data_XL6
# 
_chem_comp.id                                    XL6 
_chem_comp.name                                  "N-[2-({5-[(2,6-dichloro-3,5-dimethoxyphenyl)methoxy]pyrimidin-2-yl}amino)-3-methylphenyl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 Cl2 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-10-28 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        491.367 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XL6 
_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        6BFR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
XL6 C1  C1  C  0 1 Y N N N N N 2.717  -21.383 8.415  -5.909 -0.729 -0.101 C1  XL6 1  
XL6 C2  C2  C  0 1 Y N N N N N 3.402  -20.166 8.404  -4.546 -0.976 -0.007 C2  XL6 2  
XL6 C3  C3  C  0 1 Y N N N N N 4.551  -19.983 7.633  -3.676 0.052  0.306  C3  XL6 3  
XL6 C4  C4  C  0 1 Y N N N N N 4.988  -21.049 6.864  -4.161 1.328  0.525  C4  XL6 4  
XL6 C5  C5  C  0 1 Y N N N N N 4.323  -22.273 6.855  -5.523 1.579  0.431  C5  XL6 5  
XL6 C6  C6  C  0 1 Y N N N N N 3.180  -22.429 7.625  -6.396 0.551  0.113  C6  XL6 6  
XL6 O1  O1  O  0 1 N N N N N N 1.606  -21.462 9.209  -6.764 -1.740 -0.408 O1  XL6 7  
XL6 O2  O2  O  0 1 N N N N N N 4.832  -23.257 6.060  -6.000 2.834  0.647  O2  XL6 8  
XL6 C7  C7  C  0 1 N N N N N N 0.861  -22.679 9.260  -8.153 -1.413 -0.488 C7  XL6 9  
XL6 C8  C8  C  0 1 N N N N N N 4.777  -24.610 6.519  -7.412 3.020  0.534  C8  XL6 10 
XL6 CL1 CL1 CL 0 0 N N N N N N 2.842  -18.867 9.407  -3.934 -2.577 -0.281 CL1 XL6 11 
XL6 CL2 CL2 CL 0 0 N N N N N N 6.404  -20.850 5.895  -3.066 2.617  0.919  CL2 XL6 12 
XL6 C9  C9  C  0 1 N N N N N N 5.306  -18.682 7.628  -2.197 -0.219 0.409  C9  XL6 13 
XL6 O3  O3  O  0 1 N N N N N N 6.428  -18.799 8.513  -1.587 -0.026 -0.869 O3  XL6 14 
XL6 C10 C10 C  0 1 Y N N N N N 7.545  -18.033 8.276  -0.245 -0.231 -0.950 C10 XL6 15 
XL6 C11 C11 C  0 1 Y N N N N N 8.781  -18.557 8.595  0.428  -0.065 -2.155 C11 XL6 16 
XL6 N1  N1  N  0 1 Y N N N N N 9.908  -17.864 8.401  1.734  -0.273 -2.197 N1  XL6 17 
XL6 C12 C12 C  0 1 Y N N N N N 9.770  -16.624 7.882  2.398  -0.635 -1.110 C12 XL6 18 
XL6 N2  N2  N  0 1 Y N N N N N 8.599  -16.044 7.543  1.789  -0.802 0.054  N2  XL6 19 
XL6 C13 C13 C  0 1 Y N N N N N 7.489  -16.752 7.750  0.486  -0.606 0.171  C13 XL6 20 
XL6 N3  N3  N  0 1 N N N N N N 10.899 -15.902 7.651  3.767  -0.844 -1.193 N3  XL6 21 
XL6 C14 C14 C  0 1 Y N N N N N 11.035 -14.554 7.236  4.505  -1.114 -0.035 C14 XL6 22 
XL6 C15 C15 C  0 1 Y N N N N N 11.461 -13.583 8.167  5.521  -0.246 0.365  C15 XL6 23 
XL6 C16 C16 C  0 1 Y N N N N N 11.597 -12.239 7.715  6.248  -0.518 1.514  C16 XL6 24 
XL6 C17 C17 C  0 1 Y N N N N N 11.292 -11.907 6.417  5.966  -1.648 2.259  C17 XL6 25 
XL6 C18 C18 C  0 1 Y N N N N N 10.864 -12.877 5.528  4.959  -2.509 1.863  C18 XL6 26 
XL6 C19 C19 C  0 1 Y N N N N N 10.727 -14.206 5.913  4.225  -2.242 0.722  C19 XL6 27 
XL6 C20 C20 C  0 1 N N N N N N 10.265 -15.228 4.908  3.128  -3.183 0.295  C20 XL6 28 
XL6 N4  N4  N  0 1 N N N N N N 11.765 -14.007 9.482  5.806  0.898  -0.392 N4  XL6 29 
