data_00I
# 
_chem_comp.id                                    00I 
_chem_comp.name                                  "N-[(1R)-1-(4-carbamimidoylbenzyl)-2-oxo-2-piperidin-1-ylethyl]-N~2~-(naphthalen-2-ylsulfonyl)-L-alpha-glutamine" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H35 N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-10-19 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        593.694 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     00I 
_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        1QUR 
_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.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 
00I C    C    C 0 1 N N N N N N 16.125 -14.703 21.826 0.248  -0.380 -0.098 C    00I 1  
00I N    N    N 0 1 N N N N N N 15.992 -16.613 23.346 -0.283 -2.580 -0.972 N    00I 2  
00I O    O    O 0 1 N N N N N N 16.245 -13.997 22.817 -0.315 0.040  -1.087 O    00I 3  
00I S    S    S 0 1 N N N N N N 17.274 -17.725 23.940 -1.638 -3.490 -0.690 S    00I 4  
00I C1   C1   C 0 1 Y N N N N N 19.065 -15.965 25.129 -3.727 -1.827 -1.123 C1   00I 5  
00I N1   N1   N 0 1 N N N N N N 16.128 -14.223 20.589 0.769  0.483  0.797  N1   00I 6  
00I O1   O1   O 0 1 N N N N N N 17.123 -12.931 18.077 -1.303 1.736  1.872  O1   00I 7  
00I C2   C2   C 0 1 Y N N N N N 18.853 -16.915 24.132 -2.913 -2.385 -0.185 C2   00I 8  
00I N2   N2   N 0 1 N N N N N N 18.712 -12.709 19.693 -1.153 3.606  0.688  N2   00I 9  
00I C3   C3   C 0 1 Y N N N N N 19.889 -17.244 23.274 -3.075 -2.095 1.169  C3   00I 10 
00I C4   C4   C 0 1 Y N N N N N 21.138 -16.664 23.372 -4.050 -1.247 1.592  C4   00I 11 
00I C5   C5   C 0 1 Y N N N N N 22.639 -15.117 24.488 -5.928 0.231  1.052  C5   00I 12 
00I C6   C6   C 0 1 Y N N N N N 22.850 -14.182 25.483 -6.742 0.789  0.114  C6   00I 13 
00I C7   C7   C 0 1 Y N N N N N 21.828 -13.826 26.354 -6.580 0.500  -1.239 C7   00I 14 
00I C8   C8   C 0 1 Y N N N N N 20.560 -14.400 26.249 -5.601 -0.345 -1.663 C8   00I 15 
00I C9   C9   C 0 1 Y N N N N N 20.323 -15.351 25.256 -4.746 -0.945 -0.724 C9   00I 16 
00I CA   CA   C 0 1 N N S N N N 15.924 -16.201 21.962 0.362  -1.865 0.131  CA   00I 17 
00I CB   CB   C 0 1 N N N N N N 14.590 -16.618 21.358 1.838  -2.259 0.201  CB   00I 18 
00I CD   CD   C 0 1 N N N Y N Y 13.201 -18.511 20.491 3.405  -4.112 0.711  CD   00I 19 
00I CF   CF   C 0 1 N N N N N N 11.019 -12.127 24.021 6.847  1.132  -0.984 CF   00I 20 
00I CG   CG   C 0 1 N N N N N N 14.502 -18.117 21.145 1.954  -3.749 0.528  CG   00I 21 
00I CZ   CZ   C 0 1 Y N N N N N 12.001 -12.128 22.954 5.546  1.521  -0.393 CZ   00I 22 
00I C10  C10  C 0 1 Y N N N N N 21.374 -15.713 24.362 -4.910 -0.651 0.653  C10  00I 23 
00I O1S  O1S  O 0 1 N N N N N N 17.399 -18.721 22.884 -2.037 -4.017 -1.948 O1S  00I 24 
00I C21  C21  C 0 1 N N N N N N 17.435 -12.828 19.266 -0.669 2.415  1.092  C21  00I 25 
00I C22  C22  C 0 1 N N N N N N 19.717 -13.081 18.675 -2.386 4.150  1.272  C22  00I 26 
00I O2S  O2S  O 0 1 N N N N N N 16.888 -18.350 25.206 -1.345 -4.306 0.436  O2S  00I 27 
00I C32  C32  C 0 1 N N N N N N 20.423 -14.396 19.013 -3.357 4.499  0.140  C32  00I 28 
