data_UEX
# 
_chem_comp.id                                    UEX 
_chem_comp.name                                  "6-chloranyl-3-[[(1R)-1-[2-(1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-3,6-dimethyl-4-oxidanylidene-quinazolin-8-yl]ethyl]amino]pyridine-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H23 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-09-08 
_chem_comp.pdbx_modified_date                    2024-04-12 
_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                        490.942 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UEX 
_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        8W9A 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
UEX C10  C1  C  0 1 Y N N N N N 85.757 63.119 98.571  -4.640 -0.458 -0.162 C10  UEX 1  
UEX C15  C2  C  0 1 Y N N N N N 84.040 67.212 94.817  0.836  1.918  0.201  C15  UEX 2  
UEX C17  C3  C  0 1 Y N N N N N 84.171 66.253 92.648  0.689  4.319  -0.151 C17  UEX 3  
UEX C20  C4  C  0 1 Y N N N N N 83.827 64.839 94.548  -1.241 3.060  0.506  C20  UEX 4  
UEX C21  C5  C  0 1 N N N N N N 84.393 68.722 92.867  2.874  3.143  -0.481 C21  UEX 5  
UEX C24  C6  C  0 1 N N N N N N 84.607 71.179 93.054  4.948  1.896  -0.773 C24  UEX 6  
UEX C28  C7  C  0 1 Y N N N N N 84.401 72.806 97.448  4.146  -2.687 0.104  C28  UEX 7  
UEX C01  C8  C  0 1 N N N N N N 82.237 66.036 97.097  -1.053 0.370  2.408  C01  UEX 8  
UEX C02  C9  C  0 1 N N R N N N 83.703 65.818 96.887  -1.192 0.600  0.902  C02  UEX 9  
UEX C04  C10 C  0 1 Y N N N N N 85.449 64.195 97.770  -3.319 -0.507 0.301  C04  UEX 10 
UEX C05  C11 C  0 1 Y N N N N N 86.479 64.930 97.261  -2.724 -1.753 0.513  C05  UEX 11 
UEX C06  C12 C  0 1 Y N N N N N 87.771 64.571 97.578  -3.467 -2.889 0.256  C06  UEX 12 
UEX C07  C13 C  0 1 Y N N N N N 88.014 63.494 98.389  -4.773 -2.762 -0.203 C07  UEX 13 
UEX C11  C14 C  0 1 N N N N N N 84.660 62.280 99.166  -5.285 0.848  -0.399 C11  UEX 14 
UEX C14  C15 C  0 1 Y N N N N N 83.867 65.942 95.379  -0.523 1.898  0.528  C14  UEX 15 
UEX C16  C16 C  0 1 Y N N N N N 84.193 67.356 93.476  1.444  3.147  -0.142 C16  UEX 16 
UEX C18  C17 C  0 1 Y N N N N N 83.985 65.001 93.184  -0.639 4.266  0.174  C18  UEX 17 
UEX C19  C18 C  0 1 N N N N N N 83.941 63.806 92.257  -1.458 5.531  0.166  C19  UEX 18 
UEX C25  C19 C  0 1 N N N N N N 84.270 69.752 95.119  2.859  0.814  -0.097 C25  UEX 19 
UEX C27  C20 C  0 1 N N N N N N 84.449 72.221 96.037  3.007  -1.705 0.161  C27  UEX 20 
UEX C29  C21 C  0 1 Y N N N N N 84.194 71.773 98.320  5.320  -1.995 -0.138 C29  UEX 21 
UEX C30  C22 C  0 1 Y N N N N N 84.103 72.083 99.669  6.505  -2.705 -0.225 C30  UEX 22 
UEX C31  C23 C  0 1 Y N N N N N 84.227 73.395 100.075 6.477  -4.079 -0.069 C31  UEX 23 
UEX C33  C24 C  0 1 Y N N N N N 84.518 74.103 97.923  4.194  -4.061 0.249  C33  UEX 24 
UEX C34  C25 C  0 1 N N N N N N 84.109 70.488 97.506  5.006  -0.528 -0.255 C34  UEX 25 
UEX N03  N1  N  0 1 N N N N N N 84.069 64.540 97.459  -2.612 0.663  0.546  N03  UEX 26 
UEX N09  N2  N  0 1 Y N N N N N 87.004 62.812 98.854  -5.313 -1.580 -0.396 N09  UEX 27 
