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 #