data_PF2
# 
_chem_comp.id                                    PF2 
_chem_comp.name                                  "2-(4-{(3S,5S)-5-[(3,3-difluoropyrrolidin-1-yl)carbonyl]pyrrolidin-3-yl}piperazin-1-yl)pyrimidine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H24 F2 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-11-19 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        366.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PF2 
_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        3F8S 
_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 
PF2 F26  F26  F 0 1 N N N 16.143 19.456 40.358 -5.525 -2.732 -1.033 F26  PF2 1  
PF2 C11  C11  C 0 1 N N N 17.078 18.612 39.992 -4.802 -1.930 -0.144 C11  PF2 2  
PF2 F25  F25  F 0 1 N N N 18.107 18.626 40.804 -3.604 -2.554 0.221  F25  PF2 3  
PF2 C10  C10  C 0 1 N N N 17.673 19.205 38.776 -5.649 -1.596 1.105  C10  PF2 4  
PF2 C9   C9   C 0 1 N N N 18.486 18.014 38.348 -5.332 -0.123 1.422  C9   PF2 5  
PF2 C12  C12  C 0 1 N N N 16.642 17.173 39.626 -4.528 -0.536 -0.762 C12  PF2 6  
PF2 N8   N8   N 0 1 N N N 17.476 16.963 38.458 -4.340 0.330  0.428  N8   PF2 7  
PF2 C6   C6   C 0 1 N N N 17.440 16.036 37.503 -3.444 1.326  0.571  C6   PF2 8  
PF2 O7   O7   O 0 1 N N N 16.675 15.108 37.488 -3.398 1.957  1.606  O7   PF2 9  
PF2 C4   C4   C 0 1 N N S 18.511 16.214 36.430 -2.499 1.657  -0.555 C4   PF2 10 
PF2 N3   N3   N 0 1 N N N 18.751 15.033 35.611 -1.939 3.007  -0.360 N3   PF2 11 
PF2 C2   C2   C 0 1 N N N 19.386 15.536 34.391 -0.472 2.892  -0.217 C2   PF2 12 
PF2 C5   C5   C 0 1 N N N 18.182 17.304 35.412 -1.318 0.664  -0.558 C5   PF2 13 
PF2 C1   C1   C 0 1 N N S 19.173 17.050 34.313 -0.108 1.566  -0.929 C1   PF2 14 
PF2 N13  N13  N 0 1 N N N 18.767 17.468 32.935 1.145  1.011  -0.400 N13  PF2 15 
PF2 C18  C18  C 0 1 N N N 19.966 17.409 32.059 2.266  1.935  -0.624 C18  PF2 16 
PF2 C17  C17  C 0 1 N N N 19.535 17.503 30.596 3.534  1.357  0.010  C17  PF2 17 
PF2 N16  N16  N 0 1 N N N 18.733 18.712 30.412 3.816  0.040  -0.576 N16  PF2 18 
PF2 C15  C15  C 0 1 N N N 17.800 19.230 31.435 2.694  -0.884 -0.352 C15  PF2 19 
PF2 C14  C14  C 0 1 N N N 18.223 18.844 32.868 1.427  -0.306 -0.986 C14  PF2 20 
PF2 C19  C19  C 0 1 Y N N 18.855 19.341 29.207 4.996  -0.483 -0.077 C19  PF2 21 
PF2 N23  N23  N 0 1 Y N N 19.718 18.831 28.270 5.406  -1.670 -0.498 N23  PF2 22 
PF2 C24  C24  C 0 1 Y N N 19.882 19.411 27.062 6.530  -2.198 -0.041 C24  PF2 23 
PF2 C22  C22  C 0 1 Y N N 19.171 20.564 26.775 7.279  -1.494 0.888  C22  PF2 24 
PF2 C21  C21  C 0 1 Y N N 18.287 21.073 27.741 6.821  -0.255 1.306  C21  PF2 25 
