data_PF3
# 
_chem_comp.id                                    PF3 
_chem_comp.name                                  "(2R)-3-({[4-[(PYRIDIN-4-YL)PHENYL]-THIEN-2-YL}CARBOXAMIDO)(PHENYL)PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H20 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PF-00356231; 3-PHENYL-3-({[4-(4-PYRIDIN-4-YLPHENYL)THIEN-2-YL]CARBONYL}AMINO)PROPANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-12 
_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                        428.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PF3 
_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        1UTZ 
_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 
PF3 S1   S1   S 0 1 Y N N 42.582 53.491 19.938 1.972  -0.931 -0.583 S1   PF3 1  
PF3 C1   C1   C 0 1 Y N N 41.481 54.654 19.217 0.383  -0.135 -0.730 C1   PF3 2  
PF3 C2   C2   C 0 1 Y N N 40.198 54.289 19.366 0.022  0.047  0.590  C2   PF3 3  
PF3 C3   C3   C 0 1 Y N N 40.044 53.017 20.083 0.904  -0.402 1.556  C3   PF3 4  
PF3 C4   C4   C 0 1 Y N N 41.230 52.495 20.438 2.083  -0.991 1.144  C4   PF3 5  
PF3 C5   C5   C 0 1 Y N N 38.737 52.439 20.383 0.594  -0.251 2.998  C5   PF3 6  
PF3 C6   C6   C 0 1 Y N N 37.791 52.162 19.367 1.599  0.110  3.893  C6   PF3 7  
PF3 C7   C7   C 0 1 Y N N 36.524 51.636 19.706 1.311  0.250  5.233  C7   PF3 8  
PF3 C8   C8   C 0 1 Y N N 36.166 51.373 21.058 0.013  0.030  5.694  C8   PF3 9  
PF3 C9   C9   C 0 1 Y N N 37.128 51.648 22.056 -0.992 -0.330 4.798  C9   PF3 10 
PF3 C10  C10  C 0 1 Y N N 38.389 52.171 21.729 -0.705 -0.465 3.458  C10  PF3 11 
PF3 C11  C11  C 0 1 Y N N 34.799 50.834 21.427 -0.296 0.181  7.136  C11  PF3 12 
PF3 C12  C12  C 0 1 Y N N 34.290 50.998 22.738 -1.492 0.772  7.556  C12  PF3 13 
PF3 C13  C13  C 0 1 Y N N 33.014 50.500 23.059 -1.741 0.891  8.907  C13  PF3 14 
PF3 N1   N1   N 0 1 Y N N 32.227 49.854 22.157 -0.869 0.458  9.797  N1   PF3 15 
PF3 C14  C14  C 0 1 Y N N 32.721 49.698 20.896 0.270  -0.105 9.444  C14  PF3 16 
PF3 C15  C15  C 0 1 Y N N 33.989 50.170 20.495 0.596  -0.269 8.113  C15  PF3 17 
PF3 C16  C16  C 0 1 N N N 41.913 55.915 18.569 -0.350 0.235  -1.944 C16  PF3 18 
PF3 O1   O1   O 0 1 N N N 43.077 56.257 18.759 -1.435 0.779  -1.857 O1   PF3 19 
PF3 N2   N2   N 0 1 N N N 41.001 56.636 17.863 0.177  -0.024 -3.157 N2   PF3 20 
PF3 C17  C17  C 0 1 N N R 41.246 57.958 17.262 -0.602 0.243  -4.368 C17  PF3 21 
PF3 C18  C18  C 0 1 N N N 39.825 58.484 16.914 -1.502 -0.956 -4.671 C18  PF3 22 
PF3 C19  C19  C 0 1 N N N 38.812 58.391 18.091 -2.409 -0.624 -5.827 C19  PF3 23 
PF3 O2   O2   O 0 1 N N N 38.994 59.084 19.088 -2.419 0.493  -6.286 O2   PF3 24 
PF3 O3   O3   O 0 1 N N N 37.864 57.613 17.996 -3.206 -1.570 -6.348 O3   PF3 25 
