data_5FI
# 
_chem_comp.id                                    5FI 
_chem_comp.name                                  "2-{[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl}-5-(trifluoromethyl)-1H-benzimidazole" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H21 F3 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-06-17 
_chem_comp.pdbx_modified_date                    2013-07-19 
_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                        390.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5FI 
_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        4L46 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
5FI C4  C4  C 0 1 Y N N 47.917 -17.056 12.692 4.647  -0.634 0.292  C4  5FI 1  
5FI C5  C5  C 0 1 Y N N 47.452 -16.232 11.642 5.677  -1.010 -0.573 C5  5FI 2  
5FI C6  C6  C 0 1 Y N N 46.871 -15.003 11.934 6.672  -1.836 -0.088 C6  5FI 3  
5FI N1  N1  N 0 1 Y N N 46.753 -14.601 13.198 6.617  -2.242 1.173  N1  5FI 4  
5FI N3  N3  N 0 1 Y N N 47.766 -16.569 13.958 4.662  -1.082 1.543  N3  5FI 5  
5FI FAB FAB F 0 1 N N N 54.749 -21.516 5.588  -5.902 -2.632 0.108  FAB 5FI 6  
5FI CBB CBB C 0 1 N N N 55.635 -21.601 6.566  -6.174 -1.348 -0.376 CBB 5FI 7  
5FI FAC FAC F 0 1 N N N 56.382 -20.521 6.616  -6.224 -1.378 -1.774 FAC 5FI 8  
5FI FAD FAD F 0 1 N N N 56.521 -22.594 6.328  -7.405 -0.911 0.125  FAD 5FI 9  
5FI CAU CAU C 0 1 Y N N 54.861 -21.670 7.864  -5.087 -0.403 0.068  CAU 5FI 10 
5FI CAE CAE C 0 1 Y N N 55.588 -21.539 9.027  -5.213 0.270  1.275  CAE 5FI 11 
5FI CAF CAF C 0 1 Y N N 54.951 -21.597 10.261 -4.228 1.138  1.697  CAF 5FI 12 
5FI CAI CAI C 0 1 Y N N 53.478 -21.838 7.926  -3.986 -0.221 -0.720 CAI 5FI 13 
5FI CAX CAX C 0 1 Y N N 52.836 -21.904 9.159  -2.976 0.654  -0.313 CAX 5FI 14 
5FI CAY CAY C 0 1 Y N N 53.571 -21.763 10.313 -3.105 1.339  0.907  CAY 5FI 15 
5FI NAS NAS N 0 1 Y N N 52.737 -21.826 11.354 -1.969 2.115  1.030  NAS 5FI 16 
5FI NAR NAR N 0 1 Y N N 51.560 -22.074 9.548  -1.793 1.038  -0.859 NAR 5FI 17 
5FI CAV CAV C 0 1 Y N N 51.497 -22.029 10.892 -1.208 1.897  -0.076 CAV 5FI 18 
5FI CAO CAO C 0 1 N N N 50.281 -22.148 11.786 0.124  2.546  -0.349 CAO 5FI 19 
5FI NAZ NAZ N 0 1 N N N 49.832 -20.754 12.027 1.203  1.664  0.114  NAZ 5FI 20 
5FI CAL CAL C 0 1 N N N 50.092 -20.124 13.348 2.499  2.357  0.084  CAL 5FI 21 
5FI CAN CAN C 0 1 N N N 49.788 -18.632 13.281 3.581  1.434  0.648  CAN 5FI 22 
5FI CAK CAK C 0 1 N N N 48.390 -20.714 11.879 1.251  0.429  -0.679 CAK 5FI 23 
5FI CAM CAM C 0 1 N N N 48.040 -19.250 11.535 2.334  -0.495 -0.115 CAM 5FI 24 
5FI NBA NBA N 0 1 N N N 48.568 -18.318 12.520 3.629  0.198  -0.146 NBA 5FI 25 
5FI CAJ CAJ C 0 1 N N N 47.512 -16.591 10.195 5.703  -0.527 -2.000 CAJ 5FI 26 
5FI CAA CAA C 0 1 N N N 48.842 -16.289 9.560  6.378  0.845  -2.063 CAA 5FI 27 
5FI C2  C2  C 0 1 Y N N 47.190 -15.379 14.194 5.632  -1.869 1.964  C2  5FI 28 
5FI H1  H1  H 0 1 N N N 46.514 -14.372 11.133 7.484  -2.148 -0.728 H1  5FI 29 
5FI H2  H2  H 0 1 N N N 56.657 -21.391 8.980  -6.088 0.112  1.889  H2  5FI 30 
5FI H3  H3  H 0 1 N N N 55.523 -21.514 11.173 -4.331 1.659  2.637  H3  5FI 31 
5FI H4  H4  H 0 1 N N N 52.904 -21.917 7.015  -3.897 -0.753 -1.656 H4  5FI 32 
5FI H7  H7  H 0 1 N N N 49.490 -22.726 11.285 0.231  2.719  -1.420 H7  5FI 33 
5FI H8  H8  H 0 1 N N N 50.547 -22.636 12.735 0.179  3.498  0.179  H8  5FI 34 
5FI H10 H10 H 0 1 N N N 49.450 -20.593 14.108 2.746  2.622  -0.944 H10 5FI 35 
5FI H11 H11 H 0 1 N N N 51.148 -20.269 13.620 2.442  3.262  0.689  H11 5FI 36 
5FI H12 H12 H 0 1 N N N 50.638 -18.124 12.802 4.548  1.935  0.600  H12 5FI 37 
5FI H13 H13 H 0 1 N N N 49.666 -18.255 14.307 3.349  1.191  1.685  H13 5FI 38 
5FI H14 H14 H 0 1 N N N 47.901 -21.014 12.817 0.284  -0.072 -0.631 H14 5FI 39 
5FI H15 H15 H 0 1 N N N 48.070 -21.385 11.068 1.484  0.671  -1.716 H15 5FI 40 
5FI H16 H16 H 0 1 N N N 48.465 -19.005 10.550 2.087  -0.759 0.913  H16 5FI 41 
