data_CRB
#

_chem_comp.id                                   CRB
_chem_comp.name                                 "[1R-(1ALPHA,3BETA,4ALPHA,5BETA)]-5-(PHOSPHONOMETHYL)-1,3,4-TRIHYDROXYCYCLOHEXANE-1-CARBOXYLIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C8 H15 O8 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        CARBAPHOSPHONATE
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       270.174
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CRB
_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       1DQS
_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
CRB  C1    C1    C  0  1  N  N  N  20.586  33.672  24.070  -1.915  -0.169   2.429  C1    CRB   1  
CRB  O11   O11   O  0  1  N  N  N  20.232  34.537  24.955  -2.124  -1.460   2.731  O11   CRB   2  
CRB  O12   O12   O  0  1  N  N  N  21.695  33.640  23.505  -2.738   0.663   2.731  O12   CRB   3  
CRB  C2    C2    C  0  1  N  N  S  19.548  32.565  23.783  -0.655   0.242   1.712  C2    CRB   4  
CRB  O2    O2    O  0  1  N  N  N  18.270  33.024  24.193  -0.665   1.656   1.505  O2    CRB   5  
CRB  C3    C3    C  0  1  N  N  N  19.453  32.120  22.313   0.560  -0.140   2.558  C3    CRB   6  
CRB  C4    C4    C  0  1  N  N  R  18.637  30.852  22.135   1.839   0.277   1.831  C4    CRB   7  
CRB  O4    O4    O  0  1  N  N  N  18.596  30.422  20.749   2.975  -0.079   2.621  O4    CRB   8  
CRB  C5    C5    C  0  1  N  N  R  19.250  29.736  23.006   1.913  -0.434   0.479  C5    CRB   9  
CRB  O5    O5    O  0  1  N  N  N  18.635  28.526  22.708   3.108  -0.044  -0.200  O5    CRB  10  
CRB  C6    C6    C  0  1  N  N  S  19.092  30.170  24.462   0.697  -0.051  -0.366  C6    CRB  11  
CRB  C7    C7    C  0  1  N  N  N  19.442  29.126  25.517   0.772  -0.764  -1.718  C7    CRB  12  
CRB  C8    C8    C  0  1  N  N  N  19.989  31.407  24.711  -0.581  -0.470   0.360  C8    CRB  13  
CRB  P1    P1    P  0  1  N  N  N  18.885  29.458  27.216  -0.378   0.029  -2.888  P1    CRB  14  
CRB  O91   O91   O  0  1  N  N  N  19.495  30.683  27.774  -0.088   1.479  -2.957  O91   CRB  15  
CRB  O92   O92   O  0  1  N  N  N  19.289  28.224  28.015  -0.195  -0.623  -4.348  O92   CRB  16  
CRB  O93   O93   O  0  1  N  N  N  17.315  29.583  27.179  -1.892  -0.191  -2.386  O93   CRB  17  
CRB  HOB   HOB   H  0  1  N  N  N  19.385  34.561  25.386  -2.933  -1.724   3.191  HOB   CRB  18  
CRB  HO2   HO2   H  0  1  N  N  N  17.631  32.343  24.016  -0.713   2.066   2.380  HO2   CRB  19  
CRB  H31   1H3   H  0  1  N  N  N  19.059  32.942  21.671   0.567  -1.218   2.716  H31   CRB  20  
CRB  H32   2H3   H  0  1  N  N  N  20.467  32.009  21.862   0.507   0.367   3.521  H32   CRB  21  
CRB  H4    H4    H  0  1  N  N  N  17.589  31.065  22.450   1.832   1.356   1.673  H4    CRB  22  
CRB  HO4   HO4   H  0  1  N  N  N  18.085  29.628  20.637   2.889   0.389   3.462  HO4   CRB  23  
CRB  H5    H5    H  0  1  N  N  N  20.335  29.578  22.805   1.921  -1.513   0.637  H5    CRB  24  
CRB  HO5   HO5   H  0  1  N  N  N  19.012  27.838  23.244   3.849  -0.303   0.365  HO5   CRB  25  
CRB  H6    H6    H  0  1  N  N  N  18.002  30.372  24.582   0.690   1.026  -0.524  H6    CRB  26  
