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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h15-16,18-19H 
33P InChIKey         InChI                1.02b JMZWWHLIKAYMPJ-TUBXJHCPDY                                                                                                                                              
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                                                                                                                           
# 
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"           
# 
