data_FPB
# 
_chem_comp.id                                    FPB 
_chem_comp.name                                  N-({(2S)-1-[(3R)-3-AMINO-4-(2-FLUOROPHENYL)BUTANOYL]PYRROLIDIN-2-YL}METHYL)BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 F N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-09 
_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                        383.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FPB 
_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        2BUB 
_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 
FPB O16  O16  O 0 1 N N N 47.082 49.714 34.289 0.052  0.605  0.622  O16  FPB 1  
FPB C12  C12  C 0 1 N N N 46.560 50.711 33.831 1.076  -0.019 0.800  C12  FPB 2  
FPB C11  C11  C 0 1 N N N 46.494 51.972 34.673 1.385  -0.588 2.160  C11  FPB 3  
FPB C10  C10  C 0 1 N N R 46.751 51.601 36.122 0.254  -0.236 3.129  C10  FPB 4  
FPB N18  N18  N 0 1 N N N 46.376 52.742 36.954 0.129  1.224  3.226  N18  FPB 5  
FPB C9   C9   C 0 1 N N N 48.249 51.379 36.244 0.567  -0.814 4.511  C9   FPB 6  
FPB C3   C3   C 0 1 Y N N 48.521 50.743 37.587 -0.545 -0.467 5.465  C3   FPB 7  
FPB C5   C5   C 0 1 Y N N 49.178 51.449 38.585 -0.486 0.702  6.202  C5   FPB 8  
FPB F8   F8   F 0 1 N N N 49.585 52.673 38.358 0.567  1.537  6.063  F8   FPB 9  
FPB C7   C7   C 0 1 Y N N 49.428 50.871 39.819 -1.513 1.023  7.074  C7   FPB 10 
FPB C6   C6   C 0 1 Y N N 49.002 49.581 40.065 -2.590 0.169  7.217  C6   FPB 11 
FPB C4   C4   C 0 1 Y N N 48.341 48.884 39.074 -2.645 -1.002 6.484  C4   FPB 12 
FPB C2   C2   C 0 1 Y N N 48.095 49.457 37.839 -1.624 -1.320 5.608  C2   FPB 13 
FPB N13  N13  N 0 1 N N N 46.009 50.713 32.561 1.937  -0.206 -0.219 N13  FPB 14 
FPB C14  C14  C 0 1 N N S 46.004 49.594 31.612 1.709  0.189  -1.617 C14  FPB 15 
FPB C21  C21  C 0 1 N N N 44.740 49.867 30.800 2.973  -0.195 -2.414 C21  FPB 16 
FPB C20  C20  C 0 1 N N N 44.750 51.384 30.622 4.066  -0.282 -1.316 C20  FPB 17 
FPB C19  C19  C 0 1 N N N 45.362 51.887 31.937 3.261  -0.846 -0.119 C19  FPB 18 
FPB C15  C15  C 0 1 N N N 47.293 49.723 30.759 0.492  -0.543 -2.184 C15  FPB 19 
FPB N17  N17  N 0 1 N N N 48.460 49.414 31.620 0.231  -0.074 -3.547 N17  FPB 20 
FPB C22  C22  C 0 1 N N N 49.346 50.378 32.123 -0.855 -0.510 -4.214 C22  FPB 21 
FPB O1   O1   O 0 1 N N N 49.178 51.557 31.849 -1.619 -1.293 -3.684 O1   FPB 22 
FPB C25  C25  C 0 1 Y N N 50.483 49.987 33.010 -1.118 -0.037 -5.590 C25  FPB 23 
FPB C27  C27  C 0 1 Y N N 51.106 48.738 32.884 -2.243 -0.487 -6.283 C27  FPB 24 
FPB C28  C28  C 0 1 Y N N 52.157 48.409 33.745 -2.483 -0.041 -7.566 C28  FPB 25 
FPB C26  C26  C 0 1 Y N N 52.594 49.299 34.734 -1.611 0.849  -8.166 C26  FPB 26 
FPB C24  C24  C 0 1 Y N N 51.978 50.535 34.865 -0.494 1.299  -7.485 C24  FPB 27 
