data_137
# 
_chem_comp.id                                    137 
_chem_comp.name                                  1-(O-CARBOXY-PHENYLAMINO)-1-DEOXY-D-RIBULOSE-5-PHOSPHATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 N O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-06-14 
_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                        351.246 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     137 
_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        1JCM 
_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 
137 P      P      P 0 1 N N N 24.711 38.959 70.004 -5.878 0.132  0.032  P      137 1  
137 O1P    O1P    O 0 1 N N N 24.674 40.400 70.161 -5.802 1.265  0.982  O1P    137 2  
137 O2P    O2P    O 0 1 N N N 26.133 38.546 69.891 -6.056 0.698  -1.465 O2P    137 3  
137 O3P    O3P    O 0 1 N N N 24.000 38.213 71.091 -7.135 -0.800 0.407  O3P    137 4  
137 "O5'"  "O5'"  O 0 1 N N N 23.950 38.748 68.723 -4.523 -0.734 0.120  "O5'"  137 5  
137 "C5'"  "C5'"  C 0 1 N N N 24.360 38.828 67.512 -3.440 0.170  -0.106 "C5'"  137 6  
137 "C4'"  "C4'"  C 0 1 N N R 23.383 38.592 66.321 -2.115 -0.593 -0.035 "C4'"  137 7  
137 "O4'"  "O4'"  O 0 1 N N N 23.148 37.196 66.134 -2.051 -1.535 -1.107 "O4'"  137 8  
137 "C3'"  "C3'"  C 0 1 N N S 22.013 39.294 66.546 -0.951 0.394  -0.152 "C3'"  137 9  
137 "O3'"  "O3'"  O 0 1 N N N 22.315 40.665 66.593 -1.016 1.336  0.920  "O3'"  137 10 
137 "C2'"  "C2'"  C 0 1 N N R 20.996 39.116 65.377 0.373  -0.369 -0.082 "C2'"  137 11 
137 "O2'"  "O2'"  O 0 1 N N N 21.427 39.535 64.127 0.408  -1.153 1.113  "O2'"  137 12 
137 "C1'"  "C1'"  C 0 1 N N N 19.668 39.799 65.601 1.535  0.626  -0.074 "C1'"  137 13 
137 NH     NH     N 0 1 N N N 19.149 39.411 66.878 2.804  -0.105 -0.126 NH     137 14 
137 C1     C1     C 0 1 Y N N 17.269 39.813 68.440 5.223  -0.105 -0.053 C1     137 15 
137 C2     C2     C 0 1 Y N N 17.769 39.419 67.125 4.005  0.590  -0.129 C2     137 16 
137 C3     C3     C 0 1 Y N N 16.862 39.028 66.058 4.009  1.978  -0.202 C3     137 17 
137 C4     C4     C 0 1 Y N N 15.468 39.031 66.301 5.205  2.666  -0.205 C4     137 18 
137 C5     C5     C 0 1 Y N N 14.957 39.417 67.588 6.409  1.983  -0.135 C5     137 19 
137 C6     C6     C 0 1 Y N N 15.843 39.798 68.637 6.426  0.608  -0.063 C6     137 20 
137 C7     C7     C 0 1 N N N 18.134 40.226 69.595 5.233  -1.575 0.025  C7     137 21 
137 O71    O71    O 0 1 N N N 19.361 40.275 69.532 6.396  -2.233 0.204  O71    137 22 
137 O72    O72    O 0 1 N N N 17.605 40.532 70.659 4.194  -2.196 -0.074 O72    137 23 
137 HOP2   2HOP   H 0 0 N N N 26.366 38.458 68.974 -6.101 -0.070 -2.050 HOP2   137 24 
137 HOP3   3HOP   H 0 0 N N N 23.849 37.317 70.814 -7.924 -0.244 0.342  HOP3   137 25 
137 "H5'1" "1H5'" H 0 0 N N N 25.065 37.987 67.429 -3.451 0.949  0.657  "H5'1" 137 26 
137 "H5'2" "2H5'" H 0 0 N N N 24.740 39.853 67.390 -3.545 0.625  -1.091 "H5'2" 137 27 
137 "H4'"  "H4'"  H 0 1 N N N 23.863 39.022 65.429 -2.050 -1.120 0.917  "H4'"  137 28 
137 "HO'4" "4HO'" H 0 0 N N N 23.096 37.005 65.205 -2.112 -1.029 -1.928 "HO'4" 137 29 
137 "H3'"  "H3'"  H 0 1 N N N 21.549 38.864 67.446 -1.017 0.921  -1.104 "H3'"  137 30 
137 "HO'3" "3HO'" H 0 0 N N N 22.383 40.944 67.499 -0.955 0.830  1.741  "HO'3" 137 31 
137 "H2'"  "H2'"  H 0 1 N N N 20.891 38.021 65.381 0.461  -1.025 -0.948 "H2'"  137 32 
137 "HO'2" "2HO'" H 0 0 N N N 20.679 39.631 63.549 0.327  -0.536 1.854  "HO'2" 137 33 
137 "H1'1" "1H1'" H 0 0 N N N 18.963 39.504 64.810 1.457  1.282  -0.940 "H1'1" 137 34 
