data_WCP
# 
_chem_comp.id                                    WCP 
_chem_comp.name                                  "(4R)-3-fluoro-4-hydroxy-4-{[(1r,4R)-4-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}-2-oxabicyclo[2.2.2]oct-1-yl]methyl}-4,5-dihydro-7H-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 F N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-06-02 
_chem_comp.pdbx_modified_date                    2015-06-12 
_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                        507.514 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WCP 
_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        5BS3 
_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 
WCP O1  O1  O 0 1 N N N -6.722 -50.563 -32.077 2.281  -2.949 -2.438 O1  WCP 1  
WCP C2  C1  C 0 1 Y N N -6.193 -50.441 -27.468 4.380  -0.089 0.380  C2  WCP 2  
WCP C3  C2  C 0 1 Y N N -6.149 -51.092 -26.250 4.782  0.246  1.657  C3  WCP 3  
WCP C4  C3  C 0 1 Y N N -6.334 -52.522 -26.240 4.464  -0.616 2.709  C4  WCP 4  
WCP C5  C4  C 0 1 Y N N -6.629 -52.664 -28.534 3.389  -2.096 1.311  C5  WCP 5  
WCP C6  C5  C 0 1 N N N -6.868 -53.354 -29.812 2.642  -3.327 1.036  C6  WCP 6  
WCP C7  C6  C 0 1 N N N -6.901 -52.669 -30.968 2.287  -3.576 -0.251 C7  WCP 7  
WCP C8  C7  C 0 1 N N N -6.706 -51.238 -31.043 2.621  -2.686 -1.298 C8  WCP 8  
WCP C9  C8  C 0 1 N N R -5.927 -49.035 -27.961 4.507  0.529  -0.989 C9  WCP 9  
WCP C11 C9  C 0 1 N N N -6.628 -47.761 -27.307 3.821  1.896  -1.024 C11 WCP 10 
WCP C14 C10 C 0 1 N N N -5.557 -44.028 -28.877 -0.057 1.457  0.081  C14 WCP 11 
WCP C15 C11 C 0 1 N N N -6.277 -44.859 -30.001 0.145  2.883  -0.445 C15 WCP 12 
WCP C18 C12 C 0 1 Y N N -5.350 -40.400 -30.029 -3.771 1.191  -0.331 C18 WCP 13 
WCP C19 C13 C 0 1 Y N N -5.546 -38.615 -28.553 -5.500 -0.293 0.023  C19 WCP 14 
WCP C20 C14 C 0 1 N N N -6.180 -36.661 -27.360 -7.319 -1.811 0.074  C20 WCP 15 
WCP C21 C15 C 0 1 N N N -5.210 -35.814 -28.263 -8.261 -0.635 0.093  C21 WCP 16 
WCP C22 C16 C 0 1 Y N N -4.655 -37.833 -29.365 -6.354 0.744  0.400  C22 WCP 17 
WCP O3  O2  O 0 1 N N N -6.908 -36.094 -26.551 -7.757 -2.942 0.103  O3  WCP 18 
WCP N5  N1  N 0 1 N N N -6.251 -37.994 -27.546 -5.985 -1.604 0.022  N5  WCP 19 
WCP O4  O3  O 0 1 N N N -4.270 -36.551 -29.069 -7.635 0.468  0.755  O4  WCP 20 
WCP N4  N2  N 0 1 Y N N -5.847 -39.878 -28.888 -4.251 -0.039 -0.326 N4  WCP 21 
WCP C23 C17 C 0 1 Y N N -4.147 -38.395 -30.528 -5.879 2.045  0.406  C23 WCP 22 
WCP C24 C18 C 0 1 Y N N -4.505 -39.687 -30.873 -4.560 2.265  0.032  C24 WCP 23 
WCP C17 C19 C 0 1 N N N -5.765 -41.811 -30.342 -2.338 1.426  -0.732 C17 WCP 24 
WCP N3  N3  N 0 1 N N N -4.960 -42.707 -29.404 -1.465 1.236  0.435  N3  WCP 25 
WCP C13 C20 C 0 1 N N N -6.538 -43.912 -27.610 0.371  0.466  -1.006 C13 WCP 26 
WCP O2  O4  O 0 1 N N N -6.847 -45.243 -27.136 1.743  0.690  -1.337 O2  WCP 27 
WCP C16 C21 C 0 1 N N N -6.691 -46.196 -29.378 1.611  3.055  -0.856 C16 WCP 28 
WCP C25 C22 C 0 1 N N N -4.291 -44.798 -28.395 0.831  1.253  1.314  C25 WCP 29 
WCP C26 C23 C 0 1 N N N -4.739 -46.137 -27.815 2.296  1.415  0.900  C26 WCP 30 
WCP C12 C24 C 0 1 N N N -6.248 -46.326 -27.922 2.360  1.745  -0.595 C12 WCP 31 
WCP O5  O5  O 0 1 N N N -4.527 -48.856 -27.740 5.882  0.652  -1.356 O5  WCP 32 
