data_5JG
# 
_chem_comp.id                                    5JG 
_chem_comp.name                                  "6-chloro-2-(2-fluoro-4,5-dimethoxyphenyl)-N-(piperidin-4-ylmethyl)-3H-imidazo[4,5-b]pyridin-7-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 Cl F N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-10-01 
_chem_comp.pdbx_modified_date                    2015-11-20 
_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                        419.880 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5JG 
_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        5E1E 
_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 
5JG C1  C1  C  0 1 N N N -20.859 -20.143 19.483 -3.099 3.787  -0.537 C1  5JG 1  
5JG C3  C2  C  0 1 Y N N -20.725 -19.122 17.315 -4.280 1.756  -0.167 C3  5JG 2  
5JG C7  C3  C  0 1 Y N N -21.188 -18.582 15.000 -5.397 -0.347 0.207  C7  5JG 3  
5JG C8  C4  C  0 1 Y N N -21.573 -18.563 16.333 -5.452 1.028  0.030  C8  5JG 4  
5JG C10 C5  C  0 1 N N N -23.726 -17.624 15.851 -7.812 0.859  0.257  C10 5JG 5  
5JG C12 C6  C  0 1 Y N N -17.839 -20.328 15.239 -1.697 -0.968 -0.020 C12 5JG 6  
5JG C14 C7  C  0 1 Y N N -16.107 -21.080 14.107 -0.165 -2.566 0.062  C14 5JG 7  
5JG C15 C8  C  0 1 Y N N -15.945 -21.313 15.462 0.447  -1.320 -0.149 C15 5JG 8  
5JG C19 C9  C  0 1 Y N N -14.131 -22.047 13.545 1.881  -3.639 0.038  C19 5JG 9  
5JG C22 C10 C  0 1 N N N -15.400 -21.820 18.298 3.443  0.235  0.610  C22 5JG 10 
5JG C24 C11 C  0 1 N N N -17.260 -22.397 19.715 5.028  1.932  1.536  C24 5JG 11 
5JG N26 N1  N  0 1 N N N -17.803 -24.763 20.245 6.582  3.077  0.028  N26 5JG 12 
5JG C27 C12 C  0 1 N N N -16.490 -25.168 19.705 5.744  2.777  -1.140 C27 5JG 13 
5JG O2  O1  O  0 1 N N N -21.193 -19.064 18.601 -4.339 3.104  -0.340 O2  5JG 14 
5JG C4  C13 C  0 1 Y N N -19.514 -19.686 16.942 -3.059 1.111  -0.182 C4  5JG 15 
5JG C5  C14 C  0 1 Y N N -19.122 -19.714 15.602 -3.000 -0.273 -0.004 C5  5JG 16 
5JG C6  C15 C  0 1 Y N N -19.981 -19.152 14.669 -4.180 -1.000 0.188  C6  5JG 17 
5JG O9  O2  O  0 1 N N N -22.744 -18.035 16.805 -6.651 1.666  0.050  O9  5JG 18 
5JG F11 F1  F  0 1 N N N -19.616 -19.156 13.374 -4.128 -2.339 0.361  F11 5JG 19 
5JG N13 N2  N  0 1 Y N N -17.324 -20.444 13.978 -1.520 -2.318 0.138  N13 5JG 20 
5JG N16 N3  N  0 1 Y N N -17.038 -20.838 16.162 -0.534 -0.388 -0.192 N16 5JG 21 
5JG C17 C16 C  0 1 Y N N -14.769 -21.961 15.872 1.847  -1.262 -0.269 C17 5JG 22 
5JG C18 C17 C  0 1 Y N N -13.864 -22.329 14.874 2.561  -2.452 -0.171 C18 5JG 23 
5JG N20 N4  N  0 1 Y N N -15.244 -21.422 13.138 0.567  -3.668 0.147  N20 5JG 24 
5JG CL  CL1 CL 0 0 N N N -12.398 -23.149 15.311 4.292  -2.448 -0.310 CL  5JG 25 
5JG N21 N5  N  0 1 N N N -14.498 -22.214 17.230 2.499  -0.051 -0.479 N21 5JG 26 
