data_GBZ
# 
_chem_comp.id                                    GBZ 
_chem_comp.name                                  "(2~{S})-2-[[(2~{S})-6-[2-[(6-fluoranylpyridin-3-yl)carbonylamino]ethyl-phenyl-amino]-1-oxidanyl-1,6-bis(oxidanylidene)hexan-2-yl]carbamoylamino]pentanedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H30 F N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-09-12 
_chem_comp.pdbx_modified_date                    2018-11-30 
_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                        575.543 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GBZ 
_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        6HKZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GBZ OBN O1  O 0 1 N N N 13.870 49.359 41.299 8.550  2.959  -3.073 OBN GBZ 1  
GBZ CBA C1  C 0 1 N N N 13.956 48.127 41.049 7.693  3.372  -2.126 CBA GBZ 2  
GBZ OBO O2  O 0 1 N N N 13.164 47.484 40.312 7.357  4.532  -2.080 OBO GBZ 3  
GBZ CAZ C2  C 0 1 N N N 15.149 47.404 41.690 7.150  2.390  -1.121 CAZ GBZ 4  
GBZ CAY C3  C 0 1 N N N 14.882 45.901 41.823 6.203  3.114  -0.161 CAY GBZ 5  
GBZ CAW C4  C 0 1 N N S 16.212 45.136 42.195 5.652  2.116  0.860  CAW GBZ 6  
GBZ CAX C5  C 0 1 N N N 17.214 45.249 40.994 4.817  2.849  1.878  CAX GBZ 7  
GBZ OBG O3  O 0 1 N N N 17.141 44.428 40.061 3.650  2.571  2.016  OBG GBZ 8  
GBZ OBF O4  O 0 1 N N N 18.021 46.201 41.034 5.371  3.812  2.632  OBF GBZ 9  
GBZ NAV N1  N 0 1 N N N 16.937 45.715 43.328 4.823  1.122  0.173  NAV GBZ 10 
GBZ CAU C6  C 0 1 N N N 18.148 45.258 43.703 4.645  -0.098 0.716  CAU GBZ 11 
GBZ OBE O5  O 0 1 N N N 18.536 44.180 43.265 5.173  -0.375 1.776  OBE GBZ 12 
GBZ N   N2  N 0 1 N N N 18.866 46.051 44.550 3.883  -1.012 0.085  N   GBZ 13 
GBZ CA  C7  C 0 1 N N S 20.143 45.697 45.235 3.690  -2.339 0.675  CA  GBZ 14 
GBZ C   C8  C 0 1 N N N 20.295 46.421 46.597 4.836  -3.236 0.282  C   GBZ 15 
GBZ OXT O6  O 0 1 N N N 19.809 47.581 46.711 5.722  -2.810 -0.420 OXT GBZ 16 
GBZ O   O7  O 0 1 N N N 20.968 45.807 47.462 4.871  -4.507 0.711  O   GBZ 17 
GBZ CB  C9  C 0 1 N N N 21.394 46.026 44.437 2.376  -2.938 0.167  CB  GBZ 18 
GBZ CAP C10 C 0 1 N N N 21.518 47.521 44.146 1.203  -2.095 0.672  CAP GBZ 19 
GBZ CAO C11 C 0 1 N N N 22.706 47.687 43.144 -0.110 -2.694 0.164  CAO GBZ 20 
GBZ CAN C12 C 0 1 N N N 24.069 47.690 43.930 -1.266 -1.864 0.662  CAN GBZ 21 
