data_33P # _chem_comp.id 33P _chem_comp.name "{3-[(3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYL)-AMINO]-2-METHYL-PROPYL}-PHOSPHONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H20 N2 O9 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-04-15 _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 386.232 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 33P _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 1LC8 _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 33P N1 N1 N 0 1 Y N N 22.992 21.114 47.067 3.279 -0.940 2.136 N1 33P 1 33P C2 C2 C 0 1 Y N N 23.012 21.424 45.746 3.780 -0.327 1.081 C2 33P 2 33P C2A C2A C 0 1 N N N 22.005 20.878 44.848 5.215 -0.570 0.690 C2A 33P 3 33P C3 C3 C 0 1 Y N N 24.083 22.285 45.319 3.001 0.538 0.329 C3 33P 4 33P O3 O3 O 0 1 N N N 24.164 22.614 44.072 3.523 1.168 -0.756 O3 33P 5 33P C4 C4 C 0 1 Y N N 25.034 22.761 46.332 1.678 0.753 0.701 C4 33P 6 33P C4A C4A C 0 1 N N N 26.095 23.628 45.845 0.796 1.686 -0.087 C4A 33P 7 33P C5 C5 C 0 1 Y N N 24.934 22.391 47.663 1.193 0.093 1.819 C5 33P 8 33P C6 C6 C 0 1 Y N N 23.858 21.540 48.054 2.029 -0.758 2.515 C6 33P 9 33P C5A C5A C 0 1 N N N 25.820 22.795 48.773 -0.233 0.293 2.262 C5A 33P 10 33P O4A O4A O 0 1 N N N 25.590 24.194 49.052 -0.486 -0.502 3.422 O4A 33P 11 33P PA PA P 0 1 N N N 26.275 25.015 50.235 -2.019 -0.241 3.839 PA 33P 12 33P O1A O1A O 0 1 N N N 25.137 25.409 51.228 -2.908 -0.639 2.725 O1A 33P 13 33P O2A O2A O 0 1 N N N 26.987 26.314 49.708 -2.375 -1.110 5.147 O2A 33P 14 33P O3A O3A O 0 1 N N N 27.258 24.065 50.960 -2.229 1.322 4.161 O3A 33P 15 33P PB PB P 0 1 N N N 28.114 22.523 41.306 -0.804 -0.995 -3.897 PB 33P 16 33P O1B O1B O 0 1 N N N 28.539 21.052 41.340 -2.190 -1.255 -4.349 O1B 33P 17 33P O2B O2B O 0 1 N N N 28.831 23.282 40.173 0.229 -1.720 -4.896 O2B 33P 18 33P O3B O3B O 0 1 N N N 26.594 22.609 41.100 -0.608 -1.573 -2.408 O3B 33P 19 33P N7 N7 N 0 1 N N N 26.704 23.845 44.741 0.111 0.933 -1.147 N7 33P 20 33P C8 C8 C 0 1 N N N 27.748 24.751 44.342 -0.726 1.895 -1.874 C8 33P 21 33P C9 C9 C 0 1 N N R 28.117 24.547 42.882 -1.472 1.174 -2.999 C9 33P 22 33P O4B O4B O 0 1 N N N 28.481 23.165 42.712 -0.528 0.590 -3.898 O4B 33P 23 33P C10 C10 C 0 1 N N N 29.288 25.449 42.587 -2.346 2.176 -3.756 C10 33P 24 33P H2A1 1H2A H 0 0 N N N 20.998 21.134 45.253 5.856 0.154 1.192 H2A1 33P 25 33P H2A2 2H2A H 0 0 N N N 22.021 21.133 43.763 5.507 -1.578 0.985 H2A2 33P 26 33P H2A3 3H2A H 0 0 N N N 22.012 19.768 44.948 5.321 -0.463 -0.388 H2A3 33P 27 33P HO3 HO3 H 0 1 N N N 24.871 23.182 43.790 3.896 2.003 -0.442 HO3 33P 28 33P H4A1 1H4A H 0 0 N N N 26.933 23.406 46.547 1.405 2.471 -0.535 H4A1 33P 29 33P H4A2 2H4A H 0 0 N N N 25.729 24.643 46.126 0.056 2.134 0.575 H4A2 33P 30 33P H6 H6 H 0 1 N N N 23.699 21.218 49.097 1.656 -1.279 3.384 H6 33P 31 33P H5A1 1H5A H 0 0 N N N 26.893 22.569 48.570 -0.396 1.344 2.500 H5A1 33P 32 33P H5A2 2H5A H 0 0 N N N 25.698 22.152 49.676 -0.908 -0.007 1.461 H5A2 33P 33 33P HOA2 2HOA H 0 0 N N N 