00I C42  C42  C 0 1 N N N N N N 20.976 -14.369 20.461 -2.664 5.437  -0.851 C42  00I 29 
00I C52  C52  C 0 1 N N N N N N 19.899 -13.969 21.472 -1.447 4.733  -1.457 C52  00I 30 
00I C62  C62  C 0 1 N N N N N N 19.268 -12.641 21.061 -0.455 4.387  -0.342 C62  00I 31 
00I CA1  CA1  C 0 1 N N R N N N 16.365 -12.833 20.342 0.659  1.926  0.574  CA1  00I 32 
00I CB1  CB1  C 0 1 N N N N N N 15.086 -12.131 19.871 1.790  2.644  1.313  CB1  00I 33 
00I CD1  CD1  C 0 1 Y N N N N N 13.125 -13.198 21.061 3.642  2.982  -0.336 CD1  00I 34 
00I CD2  CD2  C 0 1 Y N N N N N 13.818 -11.034 21.769 3.793  1.149  1.205  CD2  00I 35 
00I CE1  CE1  C 0 1 Y N N N N N 12.139 -13.204 22.088 4.854  2.625  -0.890 CE1  00I 36 
00I OE1  OE1  O 0 1 N N N Y N Y 12.192 -18.593 21.226 4.259  -3.266 0.593  OE1  00I 37 
00I CE2  CE2  C 0 1 Y N N N N N 12.840 -11.044 22.790 5.006  0.781  0.658  CE2  00I 38 
00I CG1  CG1  C 0 1 Y N N N N N 13.968 -12.119 20.904 3.114  2.248  0.711  CG1  00I 39 
00I NG1  NG1  N 0 1 N N N N N N 10.289 -13.199 24.294 7.347  1.821  -1.969 NG1  00I 40 
00I NG2  NG2  N 0 1 N N N N N N 10.859 -11.010 24.735 7.529  0.041  -0.491 NG2  00I 41 
00I HN   HN   H 0 1 N N N N N N 15.126 -17.079 23.530 0.083  -2.521 -1.869 HN   00I 42 
00I H1   H1   H 0 1 N N N N N N 18.264 -15.701 25.803 -3.587 -2.057 -2.169 H1   00I 43 
00I HN1  HN1  H 0 1 N N N N N N 15.963 -14.840 19.820 1.216  0.147  1.590  HN1  00I 44 
00I H3   H3   H 0 1 N N N N N N 19.714 -17.979 22.502 -2.416 -2.552 1.892  H3   00I 45 
00I H4   H4   H 0 1 N N N N N N 21.925 -16.945 22.687 -4.164 -1.032 2.645  H4   00I 46 
00I H5   H5   H 0 1 N N N N N N 23.439 -15.387 23.814 -6.065 0.465  2.098  H5   00I 47 
00I H6   H6   H 0 1 N N N N N N 23.822 -13.722 25.585 -7.524 1.466  0.424  H6   00I 48 
00I H7   H7   H 0 1 N N N N N N 22.018 -13.093 27.125 -7.239 0.956  -1.963 H7   00I 49 
00I H8   H8   H 0 1 N N N N N N 19.772 -14.111 26.928 -5.488 -0.561 -2.716 H8   00I 50 
00I HA   HA   H 0 1 N N N N N N 16.736 -16.700 21.413 -0.129 -2.126 1.069  HA   00I 51 
00I HB   HB   H 0 1 N N N N N N 13.785 -16.313 22.043 2.313  -2.060 -0.760 HB   00I 52 
00I HBA  HBA  H 0 1 N N N N N N 14.474 -16.118 20.385 2.333  -1.677 0.978  HBA  00I 53 
00I OE2  O6   O 0 1 N Y N Y N Y 13.124 -18.780 19.089 3.748  -5.376 1.006  OE2  00I 54 
00I HG   HG   H 0 1 N N N N N N 14.572 -18.618 22.122 1.406  -3.963 1.446  HG   00I 55 
00I HGA  HGA  H 0 1 N N N N N N 15.333 -18.431 20.497 1.533  -4.334 -0.290 HGA  00I 56 
00I H22  H22  H 0 1 N N N N N N 19.209 -13.195 17.706 -2.840 3.406  1.926  H22  00I 57 
00I H22A H22A H 0 0 N N N N N N 20.472 -12.282 18.619 -2.154 5.049  1.844  H22A 00I 58 
00I H32  H32  H 0 1 N N N N N N 19.704 -15.223 18.919 -3.659 3.587  -0.374 H32  00I 59 
00I H32A H32A H 0 0 N N N N N N 21.258 -14.544 18.313 -4.237 4.992  0.553  H32A 00I 60 
00I H42  H42  H 0 1 N N N N N N 21.345 -15.373 20.717 -3.360 5.707  -1.645 H42  00I 61 
00I H42A H42A H 0 0 N N N N N N 21.797 -13.638 20.512 -2.340 6.339  -0.331 H42A 00I 62 
00I H52  H52  H 0 1 N N N N N N 19.122 -14.747 21.503 -1.767 3.819  -1.956 H52  00I 63 
