data_FSP
# 
_chem_comp.id                                    FSP 
_chem_comp.name                                  "[1-(4-FLUOROBENZYL)CYCLOBUTYL]METHYL (1S)-1-[OXO(1H-PYRAZOL-5-YLAMINO)ACETYL]PENTYLCARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 F N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        444.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FSP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1TU6 
_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 
FSP C1   C1   C 0 1 N N N 61.479 -63.455 134.790 0.697  -4.182 -1.235 C1   FSP 1  
FSP C2   C2   C 0 1 N N N 60.708 -62.441 133.943 -0.431 -3.605 -0.377 C2   FSP 2  
FSP C3   C3   C 0 1 N N N 59.408 -63.076 133.424 -0.587 -2.113 -0.677 C3   FSP 3  
FSP C4   C4   C 0 1 N N N 58.535 -63.501 134.607 -1.715 -1.536 0.181  C4   FSP 4  
FSP C5   C5   C 0 1 N N S 57.049 -63.789 134.161 -1.871 -0.044 -0.119 C5   FSP 5  
FSP N6   N6   N 0 1 N N N 56.643 -62.772 133.272 -0.662 0.668  0.301  N6   FSP 6  
FSP C7   C7   C 0 1 N N N 56.135 -63.090 132.089 0.398  0.745  -0.528 C7   FSP 7  
FSP O8   O8   O 0 1 N N N 56.427 -64.163 131.557 0.349  0.223  -1.625 O8   FSP 8  
FSP O9   O9   O 0 1 N N N 55.329 -62.273 131.522 1.509  1.399  -0.142 O9   FSP 9  
FSP C10  C10  C 0 1 N N N 54.970 -62.664 130.232 2.651  1.481  -1.036 C10  FSP 10 
FSP C11  C11  C 0 1 N N N 54.587 -61.414 129.480 3.772  2.272  -0.360 C11  FSP 11 
FSP C12  C12  C 0 1 N N N 55.779 -60.392 129.316 4.150  1.712  1.013  C12  FSP 12 
FSP C13  C13  C 0 1 Y N N 57.042 -61.127 128.900 4.726  0.329  0.850  C13  FSP 13 
FSP C14  C14  C 0 1 Y N N 58.100 -61.281 129.804 6.089  0.164  0.686  C14  FSP 14 
FSP C15  C15  C 0 1 Y N N 59.245 -61.956 129.417 6.619  -1.104 0.536  C15  FSP 15 
FSP C16  C16  C 0 1 Y N N 59.337 -62.475 128.141 5.784  -2.208 0.550  C16  FSP 16 
FSP F17  F17  F 0 1 N N N 60.435 -63.129 127.763 6.301  -3.448 0.404  F17  FSP 17 
FSP C18  C18  C 0 1 Y N N 58.289 -62.318 127.247 4.419  -2.041 0.715  C18  FSP 18 
FSP C19  C19  C 0 1 Y N N 57.149 -61.648 127.626 3.893  -0.773 0.870  C19  FSP 19 
FSP C20  C20  C 0 1 N N N 53.856 -61.722 128.185 4.981  2.531  -1.274 C20  FSP 20 
FSP C21  C21  C 0 1 N N N 52.571 -61.147 128.795 5.045  3.939  -0.660 C21  FSP 21 
FSP C22  C22  C 0 1 N N N 53.348 -60.775 130.075 3.543  3.793  -0.365 C22  FSP 22 
FSP C25  C25  C 0 1 N N N 56.638 -64.632 136.519 -4.440 0.191  0.166  C25  FSP 23 
FSP O26  O26  O 0 1 N N N 56.825 -65.824 136.284 -4.607 -0.495 -0.821 O26  FSP 24 
FSP N27  N27  N 0 1 N N N 56.887 -64.107 137.741 -5.502 0.675  0.839  N27  FSP 25 
FSP C28  C28  C 0 1 Y N N 57.412 -64.838 138.753 -6.792 0.389  0.402  C28  FSP 26 
FSP C29  C29  C 0 1 Y N N 58.677 -65.351 138.767 -7.126 -0.359 -0.687 C29  FSP 27 
FSP C30  C30  C 0 1 Y N N 58.816 -66.008 139.952 -8.520 -0.400 -0.766 C30  FSP 28 
FSP N31  N31  N 0 1 Y N N 57.613 -65.880 140.649 -9.012 0.298  0.225  N31  FSP 29 
FSP N32  N32  N 0 1 Y N N 56.729 -65.142 139.897 -7.948 0.808  0.979  N32  FSP 30 
FSP C23  C23  C 0 1 N N N 56.208 -63.689 135.430 -3.059 0.498  0.634  C23  FSP 31 
