data_B22
# 
_chem_comp.id                                    B22 
_chem_comp.name                                  "[2,2'-{[2-({3-[({2-[4-(AMINOSULFONYL)PHENYL]ETHYL}AMINO)CARBONYL]PHENYL}AMINO)-2-OXOETHYL]IMINO}DIACETATO(2-)-KAPPAO]COPPER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 Cu N4 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-27 
_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                        554.032 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B22 
_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        2FOU 
_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 
B22 S    S    S  0 1 N N N 10.637 -0.531 14.447 10.731 1.340  0.170  S    B22 1  
B22 O1   O1   O  0 1 N N N 10.176 0.748  13.993 11.033 1.176  1.549  O1   B22 2  
B22 O2   O2   O  0 1 N N N 9.692  -1.559 14.750 10.632 2.586  -0.507 O2   B22 3  
B22 N1   N1   N  0 1 N N N 11.454 -0.262 15.804 11.881 0.474  -0.649 N1   B22 4  
B22 C1   C1   C  0 1 Y N N 13.605 -2.176 11.448 6.759  -0.731 -0.475 C1   B22 5  
B22 C2   C2   C  0 1 Y N N 12.979 -3.009 12.363 7.556  -1.084 0.598  C2   B22 6  
B22 C3   C3   C  0 1 Y N N 12.065 -2.460 13.234 8.769  -0.451 0.795  C3   B22 7  
B22 C4   C4   C  0 1 Y N N 11.727 -1.145 13.201 9.185  0.534  -0.081 C4   B22 8  
B22 C5   C5   C  0 1 Y N N 12.345 -0.282 12.300 8.386  0.890  -1.151 C5   B22 9  
B22 C6   C6   C  0 1 Y N N 13.252 -0.833 11.446 7.174  0.255  -1.350 C6   B22 10 
B22 C7   C7   C  0 1 N N N 14.652 -2.694 10.493 5.437  -1.422 -0.690 C7   B22 11 
B22 C8   C8   C  0 1 N N N 14.352 -4.031 9.835  4.336  -0.658 0.049  C8   B22 12 
B22 N9   N9   N  0 1 N N N 13.416 -3.642 8.796  3.051  -1.329 -0.160 N9   B22 13 
B22 C10  C10  C  0 1 N N N 13.607 -3.140 7.581  1.931  -0.831 0.401  C10  B22 14 
B22 O10  O10  O  0 1 N N N 14.666 -2.513 7.261  1.988  0.175  1.081  O10  B22 15 
B22 C11  C11  C  0 1 Y N N 12.538 -3.063 6.521  0.634  -1.508 0.190  C11  B22 16 
B22 C12  C12  C  0 1 Y N N 11.217 -3.411 6.643  0.566  -2.664 -0.590 C12  B22 17 
B22 C13  C13  C  0 1 Y N N 10.350 -3.281 5.554  -0.646 -3.294 -0.786 C13  B22 18 
B22 C14  C14  C  0 1 Y N N 10.833 -2.795 4.353  -1.796 -2.784 -0.211 C14  B22 19 
B22 C15  C15  C  0 1 Y N N 12.165 -2.445 4.239  -1.739 -1.634 0.567  C15  B22 20 
B22 C16  C16  C  0 1 Y N N 13.011 -2.590 5.310  -0.525 -0.997 0.774  C16  B22 21 
B22 N17  N17  N  0 1 N N N 12.718 -1.953 3.086  -2.905 -1.123 1.146  N17  B22 22 
B22 C18  C18  C  0 1 N N N 13.672 -2.023 2.159  -4.069 -1.165 0.467  C18  B22 23 
B22 O18  O18  O  0 1 N N N 14.758 -2.613 2.359  -4.087 -1.553 -0.682 O18  B22 24 
B22 C19  C19  C  0 1 N N N 13.484 -1.156 0.911  -5.348 -0.730 1.136  C19  B22 25 
B22 N20  N20  N  0 1 N N N 12.310 -0.314 1.071  -6.463 -0.869 0.195  N20  B22 26 
B22 C21  C21  C  0 1 N N N 11.036 -0.914 0.744  -7.720 -0.669 0.956  C21  B22 27 