GBZ OBB O8  O 0 1 N N N 24.037 47.464 45.125 -1.057 -0.837 1.273  OBB GBZ 22 
GBZ NAM N3  N 0 1 N N N 25.277 47.880 43.292 -2.532 -2.263 0.428  NAM GBZ 23 
GBZ CBJ C13 C 0 1 Y N N 25.325 47.997 41.937 -2.774 -3.500 -0.179 CBJ GBZ 24 
GBZ CBH C14 C 0 1 Y N N 25.163 46.843 41.163 -3.385 -4.520 0.539  CBH GBZ 25 
GBZ CBI C15 C 0 1 Y N N 25.187 46.896 39.766 -3.623 -5.740 -0.064 CBI GBZ 26 
GBZ CBK C16 C 0 1 Y N N 25.372 48.119 39.125 -3.254 -5.946 -1.380 CBK GBZ 27 
GBZ CBM C17 C 0 1 Y N N 25.533 49.274 39.882 -2.646 -4.933 -2.098 CBM GBZ 28 
GBZ CBL C18 C 0 1 Y N N 25.509 49.211 41.281 -2.411 -3.709 -1.503 CBL GBZ 29 
GBZ CAL C19 C 0 1 N N N 26.493 47.788 44.108 -3.654 -1.402 0.810  CAL GBZ 30 
GBZ CAJ C20 C 0 1 N N N 27.254 49.083 44.107 -4.003 -0.473 -0.354 CAJ GBZ 31 
GBZ NAI N4  N 0 1 N N N 26.701 50.087 45.058 -5.125 0.388  0.028  NAI GBZ 32 
GBZ CAH C21 C 0 1 N N N 26.391 51.311 44.580 -5.608 1.293  -0.846 CAH GBZ 33 
GBZ OAK O9  O 0 1 N N N 26.485 51.606 43.390 -5.112 1.395  -1.952 OAK GBZ 34 
GBZ CAE C22 C 0 1 Y N N 25.985 52.324 45.436 -6.739 2.161  -0.461 CAE GBZ 35 
GBZ CAD C23 C 0 1 Y N N 24.950 53.157 44.986 -7.253 3.102  -1.363 CAD GBZ 36 
GBZ CAC C24 C 0 1 Y N N 24.522 54.225 45.767 -8.312 3.891  -0.955 CAC GBZ 37 
GBZ CAA C25 C 0 1 Y N N 25.149 54.480 46.987 -8.828 3.727  0.322  CAA GBZ 38 
GBZ FAB F1  F 0 1 N N N 24.695 55.523 47.701 -9.863 4.495  0.725  FAB GBZ 39 
GBZ NAG N5  N 0 1 Y N N 26.176 53.699 47.430 -8.321 2.831  1.151  NAG GBZ 40 
GBZ CAF C26 C 0 1 Y N N 26.634 52.601 46.651 -7.316 2.054  0.805  CAF GBZ 41 
GBZ H1  H1  H 0 1 N N N 13.118 49.723 40.846 8.871  3.625  -3.696 H1  GBZ 42 
GBZ H2  H2  H 0 1 N N N 16.040 47.556 41.062 6.607  1.601  -1.641 H2  GBZ 43 
GBZ H3  H3  H 0 1 N N N 15.329 47.826 42.690 7.975  1.953  -0.557 H3  GBZ 44 
GBZ H4  H4  H 0 1 N N N 14.135 45.734 42.613 6.746  3.903  0.359  H4  GBZ 45 
GBZ H5  H5  H 0 1 N N N 14.497 45.515 40.867 5.378  3.550  -0.724 H5  GBZ 46 
GBZ H6  H6  H 0 1 N N N 15.981 44.076 42.379 6.479  1.615  1.362  H6  GBZ 47 
GBZ H7  H7  H 0 1 N N N 18.558 46.194 40.251 4.796  4.254  3.271  H7  GBZ 48 
GBZ H8  H8  H 0 1 N N N 16.522 46.469 43.837 4.401  1.343  -0.672 H8  GBZ 49 
GBZ H9  H9  H 0 1 N N N 18.498 46.963 44.730 3.461  -0.792 -0.761 H9  GBZ 50 
GBZ H10 H10 H 0 1 N N N 20.141 44.615 45.432 3.653  -2.252 1.761  H10 GBZ 51 
