data_SPI
# 
_chem_comp.id                                    SPI 
_chem_comp.name                                  "N-HYDROXY-1-(4-METHOXYPHENYL)SULFONYL-4-BENZYLOXYCARBONYL-PIPERAZINE-2-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N3 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-27 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        449.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SPI 
_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        1D8F 
_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 
SPI S1   S1   S 0 1 N N N 3.918  48.681 53.575 -0.709 1.644  -2.391 S1   SPI 1  
SPI O1   O1   O 0 1 N N N 3.376  47.785 52.598 -0.249 2.966  -2.149 O1   SPI 2  
SPI O2   O2   O 0 1 N N N 5.348  48.751 53.527 -1.821 1.296  -3.204 O2   SPI 3  
SPI C1   C1   C 0 1 Y N N 3.284  48.486 55.244 0.667  0.773  -3.063 C1   SPI 4  
SPI C2   C2   C 0 1 Y N N 3.949  49.164 56.343 0.520  0.045  -4.229 C2   SPI 5  
SPI C3   C3   C 0 1 Y N N 3.579  48.828 57.713 1.597  -0.637 -4.759 C3   SPI 6  
SPI C4   C4   C 0 1 Y N N 2.556  47.826 57.967 2.828  -0.593 -4.119 C4   SPI 7  
SPI C5   C5   C 0 1 Y N N 1.894  47.168 56.853 2.971  0.133  -2.946 C5   SPI 8  
SPI C6   C6   C 0 1 Y N N 2.248  47.486 55.465 1.892  0.820  -2.424 C6   SPI 9  
SPI O3   O3   O 0 1 N N N 2.133  47.478 59.190 3.889  -1.264 -4.638 O3   SPI 10 
SPI C7   C7   C 0 1 N N N 2.835  47.524 60.324 4.995  -1.026 -3.765 C7   SPI 11 
SPI N1   N1   N 0 1 N N N 3.641  50.224 52.920 -1.023 0.996  -0.899 N1   SPI 12 
SPI C8   C8   C 0 1 N N R 2.315  50.311 52.291 -1.891 -0.180 -0.762 C8   SPI 13 
SPI C9   C9   C 0 1 N N N 2.298  51.565 51.409 -1.116 -1.270 -0.002 C9   SPI 14 
SPI N2   N2   N 0 1 N N N 2.849  52.749 52.095 -0.536 -0.673 1.208  N2   SPI 15 
SPI C10  C10  C 0 1 N N N 4.213  52.608 52.633 0.327  0.508  1.072  C10  SPI 16 
SPI C11  C11  C 0 1 N N N 4.322  51.387 53.520 -0.443 1.594  0.312  C11  SPI 17 
SPI C12  C12  C 0 1 N N N 2.259  53.933 51.975 -0.792 -1.199 2.422  C12  SPI 18 
SPI O4   O4   O 0 1 N N N 2.699  54.923 52.619 -1.507 -2.176 2.523  O4   SPI 19 
SPI O5   O5   O 0 1 N N N 1.271  54.034 51.207 -0.254 -0.643 3.524  O5   SPI 20 
SPI C13  C13  C 0 1 N N N 0.805  55.232 50.647 -0.529 -1.210 4.832  C13  SPI 21 
SPI C14  C14  C 0 1 Y N N -0.387 55.003 49.771 0.185  -0.408 5.888  C14  SPI 22 
SPI C15  C15  C 0 1 Y N N -0.991 53.690 49.839 -0.442 0.671  6.480  C15  SPI 23 
SPI C16  C16  C 0 1 Y N N -2.135 53.405 48.991 0.214  1.407  7.449  C16  SPI 24 
SPI C17  C17  C 0 1 Y N N -2.598 54.480 48.115 1.498  1.062  7.826  C17  SPI 25 
SPI C18  C18  C 0 1 Y N N -1.954 55.795 48.081 2.126  -0.017 7.235  C18  SPI 26 
SPI C19  C19  C 0 1 Y N N -0.802 56.096 48.923 1.468  -0.755 6.270  C19  SPI 27 
