data_U54
# 
_chem_comp.id                                    U54 
_chem_comp.name                                  "(1S,2R,3R,4R,5R)-5-[8-[4-(4-azanylbutyl)-1,2,3-triazol-1-yl]octylamino]-4-(hydroxymethyl)cyclohexane-1,2,3-triol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H41 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-01-25 
_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                        427.581 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U54 
_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        8CB6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
U54 C1  C1  C 0 1 N N R N N N -15.119 -32.112 95.859 -6.226  -0.094 0.110  C1  U54 1  
U54 C2  C2  C 0 1 N N N N N N -13.949 -31.491 95.097 -6.534  -1.476 -0.469 C2  U54 2  
U54 C3  C3  C 0 1 N N S N N N -12.581 -31.466 95.742 -7.757  -2.064 0.239  C3  U54 3  
U54 C4  C4  C 0 1 N N R N N N -12.632 -31.544 97.269 -8.960  -1.143 0.028  C4  U54 4  
U54 C5  C5  C 0 1 N N R N N N -13.886 -30.944 97.769 -8.651  0.240  0.607  C5  U54 5  
U54 C6  C6  C 0 1 N N R N N N -15.079 -31.819 97.366 -7.429  0.828  -0.100 C6  U54 6  
U54 C7  C7  C 0 1 N N N N N N -16.400 -31.233 97.860 -7.120  2.210  0.479  C7  U54 7  
U54 O3  O1  O 0 1 N N N N N N -11.814 -32.539 95.269 -8.045  -3.355 -0.302 O3  U54 8  
U54 O5  O2  O 0 1 N N N N N N -13.763 -30.802 99.191 -9.775  1.100  0.411  O5  U54 9  
U54 O7  O3  O 0 1 N N N N N N -16.678 -29.962 97.275 -8.196  3.102  0.180  O7  U54 10 
U54 O4  O4  O 0 1 N N N N N N -11.481 -30.794 97.705 -10.102 -1.692 0.689  O4  U54 11 
U54 N1  N1  N 0 1 N N N N N N -15.321 -33.565 95.531 -5.052  0.471  -0.569 N1  U54 12 
U54 C13 C8  C 0 1 N N N N N N -16.631 -34.073 96.026 -3.807  0.002  0.054  C13 U54 13 
U54 C14 C9  C 0 1 N N N N N N -16.814 -35.528 95.515 -2.609  0.609  -0.679 C14 U54 14 
U54 C15 C10 C 0 1 N N N N N N -18.156 -36.200 95.898 -1.313  0.121  -0.031 C15 U54 15 
U54 C16 C11 C 0 1 N N N N N N -18.204 -37.701 95.536 -0.115  0.728  -0.764 C16 U54 16 
U54 C17 C12 C 0 1 N N N N N N -19.628 -38.262 95.350 1.181   0.240  -0.115 C17 U54 17 
U54 C18 C13 C 0 1 N N N N N N -19.683 -39.698 94.793 2.379   0.847  -0.848 C18 U54 18 
U54 C19 C14 C 0 1 N N N N N N -20.895 -39.927 93.863 3.676   0.359  -0.200 C19 U54 19 
U54 C20 C15 C 0 1 N N N N N N -21.450 -41.364 93.849 4.873   0.966  -0.933 C20 U54 20 
U54 N49 N2  N 0 1 Y N N N N N -22.811 -41.468 93.284 6.115   0.498  -0.312 N49 U54 21 
U54 C53 C16 C 0 1 Y N N N N N -23.889 -40.660 93.179 7.135   -0.122 -0.949 C53 U54 22 
U54 C52 C17 C 0 1 Y N N N N N -24.901 -41.360 92.499 8.070   -0.377 -0.004 C52 U54 23 
U54 N51 N3  N 0 1 Y N N N N N -24.416 -42.586 92.220 7.583   0.094  1.150  N51 U54 24 
