data_BCZ
# 
_chem_comp.id                                    BCZ 
_chem_comp.name                                  "3-(1-ACETYLAMINO-2-ETHYL-BUTYL)-4-GUANIDINO-2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H28 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BCX-1812 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-03-18 
_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                        328.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BCZ 
_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        1L7F 
_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 
BCZ C2   C2   C 0 1 N N R 24.646 16.555 63.153 -1.257 0.467  -0.518 C2   BCZ 1  
BCZ N25  N25  N 0 1 N N N 24.274 15.944 61.877 -2.210 -0.270 0.315  N25  BCZ 2  
BCZ C26  C26  C 0 1 N N N 23.888 14.717 61.837 -3.400 0.313  0.678  C26  BCZ 3  
BCZ N30  N30  N 0 1 N N N 23.688 13.898 62.917 -3.681 1.522  0.281  N30  BCZ 4  
BCZ N27  N27  N 0 1 N N N 23.592 14.165 60.612 -4.294 -0.377 1.461  N27  BCZ 5  
BCZ C3   C3   C 0 1 N N R 25.723 17.647 62.888 0.187  -0.050 -0.305 C3   BCZ 6  
BCZ C10  C10  C 0 1 N N S 27.170 17.126 62.575 0.829  0.637  0.900  C10  BCZ 7  
BCZ C24  C24  C 0 1 N N N 28.192 18.318 62.382 2.187  -0.005 1.191  C24  BCZ 8  
BCZ C37  C37  C 0 1 N N N 27.785 19.251 61.201 3.144  0.279  0.032  C37  BCZ 9  
BCZ C38  C38  C 0 1 N N N 28.434 20.654 61.162 4.493  -0.388 0.309  C38  BCZ 10 
BCZ C36  C36  C 0 1 N N N 29.624 17.709 62.203 2.761  0.578  2.483  C36  BCZ 11 
BCZ C39  C39  C 0 1 N N N 30.108 16.842 63.387 1.909  0.125  3.670  C39  BCZ 12 
BCZ N11  N11  N 0 1 N N N 27.156 16.263 61.386 -0.041 0.488  2.069  N11  BCZ 13 
BCZ C13  C13  C 0 1 N N N 27.266 14.913 61.519 -0.447 -0.737 2.454  C13  BCZ 14 
BCZ C15  C15  C 0 1 N N N 27.180 14.066 60.263 -1.408 -0.885 3.606  C15  BCZ 15 
BCZ O14  O14  O 0 1 N N N 27.432 14.315 62.572 -0.039 -1.721 1.875  O14  BCZ 16 
BCZ C4   C4   C 0 1 N N S 25.678 18.547 64.173 0.925  0.335  -1.603 C4   BCZ 17 
BCZ O9   O9   O 0 1 N N N 26.586 17.991 65.166 1.614  1.574  -1.425 O9   BCZ 18 
BCZ C5   C5   C 0 1 N N S 24.218 18.397 64.721 -0.149 0.480  -2.694 C5   BCZ 19 
BCZ C6   C6   C 0 1 N N N 23.485 19.692 64.887 0.107  -0.504 -3.806 C6   BCZ 20 
BCZ O8   O8   O 0 1 N N N 22.266 19.776 65.034 1.053  -1.253 -3.743 O8   BCZ 21 
BCZ O7   O7   O 0 1 N N N 24.204 20.812 64.797 -0.715 -0.550 -4.866 O7   BCZ 22 
BCZ C1   C1   C 0 1 N N N 23.502 17.419 63.755 -1.504 0.177  -2.021 C1   BCZ 23 
BCZ H21  1H2  H 0 1 N N N 24.946 15.708 63.813 -1.316 1.536  -0.316 H21  BCZ 24 
BCZ H251 1H25 H 0 0 N N N 25.051 16.058 61.226 -2.000 -1.169 0.611  H251 BCZ 25 
BCZ H301 1H30 H 0 0 N N N 23.085 13.722 62.113 -4.521 1.934  0.537  H301 BCZ 26 
