data_8LY
# 
_chem_comp.id                                    8LY 
_chem_comp.name                                  "N-[2-(5-chloro-2-fluorophenyl)pyridin-4-yl]-2-[(piperidin-4-yl)methyl]-2H-pyrazolo[4,3-b]pyridin-7-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 Cl F N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-15 
_chem_comp.pdbx_modified_date                    2017-04-07 
_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                        436.912 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8LY 
_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        5USQ 
_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 
8LY C4  C1  C  0 1 Y N N 11.819 65.471 3.896 6.617  2.044  0.315  C4  8LY 1  
8LY C5  C2  C  0 1 Y N N 11.354 66.290 4.923 5.299  2.452  0.194  C5  8LY 2  
8LY C7  C3  C  0 1 Y N N 12.217 67.115 5.618 4.302  1.521  -0.016 C7  8LY 3  
8LY C8  C4  C  0 1 Y N N 13.580 67.126 5.300 4.623  0.168  -0.107 C8  8LY 4  
8LY C10 C5  C  0 1 Y N N 15.531 68.665 5.425 2.224  -0.438 -0.337 C10 8LY 5  
8LY N12 N1  N  0 1 N N N 17.433 70.168 5.491 -0.113 -1.037 -0.564 N12 8LY 6  
8LY C13 C6  C  0 1 Y N N 17.451 70.721 4.208 -1.053 -1.853 0.049  C13 8LY 7  
8LY C15 C7  C  0 1 Y N N 16.493 71.420 2.094 -1.632 -3.748 1.415  C15 8LY 8  
8LY C17 C8  C  0 1 Y N N 18.786 71.821 2.370 -3.415 -2.511 0.595  C17 8LY 9  
8LY C20 C9  C  0 1 N N N 22.227 72.127 3.512 -5.694 -0.185 -0.994 C20 8LY 10 
8LY C21 C10 C  0 1 N N N 22.597 72.126 5.010 -5.522 1.282  -0.595 C21 8LY 11 
8LY C22 C11 C  0 1 N N N 24.127 72.208 5.171 -6.625 2.122  -1.245 C22 8LY 12 
8LY C26 C12 C  0 1 N N N 21.902 73.252 5.804 -5.621 1.413  0.928  C26 8LY 13 
8LY C28 C13 C  0 1 Y N N 18.730 71.227 3.715 -2.488 -1.597 -0.088 C28 8LY 14 
8LY F1  F1  F  0 1 N N N 15.344 66.272 3.895 6.271  -1.548 -0.073 F1  8LY 15 
8LY C2  C14 C  0 1 Y N N 14.044 66.299 4.248 5.952  -0.238 0.014  C2  8LY 16 
8LY C3  C15 C  0 1 Y N N 13.163 65.475 3.554 6.943  0.704  0.220  C3  8LY 17 
8LY CL6 CL1 CL 0 0 N N N 9.680  66.289 5.354 4.900  4.138  0.308  CL6 8LY 18 
8LY C9  C16 C  0 1 Y N N 14.461 68.048 6.067 3.555  -0.837 -0.333 C9  8LY 19 
8LY C11 C17 C  0 1 Y N N 16.350 69.555 6.122 1.234  -1.394 -0.551 C11 8LY 20 
8LY C14 C18 C  0 1 Y N N 16.352 70.842 3.356 -0.673 -2.943 0.810  C14 8LY 21 
8LY N16 N2  N  0 1 Y N N 17.645 71.874 1.642 -2.918 -3.536 1.309  N16 8LY 22 
8LY C18 C19 C  0 1 Y N N 20.103 72.204 2.183 -4.687 -2.055 0.310  C18 8LY 23 
8LY N19 N3  N  0 1 Y N N 20.794 71.883 3.294 -4.572 -0.968 -0.471 N19 8LY 24 
8LY C23 C20 C  0 1 N N N 24.519 72.214 6.659 -6.484 3.578  -0.793 C23 8LY 25 
8LY N24 N4  N  0 1 N N N 23.766 73.237 7.422 -6.587 3.650  0.670  N24 8LY 26 
8LY C25 C21 C  0 1 N N N 22.297 73.119 7.285 -5.509 2.889  1.316  C25 8LY 27 
