data_A1IUP
# 
_chem_comp.id                                    A1IUP 
_chem_comp.name                                  "4-[3-[[(4-sulfamoylphenyl)carbonylamino]methyl]phenoxy]butylcarbamic acid" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-20 
_chem_comp.pdbx_modified_date                    2025-10-10 
_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                        421.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IUP 
_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        9HGP 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1IUP C4  C1  C 0 1 N N N N N N 5.083  34.752 2.231  7.824  -1.188 -0.490 C4  A1IUP 1  
A1IUP C5  C2  C 0 1 N N N N N N 5.644  34.659 0.818  6.851  -0.352 0.344  C5  A1IUP 2  
A1IUP C6  C3  C 0 1 N N N N N N 6.959  33.879 0.826  5.579  -0.092 -0.465 C6  A1IUP 3  
A1IUP C7  C4  C 0 1 N N N N N N 6.870  32.669 1.757  4.606  0.744  0.369  C7  A1IUP 4  
A1IUP C8  C5  C 0 1 Y N N N N N 5.756  30.583 1.968  2.444  1.720  0.214  C8  A1IUP 5  
A1IUP C9  C6  C 0 1 Y N N N N N 5.042  29.528 1.419  2.628  2.197  1.503  C9  A1IUP 6  
A1IUP N3  N1  N 0 1 N N N N N N 3.806  35.423 2.137  9.042  -1.437 0.284  N3  A1IUP 7  
A1IUP O7  O1  O 0 1 N N N N N N 6.059  31.690 1.167  3.418  0.987  -0.387 O7  A1IUP 8  
A1IUP C13 C7  C 0 1 Y N N N N N 6.155  30.523 3.295  1.261  1.990  -0.460 C13 A1IUP 9  
A1IUP C10 C8  C 0 1 Y N N N N N 4.725  28.417 2.190  1.634  2.938  2.114  C10 A1IUP 10 
A1IUP C11 C9  C 0 1 Y N N N N N 5.113  28.356 3.524  0.457  3.204  1.440  C11 A1IUP 11 
A1IUP C12 C10 C 0 1 Y N N N N N 5.838  29.405 4.064  0.271  2.731  0.154  C12 A1IUP 12 
A1IUP C14 C11 C 0 1 N N N N N N 6.264  29.425 5.521  -1.014 3.024  -0.577 C14 A1IUP 13 
A1IUP N15 N2  N 0 1 N N N N N N 6.510  28.177 6.191  -1.983 1.959  -0.308 N15 A1IUP 14 
A1IUP C16 C12 C 0 1 N N N N N N 7.610  27.314 5.797  -3.211 2.010  -0.860 C16 A1IUP 15 
A1IUP O17 O2  O 0 1 N N N N N N 8.333  27.587 4.891  -3.514 2.940  -1.583 O17 A1IUP 16 
A1IUP C18 C13 C 0 1 Y N N N N N 7.841  26.062 6.634  -4.190 0.936  -0.588 C18 A1IUP 17 
A1IUP C19 C14 C 0 1 Y N N N N N 6.891  25.698 7.580  -3.847 -0.130 0.245  C19 A1IUP 18 
A1IUP C20 C15 C 0 1 Y N N N N N 7.111  24.582 8.368  -4.765 -1.129 0.496  C20 A1IUP 19 
A1IUP C21 C16 C 0 1 Y N N N N N 8.295  23.880 8.231  -6.023 -1.077 -0.078 C21 A1IUP 20 
A1IUP S24 S1  S 0 1 N N N N N N 8.582  22.451 9.280  -7.189 -2.357 0.246  S24 A1IUP 21 
A1IUP O27 O3  O 0 1 N N N N N N 9.964  22.025 9.172  -8.105 -2.350 -0.840 O27 A1IUP 22 
A1IUP O25 O4  O 0 1 N N N N N N 7.774  21.341 8.763  -6.434 -3.502 0.619  O25 A1IUP 23 
A1IUP N26 N3  N 0 1 N N N N N N 8.148  22.886 10.867 -8.050 -1.907 1.587  N26 A1IUP 24 
A1IUP C22 C17 C 0 1 Y N N N N N 9.252  24.244 7.305  -6.369 -0.023 -0.905 C22 A1IUP 25 
A1IUP C23 C18 C 0 1 Y N N N N N 9.029  25.350 6.502  -5.462 0.986  -1.159 C23 A1IUP 26 