WCP C10 C25 C 0 1 N N N -6.228 -49.147 -29.555 3.785  -0.464 -1.926 C10 WCP 33 
WCP N1  N4  N 0 1 N N N -6.473 -50.567 -29.817 3.309  -1.550 -1.056 N1  WCP 34 
WCP N2  N5  N 0 1 Y N N -6.566 -53.271 -27.325 3.795  -1.736 2.526  N2  WCP 35 
WCP C1  C26 C 0 1 Y N N -6.442 -51.270 -28.607 3.676  -1.265 0.226  C1  WCP 36 
WCP F   F1  F 0 1 N N N -5.933 -50.436 -25.081 5.470  1.386  1.885  F   WCP 37 
WCP H1  H1  H 0 1 N N N -6.281 -53.026 -25.286 4.778  -0.355 3.709  H1  WCP 38 
WCP H2  H2  H 0 1 N N N -7.019 -54.423 -29.821 2.383  -4.012 1.830  H2  WCP 39 
WCP H3  H3  H 0 1 N N N -7.082 -53.213 -31.884 1.736  -4.476 -0.480 H3  WCP 40 
WCP H4  H4  H 0 1 N N N -7.715 -47.890 -27.412 4.331  2.576  -0.343 H4  WCP 41 
WCP H5  H5  H 0 1 N N N -6.361 -47.746 -26.240 3.862  2.297  -2.037 H5  WCP 42 
WCP H6  H6  H 0 1 N N N -5.589 -45.032 -30.842 -0.498 3.049  -1.309 H6  WCP 43 
WCP H7  H7  H 0 1 N N N -7.166 -44.318 -30.359 -0.101 3.600  0.339  H7  WCP 44 
WCP H8  H8  H 0 1 N N N -4.634 -35.150 -27.602 -8.509 -0.352 -0.929 H8  WCP 45 
WCP H9  H9  H 0 1 N N N -5.829 -35.209 -28.942 -9.172 -0.908 0.626  H9  WCP 46 
WCP H10 H10 H 0 1 N N N -6.827 -38.543 -26.941 -5.372 -2.355 -0.016 H10 WCP 47 
WCP H11 H11 H 0 1 N N N -3.478 -37.829 -31.159 -6.518 2.867  0.693  H11 WCP 48 
WCP H12 H12 H 0 1 N N N -4.134 -40.134 -31.783 -4.155 3.266  0.024  H12 WCP 49 
WCP H13 H13 H 0 1 N N N -6.842 -41.941 -30.163 -2.059 0.719  -1.513 H13 WCP 50 
WCP H14 H14 H 0 1 N N N -5.536 -42.053 -31.390 -2.227 2.444  -1.106 H14 WCP 51 
WCP H15 H15 H 0 1 N N N -4.119 -42.946 -29.889 -1.745 1.835  1.197  H15 WCP 52 
WCP H17 H17 H 0 1 N N N -6.043 -43.341 -26.811 0.248  -0.553 -0.638 H17 WCP 53 
WCP H18 H18 H 0 1 N N N -7.466 -43.401 -27.906 -0.246 0.610  -1.893 H18 WCP 54 
WCP H19 H19 H 0 1 N N N -7.787 -46.281 -29.422 1.666  3.301  -1.916 H19 WCP 55 
WCP H20 H20 H 0 1 N N N -6.236 -47.012 -29.959 2.062  3.856  -0.270 H20 WCP 56 
WCP H21 H21 H 0 1 N N N -3.613 -44.968 -29.244 0.581  1.996  2.071  H21 WCP 57 
WCP H22 H22 H 0 1 N N N -3.771 -44.213 -27.622 0.673  0.252  1.716  H22 WCP 58 
WCP H23 H23 H 0 1 N N N -4.239 -46.948 -28.365 2.750  2.225  1.471  H23 WCP 59 
WCP H24 H24 H 0 1 N N N -4.449 -46.180 -26.755 2.835  0.487  1.093  H24 WCP 60 
WCP H25 H25 H 0 1 N N N -4.359 -48.791 -26.807 6.360  -0.188 -1.377 H25 WCP 61 
WCP H26 H26 H 0 1 N N N -5.362 -48.795 -30.134 2.942  0.023  -2.415 H26 WCP 62 
WCP H27 H27 H 0 1 N N N -7.113 -48.550 -29.820 4.479  -0.853 -2.671 H27 WCP 63 
# 
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 
WCP O1  C8  DOUB N N 1  
WCP C8  C7  SING N N 2  
WCP C8  N1  SING N N 3  
WCP C7  C6  DOUB N N 4  
WCP C24 C23 DOUB Y N 5  
WCP C24 C18 SING Y N 6  
WCP C23 C22 SING Y N 7  
WCP C17 C18 SING N N 8  
WCP C17 N3  SING N N 9  
WCP C18 N4  DOUB Y N 10 
WCP C15 C16 SING N N 11 
WCP C15 C14 SING N N 12 
WCP N1  C10 SING N N 13 
WCP N1  C1  SING N N 14 
WCP C6  C5  SING N N 15 
WCP C10 C9  SING N N 16 
WCP N3  C14 SING N N 17 
WCP C16 C12 SING N N 18 
WCP C22 O4  SING N N 19 
WCP C22 C19 DOUB Y N 20 
WCP O4  C21 SING N N 21 
WCP N4  C19 SING Y N 22 
WCP C14 C25 SING N N 23 
WCP C14 C13 SING N N 24 
WCP C1  C5  DOUB Y N 25 
WCP C1  C2  SING Y N 26 
WCP C19 N5  SING N N 27 
WCP C5  N2  SING Y N 28 
