data_964
# 
_chem_comp.id                                    964 
_chem_comp.name                                  "3-(4-{2-[2-(2-BROMO-ACETYLAMINO)-ETHYLDISULFANYL]-ETHYLCARBAMOYL}-CYCLOHEXYLCARBAMOYL)-PYRAZINE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N5 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SP7343-SP7964 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-21 
_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                        469.578 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     964 
_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        1NWL 
_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 
964 O31  O31  O 0 1 N N N 49.063 34.697 40.085 -1.649 0.034  -6.679  O31  964 1  
964 C1   C1   C 0 1 N N N 64.683 31.140 31.481 2.786  -1.184 10.972  C1   964 2  
964 C2   C2   C 0 1 N N N 64.076 30.234 32.547 1.697  -0.466 10.218  C2   964 3  
964 N4   N4   N 0 1 N N N 62.784 30.360 32.853 1.186  -1.007 9.094   N4   964 4  
964 O3   O3   O 0 1 N N N 64.792 29.417 33.102 1.280  0.598  10.622  O3   964 5  
964 C29  C29  C 0 1 N N N 49.335 33.482 40.165 -1.139 -0.357 -7.708  C29  964 6  
964 O30  O30  O 0 1 N N N 49.592 32.938 41.257 -1.902 -0.908 -8.671  O30  964 7  
964 C24  C24  C 0 1 Y N N 49.687 32.742 38.911 0.324  -0.231 -7.904  C24  964 8  
964 N25  N25  N 0 1 Y N N 48.809 31.835 38.419 0.871  -0.551 -9.072  N25  964 9  
964 C26  C26  C 0 1 Y N N 49.088 31.152 37.299 2.173  -0.438 -9.244  C26  964 10 
964 C27  C27  C 0 1 Y N N 50.293 31.378 36.636 2.979  0.021  -8.209  C27  964 11 
964 N28  N28  N 0 1 Y N N 51.166 32.275 37.121 2.448  0.348  -7.047  N28  964 12 
964 C22  C22  C 0 1 Y N N 50.894 32.971 38.253 1.137  0.238  -6.861  C22  964 13 
964 C21  C21  C 0 1 N N N 51.983 33.861 38.856 0.536  0.604  -5.556  C21  964 14 
964 O23  O23  O 0 1 N N N 52.161 33.864 40.063 0.233  1.758  -5.329  O23  964 15 
964 N20  N20  N 0 1 N N N 52.939 34.484 37.961 0.326  -0.343 -4.621  N20  964 16 
964 C17  C17  C 0 1 N N N 54.365 34.179 38.029 -0.267 0.018  -3.331  C17  964 17 
964 C18  C18  C 0 1 N N N 55.112 35.400 37.479 -1.064 -1.168 -2.786  C18  964 18 
964 C19  C19  C 0 1 N N N 54.914 35.623 35.977 -1.684 -0.790 -1.439  C19  964 19 
964 C16  C16  C 0 1 N N N 54.607 32.936 37.167 0.842  0.383  -2.344  C16  964 20 
964 C15  C15  C 0 1 N N N 54.409 33.184 35.669 0.223  0.761  -0.997  C15  964 21 
964 C13  C13  C 0 1 N N N 55.233 34.369 35.161 -0.574 -0.425 -0.452  C13  964 22 
964 C12  C12  C 0 1 N N N 54.947 34.626 33.683 -1.184 -0.053 0.874   C12  964 23 
964 O14  O14  O 0 1 N N N 53.803 34.650 33.250 -2.388 -0.078 1.016   O14  964 24 
964 N11  N11  N 0 1 N N N 56.104 34.842 32.838 -0.392 0.307  1.903   N11  964 25 
964 C10  C10  C 0 1 N N N 56.506 33.863 31.848 -0.985 0.668  3.193   C10  964 26 
964 C9   C9   C 0 1 N N N 57.663 33.037 32.393 0.124  1.034  4.180   C9   964 27 
964 S7   S7   S 0 1 N N N 60.583 32.437 32.756 -1.581 -0.267 6.225   S7   964 28 
964 C5   C5   C 0 1 N N N 61.738 30.168 31.864 0.127  -0.309 8.361   C5   964 29 
