1 Y N N 78.746 4.600 24.843 -0.366 2.228 -0.527 C27 AF5 27 AF5 H021 H021 H 0 0 N N N 74.710 2.971 22.155 -0.450 -2.447 -1.509 H021 AF5 28 AF5 H031 H031 H 0 0 N N N 73.836 2.517 25.076 -3.482 -3.076 -1.014 H031 AF5 29 AF5 H032 H032 H 0 0 N N N 73.065 3.552 23.827 -2.341 -4.029 -2.105 H032 AF5 30 AF5 H041 H041 H 0 0 N N N 72.807 1.506 22.290 -0.851 -4.526 -0.112 H041 AF5 31 AF5 H042 H042 H 0 0 N N N 73.578 0.471 23.540 -1.993 -3.572 0.979 H042 AF5 32 AF5 H051 H051 H 0 0 N N N 76.135 0.301 23.578 -3.571 -1.870 0.293 H051 AF5 33 AF5 H1 H1 H 0 1 N N N 79.519 -1.517 25.275 -6.424 1.719 0.825 H1 AF5 34 AF5 H151 H151 H 0 0 N N N 74.043 4.676 23.618 0.263 -2.203 1.060 H151 AF5 35 AF5 H161 H161 H 0 0 N N N 74.528 5.551 20.954 2.168 -3.127 1.278 H161 AF5 36 AF5 H172 H172 H 0 0 N N N 75.374 7.927 21.582 4.023 -1.309 1.484 H172 AF5 37 AF5 H171 H171 H 0 0 N N N 73.646 7.813 22.061 4.154 -2.477 0.160 H171 AF5 38 AF5 H181 H181 H 0 0 N N N 74.468 6.893 24.273 3.325 -0.822 -1.453 H181 AF5 39 AF5 H201 H201 H 0 0 N N N 77.808 8.636 22.892 3.244 2.291 1.225 H201 AF5 40 AF5 H202 H202 H 0 0 N N N 77.705 8.880 24.668 3.355 0.698 2.037 H202 AF5 41 AF5 H211 H211 H 0 0 N N N 76.253 10.607 24.006 5.389 2.101 0.338 H211 AF5 42 AF5 H212 H212 H 0 0 N N N 75.779 9.764 22.493 5.630 0.799 1.541 H212 AF5 43 AF5 H221 H221 H 0 0 N N N 75.167 8.878 25.351 5.271 0.585 -1.391 H221 AF5 44 AF5 H231 H231 H 0 0 N N N 72.890 9.069 24.697 6.990 -0.548 -0.158 H231 AF5 45 AF5 H232 H232 H 0 0 N N N 73.609 10.528 24.546 5.861 -1.418 0.698 H232 AF5 46 AF5 H271 H271 H 0 0 N N N 79.728 4.499 25.282 -0.739 3.213 -0.768 H271 AF5 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 AF5 C16 C17 SING N N 1 AF5 C16 C15 DOUB N N 2 AF5 C17 C18 SING N N 3 AF5 C02 C04 SING N N 4 AF5 C02 N01 SING N N 5 AF5 C02 C03 SING N N 6 AF5 C04 C03 SING N N 7 AF5 C15 C14 SING N N 8 AF5 C21 C20 SING N N 9 AF5 C21 C22 SING N N 10 AF5 N01 C05 SING N N 11 AF5 N01 C13 SING N N 12 AF5 C18 N19 SING N N 13 AF5 C18 C22 SING N N 14 AF5 C14 C13 SING Y N 15 AF5 C14 C24 DOUB Y N 16 AF5 C20 N19 SING N N 17 AF5 C05 C06 DOUB N N 18 AF5 N19 C24 SING N N 19 AF5 C13 C12 DOUB Y N 20 AF5 O09 C07 DOUB N N 21 AF5 C24 C25 SING Y N 22 AF5 N23 C22 SING N N 23 AF5 C06 C07 SING N N 24 AF5 C06 C10 SING N N 25 AF5 C12 C10 SING N N 26 AF5 C12 C27 SING Y N 27 AF5 C07 O08 SING N N 28 AF5 C25 C27 DOUB Y N 29 AF5 C25 F26 SING N N 30 AF5 C10 O11 DOUB N N 31 AF5 C02 H021 SING N N 32 AF5 C03 H031 SING N N 33 AF5 C03 H032 SING N N 34 AF5 C04 H041 SING N N 35 AF5 C04 H042 SING N N 36 AF5 C05 H051 SING N N 37 AF5 O08 H1 SING N N 38 AF5 C15 H151 SING N N 39 AF5 C16 H161 SING N N 40 AF5 C17 H172 SING N N 41 AF5 C17 H171 SING N N 42 AF5 C18 H181 SING N N 43 AF5 C20 H201 SING N N 44 AF5 C20 H202 SING N N 45 AF5 C21 H211 SING N N 46 AF5 C21 H212 SING N N 47 AF5 C22 H221 SING N N 48 AF5 N23 H231 SING N N 49 AF5 N23 H232 SING N N 50 AF5 C27 H271 SING N N 51 # 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 AF5 SMILES ACDLabs 12.01 "O=C(O)C3=CN(c2c1C=CCC4N(c1c(F)cc2C3=O)CCC4N)C5CC5" AF5 InChI InChI 1.03 "InChI=1S/C20H20FN3O3/c21-14-8-12-17(24(10-4-5-10)9-13(19(12)25)20(26)27)11-2-1-3-16-15(22)6-7-23(16)18(11)14/h1-2,8-10,15-16H,3-7,22H2,(H,26,27)/t15-,16-/m1/s1" AF5 InChIKey InChI 1.03 KZNQXATUOHSRHR-HZPDHXFCSA-N AF5 SMILES_CANONICAL CACTVS 3.385 "N[C@@H]1CCN2[C@@H]1CC=Cc3c2c(F)cc4C(=O)C(=CN(C5CC5)c34)C(O)=O" AF5 SMILES CACTVS 3.385 "N[CH]1CCN2[CH]1CC=Cc3c2c(F)cc4C(=O)C(=CN(C5CC5)c34)C(O)=O" AF5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c2c(c3c(c1F)N4CC[C@H]([C@H]4CC=C3)N)N(C=C(C2=O)C(=O)O)C5CC5" AF5 SMILES "OpenEye OEToolkits" 1.7.6 "c1c2c(c3c(c1F)N4CCC(C4CC=C3)N)N(C=C(C2=O)C(=O)O)C5CC5" # 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 AF5 "SYSTEMATIC NAME" ACDLabs 12.01 ;(7aR,8R)-8-amino-4-cyclopropyl-12-fluoro-1-oxo-4,7,7a,8,9,10-hexahydro-1H-pyrrolo[1',2':1,7]azepino[2,3-h]quinoline-2-carboxylic acid ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AF5 "Create component" 2013-06-12 RCSB AF5 "Other modification" 2013-10-21 RCSB AF5 "Initial release" 2014-11-26 RCSB #