BCZ H271 1H27 H 0 0 N N N 23.286 13.192 60.580 -5.134 0.034  1.717  H271 BCZ 27 
BCZ H272 2H27 H 0 0 N N N 24.394 14.281 59.992 -4.085 -1.277 1.757  H272 BCZ 28 
BCZ H31  1H3  H 0 1 N N N 25.483 18.195 61.947 0.188  -1.132 -0.172 H31  BCZ 29 
BCZ H101 1H10 H 0 0 N N N 27.512 16.528 63.452 0.968  1.696  0.683  H101 BCZ 30 
BCZ H241 1H24 H 0 0 N N N 28.183 18.972 63.284 2.062  -1.082 1.302  H241 BCZ 31 
BCZ H371 1H37 H 0 0 N N N 27.968 18.728 60.233 3.285  1.356  -0.065 H371 BCZ 32 
BCZ H372 2H37 H 0 0 N N N 26.675 19.353 61.172 2.725  -0.117 -0.891 H372 BCZ 33 
BCZ H381 1H38 H 0 0 N N N 28.142 21.321 60.317 5.175  -0.184 -0.516 H381 BCZ 34 
BCZ H382 2H38 H 0 0 N N N 28.250 21.176 62.129 4.912  0.009  1.233  H382 BCZ 35 
BCZ H383 3H38 H 0 0 N N N 29.543 20.551 61.190 4.352  -1.464 0.407  H383 BCZ 36 
BCZ H361 1H36 H 0 0 N N N 29.683 17.131 61.250 3.785  0.228  2.616  H361 BCZ 37 
BCZ H362 2H36 H 0 0 N N N 30.363 18.515 61.985 2.754  1.666  2.425  H362 BCZ 38 
BCZ H391 1H39 H 0 0 N N N 31.127 16.408 63.259 2.443  0.328  4.599  H391 BCZ 39 
BCZ H392 2H39 H 0 0 N N N 30.048 17.419 64.339 0.965  0.669  3.668  H392 BCZ 40 
BCZ H393 3H39 H 0 0 N N N 29.368 16.036 63.604 1.714  -0.943 3.590  H393 BCZ 41 
BCZ H111 1H11 H 0 0 N N N 27.066 16.614 60.432 -0.325 1.271  2.565  H111 BCZ 42 
BCZ H151 1H15 H 0 0 N N N 27.270 12.960 60.372 -1.619 -1.942 3.770  H151 BCZ 43 
BCZ H152 2H15 H 0 0 N N N 26.233 14.304 59.724 -0.965 -0.459 4.506  H152 BCZ 44 
BCZ H153 3H15 H 0 0 N N N 27.937 14.424 59.527 -2.335 -0.361 3.375  H153 BCZ 45 
BCZ H41  1H4  H 0 1 N N N 25.959 19.604 63.958 1.632  -0.448 -1.877 H41  BCZ 46 
BCZ HO91 1HO9 H 0 0 N N N 26.558 18.535 65.943 2.058  1.770  -2.262 HO91 BCZ 47 
BCZ H51  1H5  H 0 1 N N N 24.241 17.998 65.762 -0.146 1.496  -3.088 H51  BCZ 48 
BCZ HO71 1HO7 H 0 0 N N N 23.738 21.633 64.902 -0.550 -1.181 -5.579 HO71 BCZ 49 
BCZ H11  1H1  H 0 1 N N N 22.862 17.920 62.992 -2.280 0.833  -2.414 H11  BCZ 50 
BCZ H12  2H1  H 0 1 N N N 22.686 16.825 64.231 -1.777 -0.867 -2.166 H12  BCZ 51 
# 
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 
BCZ C2  N25  SING N N 1  
BCZ C2  C3   SING N N 2  
BCZ C2  C1   SING N N 3  
BCZ C2  H21  SING N N 4  
BCZ N25 C26  SING N N 5  
BCZ N25 H251 SING N N 6  
BCZ C26 N30  DOUB N N 7  
BCZ C26 N27  SING N N 8  
BCZ N30 H301 SING N N 9  
BCZ N27 H271 SING N N 10 
BCZ N27 H272 SING N N 11 
BCZ C3  C10  SING N N 12 
BCZ C3  C4   SING N N 13 
BCZ C3  H31  SING N N 14 
BCZ C10 C24  SING N N 15 
BCZ C10 N11  SING N N 16 
BCZ C10 H101 SING N N 17 
BCZ C24 C37  SING N N 18 
BCZ C24 C36  SING N N 19 
BCZ C24 H241 SING N N 20 
BCZ C37 C38  SING N N 21 
BCZ C37 H371 SING N N 22 
BCZ C37 H372 SING N N 23 
BCZ C38 H381 SING N N 24 
BCZ C38 H382 SING N N 25 
BCZ C38 H383 SING N N 26 