UEX N23  N3  N  0 1 N N N N N N 84.428 69.896 93.683  3.522  1.955  -0.444 N23  UEX 28 
UEX N26  N4  N  0 1 N N N N N N 84.280 70.795 96.125  3.560  -0.366 -0.068 N26  UEX 29 
UEX N32  N5  N  0 1 Y N N N N N 84.431 74.364 99.207  5.340  -4.708 0.159  N32  UEX 30 
UEX N35  N6  N  0 1 N N N N N N 84.080 68.419 95.671  1.587  0.791  0.209  N35  UEX 31 
UEX O12  O1  O  0 1 N N N N N N 83.478 62.685 99.112  -4.708 1.875  -0.100 O12  UEX 32 
UEX O13  O2  O  0 1 N N N N N N 84.961 61.195 99.716  -6.515 0.902  -0.947 O13  UEX 33 
UEX O22  O3  O  0 1 N N N N N N 84.510 68.767 91.701  3.454  4.169  -0.785 O22  UEX 34 
UEX CL08 CL1 CL 0 0 N N N N N N 89.684 63.040 98.775  -5.706 -4.190 -0.527 CL08 UEX 35 
UEX H171 H1  H  0 0 N N N N N N 84.299 66.373 91.582  1.149  5.261  -0.407 H171 UEX 36 
UEX H201 H2  H  0 0 N N N N N N 83.673 63.854 94.962  -2.291 3.041  0.759  H201 UEX 37 
UEX H243 H3  H  0 0 N N N N N N 84.610 71.967 93.822  5.314  2.900  -0.986 H243 UEX 38 
UEX H241 H4  H  0 0 N N N N N N 85.564 71.191 92.512  5.499  1.480  0.071  H241 UEX 39 
UEX H242 H5  H  0 0 N N N N N N 83.783 71.359 92.347  5.093  1.262  -1.648 H242 UEX 40 
UEX H011 H6  H  0 0 N N N N N N 82.005 65.966 98.170  -1.537 -0.568 2.678  H011 UEX 41 
UEX H013 H7  H  0 0 N N N N N N 81.958 67.033 96.726  0.003  0.323  2.672  H013 UEX 42 
UEX H012 H8  H  0 0 N N N N N N 81.670 65.269 96.549  -1.526 1.191  2.946  H012 UEX 43 
UEX H021 H9  H  0 0 N N N N N N 84.266 66.626 97.377  -0.718 -0.221 0.363  H021 UEX 44 
UEX H051 H10 H  0 0 N N N N N N 86.285 65.778 96.621  -1.707 -1.827 0.870  H051 UEX 45 
UEX H061 H11 H  0 0 N N N N N N 88.598 65.143 97.184  -3.036 -3.867 0.409  H061 UEX 46 
UEX H191 H12 H  0 0 N N N N N N 84.956 63.401 92.132  -1.891 5.677  -0.823 H191 UEX 47 
UEX H192 H13 H  0 0 N N N N N N 83.288 63.032 92.687  -2.257 5.451  0.904  H192 UEX 48 
UEX H193 H14 H  0 0 N N N N N N 83.547 64.116 91.278  -0.820 6.379  0.412  H193 UEX 49 
UEX H272 H15 H  0 0 N N N N N N 85.420 72.451 95.573  2.277  -1.940 -0.614 H272 UEX 50 
UEX H271 H16 H  0 0 N N N N N N 83.640 72.653 95.429  2.532  -1.746 1.141  H271 UEX 51 
UEX H301 H17 H  0 0 N N N N N N 83.936 71.302 100.396 7.438  -2.194 -0.413 H301 UEX 52 
UEX H311 H18 H  0 0 N N N N N N 84.155 73.633 101.126 7.395  -4.644 -0.136 H311 UEX 53 
UEX H331 H19 H  0 0 N N N N N N 84.683 74.911 97.226  3.283  -4.611 0.437  H331 UEX 54 
UEX H342 H20 H  0 0 N N N N N N 83.126 70.020 97.660  5.541  0.028  0.514  H342 UEX 55 
UEX H341 H21 H  0 0 N N N N N N 84.900 69.795 97.829  5.297  -0.166 -1.242 H341 UEX 56 
UEX H031 H22 H  0 0 N N N N N N 83.562 64.463 98.318  -3.058 1.521  0.481  H031 UEX 57 
UEX H1   H23 H  0 1 N N N N N N 84.175 60.782 100.053 -6.897 1.780  -1.082 H1   UEX 58 
# 
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 
UEX O22 C21  DOUB N N 1  
UEX C19 C18  SING N N 2  
UEX C17 C18  DOUB Y N 3  
UEX C17 C16  SING Y N 4  
UEX C21 C16  SING N N 5  
UEX C21 N23  SING N N 6  
UEX C24 N23  SING N N 7  
UEX C18 C20  SING Y N 8  
UEX C16 C15  DOUB Y N 9  
UEX N23 C25  SING N N 10 
UEX C20 C14  DOUB Y N 11 
