data_3UN
# 
_chem_comp.id                                    3UN 
_chem_comp.name                                  "(4-{4-[(TERT-BUTOXYCARBONYL)AMINO]-2,2-BIS(ETHOXYCARBONYL)BUTYL}PHENYL)SULFAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H32 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        488.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3UN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2H03 
_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 
3UN N    N    N 0 1 N N N 22.476 4.629  24.229 5.675  -0.605 0.779  N    3UN 1  
3UN O48  O48  O 0 1 N N N 19.527 1.763  31.665 -0.080 0.947  1.412  O48  3UN 2  
3UN C36  C36  C 0 1 N N N 20.413 2.595  31.511 -0.270 1.051  0.224  C36  3UN 3  
3UN O49  O49  O 0 1 N N N 21.276 2.843  32.638 -0.275 2.263  -0.351 O49  3UN 4  
3UN C51  C51  C 0 1 N N N 21.200 2.015  33.798 -0.051 3.450  0.455  C51  3UN 5  
3UN C54  C54  C 0 1 N N N 22.608 1.644  34.197 -0.106 4.691  -0.438 C54  3UN 6  
3UN C11  C11  C 0 1 N N N 20.655 3.349  30.222 -0.503 -0.181 -0.613 C11  3UN 7  
3UN C15  C15  C 0 1 N N N 20.927 4.833  30.491 -1.878 -0.093 -1.279 C15  3UN 8  
3UN C44  C44  C 0 1 N N N 19.778 5.661  31.080 -2.961 0.005  -0.202 C44  3UN 9  
3UN N39  N39  N 0 1 N N N 20.206 7.042  31.338 -4.277 0.089  -0.840 N39  3UN 10 
3UN C37  C37  C 0 1 N N N 20.061 8.128  30.567 -5.388 0.183  -0.083 C37  3UN 11 
3UN O38  O38  O 0 1 N N N 19.532 8.082  29.467 -5.298 0.198  1.129  O38  3UN 12 
3UN O19  O19  O 0 1 N N N 20.537 9.443  30.998 -6.597 0.261  -0.669 O19  3UN 13 
3UN C20  C20  C 0 1 N N N 20.251 10.657 30.285 -7.794 0.362  0.147  C20  3UN 14 
3UN C23  C23  C 0 1 N N N 18.842 10.633 29.699 -7.719 1.624  1.008  C23  3UN 15 
3UN C22  C22  C 0 1 N N N 20.331 11.861 31.223 -9.025 0.436  -0.760 C22  3UN 16 
3UN C21  C21  C 0 1 N N N 21.285 10.813 29.167 -7.900 -0.867 1.052  C21  3UN 17 
3UN C14  C14  C 0 1 N N N 19.445 3.189  29.338 -0.449 -1.403 0.267  C14  3UN 18 
3UN O47  O47  O 0 1 N N N 19.026 1.838  29.028 -0.630 -2.622 -0.266 O47  3UN 19 
3UN C50  C50  C 0 1 N N N 18.014 1.670  28.020 -0.577 -3.800 0.582  C50  3UN 20 
3UN C60  C60  C 0 1 N N N 17.843 0.195  27.759 -0.814 -5.050 -0.267 C60  3UN 21 
3UN O46  O46  O 0 1 N N N 18.830 4.149  28.891 -0.242 -1.286 1.452  O46  3UN 22 
3UN C35  C35  C 0 1 N N N 21.849 2.630  29.548 0.580  -0.279 -1.689 C35  3UN 23 
3UN C2   C2   C 0 1 Y N N 22.022 3.140  28.124 1.934  -0.365 -1.033 C2   3UN 24 
3UN C5   C5   C 0 1 Y N N 21.508 2.432  27.028 2.467  -1.600 -0.712 C5   3UN 25 
3UN C4   C4   C 0 1 Y N N 21.670 2.915  25.718 3.707  -1.684 -0.110 C4   3UN 26 
3UN C6   C6   C 0 1 Y N N 22.703 4.343  27.898 2.643  0.790  -0.759 C6   3UN 27 
3UN C3   C3   C 0 1 Y N N 22.851 4.838  26.594 3.881  0.714  -0.153 C3   3UN 28 
3UN C1   C1   C 0 1 Y N N 22.335 4.130  25.495 4.420  -0.525 0.172  C1   3UN 29 
3UN S12  S12  S 0 1 N N N 23.676 4.123  23.251 6.931  0.310  0.209  S12  3UN 30 
3UN O17  O17  O 0 1 N N N 24.850 4.734  23.897 6.928  0.134  -1.201 O17  3UN 31 
3UN O18  O18  O 0 1 N N N 23.303 4.716  21.952 8.029  0.039  1.070  O18  3UN 32 
3UN O34  O34  O 0 1 N N N 23.746 2.660  23.372 6.573  1.771  0.444  O34  3UN 33 
