data_XCE
# 
_chem_comp.id                                    XCE 
_chem_comp.name                                  "~{N}-[(2~{S})-1-[[(1~{S})-1-(8~{a}~{H}-imidazo[1,2-a]pyrimidin-2-yl)ethyl]amino]-1-oxidanylidene-4-phenyl-butan-2-yl]-4,5-bis(chloranyl)-1~{H}-pyrrole-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 Cl2 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-30 
_chem_comp.pdbx_modified_date                    2024-03-29 
_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                        485.366 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XCE 
_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        8USR 
_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.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 
XCE C1  C1  C  0 1 Y N N N N N 17.162 36.213 -15.379 -5.629 -1.203 -0.546 C1  XCE 1  
XCE C10 C2  C  0 1 N N S N N N 19.522 39.603 -19.627 -0.080 0.111  -1.112 C10 XCE 2  
XCE C11 C3  C  0 1 N N N N N N 20.086 38.810 -20.789 0.705  -0.973 -0.421 C11 XCE 3  
XCE C12 C4  C  0 1 N N N N N N 20.438 40.805 -19.491 0.143  1.442  -0.391 C12 XCE 4  
XCE C13 C5  C  0 1 N N N N N N 19.909 41.809 -18.478 -0.552 2.564  -1.164 C13 XCE 5  
XCE C14 C6  C  0 1 Y N N N N N 20.689 43.092 -18.487 -0.333 3.875  -0.453 C14 XCE 6  
XCE C17 C7  C  0 1 Y N N N N N 21.593 43.392 -17.465 0.766  4.654  -0.764 C17 XCE 7  
XCE C18 C8  C  0 1 Y N N N N N 22.311 44.594 -17.469 0.967  5.856  -0.111 C18 XCE 8  
XCE C19 C9  C  0 1 Y N N N N N 22.130 45.517 -18.497 0.071  6.278  0.853  C19 XCE 9  
XCE C2  C10 C  0 1 Y N N N N N 18.209 36.846 -14.760 -5.630 -1.224 0.811  C2  XCE 10 
XCE C20 C11 C  0 1 Y N N N N N 21.228 45.225 -19.526 -1.028 5.499  1.164  C20 XCE 11 
XCE C21 C12 C  0 1 Y N N N N N 20.513 44.023 -19.515 -1.233 4.300  0.507  C21 XCE 12 
XCE C23 C13 C  0 1 Y N N N N N 19.853 36.141 -23.631 5.126  -2.195 1.014  C23 XCE 13 
XCE C24 C14 C  0 1 Y N N N N N 20.318 36.118 -22.344 4.238  -1.756 0.098  C24 XCE 14 
XCE C26 C15 C  0 1 Y N N N N N 18.741 34.547 -22.585 6.125  -0.785 -0.356 C26 XCE 15 
XCE C28 C16 C  0 1 N N S N N N 21.323 36.910 -21.619 2.788  -2.159 0.015  C28 XCE 16 
XCE C29 C17 C  0 1 N N N N N N 22.428 36.023 -21.128 2.665  -3.462 -0.777 C29 XCE 17 
XCE C3  C18 C  0 1 Y N N N N N 18.828 37.645 -15.753 -4.335 -0.922 1.245  C3  XCE 18 
XCE C31 C19 C  0 1 Y N N N N N 17.138 33.173 -23.393 8.331  -0.108 -0.308 C31 XCE 19 
XCE C32 C20 C  0 1 Y N N N N N 17.249 33.829 -24.728 8.564  -0.908 0.820  C32 XCE 20 
XCE C33 C21 C  0 1 Y N N N N N 18.135 34.824 -24.874 7.549  -1.649 1.330  C33 XCE 21 
XCE C4  C22 C  0 1 Y N N N N N 18.134 37.455 -16.932 -3.566 -0.721 0.118  C4  XCE 22 
XCE C8  C23 C  0 1 N N N N N N 18.320 38.009 -18.241 -2.140 -0.384 0.092  C8  XCE 23 
XCE N15 N1  N  0 1 N N N N N N 20.665 37.598 -20.523 2.025  -1.105 -0.657 N15 XCE 24 
XCE N22 N2  N  0 1 N N N N N N 19.452 38.769 -18.437 -1.506 -0.225 -1.087 N22 XCE 25 
XCE N25 N3  N  0 1 Y N N N N N 19.604 35.118 -21.730 4.857  -0.904 -0.724 N25 XCE 26 
XCE N27 N4  N  0 1 Y N N N N N 18.886 35.172 -23.774 6.320  -1.584 0.741  N27 XCE 27 