GBZ H11 H11 H 0 1 N N N 21.063 46.351 48.235 5.626  -5.043 0.432  H11 GBZ 52 
GBZ H12 H12 H 0 1 N N N 21.358 45.481 43.482 2.377  -2.943 -0.923 H12 GBZ 53 
GBZ H13 H13 H 0 1 N N N 22.275 45.703 45.011 2.276  -3.959 0.535  H13 GBZ 54 
GBZ H14 H14 H 0 1 N N N 21.726 48.072 45.075 1.202  -2.090 1.762  H14 GBZ 55 
GBZ H15 H15 H 0 1 N N N 20.588 47.898 43.697 1.304  -1.074 0.304  H15 GBZ 56 
GBZ H16 H16 H 0 1 N N N 22.596 48.637 42.601 -0.109 -2.699 -0.926 H16 GBZ 57 
GBZ H17 H17 H 0 1 N N N 22.699 46.852 42.428 -0.211 -3.715 0.532  H17 GBZ 58 
GBZ H18 H18 H 0 1 N N N 25.017 45.892 41.654 -3.672 -4.360 1.567  H18 GBZ 59 
GBZ H19 H19 H 0 1 N N N 25.063 45.993 39.187 -4.097 -6.534 0.494  H19 GBZ 60 
GBZ H20 H20 H 0 1 N N N 25.390 48.170 38.046 -3.441 -6.901 -1.849 H20 GBZ 61 
GBZ H21 H21 H 0 1 N N N 25.677 50.224 39.389 -2.358 -5.097 -3.126 H21 GBZ 62 
GBZ H22 H22 H 0 1 N N N 25.635 50.115 41.858 -1.936 -2.917 -2.064 H22 GBZ 63 
GBZ H23 H23 H 0 1 N N N 26.212 47.539 45.142 -4.518 -2.019 1.055  H23 GBZ 64 
GBZ H24 H24 H 0 1 N N N 27.137 46.994 43.702 -3.375 -0.806 1.679  H24 GBZ 65 
GBZ H25 H25 H 0 1 N N N 28.298 48.876 44.385 -3.138 0.144  -0.599 H25 GBZ 66 
GBZ H26 H26 H 0 1 N N N 27.222 49.507 43.093 -4.282 -1.069 -1.223 H26 GBZ 67 
GBZ H27 H27 H 0 1 N N N 26.563 49.861 46.022 -5.520 0.307  0.910  H27 GBZ 68 
GBZ H28 H28 H 0 1 N N N 24.484 52.968 44.030 -6.832 3.209  -2.352 H28 GBZ 69 
GBZ H29 H29 H 0 1 N N N 23.710 54.853 45.431 -8.734 4.627  -1.624 H29 GBZ 70 
GBZ H30 H30 H 0 1 N N N 27.462 51.994 46.986 -6.932 1.330  1.508  H30 GBZ 71 
# 
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 
GBZ CBK CBI DOUB Y N 1  
GBZ CBK CBM SING Y N 2  
GBZ CBI CBH SING Y N 3  
GBZ CBM CBL DOUB Y N 4  
GBZ OBG CAX DOUB N N 5  
GBZ OBO CBA DOUB N N 6  
GBZ CAX OBF SING N N 7  
GBZ CAX CAW SING N N 8  
GBZ CBA OBN SING N N 9  
GBZ CBA CAZ SING N N 10 
GBZ CBH CBJ DOUB Y N 11 
GBZ CBL CBJ SING Y N 12 
GBZ CAZ CAY SING N N 13 
GBZ CAY CAW SING N N 14 
GBZ CBJ NAM SING N N 15 
GBZ CAW NAV SING N N 16 
GBZ CAO CAN SING N N 17 
GBZ CAO CAP SING N N 18 
GBZ OBE CAU DOUB N N 19 
GBZ NAM CAN SING N N 20 
GBZ NAM CAL SING N N 21 
GBZ NAV CAU SING N N 22 
GBZ OAK CAH DOUB N N 23 
GBZ CAU N   SING N N 24 
GBZ CAN OBB DOUB N N 25 
GBZ CAJ CAL SING N N 26 
GBZ CAJ NAI SING N N 27 
GBZ CAP CB  SING N N 28 
GBZ CB  CA  SING N N 29 
GBZ N   CA  SING N N 30 
GBZ CAH NAI SING N N 31 