3UN HN   HN   H 0 1 N N N 21.626 4.405  23.753 5.810  -1.198 1.535  HN   3UN 34 
3UN H511 1H51 H 0 0 N N N 20.612 1.110  33.584 0.929  3.387  0.929  H511 3UN 35 
3UN H512 2H51 H 0 0 N N N 20.708 2.560  34.617 -0.822 3.520  1.222  H512 3UN 36 
3UN H541 1H54 H 0 0 N N N 22.596 0.683  34.732 0.666  4.622  -1.205 H541 3UN 37 
3UN H542 2H54 H 0 0 N N N 23.021 2.425  34.853 -1.085 4.754  -0.913 H542 3UN 38 
3UN H543 3H54 H 0 0 N N N 23.233 1.554  33.296 0.063  5.582  0.167  H543 3UN 39 
3UN H151 1H15 H 0 0 N N N 21.122 5.274  29.502 -1.917 0.791  -1.915 H151 3UN 40 
3UN H152 2H15 H 0 0 N N N 21.759 4.882  31.209 -2.046 -0.984 -1.884 H152 3UN 41 
3UN H441 1H44 H 0 0 N N N 19.467 5.205  32.031 -2.921 -0.879 0.434  H441 3UN 42 
3UN H442 2H44 H 0 0 N N N 18.942 5.673  30.365 -2.792 0.896  0.403  H442 3UN 43 
3UN H39  H39  H 0 1 N N N 20.670 7.193  32.211 -4.349 0.077  -1.807 H39  3UN 44 
3UN H231 1H23 H 0 0 N N N 18.716 9.729  29.085 -7.644 2.500  0.363  H231 3UN 45 
3UN H232 2H23 H 0 0 N N N 18.690 11.525 29.074 -8.618 1.700  1.620  H232 3UN 46 
3UN H233 3H23 H 0 0 N N N 18.105 10.627 30.515 -6.843 1.572  1.654  H233 3UN 47 
3UN H221 1H22 H 0 0 N N N 19.453 12.505 31.068 -9.078 -0.464 -1.373 H221 3UN 48 
3UN H222 2H22 H 0 0 N N N 21.247 12.431 31.010 -9.923 0.512  -0.147 H222 3UN 49 
3UN H223 3H22 H 0 0 N N N 20.350 11.513 32.266 -8.949 1.311  -1.404 H223 3UN 50 
3UN H211 1H21 H 0 0 N N N 21.975 9.957  29.184 -7.024 -0.919 1.698  H211 3UN 51 
3UN H212 2H21 H 0 0 N N N 21.851 11.744 29.319 -8.799 -0.791 1.664  H212 3UN 52 
3UN H213 3H21 H 0 0 N N N 20.772 10.850 28.195 -7.954 -1.766 0.438  H213 3UN 53 
3UN H501 1H50 H 0 0 N N N 18.313 2.185  27.095 0.402  -3.863 1.056  H501 3UN 54 
3UN H502 2H50 H 0 0 N N N 17.064 2.100  28.370 -1.349 -3.730 1.349  H502 3UN 55 
3UN H601 1H60 H 0 0 N N N 16.909 -0.153 28.224 -0.042 -5.120 -1.034 H601 3UN 56 
3UN H602 2H60 H 0 0 N N N 18.694 -0.354 28.188 -0.774 -5.935 0.369  H602 3UN 57 
3UN H603 3H60 H 0 0 N N N 17.801 0.016  26.674 -1.793 -4.988 -0.742 H603 3UN 58 
3UN H351 1H35 H 0 0 N N N 21.655 1.548  29.525 0.411  -1.169 -2.294 H351 3UN 59 
3UN H352 2H35 H 0 0 N N N 22.766 2.831  30.121 0.540  0.606  -2.325 H352 3UN 60 
3UN H5   H5   H 0 1 N N N 20.981 1.504  27.193 1.912  -2.501 -0.931 H5   3UN 61 
3UN H4   H4   H 0 1 N N N 21.282 2.351  24.883 4.123  -2.648 0.141  H4   3UN 62 
3UN H6   H6   H 0 1 N N N 23.116 4.892  28.731 2.224  1.753  -1.011 H6   3UN 63 
3UN H3   H3   H 0 1 N N N 23.367 5.773  26.433 4.433  1.617  0.065  H3   3UN 64 
3UN H34  H34  H 0 1 N N N 23.761 2.271  22.506 7.311  2.297  0.108  H34  3UN 65 
# 
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 
3UN N   C1   SING N N 1  
3UN N   S12  SING N N 2  
3UN N   HN   SING N N 3  
3UN O48 C36  DOUB N N 4  
3UN C36 O49  SING N N 5  
3UN C36 C11  SING N N 6  
3UN O49 C51  SING N N 7  
3UN C51 C54  SING N N 8  
3UN C51 H511 SING N N 9  
3UN C51 H512 SING N N 10 
3UN C54 H541 SING N N 11 
3UN C54 H542 SING N N 12 
3UN C54 H543 SING N N 13 
3UN C11 C15  SING N N 14 
3UN C11 C14  SING N N 15 
3UN C11 C35  SING N N 16 
3UN C15 C44  SING N N 17 
3UN C15 H151 SING N N 18 
3UN C15 H152 SING N N 19 
3UN C44 N39  SING N N 20 