FSP O24  O24  O 0 1 N N N 55.621 -62.541 135.767 -2.892 1.181  1.616  O24  FSP 32 
FSP H11  1H1  H 0 1 N N N 61.668 -64.405 134.237 1.629  -3.665 -1.006 H11  FSP 33 
FSP H12  2H1  H 0 1 N N N 62.422 -62.994 135.167 0.809  -5.245 -1.022 H12  FSP 34 
FSP H13  3H1  H 0 1 N N N 60.856 -63.870 135.617 0.457  -4.046 -2.290 H13  FSP 35 
FSP H21  1H2  H 0 1 N N N 61.331 -62.026 133.116 -1.363 -4.121 -0.607 H21  FSP 36 
FSP H22  2H2  H 0 1 N N N 60.519 -61.491 134.496 -0.190 -3.741 0.677  H22  FSP 37 
FSP H31  1H3  H 0 1 N N N 59.604 -63.919 132.722 0.345  -1.596 -0.447 H31  FSP 38 
FSP H32A 2H3  H 0 0 N N N 58.864 -62.404 132.720 -0.827 -1.977 -1.731 H32A FSP 39 
FSP H41  1H4  H 0 1 N N N 58.574 -62.751 135.431 -2.647 -2.052 -0.049 H41  FSP 40 
FSP H42  2H4  H 0 1 N N N 58.975 -64.373 135.144 -1.475 -1.671 1.236  H42  FSP 41 
FSP H5   H5   H 0 1 N N N 56.944 -64.782 133.665 -2.023 0.098  -1.189 H5   FSP 42 
FSP HN6  HN6  H 0 1 N N N 56.719 -61.779 133.491 -0.623 1.085  1.177  HN6  FSP 43 
FSP H101 1H10 H 0 0 N N N 54.174 -63.444 130.217 3.004  0.477  -1.268 H101 FSP 44 
FSP H102 2H10 H 0 0 N N N 55.762 -63.258 129.719 2.355  1.984  -1.957 H102 FSP 45 
FSP H121 1H12 H 0 0 N N N 55.935 -59.781 130.236 4.891  2.362  1.479  H121 FSP 46 
FSP H122 2H12 H 0 0 N N N 55.526 -59.565 128.612 3.261  1.664  1.642  H122 FSP 47 
FSP H14  H14  H 0 1 N N N 58.031 -60.869 130.825 6.740  1.026  0.674  H14  FSP 48 
FSP H15  H15  H 0 1 N N N 60.083 -62.080 130.124 7.683  -1.232 0.407  H15  FSP 49 
FSP H18  H18  H 0 1 N N N 58.363 -62.729 126.226 3.767  -2.902 0.727  H18  FSP 50 
FSP H19  H19  H 0 1 N N N 56.320 -61.528 126.908 2.828  -0.643 1.000  H19  FSP 51 
FSP H201 1H20 H 0 0 N N N 53.866 -62.755 127.765 5.847  1.912  -1.038 H201 FSP 52 
FSP H202 2H20 H 0 0 N N N 54.242 -61.331 127.215 4.735  2.528  -2.336 H202 FSP 53 
FSP H211 1H21 H 0 0 N N N 51.654 -61.778 128.862 5.662  3.997  0.236  H211 FSP 54 
FSP H212 2H21 H 0 0 N N N 51.993 -60.367 128.246 5.274  4.721  -1.384 H212 FSP 55 
FSP H221 1H22 H 0 0 N N N 53.374 -59.719 130.432 2.903  4.135  -1.178 H221 FSP 56 
FSP H222 2H22 H 0 0 N N N 52.973 -61.095 131.075 3.247  4.193  0.605  H222 FSP 57 
FSP H27  H27  H 0 1 N N N 56.671 -63.124 137.905 -5.368 1.224  1.628  H27  FSP 58 
FSP H29  H29  H 0 1 N N N 59.439 -65.254 137.975 -6.436 -0.840 -1.364 H29  FSP 59 
FSP H30  H30  H 0 1 N N N 59.724 -66.539 140.282 -9.095 -0.918 -1.520 H30  FSP 60 
FSP H32  H32  H 0 1 N N N 55.773 -64.877 140.136 -8.023 1.362  1.772  H32  FSP 61 
# 
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 
FSP C1  C2   SING N N 1  
FSP C1  H11  SING N N 2  
FSP C1  H12  SING N N 3  
FSP C1  H13  SING N N 4  
FSP C2  C3   SING N N 5  
FSP C2  H21  SING N N 6  
FSP C2  H22  SING N N 7  
FSP C3  C4   SING N N 8  
FSP C3  H31  SING N N 9  
FSP C3  H32A SING N N 10 
FSP C4  C5   SING N N 11 
FSP C4  H41  SING N N 12 
FSP C4  H42  SING N N 13 
FSP C5  N6   SING N N 14 
FSP C5  C23  SING N N 15 
FSP C5  H5   SING N N 16 
FSP N6  C7   SING N N 17 
FSP N6  HN6  SING N N 18 
FSP C7  O8   DOUB N N 19 
FSP C7  O9   SING N N 20 
FSP O9  C10  SING N N 21 
FSP C10 C11  SING N N 22 
