data_GGA
# 
_chem_comp.id                                    GGA 
_chem_comp.name                                  D-GAMMA-GLUTAMYL-N-{[(R)-{4-[(4-AMINOBUTYL)AMINO]BUTYL}(PHOSPHONOOXY)PHOSPHORYL]METHYL}-D-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H37 N5 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-13 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        517.451 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GGA 
_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        2IOA 
_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 
GGA C1   C1   C 0 1 N N N -13.234 18.507 2.275   -7.384 2.477   -3.370 C1   GGA 1  
GGA O2   O2   O 0 1 N N N -14.456 18.563 2.896   -8.154 2.433   -4.320 O2   GGA 2  
GGA O4   O4   O 0 1 N N N -11.996 18.601 3.002   -7.703 1.997   -2.140 O4   GGA 3  
GGA C6   C6   C 0 1 N N R -13.003 18.386 0.774   -6.006 3.108   -3.391 C6   GGA 4  
GGA N8   N8   N 0 1 N N N -14.265 18.100 0.077   -6.098 4.267   -4.242 N8   GGA 5  
GGA C10  C10  C 0 1 N N N -12.003 17.274 0.561   -4.968 2.099   -3.889 C10  GGA 6  
GGA C12  C12  C 0 1 N N N -11.776 17.051 -0.915  -4.855 0.856   -3.005 C12  GGA 7  
GGA C14  C14  C 0 1 N N N -10.814 15.937 -1.090  -3.800 -0.132  -3.474 C14  GGA 8  
GGA O16  O16  O 0 1 N N N -10.312 15.372 -0.109  -3.118 0.039   -4.481 O16  GGA 9  
GGA N18  N18  N 0 1 N N N -10.537 15.546 -2.390  -3.730 -1.245  -2.645 N18  GGA 10 
GGA C20  C20  C 0 1 N N R -9.682  14.465 -2.793  -2.829 -2.342  -2.885 C20  GGA 11 
GGA C22  C22  C 0 1 N N N -9.832  13.107 -2.065  -3.476 -3.411  -3.752 C22  GGA 12 
GGA C24  C24  C 0 1 N N N -8.214  14.894 -2.861  -2.415 -2.913  -1.536 C24  GGA 13 
GGA O26  O26  O 0 1 N N N -8.059  16.110 -3.036  -3.167 -2.949  -0.564 O26  GGA 14 
GGA N30  N30  N 0 1 N N N -7.200  13.969 -2.793  -1.121 -3.414  -1.557 N30  GGA 15 
GGA C29  C29  C 0 1 N N N -5.832  14.299 -2.927  -0.499 -4.048  -0.416 C29  GGA 16 
GGA P34  P34  P 0 1 N N S -5.271  13.150 -3.964  -0.907 -5.778  -0.481 P34  GGA 17 
GGA C33  C33  C 0 1 N N N -6.309  12.924 -5.215  -0.238 -6.432  -1.994 C33  GGA 18 
GGA C35  C35  C 0 1 N N N -6.430  14.184 -6.068  -0.509 -7.917  -2.192 C35  GGA 19 
GGA C37  C37  C 0 1 N N N -7.449  13.986 -7.187  0.089  -8.445  -3.498 C37  GGA 20 
GGA C39  C39  C 0 1 N N N -6.880  14.173 -8.590  -0.165 -9.944  -3.652 C39  GGA 21 
GGA N44  N44  N 0 1 N N N -8.026  14.004 -9.496  0.418  -10.431 -4.897 N44  GGA 22 
GGA C43  C43  C 0 1 N N N -7.625  14.203 -10.882 0.193  -11.861 -5.052 C43  GGA 23 
GGA C45  C45  C 0 1 N N N -8.867  14.099 -11.784 0.804  -12.390 -6.344 C45  GGA 24 
GGA C47  C47  C 0 1 N N N -8.456  14.377 -13.237 0.595  -13.899 -6.506 C47  GGA 25 
GGA C49  C49  C 0 1 N N N -9.699  14.318 -14.133 1.188  -14.436 -7.805 C49  GGA 26 
GGA N54  N54  N 0 1 N N N -9.325  14.599 -15.523 1.010  -15.854 -7.945 N54  GGA 27 
GGA O56  O56  O 0 1 N N N -5.313  11.943 -3.401  -2.363 -6.076  -0.275 O56  GGA 28 
GGA O58  O58  O 0 1 N N N -3.865  13.412 -4.607  0.053  -6.405  0.658  O58  GGA 29 
GGA P60  P60  P 0 1 N N N -3.003  14.689 -4.349  0.062  -6.261  2.266  P60  GGA 30 
GGA O62  O62  O 0 1 N N N -3.707  15.942 -4.785  1.199  -7.312  2.730  O62  GGA 31 
GGA O64  O64  O 0 1 N N N -2.769  14.879 -3.036  -1.317 -6.981  2.705  O64  GGA 32 
