data_XL9
# 
_chem_comp.id                                    XL9 
_chem_comp.name                                  "N-[(3S,4S)-3-{[6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl]amino}oxan-4-yl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 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                     2017-11-05 
_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                        505.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XL9 
_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        6BIW 
_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 
XL9 C1  C1  C  0 1 Y N N N N N 21.802 -3.781  -6.634  6.072  1.115  0.460  C1  XL9 1  
XL9 C2  C2  C  0 1 Y N N N N N 20.722 -4.652  -6.627  4.695  1.237  0.349  C2  XL9 2  
XL9 C3  C3  C  0 1 Y N N N N N 19.640 -4.467  -7.498  3.941  0.176  -0.149 C3  XL9 3  
XL9 C4  C4  C  0 1 Y N N N N N 19.676 -3.366  -8.366  4.574  -1.005 -0.532 C4  XL9 4  
XL9 C5  C5  C  0 1 Y N N N N N 20.745 -2.482  -8.374  5.951  -1.120 -0.418 C5  XL9 5  
XL9 C6  C6  C  0 1 Y N N N N N 21.803 -2.696  -7.502  6.699  -0.060 0.073  C6  XL9 6  
XL9 O1  O1  O  0 1 N N N N N N 22.796 -4.072  -5.748  6.808  2.149  0.945  O1  XL9 7  
XL9 O2  O2  O  0 1 N N N N N N 20.645 -1.460  -9.278  6.569  -2.272 -0.792 O2  XL9 8  
XL9 C7  C7  C  0 1 N N N N N N 23.994 -3.300  -5.755  8.221  1.954  1.033  C7  XL9 9  
XL9 C8  C8  C  0 1 N N N N N N 21.685 -0.493  -9.381  7.990  -2.322 -0.647 C8  XL9 10 
XL9 C9  C9  C  0 1 Y N N N N N 18.516 -5.442  -7.493  2.468  0.303  -0.269 C9  XL9 11 
XL9 C10 C10 C  0 1 Y N N N N N 18.755 -6.740  -7.873  1.645  -0.497 0.503  C10 XL9 12 
XL9 C11 C11 C  0 1 Y N N N N N 17.742 -7.713  -7.840  0.255  -0.370 0.383  C11 XL9 13 
XL9 C12 C12 C  0 1 Y N N N N N 16.433 -7.344  -7.447  -0.288 0.575  -0.527 C12 XL9 14 
XL9 C13 C13 C  0 1 Y N N N N N 16.174 -6.005  -7.084  0.574  1.371  -1.296 C13 XL9 15 
XL9 C14 C14 C  0 1 Y N N N N N 17.191 -5.094  -7.079  1.921  1.237  -1.162 C14 XL9 16 
XL9 C15 C15 C  0 1 Y N N N N N 17.953 -9.065  -8.186  -0.633 -1.156 1.142  C15 XL9 17 
XL9 N1  N1  N  0 1 Y N N N N N 16.981 -9.966  -8.129  -1.927 -0.980 0.974  N1  XL9 18 
XL9 C16 C16 C  0 1 Y N N N N N 15.751 -9.547  -7.749  -2.402 -0.084 0.111  C16 XL9 19 
XL9 N2  N2  N  0 1 Y N N N N N 15.431 -8.278  -7.421  -1.619 0.679  -0.626 N2  XL9 20 
XL9 N3  N3  N  0 1 N N N N N N 14.704 -10.542 -7.684  -3.773 0.051  -0.018 N3  XL9 21 
XL9 C17 C17 C  0 1 N N S N N N 13.275 -10.246 -7.657  -4.670 -0.783 0.786  C17 XL9 22 
XL9 C18 C18 C  0 1 N N S N N N 12.476 -11.455 -8.148  -6.020 -0.077 0.945  C18 XL9 23 
XL9 C19 C19 C  0 1 N N N N N N 12.367 -12.537 -7.077  -6.974 -0.992 1.720  C19 XL9 24 
XL9 C20 C20 C  0 1 N N N N N N 11.998 -11.959 -5.735  -7.099 -2.328 0.983  C20 XL9 25 
XL9 O3  O3  O  0 1 N N N N N N 12.906 -10.929 -5.357  -5.805 -2.916 0.842  O3  XL9 26 
XL9 C21 C21 C  0 1 N N N N N N 12.829 -9.832  -6.264  -4.884 -2.127 0.085  C21 XL9 27 
XL9 N4  N4  N  0 1 N N N N N N 13.081 -12.030 -9.349  -6.582 0.208  -0.378 N4  XL9 28 
XL9 C22 C22 C  0 1 N N N N N N 12.664 -11.810 -10.598 -7.457 1.221  -0.533 C22 XL9 29 
XL9 C23 C23 C  0 1 N N N N N N 13.434 -12.541 -11.662 -8.035 1.515  -1.894 C23 XL9 30 
XL9 C24 C24 C  0 1 N N N N N N 14.840 -12.031 -11.815 -8.993 2.704  -1.795 C24 XL9 31 