00I H52A H52A H 0 0 N N N N N N 20.355 -13.863 22.467 -0.968 5.393  -2.180 H52A 00I 64 
00I H62  H62  H 0 1 N N N N N N 20.039 -11.857 21.093 -0.069 5.307  0.097  H62  00I 65 
00I H62A H62A H 0 0 N N N N N N 18.456 -12.401 21.763 0.369  3.801  -0.750 H62A 00I 66 
00I HA1  HA1  H 0 1 N N N N N N 16.680 -12.288 21.244 0.732  2.135  -0.493 HA1  00I 67 
00I HB1  HB1  H 0 1 N N N N N N 15.340 -11.087 19.633 1.657  3.722  1.221  HB1  00I 68 
00I HB1A HB1A H 0 0 N N N N N N 14.718 -12.659 18.979 1.771  2.364  2.366  HB1A 00I 69 
00I HD1  HD1  H 0 1 N N N N N N 13.213 -14.047 20.399 3.105  3.837  -0.719 HD1  00I 70 
00I HD2  HD2  H 0 1 N N N N N N 14.460 -10.173 21.657 3.374  0.577  2.019  HD2  00I 71 
00I HE1  HE1  H 0 1 N N N N N N 11.488 -14.059 22.195 5.266  3.199  -1.707 HE1  00I 72 
00I HE2  HE2  H 0 1 N N N N N N 12.748 -10.194 23.449 5.535  -0.078 1.044  HE2  00I 73 
00I HNG1 HNG1 H 0 0 N N N N N N 10.506 -13.964 23.688 6.867  2.590  -2.316 HNG1 00I 74 
00I HNG2 HNG2 H 0 0 N N N N N N 11.410 -10.201 24.528 8.382  -0.214 -0.878 HNG2 00I 75 
00I HNGA HNGA H 0 0 N N N N N N 10.189 -10.982 25.476 7.157  -0.472 0.243  HNGA 00I 76 
00I HOE2 H35  H 0 0 N Y N Y N Y 12.232 -19.011 18.859 4.691  -5.561 1.115  HOE2 00I 77 
# 
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 
00I C   CA   SING N N 1  
00I C   O    DOUB N N 2  
00I N   S    SING N N 3  
00I N   HN   SING N N 4  
00I S   C2   SING N N 5  
00I S   O2S  DOUB N N 6  
00I C1  C9   SING Y N 7  
00I C1  H1   SING N N 8  
00I N1  C    SING N N 9  
00I N1  HN1  SING N N 10 
00I O1  C21  DOUB N N 11 
00I C2  C1   DOUB Y N 12 
00I N2  C62  SING N N 13 
00I C3  C2   SING Y N 14 
00I C3  C4   DOUB Y N 15 
00I C3  H3   SING N N 16 
00I C4  C10  SING Y N 17 
00I C4  H4   SING N N 18 
00I C5  C6   SING Y N 19 
00I C5  H5   SING N N 20 
00I C6  C7   DOUB Y N 21 
00I C6  H6   SING N N 22 
00I C7  H7   SING N N 23 
00I C8  C7   SING Y N 24 
00I C8  H8   SING N N 25 
00I C9  C8   DOUB Y N 26 
00I CA  N    SING N N 27 
00I CA  HA   SING N N 28 
00I CB  CA   SING N N 29 
00I CB  HB   SING N N 30 
00I CB  HBA  SING N N 31 
00I CD  CG   SING N N 32 
00I CD  OE1  DOUB N N 33 
00I CD  OE2  SING N N 34 
00I CF  NG1  DOUB N N 35 
00I CF  NG2  SING N N 36 
00I CG  CB   SING N N 37 
00I CG  HG   SING N N 38 
00I CG  HGA  SING N N 39 
00I CZ  CF   SING N N 40 
00I C10 C5   DOUB Y N 41 
00I C10 C9   SING Y N 42 
00I O1S S    DOUB N N 43 
00I C21 N2   SING N N 44 
00I C21 CA1  SING N N 45 
00I C22 N2   SING N N 46 
00I C22 C32  SING N N 47 
00I C22 H22  SING N N 48 
00I C22 H22A SING N N 49 
00I C32 C42  SING N N 50 
00I C32 H32  SING N N 51 
00I C32 H32A SING N N 52 
00I C42 C52  SING N N 53 
00I C42 H42  SING N N 54 
00I C42 H42A SING N N 55 
00I C52 H52  SING N N 56 
00I C52 H52A SING N N 57 
00I C62 C52  SING N N 58 
00I C62 H62  SING N N 59 
00I C62 H62A SING N N 60 
00I CA1 N1   SING N N 61 
00I CA1 HA1  SING N N 62 
00I CB1 CA1  SING N N 63 
00I CB1 CG1  SING N N 64 
00I CB1 HB1  SING N N 65 
00I CB1 HB1A SING N N 66 
00I CD1 CE1  SING Y N 67 
00I CD1 HD1  SING N N 68 