PF2 N20  N20  N 0 1 Y N N 18.131 20.465 28.936 5.692  0.218  0.806  N20  PF2 26 
PF2 H10  H10  H 0 1 N N N 16.928 19.521 38.030 -6.710 -1.717 0.887  H10  PF2 27 
PF2 H10A H10A H 0 0 N N N 18.231 20.142 38.920 -5.360 -2.235 1.940  H10A PF2 28 
PF2 H9   H9   H 0 1 N N N 18.885 18.116 37.328 -6.238 0.477  1.342  H9   PF2 29 
PF2 H9A  H9A  H 0 1 N N N 19.395 17.841 38.942 -4.915 -0.040 2.426  H9A  PF2 30 
PF2 H12  H12  H 0 1 N N N 16.837 16.448 40.429 -3.625 -0.556 -1.372 H12  PF2 31 
PF2 H12A H12A H 0 0 N N N 15.563 17.042 39.457 -5.381 -0.202 -1.351 H12A PF2 32 
PF2 H4   H4   H 0 1 N N N 19.389 16.463 37.044 -3.026 1.609  -1.508 H4   PF2 33 
PF2 HN3  HN3  H 0 1 N N N 19.348 14.385 36.084 -2.181 3.614  -1.130 HN3  PF2 34 
PF2 H2   H2   H 0 1 N N N 20.463 15.314 34.415 0.023  3.733  -0.702 H2   PF2 35 
PF2 H2A  H2A  H 0 1 N N N 18.941 15.050 33.510 -0.197 2.847  0.837  H2A  PF2 36 
PF2 H5   H5   H 0 1 N N N 17.146 17.224 35.051 -1.181 0.225  0.430  H5   PF2 37 
PF2 H5A  H5A  H 0 1 N N N 18.253 18.319 35.830 -1.469 -0.113 -1.307 H5A  PF2 38 
PF2 H1   H1   H 0 1 N N N 20.072 17.664 34.470 -0.045 1.707  -2.009 H1   PF2 39 
PF2 H18  H18  H 0 1 N N N 20.636 18.248 32.298 2.422  2.064  -1.695 H18  PF2 40 
PF2 H18A H18A H 0 0 N N N 20.494 16.458 32.225 2.039  2.899  -0.170 H18A PF2 41 
PF2 H17  H17  H 0 1 N N N 20.425 17.548 29.951 4.373  2.027  -0.180 H17  PF2 42 
PF2 H17A H17A H 0 0 N N N 18.940 16.618 30.327 3.388  1.254  1.085  H17A PF2 43 
PF2 H15  H15  H 0 1 N N N 17.776 20.327 31.362 2.921  -1.848 -0.806 H15  PF2 44 
PF2 H15A H15A H 0 0 N N N 16.812 18.786 31.245 2.538  -1.013 0.719  H15A PF2 45 
PF2 H14  H14  H 0 1 N N N 17.342 18.906 33.523 0.588  -0.976 -0.796 H14  PF2 46 
PF2 H14A H14A H 0 0 N N N 19.013 19.539 33.189 1.573  -0.202 -2.061 H14A PF2 47 
PF2 H24  H24  H 0 1 N N N 20.555 18.984 26.333 6.859  -3.167 -0.388 H24  PF2 48 
PF2 H22  H22  H 0 1 N N N 19.294 21.063 25.825 8.200  -1.902 1.277  H22  PF2 49 
PF2 H21  H21  H 0 1 N N N 17.722 21.967 27.523 7.381  0.319  2.030  H21  PF2 50 
# 
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 
PF2 C11 F26  SING N N 1  
PF2 C10 C11  SING N N 2  
PF2 C12 C11  SING N N 3  
PF2 C11 F25  SING N N 4  
PF2 C9  C10  SING N N 5  
PF2 C10 H10  SING N N 6  
PF2 C10 H10A SING N N 7  
PF2 C9  N8   SING N N 8  
PF2 C9  H9   SING N N 9  
PF2 C9  H9A  SING N N 10 
PF2 N8  C12  SING N N 11 
PF2 C12 H12  SING N N 12 
PF2 C12 H12A SING N N 13 
PF2 C6  N8   SING N N 14 
PF2 C4  C6   SING N N 15 
PF2 O7  C6   DOUB N N 16 
PF2 C5  C4   SING N N 17 
PF2 N3  C4   SING N N 18 
PF2 C4  H4   SING N N 19 
PF2 C2  N3   SING N N 20 
PF2 N3  HN3  SING N N 21 
PF2 C1  C2   SING N N 22 
PF2 C2  H2   SING N N 23 
