data_TWU
# 
_chem_comp.id                                    TWU 
_chem_comp.name                                  "(2E,6S)-6-{2-chloro-3-[(2-cyclopropylpyrimidin-5-yl)amino]phenyl}-2-imino-6-methyl-3-[(2S,4S)-2-methyloxan-4-yl]-1,3-diazinan-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H29 Cl N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-07-29 
_chem_comp.pdbx_modified_date                    2022-10-14 
_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                        468.979 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TWU 
_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        8DSR 
_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 
TWU C15  C1  C  0 1 N N N -2.723 -9.866  56.355 -3.205 -0.960 1.522  C15  TWU 1  
TWU C19  C2  C  0 1 Y N N -5.765 -12.600 59.100 0.775  -0.420 2.151  C19  TWU 2  
TWU C23  C3  C  0 1 Y N N -6.736 -9.304  61.737 4.003  -0.494 -0.498 C23  TWU 3  
TWU C24  C4  C  0 1 Y N N -8.070 -9.539  62.033 5.280  -1.031 -0.645 C24  TWU 4  
TWU C26  C5  C  0 1 Y N N -7.615 -9.561  64.278 6.180  0.989  -0.023 C26  TWU 5  
TWU C32  C6  C  0 1 Y N N -5.638 -10.026 58.237 0.589  -1.860 -0.208 C32  TWU 6  
TWU C01  C7  C  0 1 N N N 2.712  -12.387 56.108 -6.954 2.723  -1.375 C01  TWU 7  
TWU C02  C8  C  0 1 N N S 1.512  -11.911 56.915 -5.800 2.618  -0.377 C02  TWU 8  
TWU C03  C9  C  0 1 N N N 0.219  -11.860 56.097 -5.188 1.217  -0.449 C03  TWU 9  
TWU C04  C10 C  0 1 N N S -0.921 -11.435 57.039 -3.996 1.139  0.510  C04  TWU 10 
TWU C05  C11 C  0 1 N N N -1.038 -12.368 58.262 -2.988 2.233  0.144  C05  TWU 11 
TWU C06  C12 C  0 1 N N N 0.329  -12.533 58.932 -3.685 3.595  0.193  C06  TWU 12 
TWU C09  C13 C  0 1 N N N -2.933 -12.245 55.805 -2.932 -0.595 -0.808 C09  TWU 13 
TWU C11  C14 C  0 1 N N N -4.271 -11.943 55.156 -2.330 -1.956 -1.023 C11  TWU 14 
TWU C12  C15 C  0 1 N N S -4.965 -10.757 55.834 -1.776 -2.502 0.300  C12  TWU 15 
TWU C13  C16 C  0 1 N N N -6.175 -10.235 55.044 -1.513 -4.004 0.169  C13  TWU 16 
TWU C17  C17 C  0 1 Y N N -5.352 -11.022 57.315 -0.495 -1.789 0.648  C17  TWU 17 
TWU C18  C18 C  0 1 Y N N -5.426 -12.326 57.787 -0.400 -1.075 1.828  C18  TWU 18 
TWU C20  C19 C  0 1 Y N N -6.039 -11.587 59.986 1.857  -0.477 1.296  C20  TWU 19 
TWU C21  C20 C  0 1 Y N N -5.982 -10.257 59.565 1.768  -1.197 0.112  C21  TWU 20 
TWU C28  C21 C  0 1 Y N N -5.884 -9.230  62.821 3.889  0.835  -0.097 C28  TWU 21 
TWU C29  C22 C  0 1 N N N -8.058 -9.697  65.666 7.406  1.823  0.244  C29  TWU 22 
TWU C30  C23 C  0 1 N N N -9.139 -10.729 65.916 7.600  3.085  -0.601 C30  TWU 23 
TWU C31  C24 C  0 1 N N N -7.736 -11.014 66.358 7.198  3.203  0.871  C31  TWU 24 
TWU N08  N1  N  0 1 N N N -2.236 -11.178 56.373 -3.358 -0.175 0.392  N08  TWU 25 
TWU N14  N2  N  0 1 N N N -3.946 -9.725  55.742 -2.790 -2.269 1.344  N14  TWU 26 
TWU N16  N3  N  0 1 N N N -2.066 -8.924  56.883 -3.438 -0.483 2.710  N16  TWU 27 
TWU N22  N4  N  0 1 N N N -6.261 -9.193  60.408 2.866  -1.266 -0.751 N22  TWU 28 
TWU N25  N5  N  0 1 Y N N -8.503 -9.649  63.283 6.330  -0.265 -0.401 N25  TWU 29 
TWU N27  N6  N  0 1 Y N N -6.320 -9.342  64.068 4.990  1.534  0.127  N27  TWU 30 
TWU O07  O1  O  0 1 N N N 1.348  -12.874 57.977 -4.802 3.589  -0.698 O07  TWU 31 
TWU O10  O2  O  0 1 N N N -2.521 -13.390 55.814 -3.036 0.152  -1.757 O10  TWU 32 