FPB C23  C23  C 0 1 Y N N 50.930 50.868 34.008 -0.245 0.865  -6.199 C23  FPB 28 
FPB H111 1H11 H 0 0 N N N 45.536 52.527 34.537 1.477  -1.672 2.089  H111 FPB 29 
FPB H112 2H11 H 0 0 N N N 47.185 52.767 34.307 2.321  -0.167 2.526  H112 FPB 30 
FPB H10  H10  H 0 1 N N N 46.183 50.686 36.411 -0.682 -0.657 2.763  H10  FPB 31 
FPB H181 1H18 H 0 0 N N N 46.524 53.749 37.026 1.014  1.568  3.567  H181 FPB 32 
FPB H182 2H18 H 0 0 N N N 46.544 53.131 37.882 0.027  1.569  2.283  H182 FPB 33 
FPB H9C1 1H9C H 0 0 N N N 48.837 52.312 36.082 1.504  -0.392 4.877  H9C1 FPB 34 
FPB H9C2 2H9C H 0 0 N N N 48.667 50.789 35.395 0.660  -1.897 4.439  H9C2 FPB 35 
FPB H7   H7   H 0 1 N N N 49.964 51.437 40.599 -1.470 1.938  7.647  H7   FPB 36 
FPB H6   H6   H 0 1 N N N 49.188 49.111 41.045 -3.388 0.416  7.900  H6   FPB 37 
FPB H4   H4   H 0 1 N N N 48.003 47.853 39.270 -3.487 -1.669 6.595  H4   FPB 38 
FPB H2   H2   H 0 1 N N N 47.561 48.887 37.060 -1.668 -2.234 5.036  H2   FPB 39 
FPB H14  H14  H 0 1 N N N 45.953 48.611 32.135 1.551  1.267  -1.670 H14  FPB 40 
FPB H211 1H21 H 0 0 N N N 43.805 49.461 31.251 2.838  -1.161 -2.900 H211 FPB 41 
FPB H212 2H21 H 0 0 N N N 44.669 49.291 29.848 3.220  0.573  -3.145 H212 FPB 42 
FPB H201 1H20 H 0 0 N N N 45.270 51.740 29.702 4.862  -0.966 -1.610 H201 FPB 43 
FPB H202 2H20 H 0 0 N N N 43.758 51.828 30.372 4.468  0.704  -1.086 H202 FPB 44 
FPB H191 1H19 H 0 0 N N N 46.049 52.755 31.804 3.166  -1.929 -0.203 H191 FPB 45 
FPB H192 2H19 H 0 0 N N N 44.627 52.396 32.603 3.742  -0.579 0.821  H192 FPB 46 
FPB H151 1H15 H 0 0 N N N 47.379 50.717 30.262 -0.377 -0.342 -1.558 H151 FPB 47 
FPB H152 2H15 H 0 0 N N N 47.262 49.094 29.839 0.688  -1.615 -2.200 H152 FPB 48 
FPB H17  H17  H 0 1 N N N 48.629 48.438 31.862 0.841  0.550  -3.970 H17  FPB 49 
FPB H27  H27  H 0 1 N N N 50.771 48.023 32.114 -2.924 -1.183 -5.815 H27  FPB 50 
FPB H28  H28  H 0 1 N N N 52.652 47.429 33.643 -3.353 -0.388 -8.103 H28  FPB 51 
FPB H26  H26  H 0 1 N N N 53.423 49.019 35.405 -1.803 1.195  -9.171 H26  FPB 52 
FPB H24  H24  H 0 1 N N N 52.313 51.246 35.638 0.182  1.994  -7.959 H24  FPB 53 
FPB H23  H23  H 0 1 N N N 50.439 51.850 34.117 0.626  1.218  -5.668 H23  FPB 54 
# 
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 
FPB O16 C12  DOUB N N 1  
FPB C12 C11  SING N N 2  
FPB C12 N13  SING N N 3  
FPB C11 C10  SING N N 4  
FPB C11 H111 SING N N 5  
FPB C11 H112 SING N N 6  
FPB C10 N18  SING N N 7  
FPB C10 C9   SING N N 8  
FPB C10 H10  SING N N 9  
FPB N18 H181 SING N N 10 
FPB N18 H182 SING N N 11 
FPB C9  C3   SING N N 12 
FPB C9  H9C1 SING N N 13 
FPB C9  H9C2 SING N N 14 
FPB C3  C5   DOUB Y N 15 
FPB C3  C2   SING Y N 16 
FPB C5  F8   SING N N 17 
FPB C5  C7   SING Y N 18 
FPB C7  C6   DOUB Y N 19 
FPB C7  H7   SING N N 20 
FPB C6  C4   SING Y N 21 
FPB C6  H6   SING N N 22 