XCE N30 N5  N  0 1 Y N N N N N 17.835 33.492 -22.344 7.139  -0.062 -0.854 N30 XCE 28 
XCE N5  N6  N  0 1 Y N N N N N 17.109 36.571 -16.689 -4.379 -0.904 -0.979 N5  XCE 29 
XCE O16 O1  O  0 1 N N N N N N 20.040 39.266 -21.916 0.148  -1.728 0.349  O16 XCE 30 
XCE O9  O2  O  0 1 N N N N N N 17.494 37.807 -19.120 -1.527 -0.248 1.135  O9  XCE 31 
XCE CL6 CL1 CL 0 0 N N N N N N 15.999 35.096 -14.774 -7.003 -1.515 -1.561 CL6 XCE 32 
XCE CL7 CL2 CL 0 0 N N N N N N 18.668 36.697 -13.115 -6.995 -1.564 1.827  CL7 XCE 33 
XCE H36 H1  H  0 1 N N N N N N 18.514 39.954 -19.893 0.254  0.199  -2.146 H36 XCE 34 
XCE H37 H2  H  0 1 N N N N N N 21.431 40.461 -19.165 -0.272 1.383  0.616  H37 XCE 35 
XCE H38 H3  H  0 1 N N N N N N 20.524 41.299 -20.470 1.211  1.649  -0.332 H38 XCE 36 
XCE H40 H4  H  0 1 N N N N N N 18.859 42.032 -18.716 -0.138 2.623  -2.170 H40 XCE 37 
XCE H39 H5  H  0 1 N N N N N N 19.971 41.364 -17.474 -1.621 2.357  -1.222 H39 XCE 38 
XCE H42 H6  H  0 1 N N N N N N 21.740 42.687 -16.660 1.466  4.324  -1.517 H42 XCE 39 
XCE H43 H7  H  0 1 N N N N N N 23.008 44.807 -16.672 1.825  6.465  -0.354 H43 XCE 40 
XCE H44 H8  H  0 1 N N N N N N 22.679 46.447 -18.500 0.228  7.217  1.363  H44 XCE 41 
XCE H45 H9  H  0 1 N N N N N N 21.083 45.930 -20.331 -1.731 5.831  1.913  H45 XCE 42 
XCE H46 H10 H  0 1 N N N N N N 19.815 43.811 -20.312 -2.091 3.691  0.750  H46 XCE 43 
XCE H48 H11 H  0 1 N N N N N N 20.190 36.811 -24.408 4.931  -2.892 1.815  H48 XCE 44 
XCE H50 H14 H  0 1 N N N N N N 21.752 37.654 -22.306 2.394  -2.307 1.021  H50 XCE 45 
XCE H51 H15 H  0 1 N N N N N N 23.172 36.628 -20.588 3.233  -4.247 -0.277 H51 XCE 46 
XCE H53 H16 H  0 1 N N N N N N 22.013 35.262 -20.451 1.617  -3.754 -0.837 H53 XCE 47 
XCE H52 H17 H  0 1 N N N N N N 22.909 35.529 -21.985 3.059  -3.314 -1.783 H52 XCE 48 
XCE H34 H18 H  0 1 N N N N N N 19.686 38.286 -15.613 -4.001 -0.858 2.270  H34 XCE 49 
XCE H54 H19 H  0 1 N N N N N N 16.423 32.370 -23.290 9.135  0.482  -0.723 H54 XCE 50 
XCE H55 H20 H  0 1 N N N N N N 16.632 33.511 -25.555 9.546  -0.946 1.269  H55 XCE 51 
XCE H56 H21 H  0 1 N N N N N N 18.255 35.333 -25.819 7.712  -2.282 2.190  H56 XCE 52 
XCE H41 H22 H  0 1 N N N N N N 20.636 37.201 -19.606 2.470  -0.502 -1.273 H41 XCE 53 
XCE H47 H23 H  0 1 N N N N N N 20.205 38.748 -17.779 -1.994 -0.334 -1.918 H47 XCE 54 
XCE H35 H25 H  0 1 N N N N N N 16.441 36.248 -17.359 -4.105 -0.827 -1.906 H35 XCE 55 
# 
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 
XCE C33 C32 DOUB Y N 1  
XCE C33 N27 SING Y N 2  
XCE C32 C31 SING Y N 3  
XCE N27 C23 SING Y N 4  
XCE N27 C26 SING Y N 5  
XCE C23 C24 DOUB Y N 6  
XCE C31 N30 DOUB Y N 7  
XCE C26 N30 SING Y N 8  
XCE C26 N25 DOUB Y N 9  
XCE C24 N25 SING Y N 10 
XCE C24 C28 SING N N 11 
XCE O16 C11 DOUB N N 12 
XCE C28 C29 SING N N 13 
XCE C28 N15 SING N N 14 
XCE C11 N15 SING N N 15 
XCE C11 C10 SING N N 16 
XCE C10 C12 SING N N 17 
XCE C10 N22 SING N N 18 
XCE C20 C21 DOUB Y N 19 
XCE C20 C19 SING Y N 20 
XCE C21 C14 SING Y N 21 
XCE C12 C13 SING N N 22 
XCE O9  C8  DOUB N N 23 