PF3 C20  C20  C 0 1 Y N N 42.162 58.027 16.013 0.332  0.475  -5.526 C20  PF3 26 
PF3 C21  C21  C 0 1 Y N N 42.463 59.312 15.442 0.306  1.679  -6.205 C21  PF3 27 
PF3 C22  C22  C 0 1 Y N N 43.300 59.439 14.308 1.164  1.892  -7.268 C22  PF3 28 
PF3 C23  C23  C 0 1 Y N N 43.857 58.282 13.714 2.048  0.901  -7.652 C23  PF3 29 
PF3 C24  C24  C 0 1 Y N N 43.573 57.012 14.255 2.075  -0.302 -6.973 C24  PF3 30 
PF3 C25  C25  C 0 1 Y N N 42.738 56.886 15.390 1.220  -0.513 -5.907 C25  PF3 31 
PF3 H2   H2   H 0 1 N N N 39.348 54.883 18.989 -0.913 0.515  0.858  H2   PF3 32 
PF3 H4   H4   H 0 1 N N N 41.340 51.543 20.985 2.880  -1.393 1.752  H4   PF3 33 
PF3 H6   H6   H 0 1 N N N 38.043 52.357 18.311 2.604  0.280  3.537  H6   PF3 34 
PF3 H7   H7   H 0 1 N N N 35.796 51.424 18.905 2.090  0.530  5.927  H7   PF3 35 
PF3 H9   H9   H 0 1 N N N 36.883 51.448 23.113 -1.997 -0.501 5.155  H9   PF3 36 
PF3 H10  H10  H 0 1 N N N 39.118 52.376 22.531 -1.484 -0.745 2.764  H10  PF3 37 
PF3 H12  H12  H 0 1 N N N 34.892 51.514 23.505 -2.210 1.129  6.832  H12  PF3 38 
PF3 H13  H13  H 0 1 N N N 32.636 50.639 24.086 -2.661 1.346  9.241  H13  PF3 39 
PF3 H14  H14  H 0 1 N N N 32.097 49.176 20.151 0.955  -0.445 10.206 H14  PF3 40 
PF3 H15  H15  H 0 1 N N N 34.339 50.018 19.460 1.530  -0.731 7.831  H15  PF3 41 
PF3 HA   HA   H 0 1 N N N 40.074 56.229 17.740 1.073  -0.389 -3.228 HA   PF3 42 
PF3 H17  H17  H 0 1 N N N 41.679 58.621 18.047 -1.218 1.129  -4.215 H17  PF3 43 
PF3 H181 1H18 H 0 0 N N N 39.425 57.966 16.011 -2.103 -1.190 -3.792 H181 PF3 44 
PF3 H182 2H18 H 0 0 N N N 39.878 59.527 16.524 -0.884 -1.817 -4.929 H182 PF3 45 
PF3 H3   H3   H 0 1 N N N 37.245 57.556 18.714 -3.789 -1.357 -7.090 H3   PF3 46 
PF3 H21  H21  H 0 1 N N N 42.032 60.219 15.898 -0.383 2.453  -5.905 H21  PF3 47 
PF3 H22  H22  H 0 1 N N N 43.517 60.436 13.889 1.143  2.833  -7.798 H22  PF3 48 
PF3 H23  H23  H 0 1 N N N 44.511 58.374 12.831 2.718  1.067  -8.483 H23  PF3 49 
PF3 H24  H24  H 0 1 N N N 44.005 56.110 13.790 2.765  -1.076 -7.273 H24  PF3 50 
PF3 H25  H25  H 0 1 N N N 42.530 55.883 15.800 1.240  -1.453 -5.376 H25  PF3 51 
# 
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 
PF3 S1  C1   SING Y N 1  
PF3 S1  C4   SING Y N 2  
PF3 C1  C2   DOUB Y N 3  
PF3 C1  C16  SING N N 4  
PF3 C2  C3   SING Y N 5  
PF3 C2  H2   SING N N 6  
PF3 C3  C4   DOUB Y N 7  
PF3 C3  C5   SING N N 8  
PF3 C4  H4   SING N N 9  
PF3 C5  C6   DOUB Y N 10 
PF3 C5  C10  SING Y N 11 
PF3 C6  C7   SING Y N 12 
PF3 C6  H6   SING N N 13 
PF3 C7  C8   DOUB Y N 14 
PF3 C7  H7   SING N N 15 
PF3 C8  C9   SING Y N 16 
PF3 C8  C11  SING N N 17 
PF3 C9  C10  DOUB Y N 18 
PF3 C9  H9   SING N N 19 
PF3 C10 H10  SING N N 20 
PF3 C11 C12  DOUB Y N 21 
PF3 C11 C15  SING Y N 22 
PF3 C12 C13  SING Y N 23 
PF3 C12 H12  SING N N 24 
