data_PZF
# 
_chem_comp.id                                    PZF 
_chem_comp.name                                  "(3R,4S)-1-[6-(6-METHOXYPYRIDIN-3-YL)PYRIMIDIN-4-YL]-4-(2,4,5-TRIFLUOROPHENYL)PYRROLIDIN-3-AMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 F3 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-26 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        401.385 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PZF 
_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        2QJR 
_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 
PZF N3   N3   N 0 1 Y N N 21.684 16.652 28.858 -5.947 -0.822 -0.691 N3   PZF 1  
PZF C4   C4   C 0 1 Y N N 21.934 17.371 27.751 -6.875 0.109  -0.537 C4   PZF 2  
PZF C6   C6   C 0 1 Y N N 20.520 19.108 28.479 -5.279 1.572  0.477  C6   PZF 3  
PZF C13  C13  C 0 1 N N S 17.532 17.273 36.084 2.667  -1.338 0.567  C13  PZF 4  
PZF C21  C21  C 0 1 Y N N 17.002 17.540 37.438 3.865  -0.539 0.123  C21  PZF 5  
PZF C8   C8   C 0 1 Y N N 17.395 19.941 31.292 -1.314 2.113  1.708  C8   PZF 6  
PZF C16  C16  C 0 1 N N N 19.464 17.142 34.658 0.508  -1.289 -0.589 C16  PZF 7  
PZF C19  C19  C 0 1 N N N 22.957 17.596 25.577 -8.394 -1.407 -1.555 C19  PZF 8  
PZF C26  C26  C 0 1 Y N N 17.427 18.638 38.169 3.702  0.531  -0.738 C26  PZF 9  
PZF F29  F29  F 0 1 N N N 15.545 18.305 41.193 7.141  1.645  -1.089 F29  PZF 10 
PZF C24  C24  C 0 1 Y N N 16.049 18.032 39.988 6.067  0.928  -0.692 C24  PZF 11 
PZF C23  C23  C 0 1 Y N N 15.566 16.945 39.287 6.229  -0.139 0.174  C23  PZF 12 
PZF C22  C22  C 0 1 Y N N 16.058 16.710 38.001 5.128  -0.873 0.581  C22  PZF 13 
PZF F27  F27  F 0 1 N N N 15.634 15.675 37.285 5.286  -1.916 1.426  F27  PZF 14 
PZF C25  C25  C 0 1 Y N N 16.986 18.891 39.426 4.801  1.265  -1.146 C25  PZF 15 
PZF F28  F28  F 0 1 N N N 17.456 19.996 40.029 4.641  2.310  -1.987 F28  PZF 16 
PZF C17  C17  C 0 1 N N R 18.982 16.915 36.101 1.920  -1.908 -0.657 C17  PZF 17 
PZF N20  N20  N 0 1 N N N 19.232 15.556 36.471 1.840  -3.373 -0.568 N20  PZF 18 
PZF N15  N15  N 0 1 N N N 18.445 18.101 34.202 0.319  -0.943 0.844  N15  PZF 19 
PZF C14  C14  C 0 1 N N N 17.433 18.479 35.157 1.643  -0.422 1.271  C14  PZF 20 
PZF C12  C12  C 0 1 Y N N 18.406 18.592 32.906 -0.666 0.019  0.997  C12  PZF 21 
PZF N7   N7   N 0 1 Y N N 17.427 19.452 32.539 -0.384 1.191  1.558  N7   PZF 22 
PZF C11  C11  C 0 1 Y N N 19.349 18.191 31.954 -1.968 -0.227 0.564  C11  PZF 23 
PZF C10  C10  C 0 1 Y N N 19.324 18.747 30.686 -2.921 0.773  0.740  C10  PZF 24 
PZF N9   N9   N 0 1 Y N N 18.323 19.585 30.409 -2.555 1.921  1.313  N9   PZF 25 
PZF C1   C1   C 0 1 Y N N 20.278 18.345 29.616 -4.321 0.566  0.299  C1   PZF 26 
PZF C5   C5   C 0 1 Y N N 21.375 18.611 27.522 -6.570 1.332  0.050  C5   PZF 27 
PZF O18  O18  O 0 1 N N N 22.782 16.851 26.818 -8.141 -0.133 -0.959 O18  PZF 28 
PZF C2   C2   C 0 1 Y N N 20.854 17.112 29.735 -4.703 -0.633 -0.298 C2   PZF 29 
PZF H6   H6   H 0 1 N N N 20.047 20.070 28.350 -5.014 2.513  0.936  H6   PZF 30 
PZF H13  H13  H 0 1 N N N 16.910 16.441 35.721 2.975  -2.144 1.232  H13  PZF 31 
PZF H8   H8   H 0 1 N N N 16.612 20.627 31.003 -1.051 3.052  2.172  H8   PZF 32 
PZF H161 1H16 H 0 0 N N N 19.477 16.218 34.062 0.456  -0.393 -1.206 H161 PZF 33 
PZF H162 2H16 H 0 0 N N N 20.502 17.494 34.568 -0.241 -2.015 -0.906 H162 PZF 34 
PZF H191 1H19 H 0 0 N N N 23.001 18.673 25.798 -7.763 -1.528 -2.436 H191 PZF 35 
PZF H192 2H19 H 0 0 N N N 23.893 17.283 25.091 -8.168 -2.196 -0.837 H192 PZF 36 
PZF H193 3H19 H 0 0 N N N 22.109 17.394 24.906 -9.442 -1.470 -1.847 H193 PZF 37 
PZF H26  H26  H 0 1 N N N 18.136 19.318 37.721 2.716  0.793  -1.092 H26  PZF 38 
PZF H23  H23  H 0 1 N N N 14.825 16.291 39.723 7.214  -0.399 0.532  H23  PZF 39 
PZF H17  H17  H 0 1 N N N 19.506 17.526 36.851 2.420  -1.610 -1.578 H17  PZF 40 
