data_51E
# 
_chem_comp.id                                    51E 
_chem_comp.name                                  "3-chloro-5-[6-(5-fluoropyridin-2-yl)pyrimidin-4-yl]benzonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H8 Cl F N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-07-09 
_chem_comp.pdbx_modified_date                    2015-08-07 
_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                        310.713 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     51E 
_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        5CGD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
51E C01 C1  C  0 1 Y N N -24.014 17.911 44.231 1.936  0.953  0.070  C01 51E 1  
51E C02 C2  C  0 1 Y N N -23.617 19.134 44.801 3.150  1.613  0.043  C02 51E 2  
51E C03 C3  C  0 1 Y N N -22.643 19.157 45.811 4.330  0.897  -0.029 C03 51E 3  
51E C04 C4  C  0 1 Y N N -22.063 17.951 46.251 4.300  -0.499 -0.075 C04 51E 4  
51E C6  C5  C  0 1 Y N N -22.465 16.728 45.675 3.078  -1.168 -0.049 C6  51E 5  
51E C7  C6  C  0 1 Y N N -23.451 16.689 44.660 1.894  -0.440 0.024  C7  51E 6  
51E C8  C7  C  0 1 Y N N -23.871 15.412 44.047 0.589  -1.145 0.051  C8  51E 7  
51E C9  C8  C  0 1 Y N N -24.222 15.320 42.701 -0.606 -0.426 0.013  C9  51E 8  
51E C10 C9  C  0 1 Y N N -24.606 14.064 42.216 -1.805 -1.138 0.041  C10 51E 9  
51E N11 N1  N  0 1 Y N N -24.621 12.994 43.033 -1.763 -2.469 0.103  N11 51E 10 
51E C12 C10 C  0 1 Y N N -24.271 13.183 44.292 -0.614 -3.110 0.138  C12 51E 11 
51E N13 N2  N  0 1 Y N N -23.898 14.329 44.839 0.540  -2.475 0.108  N13 51E 12 
51E C19 C11 C  0 1 N N N -21.053 17.971 47.296 5.523  -1.240 -0.151 C19 51E 13 
51E N20 N3  N  0 1 N N N -20.251 17.988 48.127 6.493  -1.829 -0.211 N20 51E 14 
51E CL  CL1 CL 0 0 N N N -24.333 20.607 44.256 3.193  3.347  0.101  CL  51E 15 
51E C1  C12 C  0 1 Y N N -25.697 13.679 38.125 -5.478 0.910  -0.069 C1  51E 16 
51E C2  C13 C  0 1 Y N N -25.492 12.498 38.860 -5.499 -0.478 -0.006 C2  51E 17 
51E C3  C14 C  0 1 Y N N -25.131 12.583 40.213 -4.292 -1.155 0.031  C3  51E 18 
51E C4  C15 C  0 1 Y N N -24.991 13.861 40.796 -3.105 -0.426 0.002  C4  51E 19 
51E N1  N4  N  0 1 Y N N -25.186 14.994 40.080 -3.127 0.899  -0.059 N1  51E 20 
51E C5  C16 C  0 1 Y N N -25.532 14.908 38.781 -4.259 1.570  -0.094 C5  51E 21 
51E F1  F1  F  0 1 N N N -26.045 13.638 36.817 -6.634 1.609  -0.112 F1  51E 22 
51E H1  H1  H  0 1 N N N -24.762 17.906 43.452 1.017  1.518  0.130  H1  51E 23 
51E H2  H2  H  0 1 N N N -22.339 20.096 46.249 5.276  1.418  -0.050 H2  51E 24 
51E H3  H3  H  0 1 N N N -22.014 15.807 46.013 3.049  -2.247 -0.085 H3  51E 25 
51E H4  H4  H  0 1 N N N -24.199 16.186 42.056 -0.603 0.653  -0.037 H4  51E 26 
51E H5  H5  H  0 1 N N N -24.291 12.318 44.938 -0.617 -4.188 0.188  H5  51E 27 
51E H6  H6  H  0 1 N N N -25.611 11.534 38.387 -6.435 -1.016 0.015  H6  51E 28 
51E H7  H7  H  0 1 N N N -24.964 11.690 40.796 -4.271 -2.234 0.081  H7  51E 29 
51E H8  H8  H  0 1 N N N -25.688 15.820 38.223 -4.238 2.649  -0.144 H8  51E 30 
# 
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 
51E F1  C1  SING N N 1  
51E C1  C5  DOUB Y N 2  
51E C1  C2  SING Y N 3  
51E C5  N1  SING Y N 4  
51E C2  C3  DOUB Y N 5  
51E N1  C4  DOUB Y N 6  
51E C3  C4  SING Y N 7  
51E C4  C10 SING N N 8  
51E C10 C9  DOUB Y N 9  
51E C10 N11 SING Y N 10 
51E C9  C8  SING Y N 11 
51E N11 C12 DOUB Y N 12 
51E C8  C7  SING N N 13 
51E C8  N13 DOUB Y N 14 
51E C01 C7  DOUB Y N 15 
51E C01 C02 SING Y N 16 
51E CL  C02 SING N N 17 
51E C12 N13 SING Y N 18 
51E C7  C6  SING Y N 19 
51E C02 C03 DOUB Y N 20 
51E C6  C04 DOUB Y N 21 
51E C03 C04 SING Y N 22 
51E C04 C19 SING N N 23 
51E C19 N20 TRIP N N 24 
51E C01 H1  SING N N 25 
51E C03 H2  SING N N 26 
51E C6  H3  SING N N 27 
51E C9  H4  SING N N 28 
51E C12 H5  SING N N 29 
51E C2  H6  SING N N 30 
51E C3  H7  SING N N 31 
51E C5  H8  SING N N 32 
# 
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 
51E SMILES           ACDLabs              12.01 "c1c(cc(cc1Cl)C#N)c2ncnc(c2)c3ccc(cn3)F"                                                           
51E InChI            InChI                1.03  "InChI=1S/C16H8ClFN4/c17-12-4-10(7-19)3-11(5-12)15-6-16(22-9-21-15)14-2-1-13(18)8-20-14/h1-6,8-9H" 
51E InChIKey         InChI                1.03  FQAXDSVNYVVQSE-UHFFFAOYSA-N                                                                        
51E SMILES_CANONICAL CACTVS               3.385 "Fc1ccc(nc1)c2cc(ncn2)c3cc(Cl)cc(c3)C#N"                                                           
51E SMILES           CACTVS               3.385 "Fc1ccc(nc1)c2cc(ncn2)c3cc(Cl)cc(c3)C#N"                                                           
51E SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ncc1F)c2cc(ncn2)c3cc(cc(c3)Cl)C#N"                                                           
51E SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(ncc1F)c2cc(ncn2)c3cc(cc(c3)Cl)C#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 
51E "SYSTEMATIC NAME" ACDLabs              12.01 "3-chloro-5-[6-(5-fluoropyridin-2-yl)pyrimidin-4-yl]benzonitrile"              
51E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-chloranyl-5-[6-(5-fluoranylpyridin-2-yl)pyrimidin-4-yl]benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
51E "Create component" 2015-07-09 EBI  
51E "Initial release"  2015-08-12 RCSB 
# 
