data_AA5 # _chem_comp.id AA5 _chem_comp.name "N-[(3-HYDROXY-2-METHYL-5-{[(TRIHYDROXYPHOSPHORANYL)OXY]METHYL}PYRIDIN-4-YL)METHYLENE]METHIONINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N2 O7 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-08 _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 378.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AA5 _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 Y _chem_comp.pdbx_model_coordinates_db_code 1Z7Y _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 AA5 N N N 0 1 N N N 78.970 42.589 -14.487 1.804 -0.481 -0.737 N AA5 1 AA5 CA CA C 0 1 N N S 78.869 43.096 -13.076 2.649 0.561 -1.325 CA AA5 2 AA5 C C C 0 1 N N N 77.366 43.350 -12.680 3.260 0.050 -2.604 C AA5 3 AA5 O1 O1 O 0 1 N N N 77.013 43.256 -11.480 4.077 0.838 -3.320 O1 AA5 4 AA5 CB CB C 0 1 N N N 79.712 44.412 -12.871 3.761 0.930 -0.341 CB AA5 5 AA5 CG CG C 0 1 N N N 79.058 45.715 -13.373 3.147 1.564 0.908 CG AA5 6 AA5 SD SD S 0 1 N N N 80.014 47.238 -13.102 4.465 2.002 2.075 SD AA5 7 AA5 CE CE C 0 1 N N N 78.713 48.334 -12.460 3.474 2.712 3.419 CE AA5 8 AA5 O2 O2 O 0 1 N N N 76.542 43.669 -13.564 3.014 -1.070 -2.986 O2 AA5 9 AA5 C2 C2 C 0 1 Y N N 79.506 43.279 -18.782 -0.613 -3.511 0.963 C2 AA5 10 AA5 C2A C2A C 0 1 N N N 78.415 43.170 -19.833 -0.054 -4.852 1.365 C2A AA5 11 AA5 C3 C3 C 0 1 Y N N 79.299 42.763 -17.502 0.228 -2.556 0.410 C3 AA5 12 AA5 C4 C4 C 0 1 Y N N 80.340 42.879 -16.500 -0.309 -1.312 0.041 C4 AA5 13 AA5 C4A C4A C 0 1 N N N 80.088 42.303 -15.070 0.543 -0.262 -0.551 C4A AA5 14 AA5 C5 C5 C 0 1 Y N N 81.579 43.506 -16.828 -1.675 -1.094 0.258 C5 AA5 15 AA5 C5A C5A C 0 1 N N N 82.720 43.684 -15.785 -2.308 0.222 -0.117 C5A AA5 16 AA5 C6 C6 C 0 1 Y N N 81.750 44.007 -18.129 -2.435 -2.104 0.809 C6 AA5 17 AA5 N1 N1 N 0 1 Y N N 80.725 43.885 -19.095 -1.893 -3.260 1.142 N1 AA5 18 AA5 O1P O1P O 0 1 N N N 85.757 41.666 -14.301 -3.552 2.692 0.440 O1P AA5 19 AA5 O2P O2P O 0 1 N N N 85.594 44.097 -14.593 -4.200 1.792 -1.828 O2P AA5 20 AA5 O3 O3 O 0 1 N N N 78.083 42.171 -17.217 1.547 -2.820 0.228 O3 AA5 21 AA5 O3P O3P O 0 1 N N N 83.888 42.986 -13.150 -5.857 1.690 0.210 O3P AA5 22 AA5 O4P O4P O 0 1 N N N 83.761 42.675 -15.691 -3.702 0.184 0.192 O4P AA5 23 AA5 P P P 0 1 N N N 84.745 42.745 -14.361 -4.311 1.613 -0.232 P AA5 24 AA5 HA HA H 0 1 N N N 79.290 42.308 -12.409 2.045 1.442 -1.537 HA AA5 25 AA5 HB1 1HB H 0 1 N N N 79.994 44.518 -11.797 4.442 1.640 -0.812 HB1 AA5 26 AA5 HB2 2HB H 0 1 N N N 80.720 44.292 -13.331 4.311 0.032 -0.060 HB2 AA5 27 AA5 HG1 1HG H 0 1 N N N 78.798 45.617 -14.452 2.466 0.855 1.379 HG1 AA5 28 AA5 HG2 2HG H 0 1 N N N 78.039 45.822 -12.931 2.597 2.463 0.627 HG2 AA5 29 AA5 HE1 1HE H 0 1 N N N 79.299 49.267 -12.293 2.913 3.567 3.043 HE1 AA5 30 AA5 HE2 2HE H 0 1 N N N 77.808 48.439 -13.104 2.782 1.959 3.795 HE2 AA5 31 AA5 HE3 3HE H 0 1 N N N 78.152 47.951 -11.575 4.133 3.035 4.224 HE3 AA5 32 AA5 HO2 HO2 H 0 1 N N N 75.635 