00I CD2 CE2  DOUB Y N 69 
00I CD2 HD2  SING N N 70 
00I CE1 CZ   DOUB Y N 71 
00I CE1 HE1  SING N N 72 
00I CE2 CZ   SING Y N 73 
00I CE2 HE2  SING N N 74 
00I CG1 CD1  DOUB Y N 75 
00I CG1 CD2  SING Y N 76 
00I NG1 HNG1 SING N N 77 
00I NG2 HNG2 SING N N 78 
00I NG2 HNGA SING N N 79 
00I OE2 HOE2 SING N N 80 
# 
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 
00I SMILES           ACDLabs              12.01 "O=C(N1CCCCC1)C(NC(=O)C(NS(=O)(=O)c3cc2ccccc2cc3)CCC(=O)O)Cc4ccc(C(=[N@H])N)cc4"                                                                                                                                                          
00I SMILES_CANONICAL CACTVS               3.370 "NC(=N)c1ccc(C[C@@H](NC(=O)[C@H](CCC(O)=O)N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCCCC4)cc1"                                                                                                                                                   
00I SMILES           CACTVS               3.370 "NC(=N)c1ccc(C[CH](NC(=O)[CH](CCC(O)=O)N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCCCC4)cc1"                                                                                                                                                      
00I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "[H]/N=C(\c1ccc(cc1)C[C@H](C(=O)N2CCCCC2)NC(=O)[C@H](CCC(=O)O)NS(=O)(=O)c3ccc4ccccc4c3)/N"                                                                                                                                                
00I SMILES           "OpenEye OEToolkits" 1.7.0 "c1ccc2cc(ccc2c1)S(=O)(=O)NC(CCC(=O)O)C(=O)NC(Cc3ccc(cc3)C(=N)N)C(=O)N4CCCCC4"                                                                                                                                                            
00I InChI            InChI                1.03  "InChI=1S/C30H35N5O6S/c31-28(32)22-10-8-20(9-11-22)18-26(30(39)35-16-4-1-5-17-35)33-29(38)25(14-15-27(36)37)34-42(40,41)24-13-12-21-6-2-3-7-23(21)19-24/h2-3,6-13,19,25-26,34H,1,4-5,14-18H2,(H3,31,32)(H,33,38)(H,36,37)/t25-,26+/m0/s1" 
00I InChIKey         InChI                1.03  XRFHGJLVHMSQFX-IZZNHLLZSA-N                                                                                                                                                                                                               
# 
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 
00I "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(2R)-3-(4-carbamimidoylphenyl)-1-oxo-1-(piperidin-1-yl)propan-2-yl]-N~2~-(naphthalen-2-ylsulfonyl)-L-alpha-glutamine"                 
00I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4S)-5-[[(2R)-3-(4-carbamimidoylphenyl)-1-oxo-1-piperidin-1-yl-propan-2-yl]amino]-4-(naphthalen-2-ylsulfonylamino)-5-oxo-pentanoic 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 
00I "Create component"         2010-10-19 RCSB 
00I "Modify leaving atom flag" 2011-01-26 RCSB 
00I "Modify descriptor"        2011-06-04 RCSB 
00I "Modify backbone"          2023-11-03 PDBE 
# 