964 C6   C6   C 0 1 N N N 60.407 30.729 32.356 -0.270 -1.131 7.133   C6   964 30 
964 S8   S8   S 0 1 N N N 59.163 33.519 31.858 -0.610 1.482  5.777   S8   964 31 
964 H11A 1H1  H 0 0 N N N 64.484 32.201 31.759 3.069  -0.598 11.846  H11A 964 32 
964 H12  2H1  H 0 1 N N N 65.763 31.035 31.225 2.423  -2.161 11.291  H12  964 33 
964 H13A 3H1  H 0 0 N N N 64.084 31.042 30.546 3.653  -1.312 10.324  H13A 964 34 
964 H4   H4   H 0 1 N N N 62.599 30.599 33.827 1.520  -1.858 8.770   H4   964 35 
964 H30  H30  H 0 1 N N N 49.799 32.013 41.318 -2.857 -0.991 -8.543  H30  964 36 
964 H26  H26  H 0 1 N N N 48.346 30.423 36.933 2.616  -0.702 -10.193 H26  964 37 
964 H27  H27  H 0 1 N N N 50.560 30.838 35.712 4.045  0.112  -8.357  H27  964 38 
964 H20  H20  H 0 1 N N N 52.601 35.152 37.268 0.568  -1.265 -4.802  H20  964 39 
964 H17  H17  H 0 1 N N N 54.720 33.972 39.065 -0.931 0.872  -3.464  H17  964 40 
964 H181 1H18 H 0 0 N N N 56.197 35.340 37.727 -0.399 -2.022 -2.654  H181 964 41 
964 H182 2H18 H 0 0 N N N 54.839 36.317 38.051 -1.854 -1.429 -3.490  H182 964 42 
964 H191 1H19 H 0 0 N N N 55.503 36.499 35.618 -2.251 -1.636 -1.051  H191 964 43 
964 H192 2H19 H 0 0 N N N 53.887 35.998 35.756 -2.348 0.063  -1.572  H192 964 44 
964 H161 1H16 H 0 0 N N N 53.974 32.086 37.514 1.507  -0.470 -2.211  H161 964 45 
964 H162 2H16 H 0 0 N N N 55.617 32.508 37.366 1.410  1.229  -2.732  H162 964 46 
964 H151 1H15 H 0 0 N N N 53.329 33.310 35.421 -0.441 1.615  -1.129  H151 964 47 
964 H152 2H15 H 0 0 N N N 54.622 32.263 35.077 1.013  1.021  -0.293  H152 964 48 
964 H13  H13  H 0 1 N N N 56.314 34.122 35.279 0.090  -1.279 -0.319  H13  964 49 
964 H11  H11  H 0 1 N N N 56.646 35.700 32.942 0.570  0.327  1.790   H11  964 50 
964 H101 1H10 H 0 0 N N N 56.748 34.332 30.866 -1.553 -0.176 3.581   H101 964 51 
964 H102 2H10 H 0 0 N N N 55.654 33.226 31.514 -1.650 1.522  3.060   H102 964 52 
964 H91  1H9  H 0 1 N N N 57.503 31.955 32.179 0.692  1.879  3.792   H91  964 53 
964 H92  2H9  H 0 1 N N N 57.636 33.017 33.508 0.788  0.180  4.313   H92  964 54 
964 H51  1H5  H 0 1 N N N 61.647 29.098 31.565 -0.739 -0.181 9.009   H51  964 55 
964 H52  2H5  H 0 1 N N N 62.024 30.597 30.875 0.490  0.668  8.041   H52  964 56 
964 H61  1H6  H 0 1 N N N 59.584 30.554 31.625 0.596  -1.259 6.485   H61  964 57 
964 H62  2H6  H 0 1 N N N 59.995 30.141 33.209 -0.632 -2.108 7.452   H62  964 58 
# 
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 
964 O31 C29  DOUB N N 1  
964 C1  C2   SING N N 2  
964 C1  H11A SING N N 3  
964 C1  H12  SING N N 4  
964 C1  H13A SING N N 5  
964 C2  N4   SING N N 6  
964 C2  O3   DOUB N N 7  
964 N4  C5   SING N N 8  
964 N4  H4   SING N N 9  
964 C29 O30  SING N N 10 
964 C29 C24  SING N N 11 
964 O30 H30  SING N N 12 
964 C24 N25  DOUB Y N 13 
964 C24 C22  SING Y N 14 
964 N25 C26  SING Y N 15 
964 C26 C27  DOUB Y N 16 
964 C26 H26  SING N N 17 
964 C27 N28  SING Y N 18 
964 C27 H27  SING N N 19 
964 N28 C22  DOUB Y N 20 
964 C22 C21  SING N N 21 