5JG C23 C18 C  0 1 N N N -15.853 -22.833 19.318 4.138  1.572  0.344  C23 5JG 27 
5JG C25 C19 C  0 1 N N N -17.833 -23.367 20.716 5.767  3.239  1.239  C25 5JG 28 
5JG C28 C20 C  0 1 N N N -15.908 -24.219 18.691 5.004  1.457  -0.914 C28 5JG 29 
5JG H1  H1  H  0 1 N N N -21.301 -19.958 20.473 -2.456 3.631  0.329  H1  5JG 30 
5JG H2  H2  H  0 1 N N N -21.254 -21.085 19.075 -2.608 3.399  -1.429 H2  5JG 31 
5JG H3  H3  H  0 1 N N N -19.765 -20.214 19.578 -3.288 4.854  -0.661 H3  5JG 32 
5JG H4  H4  H  0 1 N N N -21.824 -18.157 14.237 -6.307 -0.907 0.361  H4  5JG 33 
5JG H5  H5  H  0 1 N N N -24.605 -17.224 16.378 -8.700 1.492  0.250  H5  5JG 34 
5JG H6  H6  H  0 1 N N N -23.302 -16.845 15.201 -7.887 0.119  -0.540 H6  5JG 35 
5JG H7  H7  H  0 1 N N N -24.027 -18.487 15.240 -7.735 0.352  1.219  H7  5JG 36 
5JG H8  H8  H  0 1 N N N -13.407 -22.345 12.801 2.438  -4.561 0.113  H8  5JG 37 
5JG H9  H9  H  0 1 N N N -14.900 -21.013 18.853 2.902  0.289  1.555  H9  5JG 38 
5JG H10 H10 H  0 1 N N N -16.308 -21.427 17.817 4.188  -0.558 0.662  H10 5JG 39 
5JG H11 H11 H  0 1 N N N -17.218 -21.393 20.162 4.411  2.057  2.426  H11 5JG 40 
5JG H12 H12 H  0 1 N N N -17.901 -22.374 18.821 5.752  1.135  1.705  H12 5JG 41 
5JG H13 H13 H  0 1 N N N -18.489 -24.870 19.525 7.287  2.367  0.159  H13 5JG 42 
5JG H15 H15 H  0 1 N N N -16.605 -26.152 19.227 5.020  3.580  -1.282 H15 5JG 43 
5JG H16 H16 H  0 1 N N N -15.784 -25.248 20.545 6.373  2.694  -2.026 H16 5JG 44 
5JG H17 H17 H  0 1 N N N -18.867 -20.108 17.696 -2.150 1.676  -0.331 H17 5JG 45 
5JG H18 H18 H  0 1 N N N -17.747 -20.129 13.128 -2.218 -2.977 0.278  H18 5JG 46 
5JG H20 H20 H  0 1 N N N -14.390 -23.205 17.311 2.965  -0.041 -1.374 H20 5JG 47 
5JG H21 H21 H  0 1 N N N -15.187 -22.831 20.193 3.388  2.351  0.201  H21 5JG 48 
5JG H22 H22 H  0 1 N N N -17.249 -23.298 21.646 5.043  4.039  1.085  H22 5JG 49 
5JG H23 H23 H  0 1 N N N -18.878 -23.087 20.917 6.413  3.490  2.080  H23 5JG 50 
5JG H24 H24 H  0 1 N N N -16.543 -24.197 17.793 4.370  1.243  -1.774 H24 5JG 51 
5JG H25 H25 H  0 1 N N N -14.894 -24.544 18.415 5.728  0.652  -0.785 H25 5JG 52 
# 
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 
5JG N20 C19 DOUB Y N 1  
5JG N20 C14 SING Y N 2  
5JG F11 C6  SING N N 3  
5JG C19 C18 SING Y N 4  
5JG N13 C14 SING Y N 5  
5JG N13 C12 SING Y N 6  
5JG C14 C15 DOUB Y N 7  
5JG C6  C7  DOUB Y N 8  
5JG C6  C5  SING Y N 9  
5JG C18 CL  SING N N 10 
5JG C18 C17 DOUB Y N 11 
5JG C7  C8  SING Y N 12 
5JG C12 C5  SING N N 13 
5JG C12 N16 DOUB Y N 14 
5JG C15 C17 SING Y N 15 
5JG C15 N16 SING Y N 16 
5JG C5  C4  DOUB Y N 17 
5JG C10 O9  SING N N 18 
5JG C17 N21 SING N N 19 
5JG C8  O9  SING N N 20 
5JG C8  C3  DOUB Y N 21 
5JG C4  C3  SING Y N 22 
5JG N21 C22 SING N N 23 
5JG C3  O2  SING N N 24 
5JG C22 C23 SING N N 25 
5JG O2  C1  SING N N 26 