FSP C10 H101 SING N N 23 
FSP C10 H102 SING N N 24 
FSP C11 C12  SING N N 25 
FSP C11 C20  SING N N 26 
FSP C11 C22  SING N N 27 
FSP C12 C13  SING N N 28 
FSP C12 H121 SING N N 29 
FSP C12 H122 SING N N 30 
FSP C13 C14  DOUB Y N 31 
FSP C13 C19  SING Y N 32 
FSP C14 C15  SING Y N 33 
FSP C14 H14  SING N N 34 
FSP C15 C16  DOUB Y N 35 
FSP C15 H15  SING N N 36 
FSP C16 F17  SING N N 37 
FSP C16 C18  SING Y N 38 
FSP C18 C19  DOUB Y N 39 
FSP C18 H18  SING N N 40 
FSP C19 H19  SING N N 41 
FSP C20 C21  SING N N 42 
FSP C20 H201 SING N N 43 
FSP C20 H202 SING N N 44 
FSP C21 C22  SING N N 45 
FSP C21 H211 SING N N 46 
FSP C21 H212 SING N N 47 
FSP C22 H221 SING N N 48 
FSP C22 H222 SING N N 49 
FSP C25 O26  DOUB N N 50 
FSP C25 N27  SING N N 51 
FSP C25 C23  SING N N 52 
FSP N27 C28  SING N N 53 
FSP N27 H27  SING N N 54 
FSP C28 C29  DOUB Y N 55 
FSP C28 N32  SING Y N 56 
FSP C29 C30  SING Y N 57 
FSP C29 H29  SING N N 58 
FSP C30 N31  DOUB Y N 59 
FSP C30 H30  SING N N 60 
FSP N31 N32  SING Y N 61 
FSP N32 H32  SING N N 62 
FSP C23 O24  DOUB N N 63 
# 
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 
FSP SMILES           ACDLabs              10.04 O=C(C(=O)C(NC(=O)OCC2(Cc1ccc(F)cc1)CCC2)CCCC)Nc3ccnn3                                                                                                                                                  
FSP InChI            InChI                1.02b InChI=1/C23H29FN4O4/c1-2-3-5-18(20(29)21(30)27-19-10-13-25-28-19)26-22(31)32-15-23(11-4-12-23)14-16-6-8-17(24)9-7-16/h6-10,13,18H,2-5,11-12,14-15H2,1H3,(H,26,31)(H2,25,27,28,30)/t18-/m0/s1/f/h26-28H 
FSP InChIKey         InChI                1.02b QTPYRNAKLBXKNP-CJAUDWJKDI                                                                                                                                                                              
FSP SMILES_CANONICAL CACTVS               3.341 CCCC[C@H](NC(=O)OCC1(CCC1)Cc2ccc(F)cc2)C(=O)C(=O)Nc3[nH]ncc3                                                                                                                                           
FSP SMILES           CACTVS               3.341 CCCC[CH](NC(=O)OCC1(CCC1)Cc2ccc(F)cc2)C(=O)C(=O)Nc3[nH]ncc3                                                                                                                                            
FSP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC[C@@H](C(=O)C(=O)Nc1ccn[nH]1)NC(=O)OCC2(CCC2)Cc3ccc(cc3)F                                                                                                                                          
FSP SMILES           "OpenEye OEToolkits" 1.5.0 CCCCC(C(=O)C(=O)Nc1ccn[nH]1)NC(=O)OCC2(CCC2)Cc3ccc(cc3)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 
FSP "SYSTEMATIC NAME" ACDLabs              10.04 "[1-(4-fluorobenzyl)cyclobutyl]methyl {(1S)-1-[oxo(1H-pyrazol-5-ylamino)acetyl]pentyl}carbamate"               
FSP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1-[(4-fluorophenyl)methyl]cyclobutyl]methyl N-[(3S)-1,2-dioxo-1-(2H-pyrazol-3-ylamino)heptan-3-yl]carbamate" 
# 
