data_GBV
#

_chem_comp.id                                   GBV
_chem_comp.name                                 "N-(2-{4-[(2,4-dioxo-3,4-dihydro-2H-1lambda~4~,3-thiazol-5-yl)methyl]phenoxy}ethyl)-5-[(3R)-1,2-dithiolan-3-yl]pentanamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H26 N2 O4 S3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-05-18
_chem_comp.pdbx_modified_date                   2019-05-17
_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                       454.626
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GBV
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6DGQ
_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
GBV  C17  C1   C  0  1  N  N  N  17.069  60.994  10.656    0.280  -2.135   0.987  C17  GBV   1  
GBV  C21  C2   C  0  1  N  N  N  16.374  64.572   9.460    3.605  -0.441   0.133  C21  GBV   2  
GBV  C22  C3   C  0  1  N  N  N  17.358  65.712   9.171    4.948  -1.122  -0.139  C22  GBV   3  
GBV  C24  C4   C  0  1  N  N  N  16.493  67.899   8.283    7.350  -0.740  -0.710  C24  GBV   4  
GBV  C26  C5   C  0  1  N  N  N  17.259  70.579   8.693    9.715  -0.357  -1.402  C26  GBV   5  
GBV  C01  C6   C  0  1  Y  N  N  16.786  61.813  15.257   -4.401   1.191  -0.897  C01  GBV   6  
GBV  C02  C7   C  0  1  Y  N  N  17.035  61.354  13.984   -3.195   0.522  -0.972  C02  GBV   7  
GBV  C03  C8   C  0  1  Y  N  N  18.254  60.765  13.733   -2.699  -0.138   0.143  C03  GBV   8  
GBV  C04  C9   C  0  1  Y  N  N  19.245  60.630  14.694   -3.416  -0.125   1.330  C04  GBV   9  
GBV  C05  C10  C  0  1  Y  N  N  18.977  61.087  15.974   -4.622   0.544   1.400  C05  GBV  10  
GBV  C06  C11  C  0  1  Y  N  N  17.751  61.683  16.237   -5.114   1.202   0.288  C06  GBV  11  
GBV  C07  C12  C  0  1  N  N  N  17.403  62.243  17.606   -6.427   1.938   0.369  C07  GBV  12  
GBV  C08  C13  C  0  1  N  N  N  18.599  62.799  18.360   -7.550   1.005  -0.005  C08  GBV  13  
GBV  C09  C14  C  0  1  N  N  N  18.659  62.871  19.756   -8.906   1.318  -0.049  C09  GBV  14  
GBV  C12  C15  C  0  1  N  N  N  20.701  63.733  19.335   -9.134  -0.827  -0.680  C12  GBV  15  
GBV  C16  C16  C  0  1  N  N  N  18.224  61.366  11.572   -1.062  -1.454   1.258  C16  GBV  16  
GBV  C19  C17  C  0  1  N  N  N  17.132  63.278   9.744    2.562  -1.487   0.428  C19  GBV  17  
GBV  C23  C18  C  0  1  N  N  N  16.745  67.059   9.525    6.007  -0.059  -0.439  C23  GBV  18  
GBV  C25  C19  C  0  1  N  N  R  17.584  68.741   8.045    8.410   0.322  -1.010  C25  GBV  19  
GBV  C27  C20  C  0  1  N  N  N  18.338  71.493   7.944   10.940  -0.143  -0.510  C27  GBV  20  
GBV  N11  N1   N  0  1  N  N  N  19.814  63.371  20.258   -9.740   0.348  -0.405  N11  GBV  21  
GBV  N18  N2   N  0  1  N  N  N  16.374  62.222  10.360    1.295  -1.118   0.699  N18  GBV  22  
GBV  O10  O1   O  0  1  N  N  N  17.606  62.452  20.560   -9.311   2.433   0.229  O10  GBV  23  
GBV  O13  O2   O  0  1  N  N  N  21.943  64.268  19.628   -9.650  -1.868  -1.026  O13  GBV  24  
GBV  O15  O3   O  0  1  N  N  N  18.442  60.316  12.448   -1.512  -0.797   0.072  O15  GBV  25  
