data_DGQ
#

_chem_comp.id                                   DGQ
_chem_comp.name                                 "(S)-2-(3-((S)-1-carboxy-5-(1,2-dicarba-closo-dodecarboranylamido) pentyl)ureido)pentanedioic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H31 B10 N3 O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        DCCBL
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-04-08
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       489.532
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    DGQ
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  Y
_chem_comp.pdbx_model_coordinates_db_code       4OME
_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
DGQ  B1   B1   B  0  1  N  N  N  27.579  51.004  41.193  ?  ?  ?  B1   DGQ   1  
DGQ  B2   B2   B  0  1  N  N  N  26.319  50.563  42.266  ?  ?  ?  B2   DGQ   2  
DGQ  B3   B3   B  0  1  N  N  N  24.994  50.037  41.252  ?  ?  ?  B3   DGQ   3  
DGQ  B4   B4   B  0  1  N  N  N  25.506  48.651  40.291  ?  ?  ?  B4   DGQ   4  
DGQ  B5   B5   B  0  1  N  N  N  25.488  50.250  39.592  ?  ?  ?  B5   DGQ   5  
DGQ  B6   B6   B  0  1  N  N  N  25.983  51.416  40.786  ?  ?  ?  B6   DGQ   6  
DGQ  B7   B7   B  0  1  N  N  N  27.111  50.886  39.555  ?  ?  ?  B7   DGQ   7  
DGQ  B8   B8   B  0  1  N  N  N  26.827  49.179  39.273  ?  ?  ?  B8   DGQ   8  
DGQ  B9   B9   B  0  1  N  N  N  27.166  48.310  40.739  ?  ?  ?  B9   DGQ   9  
DGQ  CA   CA   C  0  1  N  N  N  27.677  49.477  41.942  ?  ?  ?  CA   DGQ  10  
DGQ  NA   NA   N  0  1  N  N  N  25.358  46.578  42.644  ?  ?  ?  NA   DGQ  11  
DGQ  OA   OA   O  0  1  N  N  N  25.463  48.259  44.187  ?  ?  ?  OA   DGQ  12  
DGQ  CB   CB   C  0  1  N  N  N  26.065  48.881  41.914  ?  ?  ?  CB   DGQ  13  
DGQ  NB   NB   N  0  1  N  N  N  18.725  45.541  43.465  ?  ?  ?  NB   DGQ  14  
DGQ  OB   OB   O  0  1  N  N  N  19.664  47.016  45.508  ?  ?  ?  OB   DGQ  15  
DGQ  CC   CC   C  0  1  N  N  N  25.619  47.938  43.007  ?  ?  ?  CC   DGQ  16  
DGQ  NC   NC   N  0  1  N  N  N  16.706  45.102  42.246  ?  ?  ?  NC   DGQ  17  
DGQ  OC   OC   O  0  1  N  N  N  20.829  45.142  46.142  ?  ?  ?  OC   DGQ  18  
DGQ  CD   CD   C  0  1  N  N  N  24.032  46.328  42.105  ?  ?  ?  CD   DGQ  19  
DGQ  OD   OD   O  0  1  N  N  N  18.539  43.660  42.127  ?  ?  ?  OD   DGQ  20  
DGQ  CE   CE   C  0  1  N  N  N  23.146  45.806  43.131  ?  ?  ?  CE   DGQ  21  
DGQ  OE   OE   O  0  1  N  N  N  13.838  48.826  40.104  ?  ?  ?  OE   DGQ  22  
DGQ  CF   CF   C  0  1  N  N  N  21.987  46.666  43.187  ?  ?  ?  CF   DGQ  23  
DGQ  OF   OF   O  0  1  N  N  N  13.116  47.001  39.153  ?  ?  ?  OF   DGQ  24  