FPB C4  C2   DOUB Y N 23 
FPB C4  H4   SING N N 24 
FPB C2  H2   SING N N 25 
FPB N13 C14  SING N N 26 
FPB N13 C19  SING N N 27 
FPB C14 C21  SING N N 28 
FPB C14 C15  SING N N 29 
FPB C14 H14  SING N N 30 
FPB C21 C20  SING N N 31 
FPB C21 H211 SING N N 32 
FPB C21 H212 SING N N 33 
FPB C20 C19  SING N N 34 
FPB C20 H201 SING N N 35 
FPB C20 H202 SING N N 36 
FPB C19 H191 SING N N 37 
FPB C19 H192 SING N N 38 
FPB C15 N17  SING N N 39 
FPB C15 H151 SING N N 40 
FPB C15 H152 SING N N 41 
FPB N17 C22  SING N N 42 
FPB N17 H17  SING N N 43 
FPB C22 O1   DOUB N N 44 
FPB C22 C25  SING N N 45 
FPB C25 C27  DOUB Y N 46 
FPB C25 C23  SING Y N 47 
FPB C27 C28  SING Y N 48 
FPB C27 H27  SING N N 49 
FPB C28 C26  DOUB Y N 50 
FPB C28 H28  SING N N 51 
FPB C26 C24  SING Y N 52 
FPB C26 H26  SING N N 53 
FPB C24 C23  DOUB Y N 54 
FPB C24 H24  SING N N 55 
FPB C23 H23  SING N N 56 
# 
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 
FPB SMILES           ACDLabs              10.04 O=C(N2C(CNC(=O)c1ccccc1)CCC2)CC(N)Cc3ccccc3F                                                                                                                                
FPB InChI            InChI                1.02b InChI=1/C22H26FN3O2/c23-20-11-5-4-9-17(20)13-18(24)14-21(27)26-12-6-10-19(26)15-25-22(28)16-7-2-1-3-8-16/h1-5,7-9,11,18-19H,6,10,12-15,24H2,(H,25,28)/t18-,19+/m1/s1/f/h25H 
FPB InChIKey         InChI                1.02b ANQHSFFUNMTTRS-HAXAUBSPDS                                                                                                                                                   
FPB SMILES_CANONICAL CACTVS               3.341 N[C@@H](CC(=O)N1CCC[C@H]1CNC(=O)c2ccccc2)Cc3ccccc3F                                                                                                                         
FPB SMILES           CACTVS               3.341 N[CH](CC(=O)N1CCC[CH]1CNC(=O)c2ccccc2)Cc3ccccc3F                                                                                                                            
FPB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(=O)NC[C@@H]2CCCN2C(=O)C[C@@H](Cc3ccccc3F)N                                                                                                                      
FPB SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(=O)NCC2CCCN2C(=O)CC(Cc3ccccc3F)N                                                                                                                                
# 
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 
FPB "SYSTEMATIC NAME" ACDLabs              10.04 N-({(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl}methyl)benzamide 
FPB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[[(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl]methyl]benzamide 
# 
