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 2011-06-04 _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 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" 137 InChI InChI 1.03 "InChI=1S/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" 137 InChIKey InChI 1.03 AULMJMUNCOBRHC-MXWKQRLJSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 137 "Create component" 2001-06-14 RCSB 137 "Modify descriptor" 2011-06-04 RCSB #