XL6 C21 C21 C  0 1 N N N N N N 12.185 -13.320 10.566 7.002  1.508  -0.268 C21 XL6 30 
XL6 C22 C22 C  0 1 N N N N N N 12.493 -14.132 11.771 7.271  2.795  -1.004 C22 XL6 31 
XL6 C23 C23 C  0 1 N N N N N N 12.036 -15.532 11.966 8.691  3.273  -0.692 C23 XL6 32 
XL6 O4  O4  O  0 1 N N N N N N 12.379 -12.101 10.551 7.861  1.021  0.437  O4  XL6 33 
XL6 H1  H1  H  0 1 N N N N N N 2.647  -23.368 7.611  -7.456 0.745  0.039  H1  XL6 34 
XL6 H2  H2  H  0 1 N N N N N N 0.008  -22.559 9.944  -8.304 -0.657 -1.259 H2  XL6 35 
XL6 H3  H3  H  0 1 N N N N N N 0.492  -22.925 8.254  -8.722 -2.308 -0.740 H3  XL6 36 
XL6 H4  H4  H  0 1 N N N N N N 1.509  -23.491 9.621  -8.491 -1.025 0.473  H4  XL6 37 
XL6 H5  H5  H  0 1 N N N N N N 5.226  -25.272 5.764  -7.921 2.385  1.258  H5  XL6 38 
XL6 H6  H6  H  0 1 N N N N N N 5.334  -24.700 7.463  -7.658 4.064  0.729  H6  XL6 39 
XL6 H7  H7  H  0 1 N N N N N N 3.728  -24.899 6.683  -7.734 2.753  -0.473 H7  XL6 40 
XL6 H8  H8  H  0 1 N N N N N N 5.659  -18.463 6.610  -1.752 0.466  1.131  H8  XL6 41 
XL6 H9  H9  H  0 1 N N N N N N 4.647  -17.870 7.970  -2.037 -1.246 0.736  H9  XL6 42 
XL6 H10 H10 H  0 1 N N N N N N 8.840  -19.552 9.012  -0.108 0.229  -3.045 H10 XL6 43 
XL6 H11 H11 H  0 1 N N N N N N 6.530  -16.320 7.504  -0.004 -0.744 1.123  H11 XL6 44 
XL6 H12 H12 H  0 1 N N N N N N 11.758 -16.394 7.795  4.213  -0.804 -2.054 H12 XL6 45 
XL6 H13 H13 H  0 1 N N N N N N 11.942 -11.476 8.397  7.036  0.152  1.826  H13 XL6 46 
XL6 H14 H14 H  0 1 N N N N N N 11.387 -10.883 6.089  6.534  -1.859 3.153  H14 XL6 47 
XL6 H15 H15 H  0 1 N N N N N N 10.631 -12.595 4.512  4.740  -3.388 2.451  H15 XL6 48 
XL6 H16 H16 H  0 1 N N N N N N 11.137 -15.654 4.391  2.215  -2.948 0.841  H16 XL6 49 
XL6 H17 H17 H  0 1 N N N N N N 9.718  -16.030 5.426  2.951  -3.072 -0.775 H17 XL6 50 
XL6 H18 H18 H  0 1 N N N N N N 9.602  -14.747 4.174  3.426  -4.209 0.509  H18 XL6 51 
XL6 H19 H19 H  0 1 N N N N N N 11.648 -14.988 9.636  5.144  1.251  -1.006 H19 XL6 52 
XL6 H20 H20 H  0 1 N N N N N N 13.591 -14.164 11.837 7.172  2.628  -2.076 H20 XL6 53 
XL6 H21 H21 H  0 1 N N N N N N 12.091 -13.565 12.624 6.555  3.553  -0.686 H21 XL6 54 
XL6 H22 H22 H  0 1 N N N N N N 12.397 -15.904 12.936 8.791  3.440  0.381  H22 XL6 55 
XL6 H23 H23 H  0 1 N N N N N N 10.937 -15.565 11.946 9.408  2.516  -1.010 H23 XL6 56 
XL6 H24 H24 H  0 1 N Y N N N N 12.436 -16.164 11.159 8.886  4.204  -1.224 H24 XL6 57 
# 
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 
XL6 C20 C19 SING N N 1  
XL6 C18 C19 DOUB Y N 2  
XL6 C18 C17 SING Y N 3  
XL6 CL2 C4  SING N N 4  
XL6 C19 C14 SING Y N 5  
XL6 O2  C8  SING N N 6  
XL6 O2  C5  SING N N 7  
XL6 C17 C16 DOUB Y N 8  
XL6 C5  C4  DOUB Y N 9  
XL6 C5  C6  SING Y N 10 
XL6 C4  C3  SING Y N 11 
XL6 C14 N3  SING N N 12 
XL6 C14 C15 DOUB Y N 13 
XL6 N2  C13 DOUB Y N 14 
XL6 N2  C12 SING Y N 15 
XL6 C6  C1  DOUB Y N 16 
XL6 C9  C3  SING N N 17 
XL6 C9  O3  SING N N 18 
XL6 C3  C2  DOUB Y N 19 
XL6 N3  C12 SING N N 20 
XL6 C16 C15 SING Y N 21 
XL6 C13 C10 SING Y N 22 
XL6 C12 N1  DOUB Y N 23 
XL6 C15 N4  SING N N 24 
XL6 C10 O3  SING N N 25 
XL6 C10 C11 DOUB Y N 26 