DGQ  CG   CG   C  0  1  N  N  N  20.854  45.845  42.831  ?  ?  ?  CG   DGQ  25  
DGQ  OG   OG   O  0  1  N  N  N  17.047  43.899  38.846  ?  ?  ?  OG   DGQ  26  
DGQ  CH   CH   C  0  1  N  N  S  20.072  45.221  43.898  ?  ?  ?  CH   DGQ  27  
DGQ  OH   OH   O  0  1  N  N  N  18.025  45.668  39.883  ?  ?  ?  OH   DGQ  28  
DGQ  CI   CI   C  0  1  N  N  N  20.224  45.770  45.253  ?  ?  ?  CI   DGQ  29  
DGQ  CJ   CJ   C  0  1  N  N  N  18.032  44.694  42.572  ?  ?  ?  CJ   DGQ  30  
DGQ  CK   CK   C  0  1  N  N  S  16.143  44.611  40.979  ?  ?  ?  CK   DGQ  31  
DGQ  CL   CL   C  0  1  N  N  N  14.859  45.326  40.666  ?  ?  ?  CL   DGQ  32  
DGQ  CM   CM   C  0  1  N  N  N  17.149  44.779  39.911  ?  ?  ?  CM   DGQ  33  
DGQ  CN   CN   C  0  1  N  N  N  15.076  46.794  40.575  ?  ?  ?  CN   DGQ  34  
DGQ  CO   CO   C  0  1  N  N  N  13.939  47.497  39.918  ?  ?  ?  CO   DGQ  35  
DGQ  B10  B10  B  0  1  N  N  N  28.158  49.682  40.281  ?  ?  ?  B10  DGQ  36  
DGQ  HNA  HNA  H  0  1  N  N  N  26.038  45.853  42.753  ?  ?  ?  HNA  DGQ  37  
DGQ  HNB  HNB  H  0  1  N  N  N  18.282  46.371  43.803  ?  ?  ?  HNB  DGQ  38  
DGQ  HNC  HNC  H  0  1  N  N  N  16.180  45.697  42.853  ?  ?  ?  HNC  DGQ  39  
DGQ  HD   HD   H  0  1  N  N  N  23.618  47.270  41.716  ?  ?  ?  HD   DGQ  40  
DGQ  HDA  HDA  H  0  1  N  N  N  24.108  45.596  41.288  ?  ?  ?  HDA  DGQ  41  
DGQ  HE   HE   H  0  1  N  N  N  22.840  44.781  42.876  ?  ?  ?  HE   DGQ  42  
DGQ  HEA  HEA  H  0  1  N  N  N  23.659  45.804  44.104  ?  ?  ?  HEA  DGQ  43  
DGQ  HF   HF   H  0  1  N  N  N  21.861  47.069  44.203  ?  ?  ?  HF   DGQ  44  
DGQ  HFA  HFA  H  0  1  N  N  N  22.094  47.496  42.474  ?  ?  ?  HFA  DGQ  45  
DGQ  HG   HG   H  0  1  N  N  N  20.165  46.478  42.253  ?  ?  ?  HG   DGQ  46  
DGQ  HGA  HGA  H  0  1  N  N  N  21.231  45.034  42.190  ?  ?  ?  HGA  DGQ  47  
DGQ  HH   HH   H  0  1  N  N  N  20.230  44.132  43.905  ?  ?  ?  HH   DGQ  48  
DGQ  HK   HK   H  0  1  N  N  N  15.922  43.539  41.085  ?  ?  ?  HK   DGQ  49  
DGQ  HL   HL   H  0  1  N  N  N  14.468  44.960  39.705  ?  ?  ?  HL   DGQ  50  
DGQ  HLA  HLA  H  0  1  N  N  N  14.129  45.119  41.462  ?  ?  ?  HLA  DGQ  51  
DGQ  HN   HN   H  0  1  N  N  N  15.200  47.196  41.591  ?  ?  ?  HN   DGQ  52  
DGQ  HND  HND  H  0  1  N  N  N  15.990  46.980  39.993  ?  ?  ?  HND  DGQ  53  
DGQ  HOB  HOB  H  0  1  N  N  N  19.827  47.258  46.412  ?  ?  ?  HOB  DGQ  54  
DGQ  HOE  HOE  H  0  1  N  N  N  13.116  49.164  39.588  ?  ?  ?  HOE  DGQ  55  
DGQ  HOG  HOG  H  0  1  N  N  N  17.706  44.111  38.196  ?  ?  ?  HOG  DGQ  56  
DGQ  HCA  HCA  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HCA  DGQ  57  