GBV  O20  O4   O  0  1  N  N  N  18.292  63.125   9.478    2.863  -2.662   0.422  O20  GBV  26  
GBV  S14  S1   S  0  1  N  N  N  20.059  63.459  17.790   -7.411  -0.495  -0.425  S14  GBV  27  
GBV  S28  S2   S  0  1  N  N  N  18.936  70.516   6.505   10.740   1.535   0.227  S28  GBV  28  
GBV  S29  S3   S  0  1  N  N  N  17.816  68.948   6.535    8.686   1.351   0.484  S29  GBV  29  
GBV  H1   H1   H  0  1  N  N  N  16.395  60.287  11.162    0.580  -2.710   1.863  H1   GBV  30  
GBV  H2   H2   H  0  1  N  N  N  17.449  60.539   9.730    0.183  -2.803   0.130  H2   GBV  31  
GBV  H3   H3   H  0  1  N  N  N  15.762  64.834  10.336    3.703   0.227   0.989  H3   GBV  32  
GBV  H4   H4   H  0  1  N  N  N  15.721  64.426   8.587    3.306   0.134  -0.743  H4   GBV  33  
GBV  H5   H5   H  0  1  N  N  N  18.269  65.562   9.769    5.248  -1.696   0.738  H5   GBV  34  
GBV  H6   H6   H  0  1  N  N  N  17.616  65.703   8.102    4.850  -1.789  -0.995  H6   GBV  35  
GBV  H7   H7   H  0  1  N  N  N  15.589  68.508   8.432    7.650  -1.315   0.166  H7   GBV  36  
GBV  H8   H8   H  0  1  N  N  N  16.349  67.235   7.418    7.253  -1.408  -1.567  H8   GBV  37  
GBV  H9   H9   H  0  1  N  N  N  17.399  70.633   9.783    9.527  -1.429  -1.454  H9   GBV  38  
GBV  H10  H10  H  0  1  N  N  N  16.239  70.902   8.438    9.974  -0.022  -2.406  H10  GBV  39  
GBV  H12  H12  H  0  1  N  N  N  15.838  62.274  15.490   -4.786   1.709  -1.763  H12  GBV  40  
GBV  H13  H13  H  0  1  N  N  N  16.295  61.453  13.204   -2.638   0.513  -1.897  H13  GBV  41  
GBV  H14  H14  H  0  1  N  N  N  20.197  60.182  14.452   -3.032  -0.639   2.199  H14  GBV  42  
GBV  H15  H15  H  0  1  N  N  N  19.713  60.981  16.758   -5.181   0.555   2.324  H15  GBV  43  
GBV  H16  H16  H  0  1  N  N  N  16.669  63.052  17.474   -6.579   2.299   1.386  H16  GBV  44  
GBV  H17  H17  H  0  1  N  N  N  16.957  61.437  18.208   -6.413   2.783  -0.319  H17  GBV  45  
GBV  H18  H18  H  0  1  N  N  N  19.130  61.545  10.974   -1.796  -2.203   1.559  H18  GBV  46  
GBV  H19  H19  H  0  1  N  N  N  17.972  62.275  12.137   -0.943  -0.722   2.057  H19  GBV  47  
GBV  H20  H20  H  0  1  N  N  N  17.433  67.601  10.190    5.708   0.516  -1.315  H20  GBV  48  
GBV  H21  H21  H  0  1  N  N  N  15.789  66.892  10.044    6.105   0.608   0.418  H21  GBV  49  
GBV  H22  H22  H  0  1  N  N  N  18.506  68.402   8.539    8.068   0.956  -1.829  H22  GBV  50  
GBV  H24  H24  H  0  1  N  N  N  19.174  71.726   8.620   10.969  -0.897   0.276  H24  GBV  51  
GBV  H25  H25  H  0  1  N  N  N  17.872  72.429   7.601   11.851  -0.186  -1.106  H25  GBV  52  
GBV  H26  H26  H  0  1  N  N  N  19.985  63.460  21.239  -10.700   0.472  -0.463  H26  GBV  53  
GBV  H27  H27  H  0  1  N  N  N  15.404  62.335  10.574    1.054  -0.178   0.704  H27  GBV  54  
GBV  H11  H11  H  0  1  N  N  N  20.759  62.616  17.091   -6.928  -0.416  -1.678  H11  GBV  55  
#   #
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
GBV  S28  S29  SING  N  N   1  
GBV  S28  C27  SING  N  N   2  
GBV  S29  C25  SING  N  N   3  
GBV  C27  C26  SING  N  N   4  
GBV  C25  C24  SING  N  N   5  
