data_CKP
#

_chem_comp.id                                   CKP
_chem_comp.name                                 "6-O-phosphono-beta-D-psicofuranosonic acid"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H11 O10 P"
_chem_comp.mon_nstd_parent_comp_id              PSV
_chem_comp.pdbx_synonyms                        
;(2R,3R,4S,5R)-2,3,4-TRIHYDROXY-5-[(PHOSPHONATOOXY)METHYL]TETRAHYDROFURAN-2-CARBOXYLIC ACID;
2-KETO-6-PHOSPHATE-D-GLUCONIC ACID, ALPHA-FURANOSE FORM; 6-O-phosphono-beta-D-psicosonic acid;
6-O-phosphono-D-psicosonic acid; 6-O-phosphono-psicosonic acid
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-01-19
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       274.119
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CKP
_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       2DCN
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  CKP  "(2R,3R,4S,5R)-2,3,4-TRIHYDROXY-5-[(PHOSPHONATOOXY)METHYL]TETRAHYDROFURAN-2-CARBOXYLIC ACID"  PDB  ?  
2  CKP  "2-KETO-6-PHOSPHATE-D-GLUCONIC ACID, ALPHA-FURANOSE FORM"                                     PDB  ?  
3  CKP  "6-O-phosphono-beta-D-psicosonic acid"                                                        PDB  ?  
4  CKP  "6-O-phosphono-D-psicosonic acid"                                                             PDB  ?  
5  CKP  "6-O-phosphono-psicosonic acid"                                                               PDB  ?  
#   #
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
CKP  O3P  O3P  O  0  1  N  N  N  17.274  -19.738  23.382  -4.210   1.263  -1.140  O3P  CKP   1  
CKP  P    P    P  0  1  N  N  N  17.180  -19.132  21.989  -3.549   0.308  -0.026  P    CKP   2  
CKP  O1P  O1P  O  0  1  N  N  N  16.909  -20.110  20.885  -3.641   0.959   1.300  O1P  CKP   3  
CKP  O2P  O2P  O  0  1  N  N  N  18.257  -18.134  21.637  -4.334  -1.097   0.010  O2P  CKP   4  
CKP  O6   O1   O  0  1  N  N  N  15.768  -18.362  22.136  -2.002   0.049  -0.390  O6   CKP   5  
CKP  C6   C1   C  0  1  N  N  N  15.455  -17.238  21.335  -1.113  -0.676   0.462  C6   CKP   6  
CKP  C5   C2   C  0  1  N  N  R  13.967  -16.994  21.346   0.274  -0.736  -0.182  C5   CKP   7  
CKP  O2   O2   O  0  1  N  Y  N  11.191  -16.417  22.395   2.658   0.394  -1.744  O2   CKP   8  
CKP  C4   C3   C  0  1  N  N  S  13.776  -15.589  20.802   1.258  -1.529   0.715  C4   CKP   9  
CKP  O4   O3   O  0  1  N  N  N  12.931  -15.627  19.653   1.180  -2.930   0.444  O4   CKP  10  
CKP  C3   C4   C  0  1  N  N  R  13.185  -14.919  22.027   2.629  -0.957   0.278  C3   CKP  11  
CKP  O3   O4   O  0  1  N  N  N  12.457  -13.723  21.837   3.249  -1.819  -0.677  O3   CKP  12  
CKP  C2   C5   C  0  1  N  N  R  12.476  -15.984  22.862   2.283   0.400  -0.365  C2   CKP  13  
CKP  O5   O5   O  0  1  N  N  N  13.390  -17.064  22.684   0.863   0.581  -0.245  O5   CKP  14  
CKP  C1   C6   C  0  1  N  N  N  12.312  -15.375  24.247   3.007   1.508   0.357  C1   CKP  15  
CKP  O6B  O6B  O  0  1  N  N  N  11.145  -15.097  24.608   3.709   2.273  -0.260  O6B  CKP  16  
CKP  O1   O6A  O  0  1  N  N  N  13.307  -15.106  24.965   2.870   1.645   1.685  O1   CKP  17  
CKP  H1   H1   H  0  1  N  N  N  17.141  -20.677  23.329  -5.144   1.462  -0.984  H1   CKP  18  
CKP  H2   H2   H  0  1  N  N  N  18.577  -18.309  20.760  -4.315  -1.580  -0.827  H2   CKP  19  
CKP  H61  H3   H  0  1  N  N  N  15.786  -17.423  20.302  -1.044  -0.174   1.427  H61  CKP  20  
CKP  H62  H4   H  0  1  N  N  N  15.972  -16.352  21.733  -1.491  -1.688   0.605  H62  CKP  21  
CKP  H5   H5   H  0  1  N  N  N  13.471  -17.715  20.679   0.216  -1.178  -1.176  H5   CKP  22  
CKP  HO2  H6   H  0  1  N  Y  N  10.520  -16.132  23.004   2.467   1.221  -2.207  HO2  CKP  23  
CKP  H4   H7   H  0  1  N  N  N  14.753  -15.143  20.564   1.071  -1.328   1.770  H4   CKP  24  
CKP  HO4  H8   H  0  1  N  Y  N  12.814  -14.746  19.316   1.778  -3.468   0.980  HO4  CKP  25  
CKP  H3   H9   H  0  1  N  N  N  14.059  -14.637  22.633   3.277  -0.815   1.143  H3   CKP  26  
CKP  HO3  H10  H  0  1  N  Y  N  12.142  -13.407  22.676   4.111  -1.509  -0.986  HO3  CKP  27  
