data_TKP
# 
_chem_comp.id                                    TKP 
_chem_comp.name                                  "2-(3-chlorophenyl)-2-methylpropyl [(2S)-3-cyclohexyl-1-({(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}amino)-1-oxopropan-2-yl]carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H40 Cl N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-03-24 
_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                        522.077 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_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        6W5H 
_chem_comp.pdbx_subcomponent_list                "VZ7 ALC ELL" 
_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 
TKP C29 C13 C  0 1 N N N N N N 26.190 24.515 -34.804 -4.062 2.409  -0.978 C29  VZ7 1  
TKP C01 C14 C  0 1 N N N N N N 24.219 25.955 -35.339 -4.515 0.223  -2.100 C01  VZ7 2  
TKP C02 C15 C  0 1 N N N N N N 24.679 24.534 -34.990 -4.311 0.916  -0.752 C02  VZ7 3  
TKP C03 C16 C  0 1 N N N N N N 24.036 24.086 -33.677 -3.105 0.300  -0.039 C03  VZ7 4  
TKP C05 C17 C  0 1 N N N N N N 24.087 22.027 -32.481 -0.763 -0.016 -0.370 C05  VZ7 5  
TKP C30 C22 C  0 1 Y N N N N N 24.293 23.625 -36.152 -5.543 0.735  0.098  C30  VZ7 6  
TKP C31 C23 C  0 1 Y N N N N N 22.963 23.302 -36.335 -6.762 1.215  -0.343 C31  VZ7 7  
TKP C32 C24 C  0 1 Y N N N N N 22.583 22.483 -37.381 -7.893 1.049  0.437  C32  VZ7 8  
TKP C34 C25 C  0 1 Y N N N N N 23.525 21.991 -38.259 -7.802 0.403  1.658  C34  VZ7 9  
TKP C35 C26 C  0 1 Y N N N N N 24.862 22.313 -38.079 -6.582 -0.075 2.097  C35  VZ7 10 
TKP C36 C27 C  0 1 Y N N N N N 25.241 23.128 -37.026 -5.454 0.086  1.314  C36  VZ7 11 
TKP O04 O1  O  0 1 N N N N N N 24.755 22.946 -33.277 -1.919 0.474  -0.857 O04  VZ7 12 
TKP O28 O5  O  0 1 N N N N N N 22.893 22.049 -32.377 -0.747 -0.574 0.709  O28  VZ7 13 
TKP CL3 CL1 CL 0 0 N N N N N N 20.850 22.096 -37.559 -9.425 1.651  -0.115 CL3  VZ7 14 
TKP N06 N1  N  0 1 N N N N N N 24.899 21.050 -31.806 0.375  0.112  -1.080 N    ALC 15 
TKP C07 C18 C  0 1 N N S N N N 24.247 19.982 -31.100 1.633  -0.421 -0.550 CA   ALC 16 
TKP C15 C4  C  0 1 N N N N N N 23.600 20.491 -29.820 2.791  0.333  -1.150 C    ALC 17 
TKP O27 O4  O  0 1 N N N N N N 24.127 21.371 -29.219 2.586  1.228  -1.943 O    ALC 18 
TKP C08 C19 C  0 1 N N N N N N 25.288 18.952 -30.682 1.749  -1.904 -0.908 CB   ALC 19 
TKP C09 C20 C  0 1 N N N N N N 25.874 18.132 -31.840 0.645  -2.689 -0.197 CG   ALC 20 
TKP C10 C1  C  0 1 N N N N N N 24.803 17.196 -32.369 0.864  -2.619 1.316  CD2  ALC 21 
TKP C11 C5  C  0 1 N N N N N N 25.358 16.238 -33.405 -0.240 -3.404 2.027  CE2  ALC 22 
TKP C12 C2  C  0 1 N N N N N N 26.539 15.471 -32.845 -0.202 -4.865 1.573  CZ   ALC 23 
TKP C13 C3  C  0 1 N N N N N N 27.639 16.354 -32.278 -0.420 -4.934 0.060  CE1  ALC 24 
TKP C14 C6  C  0 1 N N N N N N 27.086 17.381 -31.296 0.684  -4.149 -0.651 CD1  ALC 25 
TKP O24 O2  O  0 1 N N N N N N 18.214 22.353 -29.733 7.725  0.262  2.123  OAD  ELL 26 
TKP C20 C9  C  0 1 N N N N N N 19.216 22.881 -29.399 7.149  1.297  1.864  CD2  ELL 27 
