data_4GI
# 
_chem_comp.id                                    4GI 
_chem_comp.name                                  "3-(pyridin-3-yl)propyl (2S)-1-[(3-nitrophenyl)sulfonyl]piperidine-2-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 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                     2012-08-17 
_chem_comp.pdbx_modified_date                    2017-07-05 
_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                        433.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4GI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4GIV 
_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 
4GI C   C   C 0  1 Y N N -11.698 7.574  44.184 -2.637 2.529  -1.261 C   4GI 1  
4GI N   N   N 0  1 N N N -8.760  11.593 43.918 -1.497 -1.773 0.623  N   4GI 2  
4GI O   O   O 0  1 N N N -8.154  9.529  45.079 -2.095 -0.424 2.601  O   4GI 3  
4GI S   S   S 0  1 N N N -9.212  10.470 44.875 -1.443 -0.284 1.347  S   4GI 4  
4GI C1  C1  C 0  1 Y N N -12.695 8.216  43.460 -4.013 2.503  -1.127 C1  4GI 5  
4GI O1  O1  O 0  1 N N N -9.630  10.990 46.120 -0.106 0.178  1.213  O1  4GI 6  
4GI C2  C2  C 0  1 Y N N -12.590 9.572  43.165 -4.604 1.625  -0.237 C2  4GI 7  
4GI O2  O2  O 0  1 N N N -8.449  14.653 42.497 -0.052 0.008  -1.165 O2  4GI 8  
4GI C3  C3  C 0  1 Y N N -11.483 10.284 43.608 -3.819 0.774  0.519  C3  4GI 9  
4GI O3  O3  O 0  1 N N N -10.509 13.829 42.190 1.722  -1.043 -0.370 O3  4GI 10 
4GI C4  C4  C 0  1 Y N N -10.478 9.654  44.338 -2.443 0.800  0.384  C4  4GI 11 
4GI C5  C5  C 0  1 Y N N -10.595 8.294  44.625 -1.852 1.678  -0.506 C5  4GI 12 
4GI C6  C6  C 0  1 N N N -7.769  11.265 42.900 -2.568 -2.725 0.948  C6  4GI 13 
4GI C7  C7  C 0  1 N N N -6.452  11.968 43.224 -3.247 -3.166 -0.352 C7  4GI 14 
4GI C8  C8  C 0  1 N N N -6.594  13.414 43.688 -2.190 -3.714 -1.314 C8  4GI 15 
4GI C9  C9  C 0  1 N N N -7.707  13.583 44.717 -1.180 -2.612 -1.646 C9  4GI 16 
4GI C10 C10 C 0  1 N N S -9.003  13.027 44.157 -0.478 -2.165 -0.360 C10 4GI 17 
4GI C11 C11 C 0  1 N N N -9.276  13.871 42.930 0.413  -0.987 -0.661 C11 4GI 18 
4GI C12 C12 C 0  1 N N N -10.468 14.270 40.845 2.519  0.128  -0.688 C12 4GI 19 
4GI C13 C13 C 0  1 N N N -9.661  13.276 40.018 3.974  -0.122 -0.287 C13 4GI 20 
4GI C14 C14 C 0  1 N N N -8.469  13.945 39.345 4.814  1.112  -0.622 C14 4GI 21 
4GI H1  H1  H 0  1 N N N -11.780 6.520  44.403 -2.176 3.212  -1.959 H1  4GI 22 
4GI H2  H2  H 0  1 N N N -13.557 7.659  43.124 -4.626 3.168  -1.717 H2  4GI 23 
4GI H4  H4  H 0  1 N N N -11.401 11.337 43.384 -4.280 0.089  1.215  H4  4GI 24 
4GI H5  H5  H 0  1 N N N -9.823  7.797  45.194 -0.778 1.696  -0.614 H5  4GI 25 
4GI H6  H6  H 0  1 N N N -8.130  11.599 41.916 -2.144 -3.594 1.452  H6  4GI 26 
4GI H7  H7  H 0  1 N N N -7.609  10.177 42.882 -3.299 -2.244 1.598  H7  4GI 27 