DGQ  HB1  HB1  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB1  DGQ  58  
DGQ  HB2  HB2  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB2  DGQ  59  
DGQ  HB3  HB3  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB3  DGQ  60  
DGQ  HB4  HB4  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB4  DGQ  61  
DGQ  HB5  HB5  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB5  DGQ  62  
DGQ  HB6  HB6  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB6  DGQ  63  
DGQ  HB7  HB7  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB7  DGQ  64  
DGQ  HB8  HB8  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB8  DGQ  65  
DGQ  HB9  HB9  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB9  DGQ  66  
DGQ  HB0  HB0  H  0  1  N  N  N       ?       ?       ?  ?  ?  ?  HB0  DGQ  67  
#   #
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
DGQ  B1   B2   SING  N  N   1  
DGQ  B1   B6   SING  N  N   2  
DGQ  B1   B7   SING  N  N   3  
DGQ  B1   CA   SING  N  N   4  
DGQ  B1   B10  SING  N  N   5  
DGQ  B2   B3   SING  N  N   6  
DGQ  B2   B6   SING  N  N   7  
DGQ  B2   CA   SING  N  N   8  
DGQ  B2   CB   SING  N  N   9  
DGQ  B3   B4   SING  N  N  10  
DGQ  B3   B5   SING  N  N  11  
DGQ  B3   B6   SING  N  N  12  
DGQ  B3   CB   SING  N  N  13  
DGQ  B4   B5   SING  N  N  14  
DGQ  B4   B8   SING  N  N  15  
DGQ  B4   B9   SING  N  N  16  
DGQ  B4   CB   SING  N  N  17  
DGQ  B5   B6   SING  N  N  18  
DGQ  B5   B7   SING  N  N  19  
DGQ  B5   B8   SING  N  N  20  
DGQ  B6   B7   SING  N  N  21  
DGQ  B7   B8   SING  N  N  22  
DGQ  B7   B10  SING  N  N  23  
DGQ  B8   B9   SING  N  N  24  
DGQ  B8   B10  SING  N  N  25  
DGQ  B9   CA   SING  N  N  26  
DGQ  B9   CB   SING  N  N  27  
DGQ  B9   B10  SING  N  N  28  
DGQ  CA   CB   SING  N  N  29  
DGQ  CA   B10  SING  N  N  30  
DGQ  NA   CC   SING  N  N  31  
DGQ  NA   CD   SING  N  N  32  
DGQ  OA   CC   DOUB  N  N  33  
DGQ  CB   CC   SING  N  N  34  
DGQ  NB   CH   SING  N  N  35  
DGQ  NB   CJ   SING  N  N  36  
DGQ  OB   CI   SING  N  N  37  
DGQ  NC   CJ   SING  N  N  38  
DGQ  NC   CK   SING  N  N  39  
DGQ  OC   CI   DOUB  N  N  40  
DGQ  CD   CE   SING  N  N  41  
DGQ  OD   CJ   DOUB  N  N  42  
DGQ  CE   CF   SING  N  N  43  
DGQ  OE   CO   SING  N  N  44  
DGQ  CF   CG   SING  N  N  45  
DGQ  OF   CO   DOUB  N  N  46  
DGQ  CG   CH   SING  N  N  47  
DGQ  OG   CM   SING  N  N  48  
DGQ  CH   CI   SING  N  N  49  
DGQ  OH   CM   DOUB  N  N  50  
DGQ  CK   CL   SING  N  N  51  
DGQ  CK   CM   SING  N  N  52  
DGQ  CL   CN   SING  N  N  53  
DGQ  CN   CO   SING  N  N  54  