137 "H1'2" "2H1'" H 0 0 N N N 19.806 40.890 65.575 1.497  1.222  0.838  "H1'2" 137 35 
137 HNH    HNH    H 0 1 N N N 19.446 38.466 67.018 2.804  -1.074 -0.159 HNH    137 36 
137 H3     H3     H 0 1 N N N 17.248 38.739 65.092 3.076  2.518  -0.256 H3     137 37 
137 H4     H4     H 0 1 N N N 14.785 38.742 65.516 5.203  3.745  -0.261 H4     137 38 
137 H5     H5     H 0 1 N N N 13.891 39.418 67.762 7.339  2.532  -0.139 H5     137 39 
137 H6     H6     H 0 1 N N N 15.437 40.081 69.597 7.367  0.081  -0.010 H6     137 40 
137 HO7    HO7    H 0 1 N N N 19.710 40.559 70.369 6.403  -3.198 0.256  HO7    137 41 
# 
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 
137 P     O1P    DOUB N N 1  
137 P     O2P    SING N N 2  
137 P     O3P    SING N N 3  
137 P     "O5'"  SING N N 4  
137 O2P   HOP2   SING N N 5  
137 O3P   HOP3   SING N N 6  
137 "O5'" "C5'"  SING N N 7  
137 "C5'" "C4'"  SING N N 8  
137 "C5'" "H5'1" SING N N 9  
137 "C5'" "H5'2" SING N N 10 
137 "C4'" "O4'"  SING N N 11 
137 "C4'" "C3'"  SING N N 12 
137 "C4'" "H4'"  SING N N 13 
137 "O4'" "HO'4" SING N N 14 
137 "C3'" "O3'"  SING N N 15 
137 "C3'" "C2'"  SING N N 16 
137 "C3'" "H3'"  SING N N 17 
137 "O3'" "HO'3" SING N N 18 
137 "C2'" "O2'"  SING N N 19 
137 "C2'" "C1'"  SING N N 20 
137 "C2'" "H2'"  SING N N 21 
137 "O2'" "HO'2" SING N N 22 
137 "C1'" NH     SING N N 23 
137 "C1'" "H1'1" SING N N 24 
137 "C1'" "H1'2" SING N N 25 
137 NH    C2     SING N N 26 
137 NH    HNH    SING N N 27 
137 C1    C2     DOUB Y N 28 
137 C1    C6     SING Y N 29 
137 C1    C7     SING N N 30 
137 C2    C3     SING Y N 31 
137 C3    C4     DOUB Y N 32 
137 C3    H3     SING N N 33 
137 C4    C5     SING Y N 34 
137 C4    H4     SING N N 35 
137 C5    C6     DOUB Y N 36 
137 C5    H5     SING N N 37 
137 C6    H6     SING N N 38 
137 C7    O71    SING N N 39 
137 C7    O72    DOUB N N 40 
137 O71   HO7    SING N N 41 
# 
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 
137 SMILES           ACDLabs              10.04 O=P(O)(O)OCC(O)C(O)C(O)CNc1ccccc1C(=O)O                                                                                                                        
137 InChI            InChI                1.02b InChI=1/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/t9-,10-,11+/m1/s1/f/h17,19-20H 
137 InChIKey         InChI                1.02b AULMJMUNCOBRHC-LVSOSOPLDW                                                                                                                                      
137 SMILES_CANONICAL CACTVS               3.341 O[C@H](CNc1ccccc1C(O)=O)[C@H](O)[C@H](O)CO[P](O)(O)=O                                                                                                          
137 SMILES           CACTVS               3.341 O[CH](CNc1ccccc1C(O)=O)[CH](O)[CH](O)CO[P](O)(O)=O                                                                                                             
137 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)O)NC[C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O                                                                                                      
137 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)O)NCC(C(C(COP(=O)(O)O)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 
137 "SYSTEMATIC NAME" ACDLabs              10.04 1-[(2-carboxyphenyl)amino]-1-deoxy-5-O-phosphono-D-arabinitol              
137 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R,3S,4R)-2,3,4-trihydroxy-5-phosphonooxy-pentyl]amino]benzoic acid" 
# 