TWU CL33 CL1 CL 0 0 N N N -5.596 -8.240  57.803 0.472  -2.763 -1.686 CL33 TWU 33 
TWU H1   H1  H  0 1 N N N -5.815 -13.626 59.433 0.843  0.140  3.072  H1   TWU 34 
TWU H2   H2  H  0 1 N N N -8.778 -9.635  61.223 5.410  -2.058 -0.953 H2   TWU 35 
TWU H3   H3  H  0 1 N N N 3.605  -12.401 56.751 -6.581 2.541  -2.383 H3   TWU 36 
TWU H4   H4  H  0 1 N N N 2.519  -13.401 55.727 -7.715 1.982  -1.130 H4   TWU 37 
TWU H5   H5  H  0 1 N N N 2.880  -11.703 55.263 -7.389 3.721  -1.325 H5   TWU 38 
TWU H6   H6  H  0 1 N N N 1.721  -10.913 57.328 -6.173 2.801  0.631  H6   TWU 39 
TWU H7   H7  H  0 1 N N N 0.322  -11.129 55.281 -5.936 0.478  -0.161 H7   TWU 40 
TWU H8   H8  H  0 1 N N N 0.004  -12.853 55.675 -4.851 1.019  -1.466 H8   TWU 41 
TWU H9   H9  H  0 1 N N N -0.605 -10.465 57.450 -4.340 1.288  1.533  H9   TWU 42 
TWU H10  H10 H  0 1 N N N -1.747 -11.935 58.983 -2.162 2.220  0.855  H10  TWU 43 
TWU H11  H11 H  0 1 N N N -1.404 -13.352 57.935 -2.606 2.055  -0.862 H11  TWU 44 
TWU H12  H12 H  0 1 N N N 0.263  -13.332 59.685 -4.030 3.790  1.208  H12  TWU 45 
TWU H13  H13 H  0 1 N N N 0.602  -11.588 59.424 -2.983 4.373  -0.108 H13  TWU 46 
TWU H14  H14 H  0 1 N N N -4.108 -11.704 54.095 -3.094 -2.631 -1.410 H14  TWU 47 
TWU H15  H15 H  0 1 N N N -4.917 -12.830 55.237 -1.518 -1.881 -1.746 H15  TWU 48 
TWU H16  H16 H  0 1 N N N -6.627 -9.388  55.581 -0.788 -4.178 -0.625 H16  TWU 49 
TWU H17  H17 H  0 1 N N N -5.847 -9.904  54.048 -1.120 -4.387 1.111  H17  TWU 50 
TWU H18  H18 H  0 1 N N N -6.918 -11.039 54.937 -2.445 -4.516 -0.071 H18  TWU 51 
TWU H19  H19 H  0 1 N N N -5.214 -13.144 57.114 -1.245 -1.029 2.499  H19  TWU 52 
TWU H20  H20 H  0 1 N N N -6.299 -11.819 61.008 2.772  0.039  1.547  H20  TWU 53 
TWU H21  H21 H  0 1 N N N -4.829 -9.076  62.648 2.917  1.289  0.028  H21  TWU 54 
TWU H22  H22 H  0 1 N N N -8.073 -8.795  66.295 8.299  1.269  0.531  H22  TWU 55 
TWU H23  H23 H  0 1 N N N -9.921 -10.534 66.665 8.620  3.360  -0.868 H23  TWU 56 
TWU H24  H24 H  0 1 N N N -9.571 -11.286 65.071 6.840  3.311  -1.349 H24  TWU 57 
TWU H25  H25 H  0 1 N N N -7.140 -11.777 65.836 6.175  3.507  1.091  H25  TWU 58 
TWU H26  H26 H  0 1 N N N -7.489 -11.025 67.430 7.955  3.556  1.572  H26  TWU 59 
TWU H27  H27 H  0 1 N N N -4.138 -8.893  55.221 -3.147 -2.995 1.880  H27  TWU 60 
TWU H28  H28 H  0 1 N N N -1.208 -9.245  57.284 -3.643 0.458  2.823  H28  TWU 61 
TWU H29  H29 H  0 1 N N N -6.115 -8.272  60.048 2.839  -1.850 -1.525 H29  TWU 62 
# 
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 
TWU C13  C12 SING N N 1  
TWU C11  C09 SING N N 2  
TWU C11  C12 SING N N 3  
TWU N14  C12 SING N N 4  
TWU N14  C15 SING N N 5  
TWU C09  O10 DOUB N N 6  
TWU C09  N08 SING N N 7  
TWU C12  C17 SING N N 8  
TWU C03  C02 SING N N 9  
TWU C03  C04 SING N N 10 
TWU C01  C02 SING N N 11 
TWU C15  N08 SING N N 12 
TWU C15  N16 DOUB N N 13 
TWU N08  C04 SING N N 14 
TWU C02  O07 SING N N 15 
TWU C04  C05 SING N N 16 
TWU C17  C18 DOUB Y N 17 
TWU C17  C32 SING Y N 18 
TWU C18  C19 SING Y N 19 
TWU CL33 C32 SING N N 20 
TWU O07  C06 SING N N 21 
TWU C32  C21 DOUB Y N 22 
TWU C05  C06 SING N N 23 
TWU C19  C20 DOUB Y N 24 
TWU C21  C20 SING Y N 25 
TWU C21  N22 SING N N 26 
TWU N22  C23 SING N N 27 
TWU C23  C24 DOUB Y N 28 
TWU C23  C28 SING Y N 29 
