data_15S
# 
_chem_comp.id                                    15S 
_chem_comp.name                                  "N-{(2S)-1-[4-(4-fluorophenyl)-3,6-dihydropyridin-1(2H)-yl]-1-oxopropan-2-yl}-2-[(9aR)-7-oxo-2,3,7,8,9,9a-hexahydro-1H-benzo[de][1,7]naphthyridin-1-yl]acetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-10-16 
_chem_comp.pdbx_modified_date                    2013-03-22 
_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                        476.543 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     15S 
_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        4HHZ 
_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 
15S OAC OAC O 0 1 N N N -30.583 17.639 -25.072 -8.979 -1.020 -0.308 OAC 15S 1  
15S CAX CAX C 0 1 N N N -30.892 19.003 -25.084 -7.790 -0.784 -0.218 CAX 15S 2  
15S NAU NAU N 0 1 N N N -31.088 19.533 -26.461 -6.889 -1.779 -0.329 NAU 15S 3  
15S CAS CAS C 0 1 N N N -31.797 20.813 -26.494 -5.472 -1.534 -0.068 CAS 15S 4  
15S CBG CBG C 0 1 N N R -33.233 20.642 -25.878 -5.040 -0.191 -0.650 CBG 15S 5  
15S CBE CBE C 0 1 Y N N -33.114 20.183 -24.465 -5.969 0.900  -0.184 CBE 15S 6  
15S CBD CBD C 0 1 Y N N -31.997 19.369 -24.107 -7.319 0.599  0.007  CBD 15S 7  
15S CAI CAI C 0 1 Y N N -31.865 18.896 -22.742 -8.204 1.593  0.418  CAI 15S 8  
15S CAG CAG C 0 1 Y N N -32.835 19.228 -21.790 -7.733 2.871  0.639  CAG 15S 9  
15S CAH CAH C 0 1 Y N N -33.961 20.034 -22.130 -6.395 3.160  0.452  CAH 15S 10 
15S CBC CBC C 0 1 Y N N -34.085 20.496 -23.496 -5.507 2.177  0.044  CBC 15S 11 
15S CAP CAP C 0 1 N N N -35.322 21.360 -23.853 -4.069 2.555  -0.163 CAP 15S 12 
15S CAR CAR C 0 1 N N N -34.992 22.313 -25.058 -3.245 1.417  -0.742 CAR 15S 13 
15S NBI NBI N 0 1 N N N -34.298 21.667 -26.192 -3.676 0.125  -0.203 NBI 15S 14 
15S CAT CAT C 0 1 N N N -34.747 21.843 -27.621 -2.739 -0.942 -0.579 CAT 15S 15 
15S CAW CAW C 0 1 N N N -34.402 23.147 -28.261 -1.414 -0.710 0.101  CAW 15S 16 
15S OAB OAB O 0 1 N N N -34.662 23.325 -29.477 -1.265 0.250  0.827  OAB 15S 17 
15S N   N   N 0 1 N N N -33.750 24.201 -27.434 -0.394 -1.568 -0.098 N   15S 18 
15S CA  CA  C 0 1 N N S -33.356 25.514 -27.959 0.893  -1.342 0.562  CA  15S 19 
15S CB  CB  C 0 1 N N N -33.315 26.415 -26.860 0.857  -1.941 1.970  CB  15S 20 
15S C   C   C 0 1 N N N -31.991 25.344 -28.629 1.990  -2.000 -0.235 C   15S 21 
15S O   O   O 0 1 N N N -31.424 24.231 -28.656 1.721  -2.599 -1.255 O   15S 22 
15S NBH NBH N 0 1 N N N -31.251 26.415 -29.272 3.268  -1.923 0.185  NBH 15S 23 
15S CAQ CAQ C 0 1 N N N -29.960 26.091 -29.862 3.626  -1.205 1.416  CAQ 15S 24 
15S CAO CAO C 0 1 N N N -29.694 26.790 -31.140 4.860  -0.383 1.167  CAO 15S 25 
15S CAN CAN C 0 1 N N N -31.666 27.794 -29.414 4.362  -2.560 -0.569 CAN 15S 26 
15S CAF CAF C 0 1 N N N -31.972 27.984 -30.851 5.317  -1.459 -1.035 CAF 15S 27 
15S CAY CAY C 0 1 N N N -30.837 27.540 -31.734 5.602  -0.502 0.092  CAY 15S 28 
15S CBB CBB C 0 1 Y N N -30.172 28.742 -32.416 6.800  0.357  -0.017 CBB 15S 29 
15S CAL CAL C 0 1 Y N N -29.192 29.465 -31.665 7.856  0.203  0.881  CAL 15S 30 
15S CAJ CAJ C 0 1 Y N N -28.526 30.571 -32.267 8.972  1.007  0.775  CAJ 15S 31 
15S CBA CBA C 0 1 Y N N -28.820 30.944 -33.547 9.044  1.967  -0.222 CBA 15S 32 
