data_2TO
# 
_chem_comp.id                                    2TO 
_chem_comp.name                                  "2-(2-{4-[(6-aminopyridin-3-yl)sulfonyl]piperazin-1-yl}-3,3'-bipyridin-5-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 F6 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-01-30 
_chem_comp.pdbx_modified_date                    2014-07-18 
_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                        562.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2TO 
_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        4OLH 
_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 
2TO C17 C17 C 0 1 Y N N 44.860 -20.800 -15.518 -5.007 1.836  -1.196 C17 2TO 1  
2TO C18 C18 C 0 1 Y N N 45.426 -19.562 -15.663 -4.922 3.212  -1.085 C18 2TO 2  
2TO C19 C19 C 0 1 Y N N 45.115 -18.534 -14.782 -4.890 3.789  0.181  C19 2TO 3  
2TO N6  N6  N 0 1 N N N 45.694 -17.327 -14.918 -4.805 5.171  0.307  N6  2TO 4  
2TO N5  N5  N 0 1 Y N N 44.232 -18.767 -13.794 -4.940 3.033  1.267  N5  2TO 5  
2TO C20 C20 C 0 1 Y N N 43.653 -19.949 -13.649 -5.021 1.718  1.191  C20 2TO 6  
2TO C16 C16 C 0 1 Y N N 43.951 -20.995 -14.498 -5.056 1.080  -0.032 C16 2TO 7  
2TO S1  S1  S 0 1 N N N 43.155 -22.532 -14.296 -5.172 -0.676 -0.117 S1  2TO 8  
2TO O2  O2  O 0 1 N N N 43.982 -23.641 -14.697 -5.745 -1.100 1.112  O2  2TO 9  
2TO O3  O3  O 0 1 N N N 42.740 -22.696 -12.872 -5.737 -0.981 -1.384 O3  2TO 10 
2TO N3  N3  N 0 1 N N N 41.830 -22.551 -15.224 -3.625 -1.268 -0.140 N3  2TO 11 
2TO C10 C10 C 0 1 N N N 42.193 -22.097 -16.556 -2.914 -1.472 -1.411 C10 2TO 12 
2TO C11 C11 C 0 1 N N N 40.990 -22.092 -17.483 -1.549 -0.782 -1.322 C11 2TO 13 
2TO C9  C9  C 0 1 N N N 40.852 -21.649 -14.651 -2.924 -1.599 1.110  C9  2TO 14 
2TO C8  C8  C 0 1 N N N 39.581 -21.939 -15.392 -1.556 -0.909 1.097  C8  2TO 15 
2TO N2  N2  N 0 1 N N N 39.765 -21.659 -16.813 -0.839 -1.262 -0.129 N2  2TO 16 
2TO C6  C6  C 0 1 Y N N 38.693 -21.262 -17.597 0.464  -0.785 -0.100 C6  2TO 17 
2TO N1  N1  N 0 1 Y N N 38.623 -21.873 -18.779 0.688  0.518  -0.156 N1  2TO 18 
2TO C3  C3  C 0 1 Y N N 37.649 -21.623 -19.663 1.910  1.015  -0.125 C3  2TO 19 
2TO C1  C1  C 0 1 Y N N 36.607 -20.744 -19.391 3.014  0.189  -0.034 C1  2TO 20 
2TO C4  C4  C 0 1 N N N 35.445 -20.468 -20.359 4.402  0.777  -0.000 C4  2TO 21 
2TO C21 C21 C 0 1 N N N 35.826 -19.457 -21.438 4.607  1.671  -1.225 C21 2TO 22 
2TO F2  F2  F 0 1 N N N 36.827 -19.964 -22.148 5.933  2.112  -1.264 F2  2TO 23 
2TO F3  F3  F 0 1 N N N 36.126 -18.341 -20.812 4.323  0.943  -2.386 F3  2TO 24 
2TO F1  F1  F 0 1 N N N 34.812 -19.129 -22.252 3.750  2.774  -1.146 F1  2TO 25 
2TO C22 C22 C 0 1 N N N 34.876 -21.732 -20.972 4.573  1.609  1.272  C22 2TO 26 
2TO F5  F5  F 0 1 N N N 34.596 -22.586 -20.040 5.860  2.155  1.303  F5  2TO 27 
2TO F6  F6  F 0 1 N N N 35.687 -22.312 -21.768 3.628  2.642  1.285  F6  2TO 28 
2TO F4  F4  F 0 1 N N N 33.763 -21.419 -21.626 4.385  0.793  2.392  F4  2TO 29 
2TO O1  O1  O 0 1 N N N 34.315 -19.971 -19.651 5.366  -0.277 -0.013 O1  2TO 30 
