data_PAI
# 
_chem_comp.id                                    PAI 
_chem_comp.name                                  "{[(2,2-DIHYDROXY-ETHYL)-(2,3,4,5-TETRAHYDROXY-6-PHOSPHONOOXY-HEXYL)-AMINO]-METHYL}-PHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H23 N O13 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-01 
_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                        415.225 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PAI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1G7V 
_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 
PAI P1   P1   P 0 1 N N N 7.502 101.747 79.845 -3.882 -1.044 -0.006 P1   PAI 1  
PAI O1P  O1P  O 0 1 N N N 6.370 101.558 81.022 -3.545 -0.872 1.443  O1P  PAI 2  
PAI O2P  O2P  O 0 1 N N N 7.509 100.413 78.933 -3.933 -2.552 -0.574 O2P  PAI 3  
PAI O3P  O3P  O 0 1 N N N 7.191 103.130 78.871 -2.646 -0.356 -0.843 O3P  PAI 4  
PAI O4P  O4P  O 0 1 N N N 8.952 101.910 80.556 -5.220 -0.337 -0.561 O4P  PAI 5  
PAI C6   C6   C 0 1 N N N 7.124 104.557 79.378 -2.434 1.010  -0.598 C6   PAI 6  
PAI C5   C5   C 0 1 N N R 6.559 105.714 78.391 -1.267 1.563  -1.419 C5   PAI 7  
PAI O1   O1   O 0 1 N N N 6.797 106.962 79.064 -0.068 0.880  -1.031 O1   PAI 8  
PAI C4   C4   C 0 1 N N R 7.214 105.791 76.919 -1.420 1.473  -2.951 C4   PAI 9  
PAI O4   O4   O 0 1 N N N 6.920 104.503 76.332 -2.647 2.119  -3.309 O4   PAI 10 
PAI C3   C3   C 0 1 N N R 6.704 106.946 75.826 -0.283 2.127  -3.759 C3   PAI 11 
PAI O3   O3   O 0 1 N N N 7.074 106.371 74.537 -0.164 3.505  -3.381 O3   PAI 12 
PAI C2   C2   C 0 1 N N R 7.458 108.379 75.827 -0.501 2.110  -5.285 C2   PAI 13 
PAI O2   O2   O 0 1 N N N 7.180 109.116 77.005 -1.748 2.753  -5.580 O2   PAI 14 
PAI C1   C1   C 0 1 N N N 7.141 109.407 74.657 -0.527 0.724  -5.939 C1   PAI 15 
PAI N1   N1   N 0 1 N N N 5.714 109.702 74.278 0.702  -0.027 -5.700 N1   PAI 16 
PAI C7   C7   C 0 1 N N N 5.460 110.148 72.838 1.833  0.680  -6.308 C7   PAI 17 
PAI C8   C8   C 0 1 N N N 5.174 109.006 71.821 3.144  -0.058 -6.052 C8   PAI 18 
PAI O5   O5   O 0 1 N N N 4.130 108.260 71.952 3.322  -0.148 -4.643 O5   PAI 19 
PAI O6   O6   O 0 1 N N N 5.959 108.875 70.864 4.210  0.676  -6.640 O6   PAI 20 
PAI C9   C9   C 0 1 N N N 5.053 110.653 75.269 0.616  -1.390 -6.229 C9   PAI 21 
PAI P2   P2   P 0 1 N N N 5.589 112.336 75.092 -0.713 -2.126 -5.292 P2   PAI 22 
PAI O5P  O5P  O 0 1 N N N 4.534 112.981 74.049 -2.057 -1.470 -5.404 O5P  PAI 23 
PAI O6P  O6P  O 0 1 N N N 5.588 113.196 76.467 -0.125 -2.233 -3.788 O6P  PAI 24 
PAI O7P  O7P  O 0 1 N N N 7.060 112.298 74.476 -0.685 -3.665 -5.794 O7P  PAI 25 
PAI HO2P HO2P H 0 0 N N N 8.163 100.522 78.252 -4.541 -3.199 -0.157 HO2P PAI 26 
PAI HC61 1HC6 H 0 0 N N N 6.537 104.574 80.325 -3.361 1.544  -0.829 HC61 PAI 27 
PAI HC62 2HC6 H 0 0 N N N 8.134 104.857 79.742 -2.233 1.125  0.473  HC62 PAI 28 
PAI HC5  HC5  H 0 1 N N N 5.486 105.477 78.199 -1.101 2.608  -1.130 HC5  PAI 29 
PAI HO1  HO1  H 0 1 N N N 6.466 107.639 78.486 0.664  1.463  -1.276 HO1  PAI 30 
PAI HC4  HC4  H 0 1 N N N 8.277 106.078 77.091 -1.530 0.422  -3.242 HC4  PAI 31 
PAI HO4  HO4  H 0 1 N N N 7.305 104.548 75.465 -2.801 1.907  -4.240 HO4  PAI 32 
PAI HC3  HC3  H 0 1 N N N 5.635 107.155 76.064 0.679  1.657  -3.528 HC3  PAI 33 
PAI HO3  HO3  H 0 1 N N N 6.783 107.028 73.915 -0.028 3.997  -4.203 HO3  PAI 34 
PAI HC2  HC2  H 0 1 N N N 8.512 108.034 75.711 0.270  2.715  -5.778 HC2  PAI 35 
PAI HO2  HO2  H 0 1 N N N 7.622 109.956 77.005 -1.643 3.677  -5.312 HO2  PAI 36 
PAI HC11 1HC1 H 0 0 N N N 7.650 110.371 74.887 -0.686 0.815  -7.019 HC11 PAI 37 
PAI HC12 2HC1 H 0 0 N N N 7.687 109.078 73.742 -1.364 0.146  -5.532 HC12 PAI 38 
PAI HC71 1HC7 H 0 0 N N N 4.634 110.897 72.811 1.657  0.769  -7.386 HC71 PAI 39 
PAI HC72 2HC7 H 0 0 N N N 6.308 110.775 72.478 1.888  1.698  -5.906 HC72 PAI 40 
