data_53P
# 
_chem_comp.id                                    53P 
_chem_comp.name                                  "(10R)-7-amino-12-fluoro-2,10,16-trimethyl-15-oxo-10,15,16,17-tetrahydro-2H-8,4-(metheno)pyrazolo(4,3-h)(2,5,11)benzoxadiazacyclotetradecine-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C21 H19 F N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-07-22 
_chem_comp.pdbx_modified_date                    2016-10-04 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      5P8 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        406.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     53P 
_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        5A9U 
_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 
53P C23  C23  C 0 1 N N N 26.334 48.375 7.474  5.062  0.412  0.632  C23  53P 1  
53P C12  C12  C 0 1 Y N N 34.247 46.830 8.963  -3.628 -1.975 -0.340 C12  53P 2  
53P C13  C13  C 0 1 Y N N 34.693 46.648 10.290 -4.947 -1.800 0.025  C13  53P 3  
53P C6   C6   C 0 1 Y N N 29.780 45.566 8.602  0.655  0.866  -0.575 C6   53P 4  
53P C15  C15  C 0 1 Y N N 33.444 44.533 10.426 -4.392 0.445  0.551  C15  53P 5  
53P C4   C4   C 0 1 Y N N 27.687 46.155 9.538  2.585  2.185  -0.137 C4   53P 6  
53P C19  C19  C 0 1 Y N N 27.757 48.547 7.370  4.069  -0.545 0.276  C19  53P 7  
53P C5   C5   C 0 1 Y N N 28.740 46.509 8.671  2.027  0.926  -0.317 C5   53P 8  
53P C18  C18  C 0 1 Y N N 28.823 47.767 7.869  2.762  -0.343 -0.226 C18  53P 9  
53P C11  C11  C 0 1 Y N N 33.386 45.860 8.348  -2.679 -0.955 -0.275 C11  53P 10 
53P C10  C10  C 0 1 Y N N 32.964 44.677 9.074  -3.121 0.294  0.260  C10  53P 11 
53P C1   C1   C 0 1 Y N N 29.808 44.349 9.335  -0.148 1.945  -0.546 C1   53P 12 
53P C14  C14  C 0 1 Y N N 34.291 45.508 11.006 -5.369 -0.592 0.460  C14  53P 13 
53P C22  C22  C 0 1 Y N N 30.006 48.496 7.415  2.210  -1.535 -0.509 C22  53P 14 
53P C2   C2   C 0 1 Y N N 28.699 44.097 10.172 0.504  3.264  -0.352 C2   53P 15 
53P C27  C27  C 0 1 N N N 32.967 46.145 6.938  -1.352 -1.369 -0.741 C27  53P 16 
53P C28  C28  C 0 1 N N N 31.488 48.222 7.599  0.940  -1.975 -1.089 C28  53P 17 
53P C8   C8   C 0 1 N N R 32.027 43.585 8.482  -2.182 1.464  0.458  C8   53P 18 
53P C9   C9   C 0 1 N N N 32.722 42.217 8.418  -1.238 1.206  1.638  C9   53P 19 
53P C25  C25  C 0 1 N N N 27.681 50.695 6.011  5.536  -2.487 0.700  C25  53P 20 
53P C29  C29  C 0 1 N N N 31.758 47.429 5.197  -0.142 -2.321 1.215  C29  53P 21 
53P N24  N24  N 0 1 N N N 25.191 48.232 7.578  5.854  1.176  0.916  N24  53P 22 
53P N3   N3   N 0 1 Y N N 27.652 44.990 10.272 1.744  3.296  -0.180 N3   53P 23 
53P N21  N21  N 0 1 Y N N 29.681 49.589 6.720  3.131  -2.465 -0.245 N21  53P 24 
53P N20  N20  N 0 1 Y N N 28.346 49.603 6.705  4.343  -1.882 0.223  N20  53P 25 
53P N26  N26  N 0 1 N N N 32.091 47.243 6.622  -0.281 -1.827 -0.117 N26  53P 26 
53P N17  N17  N 0 1 N N N 28.653 42.917 10.935 -0.312 4.339  -0.295 N17  53P 27 
53P O30  O30  O 0 1 N N N 33.440 45.365 6.109  -1.251 -1.148 -1.925 O30  53P 28 
53P O7   O7   O 0 1 N N N 30.824 43.400 9.303  -1.493 1.845  -0.735 O7   53P 29 
53P F16  F16  F 0 1 N N N 34.717 45.343 12.262 -6.669 -0.371 0.843  F16  53P 30 
53P H12  H12  H 0 1 N N N 34.555 47.704 8.408  -3.321 -3.024 -0.756 H12  53P 31 
53P H13  H13  H 0 1 N N N 35.339 47.380 10.752 -5.639 -2.585 -0.091 H13  53P 32 
53P H6   H6   H 0 1 N N N 30.613 45.781 7.949  0.225  -0.120 -0.894 H6   53P 33 
53P H15  H15  H 0 1 N N N 33.153 43.669 11.005 -4.712 1.434  1.030  H15  53P 34 
53P H4   H4   H 0 1 N N N 26.857 46.839 9.633  3.612  2.339  0.013  H4   53P 35 
53P H8   H8   H 0 1 N N N 31.739 43.885 7.464  -2.868 2.299  0.669  H8   53P 36 
53P H281 H281 H 0 0 N N N 32.025 49.177 7.498  0.702  -1.328 -1.977 H281 53P 37 
53P H282 H282 H 0 0 N N N 31.636 47.824 8.614  0.989  -2.967 -1.383 H282 53P 38 
53P H171 H171 H 0 0 N N N 27.810 42.900 11.473 -1.271 4.225  -0.380 H171 53P 39 
53P H172 H172 H 0 0 N N N 28.675 42.125 10.325 0.062  5.226  -0.170 H172 53P 40 
53P H91C H91C H 0 0 N N N 32.030 41.473 7.995  -0.648 0.310  1.443  H91C 53P 41 