TKP N21 N3  N  0 1 N N N N N N 19.335 24.336 -29.050 7.418  2.489  2.425  NAH  ELL 28 
TKP C22 C10 C  0 1 N N N N N N 20.712 24.612 -28.720 6.536  3.537  1.898  CAE  ELL 29 
TKP C23 C11 C  0 1 N N N N N N 21.383 23.238 -28.477 5.938  2.957  0.597  CD1  ELL 30 
TKP C19 C21 C  0 1 N N S N N N 20.533 22.252 -29.250 6.030  1.437  0.856  CG   ELL 31 
TKP C18 C8  C  0 1 N N N N N N 20.375 20.952 -28.450 6.375  0.692  -0.435 CB   ELL 32 
TKP C17 C7  C  0 1 N N S N N N 21.706 20.258 -28.134 5.180  0.747  -1.390 CA   ELL 33 
TKP N16 N2  N  0 1 N N N N N N 22.367 19.852 -29.362 4.055  0.014  -0.806 N    ELL 34 
TKP C25 C12 C  0 1 N N N N N N 21.435 18.994 -27.291 5.567  0.110  -2.726 C    ELL 35 
TKP O26 O3  O  0 1 N N N N N N 22.656 18.445 -26.850 6.055  -1.214 -2.499 O    ELL 36 
TKP H20 H20 H  0 1 N N N N N N 26.465 25.171 -33.965 -4.921 2.848  -1.485 H20  VZ7 37 
TKP H21 H21 H  0 1 N N N N N N 26.520 23.488 -34.589 -3.916 2.902  -0.017 H21  VZ7 38 
TKP H22 H22 H  0 1 N N N N N N 26.677 24.872 -35.724 -3.171 2.539  -1.592 H22  VZ7 39 
TKP H23 H23 H  0 1 N N N N N N 24.483 26.638 -34.518 -3.625 0.354  -2.714 H23  VZ7 40 
TKP H24 H24 H  0 1 N N N N N N 24.715 26.284 -36.264 -4.693 -0.840 -1.939 H24  VZ7 41 
TKP H25 H25 H  0 1 N N N N N N 23.129 25.962 -35.485 -5.374 0.662  -2.608 H25  VZ7 42 
TKP H26 H26 H  0 1 N N N N N N 24.118 24.878 -32.918 -2.960 0.794  0.922  H26  VZ7 43 
TKP H27 H27 H  0 1 N N N N N N 22.976 23.837 -33.833 -3.283 -0.763 0.122  H27  VZ7 44 
TKP H33 H33 H  0 1 N N N N N N 22.217 23.691 -35.658 -6.832 1.719  -1.295 H33  VZ7 45 
TKP H34 H34 H  0 1 N N N N N N 23.224 21.359 -39.081 -8.684 0.278  2.269  H34  VZ7 46 
TKP H35 H35 H  0 1 N N N N N N 25.607 21.928 -38.760 -6.512 -0.579 3.049  H35  VZ7 47 
TKP H36 H36 H  0 1 N N N N N N 26.283 23.377 -36.887 -4.501 -0.289 1.658  H36  VZ7 48 
TKP H37 H37 H  0 1 N N N N N N 25.897 21.113 -31.828 0.363  0.557  -1.941 H2   ALC 49 
TKP H28 H28 H  0 1 N N N N N N 23.486 19.502 -31.733 1.648  -0.307 0.534  HA   ALC 50 
TKP H29 H29 H  0 1 N N N N N N 24.817 18.256 -29.972 1.646  -2.026 -1.986 HB2  ALC 51 
TKP H30 H30 H  0 1 N N N N N N 26.114 19.481 -30.183 2.723  -2.279 -0.592 HB3  ALC 52 
TKP H31 H31 H  0 1 N N N N N N 26.196 18.813 -32.642 -0.324 -2.257 -0.444 HG   ALC 53 
TKP H2  H2  H  0 1 N N N N N N 24.391 16.615 -31.531 1.834  -3.052 1.563  HD23 ALC 54 
TKP H1  H1  H  0 1 N N N N N N 24.002 17.794 -32.829 0.836  -1.579 1.640  HD22 ALC 55 
TKP H8  H8  H  0 1 N N N N N N 24.571 15.527 -33.698 -0.085 -3.355 3.105  HE23 ALC 56 
TKP H7  H7  H  0 1 N N N N N N 25.683 16.809 -34.287 -1.210 -2.972 1.780  HE22 ALC 57 
TKP H4  H4  H  0 1 N N N N N N 26.968 14.860 -33.652 0.768  -5.297 1.820  HZ3  ALC 58 
TKP H3  H3  H  0 1 N N N N N N 26.175 14.814 -32.042 -0.988 -5.424 2.079  HZ2  ALC 59 
TKP H6  H6  H  0 1 N N N N N N 28.134 16.883 -33.106 -0.393 -5.974 -0.264 HE13 ALC 60 
TKP H5  H5  H  0 1 N N N N N N 28.372 15.721 -31.757 -1.390 -4.502 -0.187 HE12 ALC 61 
TKP H9  H9  H  0 1 N N N N N N 26.791 16.860 -30.373 0.528  -4.199 -1.729 HD12 ALC 62 