A1IUP C   C19 C 0 1 N N N N N N 2.912  35.524 3.269  10.047 -2.157 -0.253 C   A1IUP 27 
A1IUP O   O5  O 0 1 N N N N N N 3.170  35.054 4.324  9.942  -2.601 -1.379 O   A1IUP 28 
A1IUP H3  H1  H 0 1 N N N N N N 4.950  33.744 2.651  7.357  -2.138 -0.749 H3  A1IUP 29 
A1IUP H2  H2  H 0 1 N N N N N N 5.766  35.329 2.871  8.077  -0.647 -1.402 H2  A1IUP 30 
A1IUP H5  H3  H 0 1 N N N N N N 4.919  34.143 0.172  6.597  -0.892 1.256  H5  A1IUP 31 
A1IUP H4  H4  H 0 1 N N N N N N 5.824  35.673 0.431  7.318  0.598  0.603  H4  A1IUP 32 
A1IUP H7  H5  H 0 1 N N N N N N 7.179  33.533 -0.195 5.832  0.449  -1.377 H7  A1IUP 33 
A1IUP H6  H6  H 0 1 N N N N N N 7.768  34.540 1.171  5.112  -1.042 -0.724 H6  A1IUP 34 
A1IUP H9  H7  H 0 1 N N N N N N 7.877  32.260 1.925  4.352  0.204  1.281  H9  A1IUP 35 
A1IUP H8  H8  H 0 1 N N N N N N 6.434  32.977 2.719  5.073  1.694  0.628  H8  A1IUP 36 
A1IUP H10 H9  H 0 1 N N N N N N 4.731  29.571 0.386  3.548  1.988  2.030  H10 A1IUP 37 
A1IUP H11 H10 H 0 1 N N N N N N 3.533  35.829 1.265  9.126  -1.083 1.184  H11 A1IUP 38 
A1IUP H12 H11 H 0 1 N N N N N N 6.710  31.341 3.731  1.115  1.620  -1.464 H12 A1IUP 39 
A1IUP H13 H12 H 0 1 N N N N N N 4.175  27.597 1.752  1.777  3.308  3.118  H13 A1IUP 40 
A1IUP H14 H13 H 0 1 N N N N N N 4.852  27.502 4.131  -0.319 3.783  1.919  H14 A1IUP 41 
A1IUP H15 H14 H 0 1 N N N N N N 7.194  30.010 5.577  -1.417 3.977  -0.236 H15 A1IUP 42 
A1IUP H16 H15 H 0 1 N N N N N N 5.471  29.942 6.082  -0.818 3.075  -1.648 H16 A1IUP 43 
A1IUP H17 H16 H 0 1 N N N N N N 5.912  27.898 6.943  -1.741 1.218  0.269  H17 A1IUP 44 
A1IUP H18 H17 H 0 1 N N N N N N 5.989  26.280 7.699  -2.865 -0.172 0.693  H18 A1IUP 45 
A1IUP H19 H18 H 0 1 N N N N N N 6.366  24.263 9.082  -4.501 -1.954 1.141  H19 A1IUP 46 
A1IUP H21 H19 H 0 1 N N N N N N 8.297  22.109 11.479 -7.856 -1.066 2.029  H21 A1IUP 47 
A1IUP H20 H20 H 0 1 N N N N N N 8.709  23.658 11.166 -8.749 -2.486 1.931  H20 A1IUP 48 
A1IUP H22 H21 H 0 1 N N N N N N 10.164 23.673 7.208  -7.353 0.013  -1.350 H22 A1IUP 49 
A1IUP H23 H22 H 0 1 N N N N N N 9.771  25.657 5.780  -5.735 1.810  -1.802 H23 A1IUP 50 
A1IUP OXT OXT O 0 1 N Y N N N N 1.592  36.069 3.238  11.166 -2.386 0.459  OXT A1IUP 51 
A1IUP H1  H23 H 0 1 N N N N N N 1.177  35.944 4.084  11.859 -2.908 0.032  H1  A1IUP 52 
# 
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 
A1IUP O   C   DOUB N N 1  
A1IUP C   N3  SING N N 2  
A1IUP C4  C5  SING N N 3  
A1IUP C4  N3  SING N N 4  
A1IUP C5  C6  SING N N 5  
A1IUP C6  C7  SING N N 6  
A1IUP C7  O7  SING N N 7  
A1IUP C8  C9  DOUB Y N 8  
A1IUP C8  C13 SING Y N 9  
A1IUP C8  O7  SING N N 10 
A1IUP C9  C10 SING Y N 11 
A1IUP C13 C12 DOUB Y N 12 
A1IUP C10 C11 DOUB Y N 13 
A1IUP C11 C12 SING Y N 14 
A1IUP C12 C14 SING N N 15 
A1IUP C14 N15 SING N N 16 
A1IUP N15 C16 SING N N 17 