XL6 N1  C11 SING Y N 27 
XL6 C2  C1  SING Y N 28 
XL6 C2  CL1 SING N N 29 
XL6 C1  O1  SING N N 30 
XL6 O1  C7  SING N N 31 
XL6 N4  C21 SING N N 32 
XL6 O4  C21 DOUB N N 33 
XL6 C21 C22 SING N N 34 
XL6 C22 C23 SING N N 35 
XL6 C6  H1  SING N N 36 
XL6 C7  H2  SING N N 37 
XL6 C7  H3  SING N N 38 
XL6 C7  H4  SING N N 39 
XL6 C8  H5  SING N N 40 
XL6 C8  H6  SING N N 41 
XL6 C8  H7  SING N N 42 
XL6 C9  H8  SING N N 43 
XL6 C9  H9  SING N N 44 
XL6 C11 H10 SING N N 45 
XL6 C13 H11 SING N N 46 
XL6 N3  H12 SING N N 47 
XL6 C16 H13 SING N N 48 
XL6 C17 H14 SING N N 49 
XL6 C18 H15 SING N N 50 
XL6 C20 H16 SING N N 51 
XL6 C20 H17 SING N N 52 
XL6 C20 H18 SING N N 53 
XL6 N4  H19 SING N N 54 
XL6 C22 H20 SING N N 55 
XL6 C22 H21 SING N N 56 
XL6 C23 H22 SING N N 57 
XL6 C23 H23 SING N N 58 
XL6 C23 H24 SING N N 59 
# 
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 
XL6 SMILES           ACDLabs              12.01 "c1(OC)c(Cl)c(c(c(c1)OC)Cl)COc2cnc(nc2)Nc3c(NC(CC)=O)cccc3C"                                                                                                           
XL6 InChI            InChI                1.03  "InChI=1S/C23H24Cl2N4O4/c1-5-19(30)28-16-8-6-7-13(2)22(16)29-23-26-10-14(11-27-23)33-12-15-20(24)17(31-3)9-18(32-4)21(15)25/h6-11H,5,12H2,1-4H3,(H,28,30)(H,26,27,29)" 
XL6 InChIKey         InChI                1.03  HPDWTQKRQUCMTC-UHFFFAOYSA-N                                                                                                                                            
XL6 SMILES_CANONICAL CACTVS               3.385 "CCC(=O)Nc1cccc(C)c1Nc2ncc(OCc3c(Cl)c(OC)cc(OC)c3Cl)cn2"                                                                                                               
XL6 SMILES           CACTVS               3.385 "CCC(=O)Nc1cccc(C)c1Nc2ncc(OCc3c(Cl)c(OC)cc(OC)c3Cl)cn2"                                                                                                               
XL6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1Nc2ncc(cn2)OCc3c(c(cc(c3Cl)OC)OC)Cl)C"                                                                                                               
XL6 SMILES           "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1Nc2ncc(cn2)OCc3c(c(cc(c3Cl)OC)OC)Cl)C"                                                                                                               
# 
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 
XL6 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[2-({5-[(2,6-dichloro-3,5-dimethoxyphenyl)methoxy]pyrimidin-2-yl}amino)-3-methylphenyl]propanamide"            
XL6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[2-[[5-[[2,6-bis(chloranyl)-3,5-dimethoxy-phenyl]methoxy]pyrimidin-2-yl]amino]-3-methyl-phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XL6 "Create component" 2017-10-28 RCSB 
XL6 "Initial release"  2019-07-10 RCSB 
XL6 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XL6 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C23 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