4GI H8  H8  H 0  1 N N N -5.949  11.401 44.021 -3.978 -3.944 -0.134 H8  4GI 28 
4GI H9  H9  H 0  1 N N N -5.828  11.959 42.318 -3.747 -2.313 -0.809 H9  4GI 29 
4GI H10 H10 H 0  1 N N N -5.644  13.736 44.138 -1.673 -4.552 -0.847 H10 4GI 30 
4GI H11 H11 H 0  1 N N N -6.819  14.045 42.816 -2.674 -4.051 -2.231 H11 4GI 31 
4GI H12 H12 H 0  1 N N N -7.442  13.040 45.636 -0.442 -2.996 -2.349 H12 4GI 32 
4GI H13 H13 H 0  1 N N N -7.835  14.651 44.946 -1.701 -1.764 -2.091 H13 4GI 33 
4GI H14 H14 H 0  1 N N N -9.813  13.161 44.889 0.119  -2.984 0.039  H14 4GI 34 
4GI H15 H15 H 0  1 N N N -9.993  15.261 40.797 2.465  0.324  -1.759 H15 4GI 35 
4GI H16 H16 H 0  1 N N N -11.492 14.335 40.447 2.134  0.989  -0.141 H16 4GI 36 
4GI H17 H17 H 0  1 N N N -10.312 12.844 39.244 4.028  -0.318 0.784  H17 4GI 37 
4GI H18 H18 H 0  1 N N N -9.296  12.476 40.678 4.359  -0.983 -0.834 H18 4GI 38 
4GI H19 H19 H 0  1 N N N -8.669  15.025 39.289 4.761  1.309  -1.693 H19 4GI 39 
4GI H20 H20 H 0  1 N N N -7.580  13.769 39.969 4.429  1.973  -0.075 H20 4GI 40 
4GI C15 C15 C 0  1 Y N N ?       ?      ?      6.248  0.866  -0.227 C15 4GI 41 
4GI C16 C16 C 0  1 Y N N ?       ?      ?      7.138  0.305  -1.130 C16 4GI 42 
4GI C17 C17 C 0  1 Y N N ?       ?      ?      8.447  0.097  -0.723 C17 4GI 43 
4GI C18 C18 C 0  1 Y N N ?       ?      ?      8.818  0.453  0.560  C18 4GI 44 
4GI N19 N19 N 0  1 Y N N ?       ?      ?      7.944  0.985  1.392  N19 4GI 45 
4GI C20 C20 C 0  1 Y N N ?       ?      ?      6.693  1.202  1.037  C20 4GI 46 
4GI H21 H21 H 0  1 N N N ?       ?      ?      6.820  0.037  -2.126 H21 4GI 47 
4GI H22 H22 H 0  1 N N N ?       ?      ?      9.167  -0.338 -1.400 H22 4GI 48 
4GI H23 H23 H 0  1 N N N ?       ?      ?      9.836  0.294  0.885  H23 4GI 49 
4GI H25 H25 H 0  1 N N N ?       ?      ?      6.005  1.640  1.746  H25 4GI 50 
4GI N1  N1  N 1  1 N N N ?       ?      ?      -6.076 1.597  -0.092 N1  4GI 51 
4GI O4  O4  O -1 1 N N N ?       ?      ?      -6.768 2.348  -0.757 O4  4GI 52 
4GI O5  O5  O 0  1 N N N ?       ?      ?      -6.597 0.824  0.692  O5  4GI 53 
# 
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 
4GI C14 C13 SING N N 1  
4GI C13 C12 SING N N 2  
4GI C12 O3  SING N N 3  
4GI O3  C11 SING N N 4  
4GI O2  C11 DOUB N N 5  
4GI C6  C7  SING N N 6  
4GI C6  N   SING N N 7  
4GI C11 C10 SING N N 8  
4GI C2  C1  DOUB Y N 9  
4GI C2  C3  SING Y N 10 
4GI C7  C8  SING N N 11 
4GI C1  C   SING Y N 12 
4GI C3  C4  DOUB Y N 13 
4GI C8  C9  SING N N 14 
4GI N   C10 SING N N 15 
4GI N   S   SING N N 16 
4GI C10 C9  SING N N 17 
4GI C   C5  DOUB Y N 18 
4GI C4  C5  SING Y N 19 
4GI C4  S   SING N N 20 
4GI S   O   DOUB N N 21 
4GI S   O1  DOUB N N 22 
4GI C   H1  SING N N 23 
4GI C1  H2  SING N N 24 
4GI C3  H4  SING N N 25 
4GI C5  H5  SING N N 26 
4GI C6  H6  SING N N 27 