5JG C28 C23 SING N N 27 
5JG C28 C27 SING N N 28 
5JG C23 C24 SING N N 29 
5JG C27 N26 SING N N 30 
5JG C24 C25 SING N N 31 
5JG N26 C25 SING N N 32 
5JG C1  H1  SING N N 33 
5JG C1  H2  SING N N 34 
5JG C1  H3  SING N N 35 
5JG C7  H4  SING N N 36 
5JG C10 H5  SING N N 37 
5JG C10 H6  SING N N 38 
5JG C10 H7  SING N N 39 
5JG C19 H8  SING N N 40 
5JG C22 H9  SING N N 41 
5JG C22 H10 SING N N 42 
5JG C24 H11 SING N N 43 
5JG C24 H12 SING N N 44 
5JG N26 H13 SING N N 45 
5JG C27 H15 SING N N 46 
5JG C27 H16 SING N N 47 
5JG C4  H17 SING N N 48 
5JG N13 H18 SING N N 49 
5JG N21 H20 SING N N 50 
5JG C23 H21 SING N N 51 
5JG C25 H22 SING N N 52 
5JG C25 H23 SING N N 53 
5JG C28 H24 SING N N 54 
5JG C28 H25 SING N N 55 
# 
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 
5JG SMILES           ACDLabs              12.01 "COc4c(cc(c(c1nc2c(n1)ncc(c2NCC3CCNCC3)Cl)c4)F)OC"                                                                                                                
5JG InChI            InChI                1.03  "InChI=1S/C20H23ClFN5O2/c1-28-15-7-12(14(22)8-16(15)29-2)19-26-18-17(13(21)10-25-20(18)27-19)24-9-11-3-5-23-6-4-11/h7-8,10-11,23H,3-6,9H2,1-2H3,(H2,24,25,26,27)" 
5JG InChIKey         InChI                1.03  IRGAIDAWHGYOKD-UHFFFAOYSA-N                                                                                                                                       
5JG SMILES_CANONICAL CACTVS               3.385 "COc1cc(F)c(cc1OC)c2[nH]c3ncc(Cl)c(NCC4CCNCC4)c3n2"                                                                                                               
5JG SMILES           CACTVS               3.385 "COc1cc(F)c(cc1OC)c2[nH]c3ncc(Cl)c(NCC4CCNCC4)c3n2"                                                                                                               
5JG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1cc(c(cc1OC)F)c2[nH]c3c(n2)c(c(cn3)Cl)NCC4CCNCC4"                                                                                                             
5JG SMILES           "OpenEye OEToolkits" 1.9.2 "COc1cc(c(cc1OC)F)c2[nH]c3c(n2)c(c(cn3)Cl)NCC4CCNCC4"                                                                                                             
# 
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 
5JG "SYSTEMATIC NAME" ACDLabs              12.01 "6-chloro-2-(2-fluoro-4,5-dimethoxyphenyl)-N-(piperidin-4-ylmethyl)-3H-imidazo[4,5-b]pyridin-7-amine"        
5JG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-chloranyl-2-(2-fluoranyl-4,5-dimethoxy-phenyl)-N-(piperidin-4-ylmethyl)-3H-imidazo[4,5-b]pyridin-7-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5JG "Create component" 2015-10-01 RCSB 
5JG "Initial release"  2015-11-25 RCSB 
# 