964 C21 O23  DOUB N N 22 
964 C21 N20  SING N N 23 
964 N20 C17  SING N N 24 
964 N20 H20  SING N N 25 
964 C17 C18  SING N N 26 
964 C17 C16  SING N N 27 
964 C17 H17  SING N N 28 
964 C18 C19  SING N N 29 
964 C18 H181 SING N N 30 
964 C18 H182 SING N N 31 
964 C19 C13  SING N N 32 
964 C19 H191 SING N N 33 
964 C19 H192 SING N N 34 
964 C16 C15  SING N N 35 
964 C16 H161 SING N N 36 
964 C16 H162 SING N N 37 
964 C15 C13  SING N N 38 
964 C15 H151 SING N N 39 
964 C15 H152 SING N N 40 
964 C13 C12  SING N N 41 
964 C13 H13  SING N N 42 
964 C12 O14  DOUB N N 43 
964 C12 N11  SING N N 44 
964 N11 C10  SING N N 45 
964 N11 H11  SING N N 46 
964 C10 C9   SING N N 47 
964 C10 H101 SING N N 48 
964 C10 H102 SING N N 49 
964 C9  S8   SING N N 50 
964 C9  H91  SING N N 51 
964 C9  H92  SING N N 52 
964 S7  C6   SING N N 53 
964 S7  S8   SING N N 54 
964 C5  C6   SING N N 55 
964 C5  H51  SING N N 56 
964 C5  H52  SING N N 57 
964 C6  H61  SING N N 58 
964 C6  H62  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 
964 SMILES           ACDLabs              10.04 O=C(c1nccnc1C(=O)O)NC2CCC(C(=O)NCCSSCCNC(=O)C)CC2                                                                                                                                                        
964 InChI            InChI                1.02b InChI=1/C19H27N5O5S2/c1-12(25)20-8-10-30-31-11-9-23-17(26)13-2-4-14(5-3-13)24-18(27)15-16(19(28)29)22-7-6-21-15/h6-7,13-14H,2-5,8-11H2,1H3,(H,20,25)(H,23,26)(H,24,27)(H,28,29)/t13-,14+/f/h20,23-24,28H 
964 InChIKey         InChI                1.02b OMSKFAYIWROESZ-LPINHMPYDI                                                                                                                                                                                
964 SMILES_CANONICAL CACTVS               3.341 CC(=O)NCCSSCCNC(=O)[C@H]1CC[C@H](CC1)NC(=O)c2nccnc2C(O)=O                                                                                                                                                
964 SMILES           CACTVS               3.341 CC(=O)NCCSSCCNC(=O)[CH]1CC[CH](CC1)NC(=O)c2nccnc2C(O)=O                                                                                                                                                  
964 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)NCCSSCCNC(=O)C1CCC(CC1)NC(=O)c2c(nccn2)C(=O)O                                                                                                                                                      
964 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NCCSSCCNC(=O)C1CCC(CC1)NC(=O)c2c(nccn2)C(=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 
964 "SYSTEMATIC NAME" ACDLabs              10.04 "3-({cis-4-[(2-{[2-(acetylamino)ethyl]disulfanyl}ethyl)carbamoyl]cyclohexyl}carbamoyl)pyrazine-2-carboxylic acid" 
964 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[4-[2-(2-acetamidoethyldisulfanyl)ethylcarbamoyl]cyclohexyl]carbamoyl]pyrazine-2-carboxylic acid"             
# 