B22 C22  C22  C  0 1 N N N 10.262 0.376  0.957  -8.733 -0.222 -0.170 C22  B22 28 
B22 OXA  OXA  O  0 1 N N N 9.497  0.715  0.040  -9.055 -0.850 -1.104 OXA  B22 29 
B22 OXB  OXB  O  0 1 N N N 10.524 0.918  2.051  -9.215 1.132  0.171  OXB  B22 30 
B22 C23  C23  C  0 1 N N N 12.446 1.043  1.509  -6.341 0.142  -0.828 C23  B22 31 
B22 C24  C24  C  0 1 N N N 13.836 1.155  2.108  -5.729 1.474  -0.481 C24  B22 32 
B22 OXC  OXC  O  0 1 N N N 14.721 1.594  1.341  -4.703 1.861  -0.958 OXC  B22 33 
B22 OXD  OXD  O  0 1 N N N 13.941 1.132  3.357  -6.510 2.241  0.482  OXD  B22 34 
B22 CU   CU   CU 0 0 N N N 12.173 0.353  3.013  -7.861 1.807  -0.046 CU   B22 35 
B22 HN12 2HN1 H  0 0 N N N 12.431 -0.206 15.600 11.805 0.353  -1.608 HN12 B22 36 
B22 HN11 1HN1 H  0 0 N N N 11.149 0.599  16.211 12.628 0.084  -0.168 HN11 B22 37 
B22 H2   H2   H  0 1 N N N 13.203 -4.065 12.392 7.231  -1.854 1.282  H2   B22 38 
B22 H3   H3   H  0 1 N N N 11.600 -3.098 13.970 9.392  -0.726 1.633  H3   B22 39 
B22 H5   H5   H  0 1 N N N 12.116 0.773  12.279 8.710  1.660  -1.835 H5   B22 40 
B22 H6   H6   H  0 1 N N N 13.726 -0.186 10.723 6.552  0.530  -2.189 H6   B22 41 
B22 H71  1H7  H  0 1 N N N 15.557 -2.854 11.098 5.209  -1.446 -1.756 H71  B22 42 
B22 H72  2H7  H  0 1 N N N 14.760 -1.950 9.690  5.492  -2.441 -0.307 H72  B22 43 
B22 H81  1H8  H  0 1 N N N 13.957 -4.788 10.528 4.564  -0.634 1.115  H81  B22 44 
B22 H82  2H8  H  0 1 N N N 15.256 -4.504 9.424  4.281  0.361  -0.334 H82  B22 45 
B22 HN9  HN9  H  0 1 N N N 12.455 -3.776 9.038  3.005  -2.132 -0.702 HN9  B22 46 
B22 H12  H12  H  0 1 N N N 10.845 -3.787 7.585  1.462  -3.064 -1.041 H12  B22 47 
B22 H13  H13  H  0 1 N N N 9.311  -3.558 5.650  -0.696 -4.187 -1.390 H13  B22 48 
B22 H14  H14  H  0 1 N N N 10.171 -2.689 3.506  -2.741 -3.282 -0.368 H14  B22 49 
B22 H16  H16  H  0 1 N N N 14.055 -2.333 5.207  -0.478 -0.104 1.379  H16  B22 50 
B22 HN17 HN17 H  0 0 N N N 12.136 -1.186 2.815  -2.877 -0.738 2.036  HN17 B22 51 
B22 H191 1H19 H  0 0 N N N 13.350 -1.805 0.033  -5.530 -1.354 2.010  H191 B22 52 
B22 H192 2H19 H  0 0 N N N 14.372 -0.522 0.770  -5.260 0.312  1.444  H192 B22 53 
B22 H212 2H21 H  0 0 N N N 10.966 -1.338 -0.268 -7.612 0.107  1.700  H212 B22 54 
B22 H211 1H21 H  0 0 N N N 10.723 -1.806 1.307  -8.053 -1.601 1.398  H211 B22 55 
B22 H231 1H23 H  0 0 N N N 11.671 1.306  2.244  -5.621 -0.301 -1.583 H231 B22 56 
B22 H232 2H23 H  0 0 N N N 12.332 1.736  0.663  -7.227 0.254  -1.448 H232 B22 57 
# 
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 
B22 S   O1   DOUB N N 1  
B22 S   O2   DOUB N N 2  
B22 S   N1   SING N N 3  
B22 S   C4   SING N N 4  
B22 N1  HN12 SING N N 5  
B22 N1  HN11 SING N N 6  
B22 C1  C2   DOUB Y N 7  
B22 C1  C6   SING Y N 8  
B22 C1  C7   SING N N 9  
B22 C2  C3   SING Y N 10 
B22 C2  H2   SING N N 11 