U54 N50 N4  N 0 1 Y N N N N N -23.102 -42.695 92.703 6.425   0.611  0.932  N50 U54 25 
U54 C54 C18 C 0 1 N N N N N N -26.320 -40.914 92.129 9.399   -1.057 -0.210 C54 U54 26 
U54 C55 C19 C 0 1 N N N N N N -26.434 -39.429 91.768 10.520  -0.155 0.310  C55 U54 27 
U54 C56 C20 C 0 1 N N N N N N -26.720 -38.534 92.972 11.869  -0.846 0.100  C56 U54 28 
U54 C57 C21 C 0 1 N N N N N N -26.659 -37.028 92.631 12.990  0.056  0.620  C57 U54 29 
U54 N58 N5  N 0 1 N N N N N N -26.736 -36.216 93.867 14.285  -0.607 0.419  N58 U54 30 
U54 H1  H1  H 0 1 N N N N N N -16.016 -31.596 95.487 -6.020  -0.184 1.177  H1  U54 31 
U54 H2  H2  H 0 1 N N N N N N -14.223 -30.447 94.882 -6.740  -1.385 -1.535 H2  U54 32 
U54 H3  H3  H 0 1 N N N N N N -13.849 -32.046 94.152 -5.677  -2.132 -0.319 H3  U54 33 
U54 H4  H4  H 0 1 N N N N N N -12.094 -30.518 95.470 -7.551  -2.154 1.305  H4  U54 34 
U54 H5  H5  H 0 1 N N N N N N -12.558 -32.594 97.587 -9.166  -1.052 -1.038 H5  U54 35 
U54 H6  H6  H 0 1 N N N N N N -14.016 -29.953 97.310 -8.445  0.149  1.674  H6  U54 36 
U54 H7  H7  H 0 1 N N N N N N -14.949 -32.786 97.874 -7.635  0.918  -1.167 H7  U54 37 
U54 H8  H8  H 0 1 N N N N N N -16.349 -31.117 98.953 -7.002  2.133  1.560  H8  U54 38 
U54 H9  H9  H 0 1 N N N N N N -17.214 -31.927 97.603 -6.199  2.591  0.038  H9  U54 39 
U54 H10 H10 H 0 1 N N N N N N -10.956 -32.519 95.676 -8.810  -3.788 0.101  H10 U54 40 
U54 H11 H11 H 0 1 N N N N N N -14.558 -30.417 99.541 -10.588 0.789  0.833  H11 U54 41 
U54 H12 H12 H 0 1 N N N N N N -17.505 -29.634 97.608 -8.068  3.999  0.518  H12 U54 42 
U54 H13 H13 H 0 1 N N N N N N -11.442 -30.796 98.654 -10.356 -2.569 0.372  H13 U54 43 
U54 H16 H16 H 0 1 N N N N N N -17.444 -33.439 95.643 -3.786  0.308  1.100  H16 U54 44 
U54 H17 H17 H 0 1 N N N N N N -16.643 -34.061 97.126 -3.757  -1.086 -0.008 H17 U54 45 
U54 H18 H18 H 0 1 N N N N N N -15.998 -36.139 95.929 -2.630  0.303  -1.725 H18 U54 46 
U54 H19 H19 H 0 1 N N N N N N -16.742 -35.514 94.417 -2.659  1.696  -0.618 H19 U54 47 
U54 H20 H20 H 0 1 N N N N N N -18.303 -36.096 96.983 -1.292  0.426  1.015  H20 U54 48 
U54 H21 H21 H 0 1 N N N N N N -18.970 -35.685 95.367 -1.263  -0.967 -0.093 H21 U54 49 
U54 H22 H22 H 0 1 N N N N N N -17.713 -38.266 96.342 -0.136  0.422  -1.810 H22 U54 50 
U54 H23 H23 H 0 1 N N N N N N -17.650 -37.847 94.597 -0.165  1.815  -0.702 H23 U54 51 
U54 H24 H24 H 0 1 N N N N N N -20.168 -37.603 94.654 1.202   0.545  0.931  H24 U54 52 
U54 H25 H25 H 0 1 N N N N N N -20.131 -38.254 96.328 1.231   -0.848 -0.177 H25 U54 53 
U54 H26 H26 H 0 1 N N N N N N -19.748 -40.401 95.636 2.358   0.541  -1.894 H26 U54 54 