15S FAE FAE F 0 1 N N N -28.192 32.007 -34.109 10.139 2.753  -0.322 FAE 15S 33 
15S CAK CAK C 0 1 Y N N -29.823 30.194 -34.296 7.998  2.124  -1.117 CAK 15S 34 
15S CAM CAM C 0 1 Y N N -30.475 29.092 -33.712 6.880  1.322  -1.022 CAM 15S 35 
15S H3  H3  H 0 1 N N N -30.767 19.061 -27.282 -7.184 -2.668 -0.583 H3  15S 36 
15S H5  H5  H 0 1 N N N -31.235 21.557 -25.910 -5.300 -1.531 1.008  H5  15S 37 
15S H6  H6  H 0 1 N N N -31.885 21.155 -27.536 -4.880 -2.329 -0.523 H6  15S 38 
15S H7  H7  H 0 1 N N N -33.602 19.745 -26.396 -5.060 -0.243 -1.739 H7  15S 39 
15S H8  H8  H 0 1 N N N -31.018 18.288 -22.461 -9.250 1.365  0.562  H8  15S 40 
15S H9  H9  H 0 1 N N N -32.729 18.867 -20.778 -8.412 3.648  0.959  H9  15S 41 
15S H10 H10 H 0 1 N N N -34.702 20.293 -21.388 -6.035 4.162  0.633  H10 15S 42 
15S H11 H11 H 0 1 N N N -35.607 21.965 -22.979 -4.022 3.405  -0.843 H11 15S 43 
15S H12 H12 H 0 1 N N N -36.158 20.700 -24.130 -3.639 2.847  0.796  H12 15S 44 
15S H13 H13 H 0 1 N N N -34.352 23.126 -24.685 -3.359 1.408  -1.826 H13 15S 45 
15S H14 H14 H 0 1 N N N -35.938 22.732 -25.431 -2.195 1.574  -0.495 H14 15S 46 
15S H16 H16 H 0 1 N N N -35.841 21.736 -27.645 -3.142 -1.906 -0.268 H16 15S 47 
15S H17 H17 H 0 1 N N N -34.287 21.043 -28.219 -2.598 -0.938 -1.660 H17 15S 48 
15S H18 H18 H 0 1 N N N -33.571 24.003 -26.470 -0.513 -2.336 -0.679 H18 15S 49 
15S H19 H19 H 0 1 N N N -34.086 25.852 -28.710 1.085  -0.271 0.628  H19 15S 50 
15S H20 H20 H 0 1 N N N -34.318 26.500 -26.417 1.815  -1.773 2.461  H20 15S 51 
15S H21 H21 H 0 1 N N N -32.611 26.038 -26.103 0.064  -1.465 2.547  H21 15S 52 
15S H22 H22 H 0 1 N N N -32.984 27.404 -27.209 0.665  -3.012 1.904  H22 15S 53 
15S H23 H23 H 0 1 N N N -29.925 25.007 -30.046 2.805  -0.550 1.707  H23 15S 54 
15S H24 H24 H 0 1 N N N -29.172 26.367 -29.145 3.820  -1.923 2.213  H24 15S 55 
15S H25 H25 H 0 1 N N N -28.725 26.758 -31.616 5.151  0.342  1.912  H25 15S 56 
15S H27 H27 H 0 1 N N N -30.856 28.470 -29.103 4.893  -3.261 0.075  H27 15S 57 
15S H28 H28 H 0 1 N N N -32.561 27.988 -28.804 3.956  -3.088 -1.432 H28 15S 58 
15S H29 H29 H 0 1 N N N -32.168 29.051 -31.034 6.251  -1.911 -1.372 H29 15S 59 
15S H30 H30 H 0 1 N N N -32.868 27.398 -31.103 4.862  -0.913 -1.862 H30 15S 60 
15S H32 H32 H 0 1 N N N -28.959 29.175 -30.651 7.801  -0.544 1.659  H32 15S 61 
15S H33 H33 H 0 1 N N N -27.783 31.119 -31.707 9.790  0.888  1.469  H33 15S 62 
15S H34 H34 H 0 1 N N N -30.067 30.487 -35.306 8.061  2.872  -1.894 H34 15S 63 
15S H35 H35 H 0 1 N N N -31.204 28.528 -34.274 6.065  1.445  -1.720 H35 15S 64 
# 
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 
15S CAK CAM DOUB Y N 1  
15S CAK CBA SING Y N 2  
15S FAE CBA SING N N 3  
15S CAM CBB SING Y N 4  
15S CBA CAJ DOUB Y N 5  
15S CBB CAY SING N N 6  
15S CBB CAL DOUB Y N 7  
15S CAJ CAL SING Y N 8  
15S CAY CAO DOUB N N 9  
15S CAY CAF SING N N 10 
15S CAO CAQ SING N N 11 
15S CAF CAN SING N N 12 
15S CAQ NBH SING N N 13 
15S OAB CAW DOUB N N 14 
15S CAN NBH SING N N 15 
15S NBH C   SING N N 16 
15S O   C   DOUB N N 17 
15S C   CA  SING N N 18 
15S CAW CAT SING N N 19 
15S CAW N   SING N N 20 
15S CA  N   SING N N 21 
15S CA  CB  SING N N 22 
15S CAT NBI SING N N 23 
15S CAS NAU SING N N 24 
15S CAS CBG SING N N 25 