SPI C20  C20  C 0 1 N N N 1.140  50.302 53.282 -2.273 -0.691 -2.128 C20  SPI 28 
SPI NA   NA   N 0 1 N N N 0.280  49.289 53.214 -3.563 -0.674 -2.517 NA   SPI 29 
SPI OA   OA   O 0 1 N N N -0.859 49.482 54.031 -3.922 -1.154 -3.800 OA   SPI 30 
SPI OB   OB   O 0 1 N N N 0.954  51.193 54.129 -1.419 -1.118 -2.876 OB   SPI 31 
SPI HC21 1HC2 H 0 0 N N N 4.723  49.922 56.140 -0.437 0.011  -4.727 HC21 SPI 32 
SPI HC31 1HC3 H 0 0 N N N 4.074  49.333 58.559 1.482  -1.206 -5.670 HC31 SPI 33 
SPI HC51 1HC5 H 0 0 N N N 1.113  46.417 57.063 3.928  0.170  -2.447 HC51 SPI 34 
SPI HC61 1HC6 H 0 0 N N N 1.751  46.989 54.614 2.004  1.390  -1.514 HC61 SPI 35 
SPI HC71 1HC7 H 0 0 N N N 2.483  47.234 61.341 5.875  -1.547 -4.142 HC71 SPI 36 
SPI HC72 2HC7 H 0 0 N N N 3.761  46.932 60.137 5.199  0.043  -3.720 HC72 SPI 37 
SPI HC73 3HC7 H 0 0 N N N 3.210  48.570 60.412 4.756  -1.393 -2.767 HC73 SPI 38 
SPI HC81 1HC8 H 0 0 N N N 2.160  49.389 51.682 -2.791 0.083  -0.206 HC81 SPI 39 
SPI HC91 1HC9 H 0 0 N N N 2.822  51.381 50.442 -0.319 -1.663 -0.633 HC91 SPI 40 
SPI HC92 2HC9 H 0 0 N N N 1.272  51.768 51.021 -1.796 -2.074 0.275  HC92 SPI 41 
SPI H101 1H10 H 0 0 N N N 4.976  52.595 51.820 1.226  0.241  0.517  H101 SPI 42 
SPI H102 2H10 H 0 0 N N N 4.544  53.531 53.162 0.600  0.877  2.061  H102 SPI 43 
SPI H111 1H11 H 0 0 N N N 3.946  51.594 54.549 0.236  2.398  0.033  H111 SPI 44 
SPI H112 2H11 H 0 0 N N N 5.384  51.155 53.768 -1.240 1.987  0.943  H112 SPI 45 
SPI H131 1H13 H 0 0 N N N 0.592  55.993 51.433 -1.602 -1.184 5.021  H131 SPI 46 
SPI H132 2H13 H 0 0 N N N 1.615  55.768 50.100 -0.180 -2.242 4.861  H132 SPI 47 
SPI H151 1H15 H 0 0 N N N -0.588 52.923 50.522 -1.446 0.940  6.185  H151 SPI 48 
SPI H161 1H16 H 0 0 N N N -2.628 52.418 49.011 -0.276 2.251  7.911  H161 SPI 49 
SPI H171 1H17 H 0 0 N N N -3.463 54.292 47.457 2.011  1.638  8.583  H171 SPI 50 
SPI H181 1H18 H 0 0 N N N -2.345 56.575 47.406 3.130  -0.286 7.530  H181 SPI 51 
SPI H191 1H19 H 0 0 N N N -0.286 57.071 48.918 1.959  -1.599 5.808  H191 SPI 52 
SPI HNA  HNA  H 0 1 N N N 0.467  48.480 52.620 -4.246 -0.333 -1.919 HNA  SPI 53 
SPI HOA  HOA  H 0 1 N N N -1.473 48.758 53.982 -4.881 -1.054 -3.878 HOA  SPI 54 
# 
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 
SPI S1  O1   DOUB N N 1  
SPI S1  O2   DOUB N N 2  
SPI S1  C1   SING N N 3  
SPI S1  N1   SING N N 4  
SPI C1  C2   DOUB Y N 5  
SPI C1  C6   SING Y N 6  
SPI C2  C3   SING Y N 7  
SPI C2  HC21 SING N N 8  
SPI C3  C4   DOUB Y N 9  
SPI C3  HC31 SING N N 10 
SPI C4  C5   SING Y N 11 
SPI C4  O3   SING N N 12 
SPI C5  C6   DOUB Y N 13 
SPI C5  HC51 SING N N 14 
SPI C6  HC61 SING N N 15 
SPI O3  C7   SING N N 16 
SPI C7  HC71 SING N N 17 
SPI C7  HC72 SING N N 18 
SPI C7  HC73 SING N N 19 