PAI HC8  HC8  H 0 1 N N N 5.065 107.934 72.109 3.112  -1.070 -6.474 HC8  PAI 41 
PAI HO5  HO5  H 0 1 N N N 3.955 107.562 71.331 3.913  -0.902 -4.478 HO5  PAI 42 
PAI HO6  HO6  H 0 1 N N N 5.784 108.177 70.243 4.939  0.050  -6.789 HO6  PAI 43 
PAI HC91 1HC9 H 0 0 N N N 3.942 110.582 75.204 0.441  -1.425 -7.310 HC91 PAI 44 
PAI HC92 2HC9 H 0 0 N N N 5.199 110.298 76.316 1.522  -1.970 -6.018 HC92 PAI 45 
PAI HO6P HO6P H 0 0 N N N 5.874 114.096 76.372 -0.696 -2.601 -3.081 HO6P PAI 46 
PAI HO7P HO7P H 0 0 N N N 7.346 113.198 74.381 -1.357 -4.289 -5.446 HO7P PAI 47 
PAI HO7  HO7  H 0 1 N N N 9.630 101.942 79.891 -6.081 -0.549 -0.142 HO7  PAI 48 
# 
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 
PAI P1  O1P  DOUB N N 1  
PAI P1  O2P  SING N N 2  
PAI P1  O3P  SING N N 3  
PAI P1  O4P  SING N N 4  
PAI O2P HO2P SING N N 5  
PAI O3P C6   SING N N 6  
PAI C6  C5   SING N N 7  
PAI C6  HC61 SING N N 8  
PAI C6  HC62 SING N N 9  
PAI C5  O1   SING N N 10 
PAI C5  C4   SING N N 11 
PAI C5  HC5  SING N N 12 
PAI O1  HO1  SING N N 13 
PAI C4  O4   SING N N 14 
PAI C4  C3   SING N N 15 
PAI C4  HC4  SING N N 16 
PAI O4  HO4  SING N N 17 
PAI C3  O3   SING N N 18 
PAI C3  C2   SING N N 19 
PAI C3  HC3  SING N N 20 
PAI O3  HO3  SING N N 21 
PAI C2  O2   SING N N 22 
PAI C2  C1   SING N N 23 
PAI C2  HC2  SING N N 24 
PAI O2  HO2  SING N N 25 
PAI C1  N1   SING N N 26 
PAI C1  HC11 SING N N 27 
PAI C1  HC12 SING N N 28 
PAI N1  C7   SING N N 29 
PAI N1  C9   SING N N 30 
PAI C7  C8   SING N N 31 
PAI C7  HC71 SING N N 32 
PAI C7  HC72 SING N N 33 
PAI C8  O5   SING N N 34 
PAI C8  O6   SING N N 35 
PAI C8  HC8  SING N N 36 
PAI O5  HO5  SING N N 37 
PAI O6  HO6  SING N N 38 
PAI C9  P2   SING N N 39 
PAI C9  HC91 SING N N 40 
PAI C9  HC92 SING N N 41 
PAI P2  O5P  DOUB N N 42 
PAI P2  O6P  SING N N 43 
PAI P2  O7P  SING N N 44 
PAI O6P HO6P SING N N 45 
PAI O7P HO7P SING N N 46 
PAI HO7 O4P  SING N N 47 
# 
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 
PAI SMILES           ACDLabs              10.04 O=P(O)(O)OCC(O)C(O)C(O)C(O)CN(CC(O)O)CP(=O)(O)O                                                                                                                        
PAI InChI            InChI                1.02b InChI=1/C9H23NO13P2/c11-5(1-10(2-7(13)14)4-24(17,18)19)8(15)9(16)6(12)3-23-25(20,21)22/h5-9,11-16H,1-4H2,(H2,17,18,19)(H2,20,21,22)/t5-,6-,8-,9-/m1/s1/f/h17-18,20-21H 
PAI InChIKey         InChI                1.02b ATILYNKCRYHYEP-GSNBVGAEDX                                                                                                                                              
PAI SMILES_CANONICAL CACTVS               3.341 OC(O)CN(C[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)C[P](O)(O)=O                                                                                                  
PAI SMILES           CACTVS               3.341 OC(O)CN(C[CH](O)[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C[P](O)(O)=O                                                                                                        
PAI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@H]([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)O)[N@](CC(O)O)CP(=O)(O)O                                                                                                 
PAI SMILES           "OpenEye OEToolkits" 1.5.0 C(C(C(C(C(COP(=O)(O)O)O)O)O)O)N(CC(O)O)CP(=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 
PAI "SYSTEMATIC NAME" ACDLabs              10.04 1-deoxy-1-[(2,2-dihydroxyethyl)(phosphonomethyl)amino]-6-O-phosphono-D-mannitol                            
PAI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[2,2-dihydroxyethyl-[(2R,3R,4R,5R)-2,3,4,5-tetrahydroxy-6-phosphonooxy-hexyl]amino]methylphosphonic acid" 
# 