TKP H10 H10 H  0 1 N N N N N N 27.877 18.110 -31.068 1.654  -4.581 -0.404 HD13 ALC 63 
TKP H39 H39 H  0 1 N N N N N N 18.588 25.000 -29.047 8.105  2.637  3.093  H1   ELL 64 
TKP H14 H14 H  0 1 N N N N N N 21.206 25.135 -29.552 5.742  3.757  2.613  H2   ELL 65 
TKP H15 H15 H  0 1 N N N N N N 20.770 25.230 -27.812 7.109  4.438  1.681  H3   ELL 66 
TKP H16 H16 H  0 1 N N N N N N 21.385 22.991 -27.405 4.902  3.272  0.470  H4   ELL 67 
TKP H17 H17 H  0 1 N N N N N N 22.416 23.239 -28.855 6.538  3.240  -0.267 H5   ELL 68 
TKP H32 H32 H  0 1 N N N N N N 20.985 22.041 -30.230 5.093  1.066  1.273  H6   ELL 69 
TKP H12 H12 H  0 1 N N N N N N 19.872 21.187 -27.501 7.238  1.162  -0.906 H7   ELL 70 
TKP H13 H13 H  0 1 N N N N N N 19.751 20.259 -29.033 6.608  -0.347 -0.204 H8   ELL 71 
TKP H11 H11 H  0 1 N N N N N N 22.347 20.944 -27.561 4.892  1.786  -1.552 H9   ELL 72 
TKP H38 H38 H  0 1 N N N N N N 21.968 19.116 -29.909 4.218  -0.702 -0.172 H11  ELL 73 
TKP H18 H18 H  0 1 N N N N N N 20.819 19.261 -26.420 4.692  0.068  -3.375 H13  ELL 74 
TKP H19 H19 H  0 1 N N N N N N 20.902 18.253 -27.905 6.344  0.707  -3.202 H19  ELL 75 
TKP H40 H40 H  0 1 N N N N N N 22.485 17.667 -26.332 6.319  -1.680 -3.305 H40  ELL 76 
# 
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 
TKP C34 C35 DOUB Y N 1  
TKP C34 C32 SING Y N 2  
TKP C35 C36 SING Y N 3  
TKP CL3 C32 SING N N 4  
TKP C32 C31 DOUB Y N 5  
TKP C36 C30 DOUB Y N 6  
TKP C31 C30 SING Y N 7  
TKP C30 C02 SING N N 8  
TKP C01 C02 SING N N 9  
TKP C02 C29 SING N N 10 
TKP C02 C03 SING N N 11 
TKP C03 O04 SING N N 12 
TKP C11 C12 SING N N 13 
TKP C11 C10 SING N N 14 
TKP O04 C05 SING N N 15 
TKP C12 C13 SING N N 16 
TKP C05 O28 DOUB N N 17 
TKP C05 N06 SING N N 18 
TKP C10 C09 SING N N 19 
TKP C13 C14 SING N N 20 
TKP C09 C14 SING N N 21 
TKP C09 C08 SING N N 22 
TKP N06 C07 SING N N 23 
TKP C07 C08 SING N N 24 
TKP C07 C15 SING N N 25 
TKP C15 N16 SING N N 26 
TKP C15 O27 DOUB N N 27 
TKP O24 C20 DOUB N N 28 
TKP C20 C19 SING N N 29 
TKP C20 N21 SING N N 30 
TKP N16 C17 SING N N 31 
TKP C19 C23 SING N N 32 
TKP C19 C18 SING N N 33 
TKP N21 C22 SING N N 34 
TKP C22 C23 SING N N 35 
TKP C18 C17 SING N N 36 
TKP C17 C25 SING N N 37 
TKP C25 O26 SING N N 38 
TKP C10 H1  SING N N 39 
TKP C10 H2  SING N N 40 
TKP C12 H3  SING N N 41 
TKP C12 H4  SING N N 42 
TKP C13 H5  SING N N 43 
TKP C13 H6  SING N N 44 
TKP C11 H7  SING N N 45 
TKP C11 H8  SING N N 46 
TKP C14 H9  SING N N 47 
TKP C14 H10 SING N N 48 
TKP C17 H11 SING N N 49 
TKP C18 H12 SING N N 50 
TKP C18 H13 SING N N 51 
TKP C22 H14 SING N N 52 
TKP C22 H15 SING N N 53 
TKP C23 H16 SING N N 54 
TKP C23 H17 SING N N 55 
TKP C25 H18 SING N N 56 
TKP C25 H19 SING N N 57 
TKP C29 H20 SING N N 58 
TKP C29 H21 SING N N 59 
TKP C29 H22 SING N N 60 
TKP C01 H23 SING N N 61 
TKP C01 H24 SING N N 62 
TKP C01 H25 SING N N 63 
TKP C03 H26 SING N N 64 
TKP C03 H27 SING N N 65 
TKP C07 H28 SING N N 66 
TKP C08 H29 SING N N 67 
TKP C08 H30 SING N N 68 
TKP C09 H31 SING N N 69 