A1IUP C16 O17 DOUB N N 18 
A1IUP C16 C18 SING N N 19 
A1IUP C18 C23 DOUB Y N 20 
A1IUP C18 C19 SING Y N 21 
A1IUP C19 C20 DOUB Y N 22 
A1IUP C20 C21 SING Y N 23 
A1IUP C21 C22 DOUB Y N 24 
A1IUP C21 S24 SING N N 25 
A1IUP S24 O27 DOUB N N 26 
A1IUP S24 O25 DOUB N N 27 
A1IUP S24 N26 SING N N 28 
A1IUP C22 C23 SING Y N 29 
A1IUP C4  H3  SING N N 30 
A1IUP C4  H2  SING N N 31 
A1IUP C5  H5  SING N N 32 
A1IUP C5  H4  SING N N 33 
A1IUP C6  H7  SING N N 34 
A1IUP C6  H6  SING N N 35 
A1IUP C7  H9  SING N N 36 
A1IUP C7  H8  SING N N 37 
A1IUP C9  H10 SING N N 38 
A1IUP N3  H11 SING N N 39 
A1IUP C13 H12 SING N N 40 
A1IUP C10 H13 SING N N 41 
A1IUP C11 H14 SING N N 42 
A1IUP C14 H15 SING N N 43 
A1IUP C14 H16 SING N N 44 
A1IUP N15 H17 SING N N 45 
A1IUP C19 H18 SING N N 46 
A1IUP C20 H19 SING N N 47 
A1IUP N26 H21 SING N N 48 
A1IUP N26 H20 SING N N 49 
A1IUP C22 H22 SING N N 50 
A1IUP C23 H23 SING N N 51 
A1IUP C   OXT SING N N 52 
A1IUP OXT H1  SING N N 53 
# 
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 
A1IUP InChI            InChI                1.06  "InChI=1S/C19H23N3O6S/c20-29(26,27)17-8-6-15(7-9-17)18(23)22-13-14-4-3-5-16(12-14)28-11-2-1-10-21-19(24)25/h3-9,12,21H,1-2,10-11,13H2,(H,22,23)(H,24,25)(H2,20,26,27)" 
A1IUP InChIKey         InChI                1.06  LVXQRZQAEPNXST-UHFFFAOYSA-N                                                                                                                                            
A1IUP SMILES_CANONICAL CACTVS               3.385 "N[S](=O)(=O)c1ccc(cc1)C(=O)NCc2cccc(OCCCCNC(O)=O)c2"                                                                                                                  
A1IUP SMILES           CACTVS               3.385 "N[S](=O)(=O)c1ccc(cc1)C(=O)NCc2cccc(OCCCCNC(O)=O)c2"                                                                                                                  
A1IUP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)OCCCCNC(=O)O)CNC(=O)c2ccc(cc2)S(=O)(=O)N"                                                                                                                  
A1IUP SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)OCCCCNC(=O)O)CNC(=O)c2ccc(cc2)S(=O)(=O)N"                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1IUP 
_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        "4-[3-[[(4-sulfamoylphenyl)carbonylamino]methyl]phenoxy]butylcarbamic 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 
A1IUP "Create component" 2024-11-20 PDBE 
A1IUP "Modify PCM"       2024-11-20 PDBE 
A1IUP "Initial release"  2025-10-15 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1IUP 
_pdbx_chem_comp_pcm.modified_residue_id                ? 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               N-terminal 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