15S NAU CAX SING N N 26 
15S NBI CBG SING N N 27 
15S NBI CAR SING N N 28 
15S CBG CBE SING N N 29 
15S CAX OAC DOUB N N 30 
15S CAX CBD SING N N 31 
15S CAR CAP SING N N 32 
15S CBE CBD DOUB Y N 33 
15S CBE CBC SING Y N 34 
15S CBD CAI SING Y N 35 
15S CAP CBC SING N N 36 
15S CBC CAH DOUB Y N 37 
15S CAI CAG DOUB Y N 38 
15S CAH CAG SING Y N 39 
15S NAU H3  SING N N 40 
15S CAS H5  SING N N 41 
15S CAS H6  SING N N 42 
15S CBG H7  SING N N 43 
15S CAI H8  SING N N 44 
15S CAG H9  SING N N 45 
15S CAH H10 SING N N 46 
15S CAP H11 SING N N 47 
15S CAP H12 SING N N 48 
15S CAR H13 SING N N 49 
15S CAR H14 SING N N 50 
15S CAT H16 SING N N 51 
15S CAT H17 SING N N 52 
15S N   H18 SING N N 53 
15S CA  H19 SING N N 54 
15S CB  H20 SING N N 55 
15S CB  H21 SING N N 56 
15S CB  H22 SING N N 57 
15S CAQ H23 SING N N 58 
15S CAQ H24 SING N N 59 
15S CAO H25 SING N N 60 
15S CAN H27 SING N N 61 
15S CAN H28 SING N N 62 
15S CAF H29 SING N N 63 
15S CAF H30 SING N N 64 
15S CAL H32 SING N N 65 
15S CAJ H33 SING N N 66 
15S CAK H34 SING N N 67 
15S CAM H35 SING N N 68 
# 
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 
15S SMILES           ACDLabs              12.01 "Fc1ccc(cc1)C5=CCN(C(=O)C(NC(=O)CN4C2c3c(cccc3C(=O)NC2)CC4)C)CC5"                                                                                                                                
15S InChI            InChI                1.03  "InChI=1S/C27H29FN4O3/c1-17(27(35)31-12-9-19(10-13-31)18-5-7-21(28)8-6-18)30-24(33)16-32-14-11-20-3-2-4-22-25(20)23(32)15-29-26(22)34/h2-9,17,23H,10-16H2,1H3,(H,29,34)(H,30,33)/t17-,23-/m0/s1" 
15S InChIKey         InChI                1.03  GXUDQLGOCXKORM-SBUREZEXSA-N                                                                                                                                                                      
15S SMILES_CANONICAL CACTVS               3.370 "C[C@H](NC(=O)CN1CCc2cccc3C(=O)NC[C@H]1c23)C(=O)N4CCC(=CC4)c5ccc(F)cc5"                                                                                                                          
15S SMILES           CACTVS               3.370 "C[CH](NC(=O)CN1CCc2cccc3C(=O)NC[CH]1c23)C(=O)N4CCC(=CC4)c5ccc(F)cc5"                                                                                                                            
15S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(=O)N1CCC(=CC1)c2ccc(cc2)F)NC(=O)CN3CCc4cccc5c4[C@@H]3CNC5=O"                                                                                                                          
15S SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C(=O)N1CCC(=CC1)c2ccc(cc2)F)NC(=O)CN3CCc4cccc5c4C3CNC5=O"                                                                                                                                    
# 
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 
15S "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S)-1-[4-(4-fluorophenyl)-3,6-dihydropyridin-1(2H)-yl]-1-oxopropan-2-yl}-2-[(9aR)-7-oxo-2,3,7,8,9,9a-hexahydro-1H-benzo[de][1,7]naphthyridin-1-yl]acetamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
15S "Create component" 2012-10-16 RCSB 
15S "Initial release"  2013-03-27 RCSB 
# 