U54 H27 H27 H 0 1 N N N N N N -18.761 -39.891 94.225 2.329   1.934  -0.787 H27 U54 55 
U54 H28 H28 H 0 1 N N N N N N -20.590 -39.670 92.838 3.697   0.664  0.846  H28 U54 56 
U54 H29 H29 H 0 1 N N N N N N -21.703 -39.254 94.185 3.726   -0.729 -0.261 H29 U54 57 
U54 H30 H30 H 0 1 N N N N N N -21.474 -41.738 94.883 4.852   0.660  -1.979 H30 U54 58 
U54 H31 H31 H 0 1 N N N N N N -20.775 -41.991 93.248 4.824   2.053  -0.871 H31 U54 59 
U54 H32 H32 H 0 1 N N N N N N -23.961 -39.650 93.553 7.192   -0.365 -1.999 H32 U54 60 
U54 H33 H33 H 0 1 N N N N N N -26.979 -41.113 92.987 9.411   -2.002 0.333  H33 U54 61 
U54 H34 H34 H 0 1 N N N N N N -26.654 -41.506 91.265 9.549   -1.246 -1.273 H34 U54 62 
U54 H35 H35 H 0 1 N N N N N N -25.487 -39.107 91.311 10.507  0.790  -0.233 H35 U54 63 
U54 H36 H36 H 0 1 N N N N N N -27.251 -39.308 91.041 10.370  0.035  1.373  H36 U54 64 
U54 H37 H37 H 0 1 N N N N N N -27.726 -38.767 93.352 11.882  -1.791 0.643  H37 U54 65 
U54 H38 H38 H 0 1 N N N N N N -25.975 -38.747 93.753 12.019  -1.035 -0.963 H38 U54 66 
U54 H39 H39 H 0 1 N N N N N N -25.713 -36.812 92.113 12.977  1.001  0.077  H39 U54 67 
U54 H40 H40 H 0 1 N N N N N N -27.503 -36.770 91.975 12.840  0.246  1.683  H40 U54 68 
U54 H41 H41 H 0 1 N N N N N N -26.695 -35.245 93.632 14.420  -0.851 -0.551 H41 U54 69 
U54 H42 H42 H 0 1 N N N N N N -27.596 -36.409 94.339 15.043  -0.031 0.755  H42 U54 70 
U54 H14 H14 H 0 1 N N N N N N -15.285 -33.680 94.538 -5.067  0.256  -1.555 H14 U54 71 
# 
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 
U54 C55 C54 SING N N 1  
U54 C55 C56 SING N N 2  
U54 C54 C52 SING N N 3  
U54 N51 C52 SING Y N 4  
U54 N51 N50 DOUB Y N 5  
U54 C52 C53 DOUB Y N 6  
U54 C57 C56 SING N N 7  
U54 C57 N58 SING N N 8  
U54 N50 N49 SING Y N 9  
U54 C53 N49 SING Y N 10 
U54 N49 C20 SING N N 11 
U54 C20 C19 SING N N 12 
U54 C19 C18 SING N N 13 
U54 C18 C17 SING N N 14 
U54 C2  C3  SING N N 15 
U54 C2  C1  SING N N 16 
U54 O3  C3  SING N N 17 
U54 C17 C16 SING N N 18 
U54 C14 C15 SING N N 19 
U54 C14 C13 SING N N 20 
U54 N1  C1  SING N N 21 
U54 N1  C13 SING N N 22 
U54 C16 C15 SING N N 23 
U54 C3  C4  SING N N 24 
U54 C1  C6  SING N N 25 
U54 C4  O4  SING N N 26 
U54 C4  C5  SING N N 27 
U54 O7  C7  SING N N 28 
U54 C6  C5  SING N N 29 
U54 C6  C7  SING N N 30 
U54 C5  O5  SING N N 31 
U54 C1  H1  SING N N 32 
U54 C2  H2  SING N N 33 
U54 C2  H3  SING N N 34 
U54 C3  H4  SING N N 35 
U54 C4  H5  SING N N 36 
U54 C5  H6  SING N N 37 
U54 C6  H7  SING N N 38 
U54 C7  H8  SING N N 39 
U54 C7  H9  SING N N 40 
U54 O3  H10 SING N N 41 
U54 O5  H11 SING N N 42 
U54 O7  H12 SING N N 43 
U54 O4  H13 SING N N 44 
U54 C13 H16 SING N N 45 