PZF H201 1H20 H 0 0 N N N 19.290 14.991 35.648 1.353  -3.757 -1.364 H201 PZF 41 
PZF H202 2H20 H 0 0 N N N 20.094 15.501 36.975 2.759  -3.780 -0.475 H202 PZF 42 
PZF H141 1H14 H 0 0 N N N 16.436 18.601 34.708 1.749  -0.495 2.353  H141 PZF 43 
PZF H142 2H14 H 0 0 N N N 17.578 19.458 35.637 1.768  0.610  0.944  H142 PZF 44 
PZF H11  H11  H 0 1 N N N 20.094 17.451 32.207 -2.231 -1.168 0.103  H11  PZF 45 
PZF H5   H5   H 0 1 N N N 21.600 19.170 26.626 -7.334 2.085  0.171  H5   PZF 46 
PZF H2   H2   H 0 1 N N N 20.607 16.501 30.591 -3.973 -1.416 -0.440 H2   PZF 47 
# 
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 
PZF N3  C4   SING Y N 1  
PZF N3  C2   DOUB Y N 2  
PZF C4  O18  SING N N 3  
PZF C4  C5   DOUB Y N 4  
PZF C6  C5   SING Y N 5  
PZF C6  C1   DOUB Y N 6  
PZF C6  H6   SING N N 7  
PZF C13 C14  SING N N 8  
PZF C13 C17  SING N N 9  
PZF C13 C21  SING N N 10 
PZF C13 H13  SING N N 11 
PZF C21 C22  DOUB Y N 12 
PZF C21 C26  SING Y N 13 
PZF C8  N9   SING Y N 14 
PZF C8  N7   DOUB Y N 15 
PZF C8  H8   SING N N 16 
PZF C16 N15  SING N N 17 
PZF C16 C17  SING N N 18 
PZF C16 H161 SING N N 19 
PZF C16 H162 SING N N 20 
PZF C19 O18  SING N N 21 
PZF C19 H191 SING N N 22 
PZF C19 H192 SING N N 23 
PZF C19 H193 SING N N 24 
PZF C26 C25  DOUB Y N 25 
PZF C26 H26  SING N N 26 
PZF F29 C24  SING N N 27 
PZF C24 C23  DOUB Y N 28 
PZF C24 C25  SING Y N 29 
PZF C23 C22  SING Y N 30 
PZF C23 H23  SING N N 31 
PZF C22 F27  SING N N 32 
PZF C25 F28  SING N N 33 
PZF C17 N20  SING N N 34 
PZF C17 H17  SING N N 35 
PZF N20 H201 SING N N 36 
PZF N20 H202 SING N N 37 
PZF N15 C12  SING N N 38 
PZF N15 C14  SING N N 39 
PZF C14 H141 SING N N 40 
PZF C14 H142 SING N N 41 
PZF C12 C11  DOUB Y N 42 
PZF C12 N7   SING Y N 43 
PZF C11 C10  SING Y N 44 
PZF C11 H11  SING N N 45 
PZF C10 C1   SING Y N 46 
PZF C10 N9   DOUB Y N 47 
PZF C1  C2   SING Y N 48 
PZF C5  H5   SING N N 49 
PZF C2  H2   SING N N 50 
# 
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 
PZF SMILES           ACDLabs              10.04 "Fc1cc(c(F)cc1F)C4CN(c3ncnc(c2ccc(OC)nc2)c3)CC4N"                                                                                                            
PZF SMILES_CANONICAL CACTVS               3.341 "COc1ccc(cn1)c2cc(ncn2)N3C[C@H](N)[C@H](C3)c4cc(F)c(F)cc4F"                                                                                                  
PZF SMILES           CACTVS               3.341 "COc1ccc(cn1)c2cc(ncn2)N3C[CH](N)[CH](C3)c4cc(F)c(F)cc4F"                                                                                                    
PZF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cn1)c2cc(ncn2)N3C[C@@H]([C@H](C3)N)c4cc(c(cc4F)F)F"                                                                                                 
PZF SMILES           "OpenEye OEToolkits" 1.5.0 "COc1ccc(cn1)c2cc(ncn2)N3CC(C(C3)N)c4cc(c(cc4F)F)F"                                                                                                          
PZF InChI            InChI                1.03  "InChI=1S/C20H18F3N5O/c1-29-20-3-2-11(7-25-20)18-6-19(27-10-26-18)28-8-13(17(24)9-28)12-4-15(22)16(23)5-14(12)21/h2-7,10,13,17H,8-9,24H2,1H3/t13-,17+/m1/s1" 
PZF InChIKey         InChI                1.03  IFKWHPAWYJARQJ-DYVFJYSZSA-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 
PZF "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4S)-1-[6-(6-methoxypyridin-3-yl)pyrimidin-4-yl]-4-(2,4,5-trifluorophenyl)pyrrolidin-3-amine" 
PZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,4S)-1-[6-(6-methoxypyridin-3-yl)pyrimidin-4-yl]-4-(2,4,5-trifluorophenyl)pyrrolidin-3-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
PZF "Create component"     2007-07-26 RCSB 
PZF "Modify aromatic_flag" 2011-06-04 RCSB 
PZF "Modify descriptor"    2011-06-04 RCSB 
# 