DGQ  NA   HNA  SING  N  N  55  
DGQ  NB   HNB  SING  N  N  56  
DGQ  NC   HNC  SING  N  N  57  
DGQ  CD   HD   SING  N  N  58  
DGQ  CD   HDA  SING  N  N  59  
DGQ  CE   HE   SING  N  N  60  
DGQ  CE   HEA  SING  N  N  61  
DGQ  CF   HF   SING  N  N  62  
DGQ  CF   HFA  SING  N  N  63  
DGQ  CG   HG   SING  N  N  64  
DGQ  CG   HGA  SING  N  N  65  
DGQ  CH   HH   SING  N  N  66  
DGQ  CK   HK   SING  N  N  67  
DGQ  CL   HL   SING  N  N  68  
DGQ  CL   HLA  SING  N  N  69  
DGQ  CN   HN   SING  N  N  70  
DGQ  CN   HND  SING  N  N  71  
DGQ  OB   HOB  SING  N  N  72  
DGQ  OE   HOE  SING  N  N  73  
DGQ  OG   HOG  SING  N  N  74  
DGQ  CA   HCA  SING  N  N  75  
DGQ  B1   HB1  SING  N  N  76  
DGQ  B2   HB2  SING  N  N  77  
DGQ  B3   HB3  SING  N  N  78  
DGQ  B4   HB4  SING  N  N  79  
DGQ  B5   HB5  SING  N  N  80  
DGQ  B6   HB6  SING  N  N  81  
DGQ  B7   HB7  SING  N  N  82  
DGQ  B8   HB8  SING  N  N  83  
DGQ  B9   HB9  SING  N  N  84  
DGQ  B10  HB0  SING  N  N  85  
#   #
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
DGQ  InChI             InChI                 1.03   "InChI=1S/C15H31B10N3O8/c29-9(30)5-4-8(11(33)34)28-13(36)27-7(10(31)32)3-1-2-6-26-12(35)15-14-16(15)18(14)19(14)17(14,15)21(15)20(15,16)22(16,18)24(18,19)23(17,19,21)25(20,21,22)24/h7-8,14,16-25H,1-6H2,(H,26,35)(H,29,30)(H,31,32)(H,33,34)(H2,27,28,36)/t7-,8-/m0/s1"  
DGQ  InChIKey          InChI                 1.03   NYWNLUFFIRQESZ-YUMQZZPRSA-N  
DGQ  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)CC[C@H](NC(=O)N[C@@H](CCCCNC(=O)[C]1234[BH]567[BH]89%10[BH]%11%12%13[BH]58%14[BH]%11%15%16[BH]%12%17%18[BH]9%13%19[BH]16%10[BH]2%17%19[CH]3%15%18[BH]47%14%16)C(O)=O)C(O)=O"  
DGQ  SMILES            CACTVS                3.385  "OC(=O)CC[CH](NC(=O)N[CH](CCCCNC(=O)[C]1234[BH]567[BH]89%10[BH]%11%12%13[BH]58%14[BH]%11%15%16[BH]%12%17%18[BH]9%13%19[BH]16%10[BH]2%17%19[CH]3%15%18[BH]47%14%16)C(O)=O)C(O)=O"  
DGQ  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "[BH]1234[BH]567[BH]189[BH]212[BH]33%10[BH]454[BH]656[BH]787[BH]911[CH]232[BH]4%105C7612C(=O)NCCCC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O"  
DGQ  SMILES            "OpenEye OEToolkits"  1.7.6  "[BH]1234[BH]567[BH]189[BH]212[BH]33%10[BH]454[BH]656[BH]787[BH]911[CH]232[BH]4%105C7612C(=O)NCCCCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
DGQ  "Create component"  2014-04-08  RCSB  
DGQ  "Modify name"       2014-04-15  RCSB  
DGQ  "Initial release"   2015-02-18  RCSB  
DGQ  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     DGQ
_pdbx_chem_comp_synonyms.name        DCCBL
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