U54 C13 H17 SING N N 46 
U54 C14 H18 SING N N 47 
U54 C14 H19 SING N N 48 
U54 C15 H20 SING N N 49 
U54 C15 H21 SING N N 50 
U54 C16 H22 SING N N 51 
U54 C16 H23 SING N N 52 
U54 C17 H24 SING N N 53 
U54 C17 H25 SING N N 54 
U54 C18 H26 SING N N 55 
U54 C18 H27 SING N N 56 
U54 C19 H28 SING N N 57 
U54 C19 H29 SING N N 58 
U54 C20 H30 SING N N 59 
U54 C20 H31 SING N N 60 
U54 C53 H32 SING N N 61 
U54 C54 H33 SING N N 62 
U54 C54 H34 SING N N 63 
U54 C55 H35 SING N N 64 
U54 C55 H36 SING N N 65 
U54 C56 H37 SING N N 66 
U54 C56 H38 SING N N 67 
U54 C57 H39 SING N N 68 
U54 C57 H40 SING N N 69 
U54 N58 H41 SING N N 70 
U54 N58 H42 SING N N 71 
U54 N1  H14 SING N N 72 
# 
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 
U54 InChI            InChI                1.06  "InChI=1S/C21H41N5O4/c22-10-6-5-9-16-14-26(25-24-16)12-8-4-2-1-3-7-11-23-18-13-19(28)21(30)20(29)17(18)15-27/h14,17-21,23,27-30H,1-13,15,22H2/t17-,18+,19-,20+,21+/m0/s1" 
U54 InChIKey         InChI                1.06  IZNFXKUUDPEZNL-QGLKVJOYSA-N                                                                                                                                               
U54 SMILES_CANONICAL CACTVS               3.385 "NCCCCc1cn(CCCCCCCCN[C@@H]2C[C@H](O)[C@@H](O)[C@H](O)[C@H]2CO)nn1"                                                                                                        
U54 SMILES           CACTVS               3.385 "NCCCCc1cn(CCCCCCCCN[CH]2C[CH](O)[CH](O)[CH](O)[CH]2CO)nn1"                                                                                                               
U54 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(nnn1CCCCCCCCN[C@@H]2C[C@@H]([C@H]([C@@H]([C@H]2CO)O)O)O)CCCCN"                                                                                                       
U54 SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(nnn1CCCCCCCCNC2CC(C(C(C2CO)O)O)O)CCCCN"                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           U54 
_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        "(1~{S},2~{R},3~{R},4~{R},5~{R})-5-[8-[4-(4-azanylbutyl)-1,2,3-triazol-1-yl]octylamino]-4-(hydroxymethyl)cyclohexane-1,2,3-triol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
U54 "Create component" 2023-01-25 PDBE 
U54 "Initial release"  2023-09-13 RCSB 
U54 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            U54 
_pdbx_chem_comp_pcm.modified_residue_id                ASP 
_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               C2 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OD2 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