4GI C6  H7  SING N N 28 
4GI C7  H8  SING N N 29 
4GI C7  H9  SING N N 30 
4GI C8  H10 SING N N 31 
4GI C8  H11 SING N N 32 
4GI C9  H12 SING N N 33 
4GI C9  H13 SING N N 34 
4GI C10 H14 SING N N 35 
4GI C12 H15 SING N N 36 
4GI C12 H16 SING N N 37 
4GI C13 H17 SING N N 38 
4GI C13 H18 SING N N 39 
4GI C14 H19 SING N N 40 
4GI C14 H20 SING N N 41 
4GI C14 C15 SING N N 42 
4GI C15 C16 SING Y N 43 
4GI C16 C17 DOUB Y N 44 
4GI C17 C18 SING Y N 45 
4GI C18 N19 DOUB Y N 46 
4GI N19 C20 SING Y N 47 
4GI C20 C15 DOUB Y N 48 
4GI C16 H21 SING N N 49 
4GI C17 H22 SING N N 50 
4GI C18 H23 SING N N 51 
4GI C20 H25 SING N N 52 
4GI C2  N1  SING N N 53 
4GI N1  O4  SING N N 54 
4GI N1  O5  DOUB N N 55 
# 
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 
4GI SMILES           ACDLabs              12.01 "c3cc(S(N1C(CCCC1)C(=O)OCCCc2cccnc2)(=O)=O)cc(c3)[N+]([O-])=O"                                                                                                          
4GI InChI            InChI                1.03  "InChI=1S/C20H23N3O6S/c24-20(29-13-5-7-16-6-4-11-21-15-16)19-10-1-2-12-22(19)30(27,28)18-9-3-8-17(14-18)23(25)26/h3-4,6,8-9,11,14-15,19H,1-2,5,7,10,12-13H2/t19-/m0/s1" 
4GI InChIKey         InChI                1.03  XAAHWACETUTGKH-IBGZPJMESA-N                                                                                                                                             
4GI SMILES_CANONICAL CACTVS               3.385 "[O-][N+](=O)c1cccc(c1)[S](=O)(=O)N2CCCC[C@H]2C(=O)OCCCc3cccnc3"                                                                                                        
4GI SMILES           CACTVS               3.385 "[O-][N+](=O)c1cccc(c1)[S](=O)(=O)N2CCCC[CH]2C(=O)OCCCc3cccnc3"                                                                                                         
4GI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)S(=O)(=O)N2CCCC[C@H]2C(=O)OCCCc3cccnc3)[N+](=O)[O-]"                                                                                                        
4GI SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)S(=O)(=O)N2CCCCC2C(=O)OCCCc3cccnc3)[N+](=O)[O-]"                                                                                                            
# 
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 
4GI "SYSTEMATIC NAME" ACDLabs              12.01 "3-(pyridin-3-yl)propyl (2S)-1-[(3-nitrophenyl)sulfonyl]piperidine-2-carboxylate" 
4GI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-pyridin-3-ylpropyl (2S)-1-(3-nitrophenyl)sulfonylpiperidine-2-carboxylate"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4GI "Create component"   2012-08-17 RCSB 
4GI "Other modification" 2012-08-27 RCSB 
4GI "Initial release"    2012-08-31 RCSB 
4GI "Other modification" 2017-07-05 RCSB 
# 