27.395 26.803 50.413 -3.300 -0.926 5.362 HOA2 33P 34 33P HOA3 3HOA H 0 0 N N N 27.666 24.554 51.665 -1.634 1.539 4.891 HOA3 33P 35 33P HOB2 2HOB H 0 0 N N N 28.567 24.194 40.152 0.030 -2.666 -4.866 HOB2 33P 36 33P HOB3 3HOB H 0 0 N N N 26.330 23.521 41.079 0.305 -1.384 -2.153 HOB3 33P 37 33P HN7 HN7 H 0 1 N N N 25.951 24.034 44.080 -0.516 0.291 -0.687 HN7 33P 38 33P H81 1H8 H 0 1 N N N 28.639 24.670 45.007 -0.097 2.678 -2.298 H81 33P 39 33P H82 2H8 H 0 1 N N N 27.475 25.811 44.553 -1.447 2.341 -1.188 H82 33P 40 33P H9 H9 H 0 1 N N N 27.276 24.790 42.191 -2.101 0.392 -2.574 H9 33P 41 33P H101 1H10 H 0 0 N N N 30.147 25.290 43.280 -1.716 2.959 -4.180 H101 33P 42 33P H102 2H10 H 0 0 N N N 29.559 25.299 41.516 -2.877 1.663 -4.557 H102 33P 43 33P H103 3H10 H 0 0 N N N 29.092 26.517 42.843 -3.066 2.622 -3.070 H103 33P 44 # 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 33P N1 C2 DOUB Y N 1 33P N1 C6 SING Y N 2 33P C2 C2A SING N N 3 33P C2 C3 SING Y N 4 33P C2A H2A1 SING N N 5 33P C2A H2A2 SING N N 6 33P C2A H2A3 SING N N 7 33P C3 O3 SING N N 8 33P C3 C4 DOUB Y N 9 33P O3 HO3 SING N N 10 33P C4 C4A SING N N 11 33P C4 C5 SING Y N 12 33P C4A N7 SING N N 13 33P C4A H4A1 SING N N 14 33P C4A H4A2 SING N N 15 33P C5 C6 DOUB Y N 16 33P C5 C5A SING N N 17 33P C6 H6 SING N N 18 33P C5A O4A SING N N 19 33P C5A H5A1 SING N N 20 33P C5A H5A2 SING N N 21 33P O4A PA SING N N 22 33P PA O1A DOUB N N 23 33P PA O2A SING N N 24 33P PA O3A SING N N 25 33P O2A HOA2 SING N N 26 33P O3A HOA3 SING N N 27 33P PB O1B DOUB N N 28 33P PB O2B SING N N 29 33P PB O3B SING N N 30 33P PB O4B SING N N 31 33P O2B HOB2 SING N N 32 33P O3B HOB3 SING N N 33 33P N7 C8 SING N N 34 33P N7 HN7 SING N N 35 33P C8 C9 SING N N 36 33P C8 H81 SING N N 37 33P C8 H82 SING N N 38 33P C9 O4B SING N N 39 33P C9 C10 SING N N 40 33P C9 H9 SING N N 41 33P C10 H101 SING N N 42 33P C10 H102 SING N N 43 33P C10 H103 SING N N 44 # 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 33P SMILES ACDLabs 10.04 "O=P(O)(O)OCc1cnc(c(O)c1CNCC(OP(=O)(O)O)C)C" 33P SMILES_CANONICAL CACTVS 3.341 "C[C@H](CNCc1c(O)c(C)ncc1CO[P](O)(O)=O)O[P](O)(O)=O" 33P SMILES CACTVS 3.341 "C[CH](CNCc1c(O)c(C)ncc1CO[P](O)(O)=O)O[P](O)(O)=O" 33P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC[C@@H](C)OP(=O)(O)O)O" 33P SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCC(C)OP(=O)(O)O)O" 33P InChI InChI 1.03 "InChI=1S/C11H20N2O9P2/c1-7(22-24(18,19)20)3-12-5-10-9(6-21-23(15,16)17)4-13-8(2)11(10)14/h4,7,12,14H,3,5-6H2,1-2H3,(H2,15,16,17)(H2,18,19,20)/t7-/m1/s1" 33P InChIKey InChI 1.03 JMZWWHLIKAYMPJ-SSDOTTSWSA-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 33P "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-1-methylethyl dihydrogen phosphate" 33P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-hydroxy-6-methyl-4-[[[(2R)-2-phosphonooxypropyl]amino]methyl]pyridin-3-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 33P "Create component" 2002-04-15 RCSB 33P "Modify descriptor" 2011-06-04 RCSB #