PF2 C2  H2A  SING N N 24 
PF2 C1  C5   SING N N 25 
PF2 C5  H5   SING N N 26 
PF2 C5  H5A  SING N N 27 
PF2 N13 C1   SING N N 28 
PF2 C1  H1   SING N N 29 
PF2 C18 N13  SING N N 30 
PF2 C14 N13  SING N N 31 
PF2 C17 C18  SING N N 32 
PF2 C18 H18  SING N N 33 
PF2 C18 H18A SING N N 34 
PF2 N16 C17  SING N N 35 
PF2 C17 H17  SING N N 36 
PF2 C17 H17A SING N N 37 
PF2 C19 N16  SING N N 38 
PF2 N16 C15  SING N N 39 
PF2 C15 C14  SING N N 40 
PF2 C15 H15  SING N N 41 
PF2 C15 H15A SING N N 42 
PF2 C14 H14  SING N N 43 
PF2 C14 H14A SING N N 44 
PF2 N23 C19  DOUB Y N 45 
PF2 N20 C19  SING Y N 46 
PF2 C24 N23  SING Y N 47 
PF2 C22 C24  DOUB Y N 48 
PF2 C24 H24  SING N N 49 
PF2 C22 C21  SING Y N 50 
PF2 C22 H22  SING N N 51 
PF2 C21 N20  DOUB Y N 52 
PF2 C21 H21  SING N N 53 
# 
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 
PF2 SMILES           ACDLabs              10.04 "FC4(F)CCN(C(=O)C3NCC(N2CCN(c1ncccn1)CC2)C3)C4"                                                                                                   
PF2 SMILES_CANONICAL CACTVS               3.341 "FC1(F)CCN(C1)C(=O)[C@@H]2C[C@@H](CN2)N3CCN(CC3)c4ncccn4"                                                                                         
PF2 SMILES           CACTVS               3.341 "FC1(F)CCN(C1)C(=O)[CH]2C[CH](CN2)N3CCN(CC3)c4ncccn4"                                                                                             
PF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cnc(nc1)N2CCN(CC2)[C@H]3C[C@H](NC3)C(=O)N4CCC(C4)(F)F"                                                                                         
PF2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cnc(nc1)N2CCN(CC2)C3CC(NC3)C(=O)N4CCC(C4)(F)F"                                                                                                 
PF2 InChI            InChI                1.03  "InChI=1S/C17H24F2N6O/c18-17(19)2-5-25(12-17)15(26)14-10-13(11-22-14)23-6-8-24(9-7-23)16-20-3-1-4-21-16/h1,3-4,13-14,22H,2,5-12H2/t13-,14-/m0/s1" 
PF2 InChIKey         InChI                1.03  QWEWGXUTRTXFRF-KBPBESRZSA-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 
PF2 "SYSTEMATIC NAME" ACDLabs              10.04 "2-(4-{(3S,5S)-5-[(3,3-difluoropyrrolidin-1-yl)carbonyl]pyrrolidin-3-yl}piperazin-1-yl)pyrimidine"   
PF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3,3-difluoropyrrolidin-1-yl)-[(2S,4S)-4-(4-pyrimidin-2-ylpiperazin-1-yl)pyrrolidin-2-yl]methanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
PF2 "Create component"     2008-11-19 RCSB 
PF2 "Modify aromatic_flag" 2011-06-04 RCSB 
PF2 "Modify descriptor"    2011-06-04 RCSB 
# 