GGA O66  O66  O 0 1 N N N -1.718  14.533 -5.121  0.239  -4.860  2.773  O66  GGA 33 
GGA HO4  HO4  H 0 1 N N N -12.179 18.702 3.929   -8.600 1.608   -2.062 HO4  GGA 34 
GGA H6   H6   H 0 1 N N N -12.617 19.331 0.363   -5.768 3.486   -2.391 H6   GGA 35 
GGA HN81 1HN8 H 0 0 N N N -15.007 18.035 0.744   -5.253 4.667   -4.616 HN81 GGA 36 
GGA HN82 2HN8 H 0 0 N N N -14.462 18.836 -0.570  -6.966 4.774   -4.284 HN82 GGA 37 
GGA H101 1H10 H 0 0 N N N -12.390 16.348 1.012   -5.232 1.778   -4.905 H101 GGA 38 
GGA H102 2H10 H 0 0 N N N -11.049 17.554 1.032   -3.986 2.584   -3.968 H102 GGA 39 
GGA H121 1H12 H 0 0 N N N -11.369 17.966 -1.369  -4.653 1.137   -1.965 H121 GGA 40 
GGA H122 2H12 H 0 0 N N N -12.729 16.801 -1.405  -5.816 0.326   -3.019 H122 GGA 41 
GGA HN18 HN18 H 0 0 N N N -10.976 16.069 -3.121  -4.343 -1.287  -1.833 HN18 GGA 42 
GGA H20  H20  H 0 1 N N N -10.062 14.243 -3.801  -1.951 -1.925  -3.391 H20  GGA 43 
GGA H221 1H22 H 0 0 N N N -9.868  12.295 -2.806  -4.354 -3.844  -3.259 H221 GGA 44 
GGA H222 2H22 H 0 0 N N N -8.974  12.954 -1.394  -2.778 -4.228  -3.962 H222 GGA 45 
GGA H223 3H22 H 0 0 N N N -10.762 13.107 -1.477  -3.807 -2.990  -4.708 H223 GGA 46 
GGA HN30 HN30 H 0 0 N N N -7.443  13.011 -2.641  -0.585 -3.331  -2.416 HN30 GGA 47 
GGA H291 1H29 H 0 0 N N N -5.309  14.263 -1.960  0.583  -3.890  -0.434 H291 GGA 48 
GGA H292 2H29 H 0 0 N N N -5.671  15.324 -3.293  -0.911 -3.585  0.484  H292 GGA 49 
GGA H331 1H33 H 0 0 N N N -7.301  12.670 -4.813  0.844  -6.264  -1.968 H331 GGA 50 
GGA H332 2H33 H 0 0 N N N -5.922  12.111 -5.847  -0.638 -5.852  -2.832 H332 GGA 51 
GGA H351 1H35 H 0 0 N N N -5.450  14.412 -6.512  -1.591 -8.091  -2.187 H351 GGA 52 
GGA H352 2H35 H 0 0 N N N -6.766  15.013 -5.428  -0.084 -8.471  -1.346 H352 GGA 53 
GGA H371 1H37 H 0 0 N N N -8.254  14.723 -7.047  -0.348 -7.910  -4.349 H371 GGA 54 
GGA H372 2H37 H 0 0 N N N -7.798  12.945 -7.120  1.168  -8.247  -3.511 H372 GGA 55 
GGA H391 1H39 H 0 0 N N N -6.100  13.427 -8.800  -1.242 -10.145 -3.661 H391 GGA 56 
GGA H392 2H39 H 0 0 N N N -6.404  15.157 -8.711  0.270  -10.492 -2.809 H392 GGA 57 
GGA HN44 HN44 H 0 0 N N N -8.729  14.675 -9.261  -0.006 -9.936  -5.681 HN44 GGA 58 
GGA H431 1H43 H 0 0 N N N -6.894  13.432 -11.169 -0.886 -12.043 -5.021 H431 GGA 59 
GGA H432 2H43 H 0 0 N N N -7.166  15.196 -10.996 0.647  -12.362 -4.192 H432 GGA 60 
GGA H451 1H45 H 0 0 N N N -9.618  14.837 -11.465 1.878  -12.169 -6.343 H451 GGA 61 
GGA H452 2H45 H 0 0 N N N -9.298  13.090 -11.707 0.362  -11.859 -7.196 H452 GGA 62 
GGA H471 1H47 H 0 0 N N N -7.729  13.620 -13.565 -0.475 -14.134 -6.466 H471 GGA 63 
GGA H472 2H47 H 0 0 N N N -7.998  15.374 -13.307 1.072  -14.419 -5.665 H472 GGA 64 
GGA H491 1H49 H 0 0 N N N -10.429 15.068 -13.793 2.265  -14.245 -7.832 H491 GGA 65 
GGA H492 2H49 H 0 0 N N N -10.142 13.313 -14.073 0.735  -13.953 -8.677 H492 GGA 66 
GGA H541 1H54 H 0 0 N N N -10.150 14.663 -16.084 1.281  -16.462 -7.187 H541 GGA 67 
GGA H542 2H54 H 0 0 N N N -8.825  15.464 -15.565 0.812  -16.239 -8.856 H542 GGA 68 
GGA HO62 HO62 H 0 0 N N N -3.856  16.501 -4.031  1.448  -7.355  3.678  HO62 GGA 69 
GGA HO64 HO64 H 0 0 N N N -1.832  14.924 -2.884  -1.590 -6.952  3.647  HO64 GGA 70 
# 
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 