XL9 O4  O4  O  0 1 N N N N N N 11.737 -11.055 -10.870 -7.780 1.896  0.421  O4  XL9 32 
XL9 CL1 CL1 CL 0 0 N N N N N N 20.715 -6.004  -5.522  3.912  2.710  0.828  CL1 XL9 33 
XL9 CL2 CL2 CL 0 0 N N N N N N 18.378 -3.089  -9.473  3.640  -2.331 -1.152 CL2 XL9 34 
XL9 H1  H1  H  0 1 N N N N N N 22.638 -2.011  -7.498  7.771  -0.153 0.161  H1  XL9 35 
XL9 H2  H2  H  0 1 N N N N N N 24.677 -3.675  -4.979  8.688  2.854  1.434  H2  XL9 36 
XL9 H3  H3  H  0 1 N N N N N N 24.478 -3.383  -6.740  8.432  1.112  1.691  H3  XL9 37 
XL9 H4  H4  H  0 1 N N N N N N 23.752 -2.246  -5.553  8.622  1.749  0.041  H4  XL9 38 
XL9 H5  H5  H  0 1 N N N N N N 21.426 0.243   -10.156 8.445  -1.536 -1.250 H5  XL9 39 
XL9 H6  H6  H  0 1 N N N N N N 21.806 0.019   -8.415  8.254  -2.174 0.401  H6  XL9 40 
XL9 H7  H7  H  0 1 N N N N N N 22.626 -0.994  -9.651  8.355  -3.293 -0.980 H7  XL9 41 
XL9 H8  H8  H  0 1 N N N N N N 19.744 -7.019  -8.205  2.069  -1.213 1.192  H8  XL9 42 
XL9 H9  H9  H  0 1 N N N N N N 15.174 -5.702  -6.811  0.169  2.092  -1.990 H9  XL9 43 
XL9 H10 H10 H  0 1 N N N N N N 16.990 -4.084  -6.754  2.579  1.856  -1.754 H10 XL9 44 
XL9 H11 H11 H  0 1 N N N N N N 18.936 -9.376  -8.507  -0.261 -1.887 1.845  H11 XL9 45 
XL9 H12 H12 H  0 1 N N N N N N 14.841 -11.127 -8.483  -4.140 0.697  -0.640 H12 XL9 46 
XL9 H13 H13 H  0 1 N N N N N N 13.074 -9.408  -8.341  -4.228 -0.951 1.769  H13 XL9 47 
XL9 H14 H14 H  0 1 N N N N N N 11.459 -11.114 -8.391  -5.882 0.855  1.493  H14 XL9 48 
XL9 H15 H15 H  0 1 N N N N N N 11.595 -13.260 -7.378  -6.580 -1.164 2.722  H15 XL9 49 
XL9 H16 H16 H  0 1 N N N N N N 13.336 -13.051 -6.990  -7.954 -0.520 1.789  H16 XL9 50 
XL9 H17 H17 H  0 1 N N N N N N 10.982 -11.541 -5.790  -7.743 -2.998 1.552  H17 XL9 51 
XL9 H18 H18 H  0 1 N N N N N N 12.025 -12.758 -4.979  -7.531 -2.159 -0.004 H18 XL9 52 
XL9 H19 H19 H  0 1 N N N N N N 13.479 -9.021  -5.904  -5.287 -1.956 -0.913 H19 XL9 53 
XL9 H20 H20 H  0 1 N N N N N N 11.789 -9.475  -6.310  -3.933 -2.653 0.008  H20 XL9 54 
XL9 H21 H21 H  0 1 N N N N N N 13.868 -12.635 -9.225  -6.323 -0.331 -1.141 H21 XL9 55 
XL9 H22 H22 H  0 1 N N N N N N 12.910 -12.420 -12.621 -7.229 1.755  -2.587 H22 XL9 56 
XL9 H23 H23 H  0 1 N N N N N N 13.474 -13.608 -11.397 -8.577 0.641  -2.255 H23 XL9 57 
XL9 H24 H24 H  0 1 N N N N N N 15.353 -12.600 -12.604 -9.800 2.464  -1.102 H24 XL9 58 
XL9 H25 H25 H  0 1 N N N N N N 14.816 -10.966 -12.088 -8.452 3.578  -1.433 H25 XL9 59 
XL9 H26 H26 H  0 1 N N N N N N 15.380 -12.153 -10.864 -9.411 2.916  -2.779 H26 XL9 60 
# 
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 
XL9 C24 C23 SING N N 1  
XL9 C23 C22 SING N N 2  
XL9 O4  C22 DOUB N N 3  
XL9 C22 N4  SING N N 4  
XL9 CL2 C4  SING N N 5  
XL9 C8  O2  SING N N 6  
XL9 N4  C18 SING N N 7  
XL9 O2  C5  SING N N 8  
XL9 C5  C4  DOUB Y N 9  
XL9 C5  C6  SING Y N 10 
XL9 C4  C3  SING Y N 11 
XL9 C15 N1  DOUB Y N 12 
XL9 C15 C11 SING Y N 13 
XL9 C18 C17 SING N N 14 
XL9 C18 C19 SING N N 15 
XL9 N1  C16 SING Y N 16 
XL9 C10 C11 DOUB Y N 17 
XL9 C10 C9  SING Y N 18 
XL9 C11 C12 SING Y N 19 
XL9 C16 N3  SING N N 20 
XL9 C16 N2  DOUB Y N 21 
XL9 N3  C17 SING N N 22 
XL9 C17 C21 SING N N 23 
XL9 C6  C1  DOUB Y N 24 
XL9 C3  C9  SING N N 25 
XL9 C3  C2  DOUB Y N 26 
XL9 C9  C14 DOUB Y N 27 
XL9 C12 N2  SING Y N 28 
XL9 C12 C13 DOUB Y N 29 
