data_CKP
# 
_chem_comp.id                                    CKP 
_chem_comp.name                                  "(2R,3R,4S,5R)-2,3,4-TRIHYDROXY-5-[(PHOSPHONATOOXY)METHYL]TETRAHYDROFURAN-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H11 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-KETO-6-PHOSPHATE-D-GLUCONIC ACID, ALPHA-FURANOSE FORM" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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_
_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 -3.971 1.141  0.269  O3P CKP 1  
CKP P   P   P 0 1 N N N 17.180 -19.132 21.989 -3.496 -0.248 0.078  P   CKP 2  
CKP O1P O1P O 0 1 N N N 16.909 -20.110 20.885 -3.589 -0.638 -1.481 O1P CKP 3  
CKP O2P O2P O 0 1 N N N 18.257 -18.134 21.637 -4.416 -1.252 0.937  O2P CKP 4  
CKP O1  O1  O 0 1 N N N 15.768 -18.362 22.136 -1.968 -0.366 0.571  O1  CKP 5  
CKP C1  C1  C 0 1 N N N 15.455 -17.238 21.335 -1.227 0.627  -0.142 C1  CKP 6  
CKP C2  C2  C 0 1 N N R 13.967 -16.994 21.346 0.242  0.569  0.282  C2  CKP 7  
CKP O2  O2  O 0 1 N N N 13.390 -17.064 22.684 2.367  -0.853 -1.904 O2  CKP 8  
CKP C3  C3  C 0 1 N N S 13.776 -15.589 20.802 1.057  1.674  -0.436 C3  CKP 9  
CKP O3  O3  O 0 1 N N N 12.931 -15.627 19.653 1.009  2.903  0.290  O3  CKP 10 
CKP C4  C4  C 0 1 N N R 13.185 -14.919 22.027 2.483  1.059  -0.402 C4  CKP 11 
CKP O4  O4  O 0 1 N N N 12.457 -13.723 21.837 3.129  1.342  0.840  O4  CKP 12 
CKP C5  C5  C 0 1 N N S 12.476 -15.984 22.862 2.192  -0.451 -0.543 C5  CKP 13 
CKP O5  O5  O 0 1 N N N 11.191 -16.417 22.395 0.835  -0.670 -0.142 O5  CKP 14 
CKP C6  C6  C 0 1 N N N 12.312 -15.375 24.247 3.123  -1.236 0.345  C6  CKP 15 
CKP O6B O6B O 0 1 N N N 11.145 -15.097 24.608 4.451  -1.073 0.237  O6B CKP 16 
CKP O6A O6A O 0 1 N N N 13.307 -15.106 24.965 2.673  -2.012 1.154  O6A CKP 17 
CKP H1P H1P H 0 1 N N N 16.852 -19.647 20.058 -3.272 -1.547 -1.562 H1P CKP 18 
CKP H2P H2P H 0 1 N N N 18.205 -17.924 20.712 -5.321 -1.151 0.612  H2P CKP 19 
CKP H11 1H1 H 0 1 N N N 15.782 -17.429 20.302 -1.631 1.614  0.083  H11 CKP 20 
CKP H12 2H1 H 0 1 N N N 15.971 -16.352 21.734 -1.304 0.439  -1.213 H12 CKP 21 
CKP H2  H2  H 0 1 N N N 14.033 -18.092 21.367 0.328  0.679  1.363  H2  CKP 22 
CKP HO2 HO2 H 0 1 N N N 13.593 -17.159 21.761 2.175  -1.800 -1.942 HO2 CKP 23 
CKP H3  H3  H 0 1 N N N 14.665 -15.060 20.428 0.713  1.812  -1.462 H3  CKP 24 
CKP HO3 HO3 H 0 1 N N N 12.022 -15.635 19.928 1.579  3.528  -0.180 HO3 CKP 25 
CKP H4  H4  H 0 1 N N N 14.029 -14.500 22.594 3.081  1.419  -1.239 H4  CKP 26 
CKP HO4 HO4 H 0 1 N N N 12.294 -13.314 22.679 4.006  0.936  0.799  HO4 CKP 27 
CKP H6B H6B H 0 1 N N N 11.168 -14.678 25.461 5.048  -1.577 0.807  H6B 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 O3P P   DOUB N N 1  
CKP P   O1P SING N N 2  
CKP P   O2P SING N N 3  
CKP P   O1  SING N N 4  
CKP O1P H1P SING N N 5  
CKP O2P H2P SING N N 6  
CKP O1  C1  SING N N 7  
CKP C1  C2  SING N N 8  
CKP C1  H11 SING N N 9  
CKP C1  H12 SING N N 10 
CKP C2  C3  SING N N 11 
CKP C2  O5  SING N N 12 
CKP C2  H2  SING N N 13 
CKP O2  C5  SING N N 14 
CKP O2  HO2 SING N N 15 
CKP C3  O3  SING N N 16 
CKP C3  C4  SING N N 17 
CKP C3  H3  SING N N 18 
CKP O3  HO3 SING N N 19 
CKP C4  O4  SING N N 20 
CKP C4  C5  SING N N 21 
CKP C4  H4  SING N N 22 
CKP O4  HO4 SING N N 23 
CKP C5  O5  SING N N 24 
CKP C5  C6  SING N N 25 
CKP C6  O6B SING N N 26 
CKP C6  O6A DOUB N N 27 
CKP O6B H6B 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 SMILES           ACDLabs              10.04 O=P(OCC1OC(O)(C(=O)O)C(O)C1O)(O)O                                                                                                    
CKP InChI            InChI                1.02b InChI=1/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/f/h9,12-13H 
CKP InChIKey         InChI                1.02b LXQWHMQOSMCJIZ-VRJWGFTADG                                                                                                            
CKP SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@](O)(O[C@@H]1CO[P](O)(O)=O)C(O)=O                                                                                 
CKP SMILES           CACTVS               3.341 O[CH]1[CH](O)[C](O)(O[CH]1CO[P](O)(O)=O)C(O)=O                                                                                       
CKP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@@H]1[C@H]([C@H]([C@](O1)(C(=O)O)O)O)O)OP(=O)(O)O                                                                                
CKP SMILES           "OpenEye OEToolkits" 1.5.0 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 "(2S,3R,4S,5R)-2,3,4-trihydroxy-5-(phosphonooxymethyl)oxolane-2-carboxylic acid" 
# 