CKP  HO1  H11  H  0  1  N  Y  N  13.016  -14.686  25.766   3.354   2.370   2.104  HO1  CKP  28  
#   #
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
CKP  O4   C4   SING  N  N   1  
CKP  C4   C5   SING  N  N   2  
CKP  C4   C3   SING  N  N   3  
CKP  O1P  P    DOUB  N  N   4  
CKP  C6   C5   SING  N  N   5  
CKP  C6   O6   SING  N  N   6  
CKP  C5   O5   SING  N  N   7  
CKP  O2P  P    SING  N  N   8  
CKP  O3   C3   SING  N  N   9  
CKP  P    O6   SING  N  N  10  
CKP  P    O3P  SING  N  N  11  
CKP  C3   C2   SING  N  N  12  
CKP  O2   C2   SING  N  N  13  
CKP  O5   C2   SING  N  N  14  
CKP  C2   C1   SING  N  N  15  
CKP  C1   O6B  DOUB  N  N  16  
CKP  C1   O1   SING  N  N  17  
CKP  O3P  H1   SING  N  N  18  
CKP  O2P  H2   SING  N  N  19  
CKP  C6   H61  SING  N  N  20  
CKP  C6   H62  SING  N  N  21  
CKP  C5   H5   SING  N  N  22  
CKP  O2   HO2  SING  N  N  23  
CKP  C4   H4   SING  N  N  24  
CKP  O4   HO4  SING  N  N  25  
CKP  C3   H3   SING  N  N  26  
CKP  O3   HO3  SING  N  N  27  
CKP  O1   HO1  SING  N  N  28  
#   #
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
CKP  InChI             InChI                 1.03   "InChI=1S/C6H11O10P/c7-3-2(1-15-17(12,13)14)16-6(11,4(3)8)5(9)10/h2-4,7-8,11H,1H2,(H,9,10)(H2,12,13,14)/t2-,3-,4-,6-/m1/s1"  
CKP  InChIKey          InChI                 1.03   LXQWHMQOSMCJIZ-ZGEUXELVSA-N  
CKP  SMILES_CANONICAL  CACTVS                3.385  "O[C@H]1[C@@H](O)[C@@](O)(O[C@@H]1CO[P](O)(O)=O)C(O)=O"  
CKP  SMILES            CACTVS                3.385  "O[CH]1[CH](O)[C](O)(O[CH]1CO[P](O)(O)=O)C(O)=O"  
CKP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C([C@@H]1[C@H]([C@H]([C@@](O1)(C(=O)O)O)O)O)OP(=O)(O)O"  
CKP  SMILES            "OpenEye OEToolkits"  2.0.6  "C(C1C(C(C(O1)(C(=O)O)O)O)O)OP(=O)(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
CKP  "SYSTEMATIC NAME"  ACDLabs               10.04  "6-O-phosphono-beta-D-psicofuranosonic acid"  
CKP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2R,3R,4S,5R)-2,3,4-trihydroxy-5-(phosphonooxymethyl)oxolane-2-carboxylic acid"  
#
_pdbx_chem_comp_related.comp_id            CKP
_pdbx_chem_comp_related.related_comp_id    PSV
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  CKP  C6   PSV  C6   "Carbohydrate core"  
 2  CKP  C5   PSV  C5   "Carbohydrate core"  
 3  CKP  C4   PSV  C4   "Carbohydrate core"  
 4  CKP  C3   PSV  C3   "Carbohydrate core"  
 5  CKP  C2   PSV  C2   "Carbohydrate core"  
 6  CKP  C1   PSV  C1   "Carbohydrate core"  
 7  CKP  O6   PSV  O6   "Carbohydrate core"  
 8  CKP  O2   PSV  O2   "Carbohydrate core"  
 9  CKP  O4   PSV  O4   "Carbohydrate core"  
10  CKP  O3   PSV  O3   "Carbohydrate core"  
11  CKP  O5   PSV  O5   "Carbohydrate core"  
12  CKP  O1   PSV  O1   "Carbohydrate core"  
13  CKP  HO3  PSV  HO3  "Carbohydrate core"  
14  CKP  HO1  PSV  HO1  "Carbohydrate core"  
15  CKP  H61  PSV  H61  "Carbohydrate core"  
16  CKP  H62  PSV  H62  "Carbohydrate core"  
17  CKP  H5   PSV  H5   "Carbohydrate core"  
18  CKP  HO2  PSV  HO2  "Carbohydrate core"  
19  CKP  H4   PSV  H4   "Carbohydrate core"  
20  CKP  HO4  PSV  HO4  "Carbohydrate core"  
21  CKP  H3   PSV  H3   "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
CKP  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
CKP  "CARBOHYDRATE RING"                    furanose  PDB  ?  
CKP  "CARBOHYDRATE ANOMER"                  alpha     PDB  ?  
CKP  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
CKP  "Create component"          2006-01-19  RCSB  
CKP  "Modify descriptor"         2011-06-04  RCSB  
CKP  "Other modification"        2017-05-11  PDBJ  
CKP  "Other modification"        2020-07-03  RCSB  
CKP  "Modify parent residue"     2020-07-17  RCSB  
CKP  "Modify name"               2020-07-17  RCSB  
CKP  "Modify synonyms"           2020-07-17  RCSB  
CKP  "Modify internal type"      2020-07-17  RCSB  
CKP  "Modify linking type"       2020-07-17  RCSB  
CKP  "Modify atom id"            2020-07-17  RCSB  
CKP  "Modify component atom id"  2020-07-17  RCSB  
CKP  "Modify leaving atom flag"  2020-07-17  RCSB  
##