2TO C2  C2  C 0 1 Y N N 36.670 -20.088 -18.174 2.835  -1.184 0.028  C2  2TO 31 
2TO C5  C5  C 0 1 Y N N 37.697 -20.345 -17.246 1.535  -1.685 -0.005 C5  2TO 32 
2TO C7  C7  C 0 1 Y N N 37.636 -19.622 -16.044 1.287  -3.146 0.064  C7  2TO 33 
2TO C15 C15 C 0 1 Y N N 36.404 -19.373 -15.440 1.877  -4.011 -0.862 C15 2TO 34 
2TO C14 C14 C 0 1 Y N N 36.347 -18.607 -14.269 1.615  -5.366 -0.754 C14 2TO 35 
2TO C13 C13 C 0 1 Y N N 37.533 -18.126 -13.707 0.786  -5.816 0.257  C13 2TO 36 
2TO N4  N4  N 0 1 Y N N 38.695 -18.372 -14.322 0.244  -4.976 1.117  N4  2TO 37 
2TO C12 C12 C 0 1 Y N N 38.778 -19.102 -15.438 0.468  -3.679 1.058  C12 2TO 38 
2TO H1  H1  H 0 1 N N N 45.119 -21.607 -16.187 -5.038 1.361  -2.165 H1  2TO 39 
2TO H2  H2  H 0 1 N N N 46.121 -19.383 -16.470 -4.882 3.831  -1.969 H2  2TO 40 
2TO H3  H3  H 0 1 N N N 45.359 -16.714 -14.203 -4.769 5.728  -0.486 H3  2TO 41 
2TO H4  H4  H 0 1 N N N 46.686 -17.422 -14.838 -4.783 5.577  1.187  H4  2TO 42 
2TO H5  H5  H 0 1 N N N 42.937 -20.097 -12.854 -5.059 1.133  2.099  H5  2TO 43 
2TO H6  H6  H 0 1 N N N 42.960 -22.770 -16.967 -2.774 -2.539 -1.586 H6  2TO 44 
2TO H7  H7  H 0 1 N N N 42.598 -21.077 -16.489 -3.493 -1.040 -2.228 H7  2TO 45 
2TO H8  H8  H 0 1 N N N 40.839 -23.111 -17.869 -0.964 -1.015 -2.211 H8  2TO 46 
2TO H9  H9  H 0 1 N N N 41.194 -21.409 -18.321 -1.690 0.296  -1.251 H9  2TO 47 
2TO H10 H10 H 0 1 N N N 41.157 -20.602 -14.799 -3.506 -1.243 1.961  H10 2TO 48 
2TO H11 H11 H 0 1 N N N 40.727 -21.846 -13.576 -2.793 -2.678 1.182  H11 2TO 49 
2TO H12 H12 H 0 1 N N N 38.774 -21.305 -14.996 -1.693 0.171  1.132  H12 2TO 50 
2TO H13 H13 H 0 1 N N N 39.314 -22.998 -15.260 -0.979 -1.231 1.964  H13 2TO 51 
2TO H14 H14 H 0 1 N N N 37.674 -22.122 -20.621 2.050  2.085  -0.174 H14 2TO 52 
2TO H15 H15 H 0 1 N N N 34.066 -20.591 -18.975 5.316  -0.847 -0.793 H15 2TO 53 
2TO H16 H16 H 0 1 N N N 35.911 -19.359 -17.930 3.683  -1.849 0.100  H16 2TO 54 
2TO H17 H17 H 0 1 N N N 35.498 -19.769 -15.873 2.520  -3.632 -1.643 H17 2TO 55 
2TO H18 H18 H 0 1 N N N 35.396 -18.390 -13.805 2.052  -6.064 -1.453 H18 2TO 56 
2TO H19 H19 H 0 1 N N N 37.511 -17.562 -12.786 0.580  -6.873 0.344  H19 2TO 57 
2TO H20 H20 H 0 1 N N N 39.746 -19.292 -15.878 0.010  -3.023 1.783  H20 2TO 58 
# 
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 
2TO F1  C21 SING N N 1  
2TO F2  C21 SING N N 2  
2TO F6  C22 SING N N 3  
2TO F4  C22 SING N N 4  
2TO C21 F3  SING N N 5  
2TO C21 C4  SING N N 6  
2TO C22 C4  SING N N 7  
2TO C22 F5  SING N N 8  
2TO C4  O1  SING N N 9  
2TO C4  C1  SING N N 10 
2TO C3  C1  DOUB Y N 11 
2TO C3  N1  SING Y N 12 
2TO C1  C2  SING Y N 13 
2TO N1  C6  DOUB Y N 14 
2TO C2  C5  DOUB Y N 15 
2TO C6  C5  SING Y N 16 
2TO C6  N2  SING N N 17 
2TO C11 N2  SING N N 18 
2TO C11 C10 SING N N 19 
2TO C5  C7  SING N N 20 
2TO N2  C8  SING N N 21 
2TO C10 N3  SING N N 22 
2TO C7  C15 DOUB Y N 23 
2TO C7  C12 SING Y N 24 
2TO C18 C17 DOUB Y N 25 
2TO C18 C19 SING Y N 26 
2TO C17 C16 SING Y N 27 
2TO C15 C14 SING Y N 28 