WCP C25 C26 SING N N 29 
WCP C21 C20 SING N N 30 
WCP C9  O5  SING N N 31 
WCP C9  C2  SING N N 32 
WCP C9  C11 SING N N 33 
WCP C12 C26 SING N N 34 
WCP C12 C11 SING N N 35 
WCP C12 O2  SING N N 36 
WCP C13 O2  SING N N 37 
WCP N5  C20 SING N N 38 
WCP C2  C3  DOUB Y N 39 
WCP C20 O3  DOUB N N 40 
WCP N2  C4  DOUB Y N 41 
WCP C3  C4  SING Y N 42 
WCP C3  F   SING N N 43 
WCP C4  H1  SING N N 44 
WCP C6  H2  SING N N 45 
WCP C7  H3  SING N N 46 
WCP C11 H4  SING N N 47 
WCP C11 H5  SING N N 48 
WCP C15 H6  SING N N 49 
WCP C15 H7  SING N N 50 
WCP C21 H8  SING N N 51 
WCP C21 H9  SING N N 52 
WCP N5  H10 SING N N 53 
WCP C23 H11 SING N N 54 
WCP C24 H12 SING N N 55 
WCP C17 H13 SING N N 56 
WCP C17 H14 SING N N 57 
WCP N3  H15 SING N N 58 
WCP C13 H17 SING N N 59 
WCP C13 H18 SING N N 60 
WCP C16 H19 SING N N 61 
WCP C16 H20 SING N N 62 
WCP C25 H21 SING N N 63 
WCP C25 H22 SING N N 64 
WCP C26 H23 SING N N 65 
WCP C26 H24 SING N N 66 
WCP O5  H25 SING N N 67 
WCP C10 H26 SING N N 68 
WCP C10 H27 SING N N 69 
# 
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 
WCP SMILES           ACDLabs              12.01 "O=C5C=Cc7ncc(c6C(O)(CC21OCC(CC1)(CC2)NCc4nc3NC(=O)COc3cc4)CN5c67)F"                                                                                                                                          
WCP InChI            InChI                1.03  "InChI=1S/C26H26FN5O5/c27-16-10-28-17-2-4-20(34)32-13-26(35,21(16)22(17)32)12-25-7-5-24(6-8-25,14-37-25)29-9-15-1-3-18-23(30-15)31-19(33)11-36-18/h1-4,10,29,35H,5-9,11-14H2,(H,30,31,33)/t24-,25-,26-/m0/s1" 
WCP InChIKey         InChI                1.03  XTHQMKOHGLBSON-GSDHBNRESA-N                                                                                                                                                                                   
WCP SMILES_CANONICAL CACTVS               3.385 "O[C@]1(CN2C(=O)C=Cc3ncc(F)c1c23)CC45CCC(CC4)(CO5)NCc6ccc7OCC(=O)Nc7n6"                                                                                                                                       
WCP SMILES           CACTVS               3.385 "O[C]1(CN2C(=O)C=Cc3ncc(F)c1c23)CC45CCC(CC4)(CO5)NCc6ccc7OCC(=O)Nc7n6"                                                                                                                                        
WCP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(nc1CNC34CCC(CC3)(OC4)C[C@@]5(CN6c7c5c(cnc7C=CC6=O)F)O)NC(=O)CO2"                                                                                                                                      
WCP SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc2c(nc1CNC34CCC(CC3)(OC4)CC5(CN6c7c5c(cnc7C=CC6=O)F)O)NC(=O)CO2"                                                                                                                                          
# 
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 
WCP "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-3-fluoro-4-hydroxy-4-{[(1r,4R)-4-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}-2-oxabicyclo[2.2.2]oct-1-yl]methyl}-4,5-dihydro-7H-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WCP "Create component" 2015-06-02 RCSB 
WCP "Initial release"  2015-06-17 RCSB 
# 