PF3 C13 N1   DOUB Y N 25 
PF3 C13 H13  SING N N 26 
PF3 N1  C14  SING Y N 27 
PF3 C14 C15  DOUB Y N 28 
PF3 C14 H14  SING N N 29 
PF3 C15 H15  SING N N 30 
PF3 C16 O1   DOUB N N 31 
PF3 C16 N2   SING N N 32 
PF3 N2  C17  SING N N 33 
PF3 N2  HA   SING N N 34 
PF3 C17 C18  SING N N 35 
PF3 C17 C20  SING N N 36 
PF3 C17 H17  SING N N 37 
PF3 C18 C19  SING N N 38 
PF3 C18 H181 SING N N 39 
PF3 C18 H182 SING N N 40 
PF3 C19 O2   DOUB N N 41 
PF3 C19 O3   SING N N 42 
PF3 O3  H3   SING N N 43 
PF3 C20 C21  DOUB Y N 44 
PF3 C20 C25  SING Y N 45 
PF3 C21 C22  SING Y N 46 
PF3 C21 H21  SING N N 47 
PF3 C22 C23  DOUB Y N 48 
PF3 C22 H22  SING N N 49 
PF3 C23 C24  SING Y N 50 
PF3 C23 H23  SING N N 51 
PF3 C24 C25  DOUB Y N 52 
PF3 C24 H24  SING N N 53 
PF3 C25 H25  SING N N 54 
# 
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 
PF3 SMILES           ACDLabs              10.04 O=C(O)CC(c1ccccc1)NC(=O)c4scc(c3ccc(c2ccncc2)cc3)c4                                                                                                                            
PF3 InChI            InChI                1.02b InChI=1/C25H20N2O3S/c28-24(29)15-22(20-4-2-1-3-5-20)27-25(30)23-14-21(16-31-23)18-8-6-17(7-9-18)19-10-12-26-13-11-19/h1-14,16,22H,15H2,(H,27,30)(H,28,29)/t22-/m1/s1/f/h27-28H 
PF3 InChIKey         InChI                1.02b VMTJQZUZINLEKC-ZHWDYBHHDV                                                                                                                                                      
PF3 SMILES_CANONICAL CACTVS               3.341 OC(=O)C[C@@H](NC(=O)c1scc(c1)c2ccc(cc2)c3ccncc3)c4ccccc4                                                                                                                       
PF3 SMILES           CACTVS               3.341 OC(=O)C[CH](NC(=O)c1scc(c1)c2ccc(cc2)c3ccncc3)c4ccccc4                                                                                                                         
PF3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@@H](CC(=O)O)NC(=O)c2cc(cs2)c3ccc(cc3)c4ccncc4                                                                                                                     
PF3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(CC(=O)O)NC(=O)c2cc(cs2)c3ccc(cc3)c4ccncc4                                                                                                                          
# 
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 
PF3 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R)-3-phenyl-3-({[4-(4-pyridin-4-ylphenyl)thiophen-2-yl]carbonyl}amino)propanoic acid" 
PF3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-3-phenyl-3-[[4-(4-pyridin-4-ylphenyl)thiophen-2-yl]carbonylamino]propanoic acid"   
# 