XL9 C13 C14 SING Y N 30 
XL9 C19 C20 SING N N 31 
XL9 C1  C2  SING Y N 32 
XL9 C1  O1  SING N N 33 
XL9 C2  CL1 SING N N 34 
XL9 C21 O3  SING N N 35 
XL9 C7  O1  SING N N 36 
XL9 C20 O3  SING N N 37 
XL9 C6  H1  SING N N 38 
XL9 C7  H2  SING N N 39 
XL9 C7  H3  SING N N 40 
XL9 C7  H4  SING N N 41 
XL9 C8  H5  SING N N 42 
XL9 C8  H6  SING N N 43 
XL9 C8  H7  SING N N 44 
XL9 C10 H8  SING N N 45 
XL9 C13 H9  SING N N 46 
XL9 C14 H10 SING N N 47 
XL9 C15 H11 SING N N 48 
XL9 N3  H12 SING N N 49 
XL9 C17 H13 SING N N 50 
XL9 C18 H14 SING N N 51 
XL9 C19 H15 SING N N 52 
XL9 C19 H16 SING N N 53 
XL9 C20 H17 SING N N 54 
XL9 C20 H18 SING N N 55 
XL9 C21 H19 SING N N 56 
XL9 C21 H20 SING N N 57 
XL9 N4  H21 SING N N 58 
XL9 C23 H22 SING N N 59 
XL9 C23 H23 SING N N 60 
XL9 C24 H24 SING N N 61 
XL9 C24 H25 SING N N 62 
XL9 C24 H26 SING N N 63 
# 
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 
XL9 SMILES           ACDLabs              12.01 "c4(c(Cl)c(c1ccc3c(c1)cnc(NC2COCCC2NC(CC)=O)n3)c(c(c4)OC)Cl)OC"                                                                                                                                           
XL9 InChI            InChI                1.03  "InChI=1S/C24H26Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h5-6,9-11,16-17H,4,7-8,12H2,1-3H3,(H,28,31)(H,27,29,30)/t16-,17+/m0/s1" 
XL9 InChIKey         InChI                1.03  YLMQSRWGLUFWCN-DLBZAZTESA-N                                                                                                                                                                               
XL9 SMILES_CANONICAL CACTVS               3.385 "CCC(=O)N[C@H]1CCOC[C@H]1Nc2ncc3cc(ccc3n2)c4c(Cl)c(OC)cc(OC)c4Cl"                                                                                                                                         
XL9 SMILES           CACTVS               3.385 "CCC(=O)N[CH]1CCOC[CH]1Nc2ncc3cc(ccc3n2)c4c(Cl)c(OC)cc(OC)c4Cl"                                                                                                                                           
XL9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N[C@H]1CCOC[C@H]1Nc2ncc3cc(ccc3n2)c4c(c(cc(c4Cl)OC)OC)Cl"                                                                                                                                         
XL9 SMILES           "OpenEye OEToolkits" 2.0.6 "CCC(=O)NC1CCOCC1Nc2ncc3cc(ccc3n2)c4c(c(cc(c4Cl)OC)OC)Cl"                                                                                                                                                 
# 
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 
XL9 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(3S,4S)-3-{[6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl]amino}oxan-4-yl]propanamide"                 
XL9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(3~{S},4~{S})-3-[[6-[2,6-bis(chloranyl)-3,5-dimethoxy-phenyl]quinazolin-2-yl]amino]oxan-4-yl]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 
XL9 "Create component" 2017-11-05 RCSB 
XL9 "Initial release"  2019-07-10 RCSB 
XL9 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XL9 
_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               C24 
_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      ? 
# 