GGA C1  C6   SING N N 1  
GGA C1  O2   DOUB N N 2  
GGA C1  O4   SING N N 3  
GGA O4  HO4  SING N N 4  
GGA C6  N8   SING N N 5  
GGA C6  C10  SING N N 6  
GGA C6  H6   SING N N 7  
GGA N8  HN81 SING N N 8  
GGA N8  HN82 SING N N 9  
GGA C10 C12  SING N N 10 
GGA C10 H101 SING N N 11 
GGA C10 H102 SING N N 12 
GGA C12 C14  SING N N 13 
GGA C12 H121 SING N N 14 
GGA C12 H122 SING N N 15 
GGA C14 N18  SING N N 16 
GGA C14 O16  DOUB N N 17 
GGA N18 C20  SING N N 18 
GGA N18 HN18 SING N N 19 
GGA C20 C24  SING N N 20 
GGA C20 C22  SING N N 21 
GGA C20 H20  SING N N 22 
GGA C22 H221 SING N N 23 
GGA C22 H222 SING N N 24 
GGA C22 H223 SING N N 25 
GGA C24 O26  DOUB N N 26 
GGA C24 N30  SING N N 27 
GGA N30 C29  SING N N 28 
GGA N30 HN30 SING N N 29 
GGA C29 P34  SING N N 30 
GGA C29 H291 SING N N 31 
GGA C29 H292 SING N N 32 
GGA P34 C33  SING N N 33 
GGA P34 O58  SING N N 34 
GGA P34 O56  DOUB N N 35 
GGA C33 C35  SING N N 36 
GGA C33 H331 SING N N 37 
GGA C33 H332 SING N N 38 
GGA C35 C37  SING N N 39 
GGA C35 H351 SING N N 40 
GGA C35 H352 SING N N 41 
GGA C37 C39  SING N N 42 
GGA C37 H371 SING N N 43 
GGA C37 H372 SING N N 44 
GGA C39 N44  SING N N 45 
GGA C39 H391 SING N N 46 
GGA C39 H392 SING N N 47 
GGA N44 C43  SING N N 48 
GGA N44 HN44 SING N N 49 
GGA C43 C45  SING N N 50 
GGA C43 H431 SING N N 51 
GGA C43 H432 SING N N 52 
GGA C45 C47  SING N N 53 
GGA C45 H451 SING N N 54 
GGA C45 H452 SING N N 55 
GGA C47 C49  SING N N 56 
GGA C47 H471 SING N N 57 
GGA C47 H472 SING N N 58 
GGA C49 N54  SING N N 59 
GGA C49 H491 SING N N 60 
GGA C49 H492 SING N N 61 
GGA N54 H541 SING N N 62 
GGA N54 H542 SING N N 63 
GGA O58 P60  SING N N 64 
GGA P60 O66  DOUB N N 65 
GGA P60 O62  SING N N 66 
GGA P60 O64  SING N N 67 
GGA O62 HO62 SING N N 68 
GGA O64 HO64 SING N N 69 
# 
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 
GGA SMILES           ACDLabs              10.04 O=P(OP(=O)(O)O)(CNC(=O)C(NC(=O)CCC(C(=O)O)N)C)CCCCNCCCCN 
GGA InChI            InChI                1.02b 
InChI=1/C17H37N5O9P2/c1-13(22-15(23)7-6-14(19)17(25)26)16(24)21-12-32(27,31-33(28,29)30)11-5-4-10-20-9-3-2-8-18/h13-14,20H,2-12,18-19H2,1H3,(H,21,24)(H,22,23)(H,25,26)(H2,28,29,30)/t13-,14-,32-/m1/s1/f/h21-22,25,28-29H 
GGA InChIKey         InChI                1.02b GBZVPDJOUXPMNB-YPENRNNGDP 
GGA SMILES_CANONICAL CACTVS               3.341 C[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(=O)NC[P@@](=O)(CCCCNCCCCN)O[P](O)(O)=O 
GGA SMILES           CACTVS               3.341 C[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NC[P](=O)(CCCCNCCCCN)O[P](O)(O)=O 
GGA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](C(=O)NC[P@@](=O)(CCCCNCCCCN)OP(=O)(O)O)NC(=O)CC[C@H](C(=O)O)N 
GGA SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)NCP(=O)(CCCCNCCCCN)OP(=O)(O)O)NC(=O)CCC(C(=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 
GGA "SYSTEMATIC NAME" ACDLabs              10.04 D-gamma-glutamyl-N-{[(R)-{4-[(4-aminobutyl)amino]butyl}(phosphonooxy)phosphoryl]methyl}-D-alaninamide                                     
GGA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-5-[[(2R)-1-[[4-(4-aminobutylamino)butyl-phosphonooxy-phosphoryl]methylamino]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