3UN C44 H441 SING N N 21 
3UN C44 H442 SING N N 22 
3UN N39 C37  SING N N 23 
3UN N39 H39  SING N N 24 
3UN C37 O38  DOUB N N 25 
3UN C37 O19  SING N N 26 
3UN O19 C20  SING N N 27 
3UN C20 C23  SING N N 28 
3UN C20 C22  SING N N 29 
3UN C20 C21  SING N N 30 
3UN C23 H231 SING N N 31 
3UN C23 H232 SING N N 32 
3UN C23 H233 SING N N 33 
3UN C22 H221 SING N N 34 
3UN C22 H222 SING N N 35 
3UN C22 H223 SING N N 36 
3UN C21 H211 SING N N 37 
3UN C21 H212 SING N N 38 
3UN C21 H213 SING N N 39 
3UN C14 O47  SING N N 40 
3UN C14 O46  DOUB N N 41 
3UN O47 C50  SING N N 42 
3UN C50 C60  SING N N 43 
3UN C50 H501 SING N N 44 
3UN C50 H502 SING N N 45 
3UN C60 H601 SING N N 46 
3UN C60 H602 SING N N 47 
3UN C60 H603 SING N N 48 
3UN C35 C2   SING N N 49 
3UN C35 H351 SING N N 50 
3UN C35 H352 SING N N 51 
3UN C2  C5   DOUB Y N 52 
3UN C2  C6   SING Y N 53 
3UN C5  C4   SING Y N 54 
3UN C5  H5   SING N N 55 
3UN C4  C1   DOUB Y N 56 
3UN C4  H4   SING N N 57 
3UN C6  C3   DOUB Y N 58 
3UN C6  H6   SING N N 59 
3UN C3  C1   SING Y N 60 
3UN C3  H3   SING N N 61 
3UN S12 O17  DOUB N N 62 
3UN S12 O18  DOUB N N 63 
3UN S12 O34  SING N N 64 
3UN O34 H34  SING N N 65 
# 
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 
3UN SMILES           ACDLabs              10.04 O=S(=O)(O)Nc1ccc(cc1)CC(C(=O)OCC)(C(=O)OCC)CCNC(=O)OC(C)(C)C                                                                                                                  
3UN InChI            InChI                1.02b InChI=1/C21H32N2O9S/c1-6-30-17(24)21(18(25)31-7-2,12-13-22-19(26)32-20(3,4)5)14-15-8-10-16(11-9-15)23-33(27,28)29/h8-11,23H,6-7,12-14H2,1-5H3,(H,22,26)(H,27,28,29)/f/h22,27H 
3UN InChIKey         InChI                1.02b VHLMZWXTBDMYOE-AWHHBVKZCW                                                                                                                                                     
3UN SMILES_CANONICAL CACTVS               3.341 CCOC(=O)C(CCNC(=O)OC(C)(C)C)(Cc1ccc(N[S](O)(=O)=O)cc1)C(=O)OCC                                                                                                                
3UN SMILES           CACTVS               3.341 CCOC(=O)C(CCNC(=O)OC(C)(C)C)(Cc1ccc(N[S](O)(=O)=O)cc1)C(=O)OCC                                                                                                                
3UN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)C(CCNC(=O)OC(C)(C)C)(Cc1ccc(cc1)NS(=O)(=O)O)C(=O)OCC                                                                                                                  
3UN SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)C(CCNC(=O)OC(C)(C)C)(Cc1ccc(cc1)NS(=O)(=O)O)C(=O)OCC                                                                                                                  
# 
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 
3UN "SYSTEMATIC NAME" ACDLabs              10.04 "(4-{4-[(tert-butoxycarbonyl)amino]-2,2-bis(ethoxycarbonyl)butyl}phenyl)sulfamic acid"            
3UN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[2,2-bis(ethoxycarbonyl)-4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]phenyl]sulfamic acid" 
# 