BCZ C36 C39  SING N N 27 
BCZ C36 H361 SING N N 28 
BCZ C36 H362 SING N N 29 
BCZ C39 H391 SING N N 30 
BCZ C39 H392 SING N N 31 
BCZ C39 H393 SING N N 32 
BCZ N11 C13  SING N N 33 
BCZ N11 H111 SING N N 34 
BCZ C13 C15  SING N N 35 
BCZ C13 O14  DOUB N N 36 
BCZ C15 H151 SING N N 37 
BCZ C15 H152 SING N N 38 
BCZ C15 H153 SING N N 39 
BCZ C4  O9   SING N N 40 
BCZ C4  C5   SING N N 41 
BCZ C4  H41  SING N N 42 
BCZ O9  HO91 SING N N 43 
BCZ C5  C6   SING N N 44 
BCZ C5  C1   SING N N 45 
BCZ C5  H51  SING N N 46 
BCZ C6  O8   DOUB N N 47 
BCZ C6  O7   SING N N 48 
BCZ O7  HO71 SING N N 49 
BCZ C1  H11  SING N N 50 
BCZ C1  H12  SING N N 51 
# 
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 
BCZ SMILES           ACDLabs              10.04 O=C(O)C1CC(NC(=[N@H])N)C(C(NC(=O)C)C(CC)CC)C1O                                                                                                                                                  
BCZ InChI            InChI                1.02b InChI=1/C15H28N4O4/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)17)6-9(13(11)21)14(22)23/h8-13,21H,4-6H2,1-3H3,(H,18,20)(H,22,23)(H4,16,17,19)/t9-,10+,11+,12-,13+/m0/s1/f/h16,18-19,22H,17H2/b16-15+ 
BCZ InChIKey         InChI                1.02b XRQDFNLINLXZLB-GPFYJZCJDJ                                                                                                                                                                       
BCZ SMILES_CANONICAL CACTVS               3.341 CCC(CC)[C@H](NC(C)=O)[C@@H]1[C@H](O)[C@H](C[C@H]1NC(N)=N)C(O)=O                                                                                                                                 
BCZ SMILES           CACTVS               3.341 CCC(CC)[CH](NC(C)=O)[CH]1[CH](O)[CH](C[CH]1NC(N)=N)C(O)=O                                                                                                                                       
BCZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)[C@@H]([C@H]1[C@@H](C[C@@H]([C@H]1O)C(=O)O)NC(=N)N)NC(=O)C                                                                                                                               
BCZ SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)C(C1C(CC(C1O)C(=O)O)NC(=N)N)NC(=O)C                                                                                                                                                      
# 
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 
BCZ "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-carbamimidamido-2-hydroxycyclopentanecarboxylic acid"  
BCZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2S,3R,4R)-3-[(1S)-1-acetamido-2-ethyl-butyl]-4-carbamimidamido-2-hydroxy-cyclopentane-1-carboxylic acid" 
# 