8LY N27 N5  N  0 1 Y N N 19.934 71.284 4.221 -3.219 -0.695 -0.709 N27 8LY 28 
8LY C29 C22 C  0 1 Y N N 16.070 69.803 7.477 1.624  -2.719 -0.751 C29 8LY 29 
8LY C30 C23 C  0 1 Y N N 14.984 69.163 8.062 2.966  -3.037 -0.732 C30 8LY 30 
8LY N31 N6  N  0 1 Y N N 14.226 68.325 7.356 3.881  -2.110 -0.528 N31 8LY 31 
8LY H1  H1  H  0 1 N N N 11.130 64.831 3.365 7.394  2.777  0.479  H1  8LY 32 
8LY H2  H2  H  0 1 N N N 11.840 67.751 6.406 3.274  1.840  -0.109 H2  8LY 33 
8LY H3  H3  H  0 1 N N N 15.728 68.454 4.384 1.961  0.596  -0.174 H3  8LY 34 
8LY H4  H4  H  0 1 N N N 18.285 70.217 6.011 -0.393 -0.218 -1.002 H4  8LY 35 
8LY H5  H5  H  0 1 N N N 15.622 71.499 1.461 -1.298 -4.592 2.001  H5  8LY 36 
8LY H6  H6  H  0 1 N N N 22.802 71.338 3.005 -6.627 -0.567 -0.581 H6  8LY 37 
8LY H7  H7  H  0 1 N N N 22.489 73.105 3.083 -5.717 -0.265 -2.081 H7  8LY 38 
8LY H8  H8  H  0 1 N N N 22.267 71.166 5.434 -4.548 1.639  -0.929 H8  8LY 39 
8LY H9  H9  H  0 1 N N N 24.589 71.339 4.680 -6.533 2.067  -2.329 H9  8LY 40 
8LY H10 H10 H  0 1 N N N 24.491 73.132 4.698 -7.600 1.740  -0.941 H10 8LY 41 
8LY H11 H11 H  0 1 N N N 22.225 74.231 5.420 -6.580 1.020  1.265  H11 8LY 42 
8LY H12 H12 H  0 1 N N N 20.811 73.160 5.701 -4.812 0.852  1.395  H12 8LY 43 
8LY H13 H13 H  0 1 N N N 13.523 64.844 2.755 7.973  0.392  0.314  H13 8LY 44 
8LY H14 H14 H  0 1 N N N 15.384 70.485 3.676 0.375  -3.172 0.934  H14 8LY 45 
8LY H15 H15 H  0 1 N N N 20.506 72.678 1.300 -5.611 -2.495 0.653  H15 8LY 46 
8LY H16 H16 H  0 1 N N N 24.307 71.223 7.087 -5.515 3.963  -1.109 H16 8LY 47 
8LY H17 H17 H  0 1 N N N 25.595 72.427 6.743 -7.276 4.176  -1.243 H17 8LY 48 
8LY H18 H18 H  0 1 N N N 24.001 73.146 8.390 -6.592 4.608  0.985  H18 8LY 49 
8LY H20 H20 H  0 1 N N N 21.810 73.916 7.866 -5.594 2.987  2.398  H20 8LY 50 
8LY H21 H21 H  0 1 N N N 21.972 72.139 7.663 -4.544 3.278  0.991  H21 8LY 51 
8LY H22 H22 H  0 1 N N N 16.687 70.478 8.052 0.883  -3.487 -0.919 H22 8LY 52 
8LY H23 H23 H  0 1 N N N 14.752 69.347 9.101 3.272  -4.062 -0.887 H23 8LY 53 
# 
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 
8LY N16 C15 DOUB Y N 1  
8LY N16 C17 SING Y N 2  
8LY C15 C14 SING Y N 3  
8LY C18 C17 DOUB Y N 4  
8LY C18 N19 SING Y N 5  
8LY C17 C28 SING Y N 6  
8LY N19 C20 SING N N 7  
8LY N19 N27 SING Y N 8  
8LY C14 C13 DOUB Y N 9  
8LY C20 C21 SING N N 10 
8LY C3  C4  DOUB Y N 11 
8LY C3  C2  SING Y N 12 
8LY C28 C13 SING Y N 13 
8LY C28 N27 DOUB Y N 14 
8LY F1  C2  SING N N 15 
8LY C4  C5  SING Y N 16 
8LY C13 N12 SING N N 17 
8LY C2  C8  DOUB Y N 18 
8LY C5  CL6 SING N N 19 
8LY C5  C7  DOUB Y N 20 
8LY C21 C22 SING N N 21 
8LY C21 C26 SING N N 22 
8LY C22 C23 SING N N 23 
8LY C8  C7  SING Y N 24 
8LY C8  C9  SING N N 25 
8LY C10 C9  DOUB Y N 26 