UEX C15 C14  SING Y N 12 
UEX C15 N35  SING N N 13 
UEX C25 N35  DOUB N N 14 
UEX C25 N26  SING N N 15 
UEX C14 C02  SING N N 16 
UEX C27 N26  SING N N 17 
UEX C27 C28  SING N N 18 
UEX N26 C34  SING N N 19 
UEX C02 C01  SING N N 20 
UEX C02 N03  SING N N 21 
UEX C05 C06  DOUB Y N 22 
UEX C05 C04  SING Y N 23 
UEX C28 C33  DOUB Y N 24 
UEX C28 C29  SING Y N 25 
UEX N03 C04  SING N N 26 
UEX C34 C29  SING N N 27 
UEX C06 C07  SING Y N 28 
UEX C04 C10  DOUB Y N 29 
UEX C33 N32  SING Y N 30 
UEX C29 C30  DOUB Y N 31 
UEX C07 CL08 SING N N 32 
UEX C07 N09  DOUB Y N 33 
UEX C10 N09  SING Y N 34 
UEX C10 C11  SING N N 35 
UEX O12 C11  DOUB N N 36 
UEX C11 O13  SING N N 37 
UEX N32 C31  DOUB Y N 38 
UEX C30 C31  SING Y N 39 
UEX C17 H171 SING N N 40 
UEX C20 H201 SING N N 41 
UEX C24 H243 SING N N 42 
UEX C24 H241 SING N N 43 
UEX C24 H242 SING N N 44 
UEX C01 H011 SING N N 45 
UEX C01 H013 SING N N 46 
UEX C01 H012 SING N N 47 
UEX C02 H021 SING N N 48 
UEX C05 H051 SING N N 49 
UEX C06 H061 SING N N 50 
UEX C19 H191 SING N N 51 
UEX C19 H192 SING N N 52 
UEX C19 H193 SING N N 53 
UEX C27 H272 SING N N 54 
UEX C27 H271 SING N N 55 
UEX C30 H301 SING N N 56 
UEX C31 H311 SING N N 57 
UEX C33 H331 SING N N 58 
UEX C34 H342 SING N N 59 
UEX C34 H341 SING N N 60 
UEX N03 H031 SING N N 61 
UEX O13 H1   SING N N 62 
# 
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 
UEX InChI            InChI                1.06  "InChI=1S/C25H23ClN6O3/c1-13-8-17(14(2)28-19-4-5-20(26)29-22(19)24(34)35)21-18(9-13)23(33)31(3)25(30-21)32-11-15-6-7-27-10-16(15)12-32/h4-10,14,28H,11-12H2,1-3H3,(H,34,35)/t14-/m1/s1" 
UEX InChIKey         InChI                1.06  NTAJKWXFTUHESI-CQSZACIVSA-N                                                                                                                                                             
UEX SMILES_CANONICAL CACTVS               3.385 "C[C@@H](Nc1ccc(Cl)nc1C(O)=O)c2cc(C)cc3C(=O)N(C)C(=Nc23)N4Cc5ccncc5C4"                                                                                                                  
UEX SMILES           CACTVS               3.385 "C[CH](Nc1ccc(Cl)nc1C(O)=O)c2cc(C)cc3C(=O)N(C)C(=Nc23)N4Cc5ccncc5C4"                                                                                                                    
UEX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc2c(c(c1)[C@@H](C)Nc3ccc(nc3C(=O)O)Cl)N=C(N(C2=O)C)N4Cc5ccncc5C4"                                                                                                                  
UEX SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc2c(c(c1)C(C)Nc3ccc(nc3C(=O)O)Cl)N=C(N(C2=O)C)N4Cc5ccncc5C4"                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           UEX 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "6-chloranyl-3-[[(1~{R})-1-[2-(1,3-dihydropyrrolo[3,4-c]pyridin-2-yl)-3,6-dimethyl-4-oxidanylidene-quinazolin-8-yl]ethyl]amino]pyridine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
UEX "Create component" 2023-09-08 PDBC 
UEX "Initial release"  2024-04-17 RCSB 
# 