TKP C19 H32 SING N N 70 
TKP C31 H33 SING N N 71 
TKP C34 H34 SING N N 72 
TKP C35 H35 SING N N 73 
TKP C36 H36 SING N N 74 
TKP N06 H37 SING N N 75 
TKP N16 H38 SING N N 76 
TKP N21 H39 SING N N 77 
TKP O26 H40 SING N N 78 
# 
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 
TKP SMILES           ACDLabs              12.01 "CC(C)(COC(=O)NC(CC1CCCCC1)C(NC(CC2C(=O)NCC2)CO)=O)c3cc(ccc3)Cl"                                                                                                                                                                           
TKP InChI            InChI                1.03  "InChI=1S/C27H40ClN3O5/c1-27(2,20-9-6-10-21(28)15-20)17-36-26(35)31-23(13-18-7-4-3-5-8-18)25(34)30-22(16-32)14-19-11-12-29-24(19)33/h6,9-10,15,18-19,22-23,32H,3-5,7-8,11-14,16-17H2,1-2H3,(H,29,33)(H,30,34)(H,31,35)/t19-,22-,23-/m0/s1" 
TKP InChIKey         InChI                1.03  PQWRUFWLUCFVIF-VJBMBRPKSA-N                                                                                                                                                                                                                
TKP SMILES_CANONICAL CACTVS               3.385 "CC(C)(COC(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H](CO)C[C@@H]2CCNC2=O)c3cccc(Cl)c3"                                                                                                                                                               
TKP SMILES           CACTVS               3.385 "CC(C)(COC(=O)N[CH](CC1CCCCC1)C(=O)N[CH](CO)C[CH]2CCNC2=O)c3cccc(Cl)c3"                                                                                                                                                                    
TKP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(COC(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)CO)c3cccc(c3)Cl"                                                                                                                                                              
TKP SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(COC(=O)NC(CC1CCCCC1)C(=O)NC(CC2CCNC2=O)CO)c3cccc(c3)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 
TKP "SYSTEMATIC NAME" ACDLabs              12.01 "2-(3-chlorophenyl)-2-methylpropyl [(2S)-3-cyclohexyl-1-({(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}amino)-1-oxopropan-2-yl]carbamate"                                       
TKP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[2-(3-chlorophenyl)-2-methyl-propyl] ~{N}-[(2~{S})-3-cyclohexyl-1-oxidanylidene-1-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]amino]propan-2-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TKP "Create component"         2020-03-24 RCSB 
TKP "Modify subcomponent list" 2020-09-23 RCSB 
TKP "Initial release"          2020-09-30 RCSB 
TKP "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            TKP 
_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               C25 
_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      ? 
# 