2TO C12 N4  DOUB Y N 29 
2TO C8  C9  SING N N 30 
2TO N3  C9  SING N N 31 
2TO N3  S1  SING N N 32 
2TO N6  C19 SING N N 33 
2TO C19 N5  DOUB Y N 34 
2TO O2  S1  DOUB N N 35 
2TO C16 S1  SING N N 36 
2TO C16 C20 DOUB Y N 37 
2TO N4  C13 SING Y N 38 
2TO S1  O3  DOUB N N 39 
2TO C14 C13 DOUB Y N 40 
2TO N5  C20 SING Y N 41 
2TO C17 H1  SING N N 42 
2TO C18 H2  SING N N 43 
2TO N6  H3  SING N N 44 
2TO N6  H4  SING N N 45 
2TO C20 H5  SING N N 46 
2TO C10 H6  SING N N 47 
2TO C10 H7  SING N N 48 
2TO C11 H8  SING N N 49 
2TO C11 H9  SING N N 50 
2TO C9  H10 SING N N 51 
2TO C9  H11 SING N N 52 
2TO C8  H12 SING N N 53 
2TO C8  H13 SING N N 54 
2TO C3  H14 SING N N 55 
2TO O1  H15 SING N N 56 
2TO C2  H16 SING N N 57 
2TO C15 H17 SING N N 58 
2TO C14 H18 SING N N 59 
2TO C13 H19 SING N N 60 
2TO C12 H20 SING N N 61 
# 
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 
2TO SMILES           ACDLabs              12.01 "O=S(=O)(c1ccc(nc1)N)N4CCN(c2ncc(cc2c3cccnc3)C(O)(C(F)(F)F)C(F)(F)F)CC4"                                                                                                       
2TO InChI            InChI                1.03  "InChI=1S/C22H20F6N6O3S/c23-21(24,25)20(35,22(26,27)28)15-10-17(14-2-1-5-30-11-14)19(32-12-15)33-6-8-34(9-7-33)38(36,37)16-3-4-18(29)31-13-16/h1-5,10-13,35H,6-9H2,(H2,29,31)" 
2TO InChIKey         InChI                1.03  WSCXEOSPTMGMGQ-UHFFFAOYSA-N                                                                                                                                                    
2TO SMILES_CANONICAL CACTVS               3.385 "Nc1ccc(cn1)[S](=O)(=O)N2CCN(CC2)c3ncc(cc3c4cccnc4)C(O)(C(F)(F)F)C(F)(F)F"                                                                                                     
2TO SMILES           CACTVS               3.385 "Nc1ccc(cn1)[S](=O)(=O)N2CCN(CC2)c3ncc(cc3c4cccnc4)C(O)(C(F)(F)F)C(F)(F)F"                                                                                                     
2TO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cnc1)c2cc(cnc2N3CCN(CC3)S(=O)(=O)c4ccc(nc4)N)C(C(F)(F)F)(C(F)(F)F)O"                                                                                                     
2TO SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(cnc1)c2cc(cnc2N3CCN(CC3)S(=O)(=O)c4ccc(nc4)N)C(C(F)(F)F)(C(F)(F)F)O"                                                                                                     
# 
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 
2TO "SYSTEMATIC NAME" ACDLabs              12.01 "2-(2-{4-[(6-aminopyridin-3-yl)sulfonyl]piperazin-1-yl}-3,3'-bipyridin-5-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol"                
2TO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[6-[4-(6-azanylpyridin-3-yl)sulfonylpiperazin-1-yl]-5-pyridin-3-yl-pyridin-3-yl]-1,1,1,3,3,3-hexakis(fluoranyl)propan-2-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2TO "Create component" 2014-01-30 RCSB 
2TO "Initial release"  2014-07-23 RCSB 
# 