53P H92C H92C H 0 0 N N N 33.616 42.290 7.781  -0.571 2.059  1.764  H92C 53P 42 
53P H93C H93C H 0 0 N N N 33.018 41.908 9.432  -1.822 1.065  2.547  H93C 53P 43 
53P H251 H251 H 0 0 N N N 28.435 51.373 5.585  5.409  -2.767 1.745  H251 53P 44 
53P H252 H252 H 0 0 N N N 27.056 50.289 5.202  5.754  -3.376 0.109  H252 53P 45 
53P H253 H253 H 0 0 N N N 27.049 51.249 6.720  6.362  -1.780 0.611  H253 53P 46 
53P H291 H291 H 0 0 N N N 31.087 48.294 5.087  -1.107 -2.279 1.721  H291 53P 47 
53P H292 H292 H 0 0 N N N 32.681 47.606 4.625  0.207  -3.353 1.185  H292 53P 48 
53P H293 H293 H 0 0 N N N 31.258 46.526 4.817  0.579  -1.709 1.756  H293 53P 49 
# 
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 
53P C23 C19  SING N N 1  
53P C23 N24  TRIP N N 2  
53P C12 C13  SING Y N 3  
53P C12 C11  DOUB Y N 4  
53P C13 C14  DOUB Y N 5  
53P C6  C5   SING Y N 6  
53P C6  C1   DOUB Y N 7  
53P C15 C10  DOUB Y N 8  
53P C15 C14  SING Y N 9  
53P C4  C5   DOUB Y N 10 
53P C4  N3   SING Y N 11 
53P C19 C18  DOUB Y N 12 
53P C19 N20  SING Y N 13 
53P C5  C18  SING N N 14 
53P C18 C22  SING Y N 15 
53P C11 C10  SING Y N 16 
53P C11 C27  SING N N 17 
53P C10 C8   SING N N 18 
53P C1  C2   SING Y N 19 
53P C1  O7   SING N N 20 
53P C14 F16  SING N N 21 
53P C22 C28  SING N N 22 
53P C22 N21  DOUB Y N 23 
53P C2  N3   DOUB Y N 24 
53P C2  N17  SING N N 25 
53P C27 N26  SING N N 26 
53P C27 O30  DOUB N N 27 
53P C28 N26  SING N N 28 
53P C8  C9   SING N N 29 
53P C8  O7   SING N N 30 
53P C25 N20  SING N N 31 
53P C29 N26  SING N N 32 
53P N21 N20  SING Y N 33 
53P C12 H12  SING N N 34 
53P C13 H13  SING N N 35 
53P C6  H6   SING N N 36 
53P C15 H15  SING N N 37 
53P C4  H4   SING N N 38 
53P C8  H8   SING N N 39 
53P C28 H281 SING N N 40 
53P C28 H282 SING N N 41 
53P N17 H171 SING N N 42 
53P N17 H172 SING N N 43 
53P C9  H91C SING N N 44 
53P C9  H92C SING N N 45 
53P C9  H93C SING N N 46 
53P C25 H251 SING N N 47 
53P C25 H252 SING N N 48 
53P C25 H253 SING N N 49 
53P C29 H291 SING N N 50 
53P C29 H292 SING N N 51 
53P C29 H293 SING N N 52 
# 
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 
53P SMILES           ACDLabs              12.01 "C(c4c3c1cc(c(nc1)N)OC(c2cc(ccc2C(N(Cc3nn4C)C)=O)F)C)#N"                                                                                                         
53P InChI            InChI                1.03  "InChI=1S/C21H19FN6O2/c1-11-15-7-13(22)4-5-14(15)21(29)27(2)10-16-19(17(8-23)28(3)26-16)12-6-18(30-11)20(24)25-9-12/h4-7,9,11H,10H2,1-3H3,(H2,24,25)/t11-/m1/s1" 
53P InChIKey         InChI                1.03  IIXWYSCJSQVBQM-LLVKDONJSA-N                                                                                                                                      
53P SMILES_CANONICAL CACTVS               3.385 "C[C@H]1Oc2cc(cnc2N)c3c(CN(C)C(=O)c4ccc(F)cc14)nn(C)c3C#N"                                                                                                       
53P SMILES           CACTVS               3.385 "C[CH]1Oc2cc(cnc2N)c3c(CN(C)C(=O)c4ccc(F)cc14)nn(C)c3C#N"                                                                                                        
53P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1c2cc(ccc2C(=O)N(Cc3c(c(n(n3)C)C#N)-c4cc(c(nc4)N)O1)C)F"                                                                                                 
53P SMILES           "OpenEye OEToolkits" 1.7.6 "CC1c2cc(ccc2C(=O)N(Cc3c(c(n(n3)C)C#N)-c4cc(c(nc4)N)O1)C)F"                                                                                                      
# 
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 
53P "SYSTEMATIC NAME" ACDLabs 12.01 "(10R)-7-amino-12-fluoro-2,10,16-trimethyl-15-oxo-10,15,16,17-tetrahydro-2H-4,8-(metheno)pyrazolo[4,3-h][2,5,11]benzoxadiazacyclotetradecine-3-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 
53P "Create component"   2015-07-22 EBI  
53P "Initial release"    2016-06-08 RCSB 
53P "Other modification" 2016-10-04 RCSB 
# 