5FI H17 H17 H 0 1 N N N 46.946 -19.146 11.498 2.391  -1.400 -0.720 H17 5FI 42 
5FI H18 H18 H 0 1 N N N 46.734 -16.024 9.662  6.260  -1.235 -2.614 H18 5FI 43 
5FI H19 H19 H 0 1 N N N 47.314 -17.668 10.094 4.682  -0.447 -2.375 H19 5FI 44 
5FI H20 H20 H 0 1 N N N 48.816 -16.577 8.499  6.332  1.226  -3.083 H20 5FI 45 
5FI H21 H21 H 0 1 N N N 49.052 -15.212 9.643  5.862  1.534  -1.394 H21 5FI 46 
5FI H22 H22 H 0 1 N N N 49.631 -16.857 10.075 7.419  0.751  -1.756 H22 5FI 47 
5FI H23 H23 H 0 1 N N N 47.077 -15.042 15.214 5.618  -2.219 2.986  H23 5FI 48 
5FI H5  H5  H 0 1 N N N 52.995 -21.737 12.316 -1.754 2.706  1.768  H5  5FI 49 
# 
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 
5FI FAB CBB SING N N 1  
5FI FAD CBB SING N N 2  
5FI CBB FAC SING N N 3  
5FI CBB CAU SING N N 4  
5FI CAU CAI DOUB Y N 5  
5FI CAU CAE SING Y N 6  
5FI CAI CAX SING Y N 7  
5FI CAE CAF DOUB Y N 8  
5FI CAX NAR SING Y N 9  
5FI CAX CAY DOUB Y N 10 
5FI NAR CAV DOUB Y N 11 
5FI CAA CAJ SING N N 12 
5FI CAJ C5  SING N N 13 
5FI CAF CAY SING Y N 14 
5FI CAY NAS SING Y N 15 
5FI CAV NAS SING Y N 16 
5FI CAV CAO SING N N 17 
5FI CAM CAK SING N N 18 
5FI CAM NBA SING N N 19 
5FI C5  C6  DOUB Y N 20 
5FI C5  C4  SING Y N 21 
5FI CAO NAZ SING N N 22 
5FI CAK NAZ SING N N 23 
5FI C6  N1  SING Y N 24 
5FI NAZ CAL SING N N 25 
5FI NBA C4  SING N N 26 
5FI NBA CAN SING N N 27 
5FI C4  N3  DOUB Y N 28 
5FI N1  C2  DOUB Y N 29 
5FI CAN CAL SING N N 30 
5FI N3  C2  SING Y N 31 
5FI C6  H1  SING N N 32 
5FI CAE H2  SING N N 33 
5FI CAF H3  SING N N 34 
5FI CAI H4  SING N N 35 
5FI CAO H7  SING N N 36 
5FI CAO H8  SING N N 37 
5FI CAL H10 SING N N 38 
5FI CAL H11 SING N N 39 
5FI CAN H12 SING N N 40 
5FI CAN H13 SING N N 41 
5FI CAK H14 SING N N 42 
5FI CAK H15 SING N N 43 
5FI CAM H16 SING N N 44 
5FI CAM H17 SING N N 45 
5FI CAJ H18 SING N N 46 
5FI CAJ H19 SING N N 47 
5FI CAA H20 SING N N 48 
5FI CAA H21 SING N N 49 
5FI CAA H22 SING N N 50 
5FI C2  H23 SING N N 51 
5FI NAS H5  SING N N 52 
# 
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 
5FI SMILES           ACDLabs              12.01 "FC(F)(F)c1cc2nc(nc2cc1)CN4CCN(c3ncncc3CC)CC4"                                                                                                       
5FI InChI            InChI                1.03  "InChI=1S/C19H21F3N6/c1-2-13-10-23-12-24-18(13)28-7-5-27(6-8-28)11-17-25-15-4-3-14(19(20,21)22)9-16(15)26-17/h3-4,9-10,12H,2,5-8,11H2,1H3,(H,25,26)" 
5FI InChIKey         InChI                1.03  FBLPQCAQRNSVHB-UHFFFAOYSA-N                                                                                                                          
5FI SMILES_CANONICAL CACTVS               3.370 "CCc1cncnc1N2CCN(CC2)Cc3[nH]c4ccc(cc4n3)C(F)(F)F"                                                                                                    
5FI SMILES           CACTVS               3.370 "CCc1cncnc1N2CCN(CC2)Cc3[nH]c4ccc(cc4n3)C(F)(F)F"                                                                                                    
5FI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1cncnc1N2CCN(CC2)Cc3[nH]c4ccc(cc4n3)C(F)(F)F"                                                                                                    
5FI SMILES           "OpenEye OEToolkits" 1.7.6 "CCc1cncnc1N2CCN(CC2)Cc3[nH]c4ccc(cc4n3)C(F)(F)F"                                                                                                    
# 
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 
5FI "SYSTEMATIC NAME" ACDLabs              12.01 "2-{[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl}-5-(trifluoromethyl)-1H-benzimidazole" 
5FI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[4-(5-ethylpyrimidin-4-yl)piperazin-1-yl]methyl]-5-(trifluoromethyl)-1H-benzimidazole" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5FI "Create component" 2013-06-17 PDBJ 
5FI "Initial release"  2013-07-24 RCSB 
# 