GBZ CAH CAE SING N N 32 
GBZ CAD CAE DOUB Y N 33 
GBZ CAD CAC SING Y N 34 
GBZ CA  C   SING N N 35 
GBZ CAE CAF SING Y N 36 
GBZ CAC CAA DOUB Y N 37 
GBZ C   OXT DOUB N N 38 
GBZ C   O   SING N N 39 
GBZ CAF NAG DOUB Y N 40 
GBZ CAA NAG SING Y N 41 
GBZ CAA FAB SING N N 42 
GBZ OBN H1  SING N N 43 
GBZ CAZ H2  SING N N 44 
GBZ CAZ H3  SING N N 45 
GBZ CAY H4  SING N N 46 
GBZ CAY H5  SING N N 47 
GBZ CAW H6  SING N N 48 
GBZ OBF H7  SING N N 49 
GBZ NAV H8  SING N N 50 
GBZ N   H9  SING N N 51 
GBZ CA  H10 SING N N 52 
GBZ O   H11 SING N N 53 
GBZ CB  H12 SING N N 54 
GBZ CB  H13 SING N N 55 
GBZ CAP H14 SING N N 56 
GBZ CAP H15 SING N N 57 
GBZ CAO H16 SING N N 58 
GBZ CAO H17 SING N N 59 
GBZ CBH H18 SING N N 60 
GBZ CBI H19 SING N N 61 
GBZ CBK H20 SING N N 62 
GBZ CBM H21 SING N N 63 
GBZ CBL H22 SING N N 64 
GBZ CAL H23 SING N N 65 
GBZ CAL H24 SING N N 66 
GBZ CAJ H25 SING N N 67 
GBZ CAJ H26 SING N N 68 
GBZ NAI H27 SING N N 69 
GBZ CAD H28 SING N N 70 
GBZ CAC H29 SING N N 71 
GBZ CAF H30 SING N N 72 
# 
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 
GBZ InChI            InChI                1.03  
"InChI=1S/C26H30FN5O9/c27-20-11-9-16(15-29-20)23(36)28-13-14-32(17-5-2-1-3-6-17)21(33)8-4-7-18(24(37)38)30-26(41)31-19(25(39)40)10-12-22(34)35/h1-3,5-6,9,11,15,18-19H,4,7-8,10,12-14H2,(H,28,36)(H,34,35)(H,37,38)(H,39,40)(H2,30,31,41)/t18-,19-/m0/s1" 
GBZ InChIKey         InChI                1.03  AFDHXMJDHQVEHD-OALUTQOASA-N 
GBZ SMILES_CANONICAL CACTVS               3.385 "OC(=O)CC[C@H](NC(=O)N[C@@H](CCCC(=O)N(CCNC(=O)c1ccc(F)nc1)c2ccccc2)C(O)=O)C(O)=O" 
GBZ SMILES           CACTVS               3.385 "OC(=O)CC[CH](NC(=O)N[CH](CCCC(=O)N(CCNC(=O)c1ccc(F)nc1)c2ccccc2)C(O)=O)C(O)=O" 
GBZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)N(CCNC(=O)c2ccc(nc2)F)C(=O)CCC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O" 
GBZ SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)N(CCNC(=O)c2ccc(nc2)F)C(=O)CCCC(C(=O)O)NC(=O)NC(CCC(=O)O)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 
GBZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[(2~{S})-6-[2-[(6-fluoranylpyridin-3-yl)carbonylamino]ethyl-phenyl-amino]-1-oxidanyl-1,6-bis(oxidanylidene)hexan-2-yl]carbamoylamino]pentanedioic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GBZ "Create component" 2018-09-12 EBI  
GBZ "Initial release"  2018-12-05 RCSB 
# 