8LY C10 C11 SING Y N 27 
8LY N12 C11 SING N N 28 
8LY C26 C25 SING N N 29 
8LY C9  N31 SING Y N 30 
8LY C11 C29 DOUB Y N 31 
8LY C23 N24 SING N N 32 
8LY C25 N24 SING N N 33 
8LY N31 C30 DOUB Y N 34 
8LY C29 C30 SING Y N 35 
8LY C4  H1  SING N N 36 
8LY C7  H2  SING N N 37 
8LY C10 H3  SING N N 38 
8LY N12 H4  SING N N 39 
8LY C15 H5  SING N N 40 
8LY C20 H6  SING N N 41 
8LY C20 H7  SING N N 42 
8LY C21 H8  SING N N 43 
8LY C22 H9  SING N N 44 
8LY C22 H10 SING N N 45 
8LY C26 H11 SING N N 46 
8LY C26 H12 SING N N 47 
8LY C3  H13 SING N N 48 
8LY C14 H14 SING N N 49 
8LY C18 H15 SING N N 50 
8LY C23 H16 SING N N 51 
8LY C23 H17 SING N N 52 
8LY N24 H18 SING N N 53 
8LY C25 H20 SING N N 54 
8LY C25 H21 SING N N 55 
8LY C29 H22 SING N N 56 
8LY C30 H23 SING N N 57 
# 
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 
8LY SMILES           ACDLabs              12.01 "c5c(Cl)cc(c4cc(Nc1c3c(ncc1)cn(CC2CCNCC2)n3)ccn4)c(F)c5"                                                                                                                  
8LY InChI            InChI                1.03  "InChI=1S/C23H22ClFN6/c24-16-1-2-19(25)18(11-16)21-12-17(5-9-27-21)29-20-6-10-28-22-14-31(30-23(20)22)13-15-3-7-26-8-4-15/h1-2,5-6,9-12,14-15,26H,3-4,7-8,13H2,(H,27,29)" 
8LY InChIKey         InChI                1.03  QZJHLQYMHQMSIQ-UHFFFAOYSA-N                                                                                                                                               
8LY SMILES_CANONICAL CACTVS               3.385 "Fc1ccc(Cl)cc1c2cc(Nc3ccnc4cn(CC5CCNCC5)nc34)ccn2"                                                                                                                        
8LY SMILES           CACTVS               3.385 "Fc1ccc(Cl)cc1c2cc(Nc3ccnc4cn(CC5CCNCC5)nc34)ccn2"                                                                                                                        
8LY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1Cl)c2cc(ccn2)Nc3ccnc4c3nn(c4)CC5CCNCC5)F"                                                                                                                      
8LY SMILES           "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1Cl)c2cc(ccn2)Nc3ccnc4c3nn(c4)CC5CCNCC5)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 
8LY "SYSTEMATIC NAME" ACDLabs              12.01 "N-[2-(5-chloro-2-fluorophenyl)pyridin-4-yl]-2-[(piperidin-4-yl)methyl]-2H-pyrazolo[4,3-b]pyridin-7-amine"     
8LY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[2-(5-chloranyl-2-fluoranyl-phenyl)pyridin-4-yl]-2-(piperidin-4-ylmethyl)pyrazolo[4,3-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 
8LY "Create component" 2017-02-15 RCSB 
8LY "Initial release"  2017-04-12 RCSB 
# 