43.822 -13.325 ? ? ? HO2 AA5 33 AA5 H2A1 1H2A H 0 0 N N N 78.580 43.582 -20.855 0.283 -4.809 2.401 H2A1 AA5 34 AA5 H2A2 2H2A H 0 0 N N N 78.124 42.097 -19.928 -0.828 -5.612 1.266 H2A2 AA5 35 AA5 H2A3 3H2A H 0 0 N N N 77.481 43.618 -19.419 0.787 -5.103 0.719 H2A3 AA5 36 AA5 H4A H4A H 0 1 N N N 80.730 41.663 -14.441 0.113 0.689 -0.828 H4A AA5 37 AA5 H5A1 1H5A H 0 0 N N N 83.199 44.677 -15.946 -1.832 1.026 0.444 H5A1 AA5 38 AA5 H5A2 2H5A H 0 0 N N N 82.264 43.821 -14.776 -2.177 0.396 -1.185 H5A2 AA5 39 AA5 H6 H6 H 0 1 N N N 82.699 44.501 -18.394 -3.491 -1.945 0.975 H6 AA5 40 AA5 H2P H2P H 0 1 N N N 84.944 44.789 -14.631 -4.707 1.071 -2.226 H2P AA5 41 AA5 HO3 HO3 H 0 1 N N N 77.942 41.819 -16.345 2.001 -2.545 1.036 HO3 AA5 42 AA5 H3P H3P H 0 1 N N N 83.238 43.678 -13.188 -6.183 2.560 -0.061 H3P AA5 43 # 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 AA5 N CA SING N N 1 AA5 N C4A DOUB N N 2 AA5 CA C SING N N 3 AA5 CA CB SING N N 4 AA5 CA HA SING N N 5 AA5 C O1 DOUB N N 6 AA5 C O2 SING N N 7 AA5 CB CG SING N N 8 AA5 CB HB1 SING N N 9 AA5 CB HB2 SING N N 10 AA5 CG SD SING N N 11 AA5 CG HG1 SING N N 12 AA5 CG HG2 SING N N 13 AA5 SD CE SING N N 14 AA5 CE HE1 SING N N 15 AA5 CE HE2 SING N N 16 AA5 CE HE3 SING N N 17 AA5 O2 HO2 SING N N 18 AA5 C2 C2A SING N N 19 AA5 C2 C3 DOUB Y N 20 AA5 C2 N1 SING Y N 21 AA5 C2A H2A1 SING N N 22 AA5 C2A H2A2 SING N N 23 AA5 C2A H2A3 SING N N 24 AA5 C3 C4 SING Y N 25 AA5 C3 O3 SING N N 26 AA5 C4 C4A SING N N 27 AA5 C4 C5 DOUB Y N 28 AA5 C4A H4A SING N N 29 AA5 C5 C5A SING N N 30 AA5 C5 C6 SING Y N 31 AA5 C5A O4P SING N N 32 AA5 C5A H5A1 SING N N 33 AA5 C5A H5A2 SING N N 34 AA5 C6 N1 DOUB Y N 35 AA5 C6 H6 SING N N 36 AA5 O1P P DOUB N N 37 AA5 O2P P SING N N 38 AA5 O2P H2P SING N N 39 AA5 O3 HO3 SING N N 40 AA5 O3P P SING N N 41 AA5 O3P H3P SING N N 42 AA5 O4P P SING N N 43 # 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 AA5 SMILES ACDLabs 10.04 "O=C(O)C(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)CCSC" AA5 SMILES_CANONICAL CACTVS 3.341 "CSCC[C@H](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" AA5 SMILES CACTVS 3.341 "CSCC[CH](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" AA5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=N[C@@H](CCSC)C(=O)O)O" AA5 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CCSC)C(=O)O)O" AA5 InChI InChI 1.03 "InChI=1S/C13H19N2O7PS/c1-8-12(16)10(6-15-11(13(17)18)3-4-24-2)9(5-14-8)7-22-23(19,20)21/h5-6,11,16H,3-4,7H2,1-2H3,(H,17,18)(H2,19,20,21)/b15-6+/t11-/m0/s1" AA5 InChIKey InChI 1.03 HPCOPQVFKQIVQF-DMSFABOWSA-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 AA5 "SYSTEMATIC NAME" ACDLabs 10.04 "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-methionine" AA5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-4-methylsulfanyl-butanoic 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 AA5 "Create component" 2005-04-08 RCSB AA5 "Modify descriptor" 2011-06-04 RCSB #