XCE C19 C18 DOUB Y N 24 
XCE C14 C13 SING N N 25 
XCE C14 C17 DOUB Y N 26 
XCE N22 C8  SING N N 27 
XCE C8  C4  SING N N 28 
XCE C18 C17 SING Y N 29 
XCE C4  N5  SING Y N 30 
XCE C4  C3  DOUB Y N 31 
XCE N5  C1  SING Y N 32 
XCE C3  C2  SING Y N 33 
XCE C1  CL6 SING N N 34 
XCE C1  C2  DOUB Y N 35 
XCE C2  CL7 SING N N 36 
XCE C10 H36 SING N N 37 
XCE C12 H37 SING N N 38 
XCE C12 H38 SING N N 39 
XCE C13 H40 SING N N 40 
XCE C13 H39 SING N N 41 
XCE C17 H42 SING N N 42 
XCE C18 H43 SING N N 43 
XCE C19 H44 SING N N 44 
XCE C20 H45 SING N N 45 
XCE C21 H46 SING N N 46 
XCE C23 H48 SING N N 47 
XCE C28 H50 SING N N 48 
XCE C29 H51 SING N N 49 
XCE C29 H53 SING N N 50 
XCE C29 H52 SING N N 51 
XCE C3  H34 SING N N 52 
XCE C31 H54 SING N N 53 
XCE C32 H55 SING N N 54 
XCE C33 H56 SING N N 55 
XCE N15 H41 SING N N 56 
XCE N22 H47 SING N N 57 
XCE N5  H35 SING N N 58 
# 
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 
XCE SMILES           ACDLabs              12.01 "Clc1cc([NH]c1Cl)C(=O)NC(CCc1ccccc1)C(=O)NC(C)c1cn2cccnc2n1"                                                                                                                                  
XCE InChI            InChI                1.06  "InChI=1S/C23H22Cl2N6O2/c1-14(19-13-31-11-5-10-26-23(31)30-19)27-21(32)17(9-8-15-6-3-2-4-7-15)29-22(33)18-12-16(24)20(25)28-18/h2-7,10-14,17,28H,8-9H2,1H3,(H,27,32)(H,29,33)/t14-,17-/m0/s1" 
XCE InChIKey         InChI                1.06  POPZNPXIRUPCOF-YOEHRIQHSA-N                                                                                                                                                                   
XCE SMILES_CANONICAL CACTVS               3.385 "C[C@H](NC(=O)[C@H](CCc1ccccc1)NC(=O)c2[nH]c(Cl)c(Cl)c2)c3cn4cccnc4n3"                                                                                                                        
XCE SMILES           CACTVS               3.385 "C[CH](NC(=O)[CH](CCc1ccccc1)NC(=O)c2[nH]c(Cl)c(Cl)c2)c3cn4cccnc4n3"                                                                                                                          
XCE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](c1cn2cccnc2n1)NC(=O)[C@H](CCc3ccccc3)NC(=O)c4cc(c([nH]4)Cl)Cl"                                                                                                                       
XCE SMILES           "OpenEye OEToolkits" 2.0.7 "CC(c1cn2cccnc2n1)NC(=O)C(CCc3ccccc3)NC(=O)c4cc(c([nH]4)Cl)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 
XCE "SYSTEMATIC NAME" ACDLabs              12.01 "4,5-dichloro-N-[(2S)-1-({(1S)-1-[(4S)-imidazo[1,2-a]pyrimidin-2-yl]ethyl}amino)-1-oxo-4-phenylbutan-2-yl]-1H-pyrrole-2-carboxamide"                       
XCE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4,5-bis(chloranyl)-~{N}-[(2~{S})-1-[[(1~{S})-1-imidazo[1,2-a]pyrimidin-2-ylethyl]amino]-1-oxidanylidene-4-phenyl-butan-2-yl]-1~{H}-pyrrole-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XCE "Create component" 2023-10-30 RCSB 
XCE "Initial release"  2024-04-03 RCSB 
# 