GBV  C24  C23  SING  N  N   6  
GBV  C22  C21  SING  N  N   7  
GBV  C22  C23  SING  N  N   8  
GBV  C21  C19  SING  N  N   9  
GBV  O20  C19  DOUB  N  N  10  
GBV  C19  N18  SING  N  N  11  
GBV  N18  C17  SING  N  N  12  
GBV  C17  C16  SING  N  N  13  
GBV  C16  O15  SING  N  N  14  
GBV  O15  C03  SING  N  N  15  
GBV  C03  C02  DOUB  Y  N  16  
GBV  C03  C04  SING  Y  N  17  
GBV  C02  C01  SING  Y  N  18  
GBV  C04  C05  DOUB  Y  N  19  
GBV  C01  C06  DOUB  Y  N  20  
GBV  C05  C06  SING  Y  N  21  
GBV  C06  C07  SING  N  N  22  
GBV  C07  C08  SING  N  N  23  
GBV  S14  C08  DOUB  N  N  24  
GBV  S14  C12  SING  N  N  25  
GBV  C08  C09  SING  N  N  26  
GBV  C12  O13  DOUB  N  N  27  
GBV  C12  N11  SING  N  N  28  
GBV  C09  N11  SING  N  N  29  
GBV  C09  O10  DOUB  N  N  30  
GBV  C17  H1   SING  N  N  31  
GBV  C17  H2   SING  N  N  32  
GBV  C21  H3   SING  N  N  33  
GBV  C21  H4   SING  N  N  34  
GBV  C22  H5   SING  N  N  35  
GBV  C22  H6   SING  N  N  36  
GBV  C24  H7   SING  N  N  37  
GBV  C24  H8   SING  N  N  38  
GBV  C26  H9   SING  N  N  39  
GBV  C26  H10  SING  N  N  40  
GBV  C01  H12  SING  N  N  41  
GBV  C02  H13  SING  N  N  42  
GBV  C04  H14  SING  N  N  43  
GBV  C05  H15  SING  N  N  44  
GBV  C07  H16  SING  N  N  45  
GBV  C07  H17  SING  N  N  46  
GBV  C16  H18  SING  N  N  47  
GBV  C16  H19  SING  N  N  48  
GBV  C23  H20  SING  N  N  49  
GBV  C23  H21  SING  N  N  50  
GBV  C25  H22  SING  N  N  51  
GBV  C27  H24  SING  N  N  52  
GBV  C27  H25  SING  N  N  53  
GBV  N11  H26  SING  N  N  54  
GBV  N18  H27  SING  N  N  55  
GBV  C26  C25  SING  N  N  56  
GBV  S14  H11  SING  N  N  57  
#   #
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
GBV  SMILES            ACDLabs               12.01  "C(COc1ccc(cc1)CC=2C(NC(=O)S=2)=O)NC(CCCCC3CCSS3)=O"  
GBV  InChI             InChI                 1.03   "InChI=1S/C20H26N2O4S3/c23-18(4-2-1-3-16-9-12-27-29-16)21-10-11-26-15-7-5-14(6-8-15)13-17-19(24)22-20(25)28-17/h5-8,16,28H,1-4,9-13H2,(H,21,23)(H,22,24,25)/t16-/m1/s1"  
GBV  InChIKey          InChI                 1.03   XXBJESQNBILSML-MRXNPFEDSA-N  
GBV  SMILES_CANONICAL  CACTVS                3.385  "O=C(CCCC[C@@H]1CCSS1)NCCOc2ccc(CC3=[SH]C(=O)NC3=O)cc2"  
GBV  SMILES            CACTVS                3.385  "O=C(CCCC[CH]1CCSS1)NCCOc2ccc(CC3=[SH]C(=O)NC3=O)cc2"  
GBV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1cc(ccc1CC2=SC(=O)NC2=O)OCCNC(=O)CCCCC3CCSS3"  
GBV  SMILES            "OpenEye OEToolkits"  2.0.6  "c1cc(ccc1CC2=SC(=O)NC2=O)OCCNC(=O)CCCCC3CCSS3"  
#   #
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
GBV  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(2-{4-[(2,4-dioxo-3,4-dihydro-2H-1lambda~4~,3-thiazol-5-yl)methyl]phenoxy}ethyl)-5-[(3R)-1,2-dithiolan-3-yl]pentanamide"  
GBV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "~{N}-[2-[4-[[2,4-bis(oxidanylidene)-1,3-thiazol-5-yl]methyl]phenoxy]ethyl]-5-(1,2-dithiolan-3-yl)pentanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GBV  "Create component"  2018-05-18  RCSB  
GBV  "Initial release"   2019-05-22  RCSB  
##