TWU C24  N25 SING Y N 30 
TWU C28  N27 DOUB Y N 31 
TWU N25  C26 DOUB Y N 32 
TWU N27  C26 SING Y N 33 
TWU C26  C29 SING N N 34 
TWU C29  C30 SING N N 35 
TWU C29  C31 SING N N 36 
TWU C30  C31 SING N N 37 
TWU C19  H1  SING N N 38 
TWU C24  H2  SING N N 39 
TWU C01  H3  SING N N 40 
TWU C01  H4  SING N N 41 
TWU C01  H5  SING N N 42 
TWU C02  H6  SING N N 43 
TWU C03  H7  SING N N 44 
TWU C03  H8  SING N N 45 
TWU C04  H9  SING N N 46 
TWU C05  H10 SING N N 47 
TWU C05  H11 SING N N 48 
TWU C06  H12 SING N N 49 
TWU C06  H13 SING N N 50 
TWU C11  H14 SING N N 51 
TWU C11  H15 SING N N 52 
TWU C13  H16 SING N N 53 
TWU C13  H17 SING N N 54 
TWU C13  H18 SING N N 55 
TWU C18  H19 SING N N 56 
TWU C20  H20 SING N N 57 
TWU C28  H21 SING N N 58 
TWU C29  H22 SING N N 59 
TWU C30  H23 SING N N 60 
TWU C30  H24 SING N N 61 
TWU C31  H25 SING N N 62 
TWU C31  H26 SING N N 63 
TWU N14  H27 SING N N 64 
TWU N16  H28 SING N N 65 
TWU N22  H29 SING N N 66 
# 
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 
TWU SMILES           ACDLabs              12.01 "Clc1c(Nc2cnc(nc2)C2CC2)cccc1C1(C)CC(=O)N(C2CC(C)OCC2)C(=N)N1"                                                                                                                                 
TWU InChI            InChI                1.06  "InChI=1S/C24H29ClN6O2/c1-14-10-17(8-9-33-14)31-20(32)11-24(2,30-23(31)26)18-4-3-5-19(21(18)25)29-16-12-27-22(28-13-16)15-6-7-15/h3-5,12-15,17,29H,6-11H2,1-2H3,(H2,26,30)/t14-,17-,24-/m0/s1" 
TWU InChIKey         InChI                1.06  RUZADINCVKIRSK-NPALWHDTSA-N                                                                                                                                                                    
TWU SMILES_CANONICAL CACTVS               3.385 "C[C@H]1C[C@H](CCO1)N2C(=N)N[C@@](C)(CC2=O)c3cccc(Nc4cnc(nc4)C5CC5)c3Cl"                                                                                                                       
TWU SMILES           CACTVS               3.385 "C[CH]1C[CH](CCO1)N2C(=N)N[C](C)(CC2=O)c3cccc(Nc4cnc(nc4)C5CC5)c3Cl"                                                                                                                           
TWU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C/1\N[C@](CC(=O)N1[C@H]2CCO[C@H](C2)C)(C)c3cccc(c3Cl)Nc4cnc(nc4)C5CC5"                                                                                                                  
TWU SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CC(CCO1)N2C(=O)CC(NC2=N)(C)c3cccc(c3Cl)Nc4cnc(nc4)C5CC5"                                                                                                                                   
# 
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 
TWU "SYSTEMATIC NAME" ACDLabs              12.01 "(2E,6S)-6-{2-chloro-3-[(2-cyclopropylpyrimidin-5-yl)amino]phenyl}-2-imino-6-methyl-3-[(2S,4S)-2-methyloxan-4-yl]-1,3-diazinan-4-one"                
TWU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(6~{S})-2-azanylidene-6-[2-chloranyl-3-[(2-cyclopropylpyrimidin-5-yl)amino]phenyl]-6-methyl-3-[(2~{S},4~{S})-2-methyloxan-4-yl]-1,3-diazinan-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TWU "Create component" 2022-07-29 RCSB 
TWU "Initial release"  2022-10-19 RCSB 
# 