SPI N1  C8   SING N N 20 
SPI N1  C11  SING N N 21 
SPI C8  C9   SING N N 22 
SPI C8  C20  SING N N 23 
SPI C8  HC81 SING N N 24 
SPI C9  N2   SING N N 25 
SPI C9  HC91 SING N N 26 
SPI C9  HC92 SING N N 27 
SPI N2  C10  SING N N 28 
SPI N2  C12  SING N N 29 
SPI C10 C11  SING N N 30 
SPI C10 H101 SING N N 31 
SPI C10 H102 SING N N 32 
SPI C11 H111 SING N N 33 
SPI C11 H112 SING N N 34 
SPI C12 O4   DOUB N N 35 
SPI C12 O5   SING N N 36 
SPI O5  C13  SING N N 37 
SPI C13 C14  SING N N 38 
SPI C13 H131 SING N N 39 
SPI C13 H132 SING N N 40 
SPI C14 C15  DOUB Y N 41 
SPI C14 C19  SING Y N 42 
SPI C15 C16  SING Y N 43 
SPI C15 H151 SING N N 44 
SPI C16 C17  DOUB Y N 45 
SPI C16 H161 SING N N 46 
SPI C17 C18  SING Y N 47 
SPI C17 H171 SING N N 48 
SPI C18 C19  DOUB Y N 49 
SPI C18 H181 SING N N 50 
SPI C19 H191 SING N N 51 
SPI C20 NA   SING N N 52 
SPI C20 OB   DOUB N N 53 
SPI NA  OA   SING N N 54 
SPI NA  HNA  SING N N 55 
SPI OA  HOA  SING N N 56 
# 
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 
SPI SMILES           ACDLabs              10.04 "O=S(=O)(c1ccc(OC)cc1)N3C(C(=O)NO)CN(C(=O)OCc2ccccc2)CC3"                                                                                                          
SPI SMILES_CANONICAL CACTVS               3.341 "COc1ccc(cc1)[S](=O)(=O)N2CCN(C[C@@H]2C(=O)NO)C(=O)OCc3ccccc3"                                                                                                     
SPI SMILES           CACTVS               3.341 "COc1ccc(cc1)[S](=O)(=O)N2CCN(C[CH]2C(=O)NO)C(=O)OCc3ccccc3"                                                                                                       
SPI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)[N@@]2CCN(C[C@@H]2C(=O)NO)C(=O)OCc3ccccc3"                                                                                                   
SPI SMILES           "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)N2CCN(CC2C(=O)NO)C(=O)OCc3ccccc3"                                                                                                            
SPI InChI            InChI                1.03  "InChI=1S/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/t18-/m1/s1" 
SPI InChIKey         InChI                1.03  DNGGPLKVDUPXFN-GOSISDBHSA-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 
SPI "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl (3R)-3-(hydroxycarbamoyl)-4-[(4-methoxyphenyl)sulfonyl]piperazine-1-carboxylate"         
SPI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl (3R,4R)-3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-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 
SPI "Create component"  1999-10-27 RCSB 
SPI "Modify descriptor" 2011-06-04 RCSB 
# 