B22 C3  C4   DOUB Y N 12 
B22 C3  H3   SING N N 13 
B22 C4  C5   SING Y N 14 
B22 C5  C6   DOUB Y N 15 
B22 C5  H5   SING N N 16 
B22 C6  H6   SING N N 17 
B22 C7  C8   SING N N 18 
B22 C7  H71  SING N N 19 
B22 C7  H72  SING N N 20 
B22 C8  N9   SING N N 21 
B22 C8  H81  SING N N 22 
B22 C8  H82  SING N N 23 
B22 N9  C10  SING N N 24 
B22 N9  HN9  SING N N 25 
B22 C10 O10  DOUB N N 26 
B22 C10 C11  SING N N 27 
B22 C11 C12  SING Y N 28 
B22 C11 C16  DOUB Y N 29 
B22 C12 C13  DOUB Y N 30 
B22 C12 H12  SING N N 31 
B22 C13 C14  SING Y N 32 
B22 C13 H13  SING N N 33 
B22 C14 C15  DOUB Y N 34 
B22 C14 H14  SING N N 35 
B22 C15 C16  SING Y N 36 
B22 C15 N17  SING N N 37 
B22 C16 H16  SING N N 38 
B22 N17 C18  SING N N 39 
B22 N17 HN17 SING N N 40 
B22 C18 O18  DOUB N N 41 
B22 C18 C19  SING N N 42 
B22 C19 N20  SING N N 43 
B22 C19 H191 SING N N 44 
B22 C19 H192 SING N N 45 
B22 N20 C21  SING N N 46 
B22 N20 C23  SING N N 47 
B22 C21 C22  SING N N 48 
B22 C21 H212 SING N N 49 
B22 C21 H211 SING N N 50 
B22 C22 OXA  DOUB N N 51 
B22 C22 OXB  SING N N 52 
B22 OXB CU   SING N N 53 
B22 C23 C24  SING N N 54 
B22 C23 H231 SING N N 55 
B22 C23 H232 SING N N 56 
B22 C24 OXC  DOUB N N 57 
B22 C24 OXD  SING N N 58 
B22 OXD CU   SING N N 59 
# 
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 
B22 SMILES           ACDLabs              10.04 O=C1O[Cu]OC(=O)CN(C1)CC(=O)Nc3cc(C(=O)NCCc2ccc(cc2)S(=O)(=O)N)ccc3 
B22 InChI            InChI                1.02b 
;InChI=1/C21H24N4O8S.Cu/c22-34(32,33)17-6-4-14(5-7-17)8-9-23-21(31)15-2-1-3-16(10-15)24-18(26)11-25(12-19(27)28)13-20(29)30;/h1-7,10H,8-9,11-13H2,(H,23,31)(H,24,26)(H,27,28)(H,29,30)(H2,22,32,33);/q;+2/p-2/fC21H22N4O8S.Cu/h23-24H,22H2;/q-2;m/rC21H22CuN4O8S/c23-35(31,32)17-6-4-14(5-7-17)8-9-24-21(30)15-2-1-3-16(10-15)25-18(27)11-26-12-19(28)33-22-34-20(29)13-26/h1-7,10H,8-9,11-13H2,(H,24,30)(H,25,27)(H2,23,31,32)/f/h24-25H,23H2
;
B22 InChIKey         InChI                1.02b BFNCODDGGUDYNJ-SASZPLOPCZ 
B22 SMILES_CANONICAL CACTVS               3.341 N[S](=O)(=O)c1ccc(CCNC(=O)c2cccc(NC(=O)CN3CC(=O)O[Cu]OC(=O)C3)c2)cc1 
B22 SMILES           CACTVS               3.341 N[S](=O)(=O)c1ccc(CCNC(=O)c2cccc(NC(=O)CN3CC(=O)O[Cu]OC(=O)C3)c2)cc1 
B22 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC(=O)CN2CC(=O)O[Cu]OC(=O)C2)C(=O)NCCc3ccc(cc3)S(=O)(=O)N 
B22 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC(=O)CN2CC(=O)O[Cu]OC(=O)C2)C(=O)NCCc3ccc(cc3)S(=O)(=O)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 
B22 "SYSTEMATIC NAME" ACDLabs              10.04 "[2,2'-({2-oxo-2-[(3-{[2-(4-sulfamoylphenyl)ethyl]carbamoyl}phenyl)amino]ethyl}imino)diacetato(2-)-kappaO]copper" 
B22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[2-(4,8-dioxo-1,3-dioxa-6-aza-2$l^{2}-cupracyclooct-6-yl)ethanoylamino]-N-[2-(4-sulfamoylphenyl)ethyl]benzamide 
# 