CRB  H71   1H7   H  0  1  N  N  N  19.070  28.126  25.190   1.788  -0.700  -2.107  H71   CRB  27  
CRB  H72   2H7   H  0  1  N  N  N  20.542  28.946  25.513   0.496  -1.811  -1.592  H72   CRB  28  
CRB  H81   1H8   H  0  1  N  N  N  21.072  31.169  24.600  -0.573  -1.548   0.518  H81   CRB  29  
CRB  H82   2H8   H  0  1  N  N  N  19.999  31.709  25.784  -1.447  -0.197  -0.241  H82   CRB  30  
CRB  HOP2  2HOP  H  0  0  N  N  N  18.998  28.397  28.902  -0.820  -0.176  -4.934  HOP2  CRB  31  
CRB  HOP3  3HOP  H  0  0  N  N  N  17.024  29.756  28.066  -2.039  -1.147  -2.355  HOP3  CRB  32  
#   #
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
CRB  C1   O11   SING  N  N   1  
CRB  C1   O12   DOUB  N  N   2  
CRB  C1   C2    SING  N  N   3  
CRB  O11  HOB   SING  N  N   4  
CRB  C2   O2    SING  N  N   5  
CRB  C2   C3    SING  N  N   6  
CRB  C2   C8    SING  N  N   7  
CRB  O2   HO2   SING  N  N   8  
CRB  C3   C4    SING  N  N   9  
CRB  C3   H31   SING  N  N  10  
CRB  C3   H32   SING  N  N  11  
CRB  C4   O4    SING  N  N  12  
CRB  C4   C5    SING  N  N  13  
CRB  C4   H4    SING  N  N  14  
CRB  O4   HO4   SING  N  N  15  
CRB  C5   O5    SING  N  N  16  
CRB  C5   C6    SING  N  N  17  
CRB  C5   H5    SING  N  N  18  
CRB  O5   HO5   SING  N  N  19  
CRB  C6   C7    SING  N  N  20  
CRB  C6   C8    SING  N  N  21  
CRB  C6   H6    SING  N  N  22  
CRB  C7   P1    SING  N  N  23  
CRB  C7   H71   SING  N  N  24  
CRB  C7   H72   SING  N  N  25  
CRB  C8   H81   SING  N  N  26  
CRB  C8   H82   SING  N  N  27  
CRB  P1   O91   DOUB  N  N  28  
CRB  P1   O92   SING  N  N  29  
CRB  P1   O93   SING  N  N  30  
CRB  O92  HOP2  SING  N  N  31  
CRB  O93  HOP3  SING  N  N  32  
#   #
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
CRB  SMILES            ACDLabs               10.04  "O=C(O)C1(O)CC(O)C(O)C(CP(=O)(O)O)C1"  
CRB  SMILES_CANONICAL  CACTVS                3.341  "O[C@@H]1C[C@@](O)(C[C@H](C[P](O)(O)=O)[C@H]1O)C(O)=O"  
CRB  SMILES            CACTVS                3.341  "O[CH]1C[C](O)(C[CH](C[P](O)(O)=O)[CH]1O)C(O)=O"  
CRB  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C1[C@@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)O)O)CP(=O)(O)O"  
CRB  SMILES            "OpenEye OEToolkits"  1.5.0  "C1C(C(C(CC1(C(=O)O)O)O)O)CP(=O)(O)O"  
CRB  InChI             InChI                 1.03   "InChI=1S/C8H15O8P/c9-5-2-8(13,7(11)12)1-4(6(5)10)3-17(14,15)16/h4-6,9-10,13H,1-3H2,(H,11,12)(H2,14,15,16)/t4-,5-,6-,8+/m1/s1"  
CRB  InChIKey          InChI                 1.03   BKLICLLAHMTUPK-UNGCPHIMSA-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
CRB  "SYSTEMATIC NAME"  ACDLabs               10.04  "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexanecarboxylic acid"  
CRB  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexane-1-carboxylic 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
CRB  "Create component"   1999-07-08  RCSB  
CRB  "Modify descriptor"  2011-06-04  RCSB  
CRB  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     CRB
_pdbx_chem_comp_synonyms.name        CARBAPHOSPHONATE
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
