data_B65
# 
_chem_comp.id                                    B65 
_chem_comp.name                                  "(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C16 H19 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BPH-652 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-14 
_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                        386.357 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B65 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2ZCQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
B65 CAL  CAL  C 0 1 Y N N 15.065 55.496 39.851 -5.627 -0.405 0.711  CAL  B65 1  
B65 CAH  CAH  C 0 1 Y N N 14.805 56.445 40.843 -6.679 -1.048 1.333  CAH  B65 2  
B65 CAG  CAG  C 0 1 Y N N 13.936 56.149 41.887 -7.651 -1.677 0.576  CAG  B65 3  
B65 CAI  CAI  C 0 1 Y N N 13.324 54.906 41.949 -7.572 -1.664 -0.804 CAI  B65 4  
B65 CAM  CAM  C 0 1 Y N N 13.584 53.956 40.962 -6.521 -1.022 -1.431 CAM  B65 5  
B65 CAU  CAU  C 0 1 Y N N 14.448 54.258 39.915 -5.545 -0.390 -0.674 CAU  B65 6  
B65 OAS  OAS  O 0 1 N N N 14.550 53.387 38.870 -4.511 0.242  -1.288 OAS  B65 7  
B65 CAV  CAV  C 0 1 Y N N 15.613 52.542 38.892 -3.572 0.837  -0.506 CAV  B65 8  
B65 CAO  CAO  C 0 1 Y N N 15.999 51.969 37.682 -2.459 0.121  -0.090 CAO  B65 9  
B65 CAN  CAN  C 0 1 Y N N 16.233 52.144 40.070 -3.722 2.164  -0.127 CAN  B65 10 
B65 CAJ  CAJ  C 0 1 Y N N 17.226 51.173 40.030 -2.767 2.766  0.667  CAJ  B65 11 
B65 CAK  CAK  C 0 1 Y N N 17.602 50.594 38.820 -1.661 2.048  1.086  CAK  B65 12 
B65 CAT  CAT  C 0 1 Y N N 16.983 50.995 37.641 -1.506 0.728  0.705  CAT  B65 13 
B65 CAQ  CAQ  C 0 1 N N N 17.331 50.343 36.298 -0.297 -0.049 1.158  CAQ  B65 14 
B65 CAP  CAP  C 0 1 N N N 18.445 51.101 35.572 0.826  0.112  0.132  CAP  B65 15 
B65 CAR  CAR  C 0 1 N N N 19.700 51.116 36.444 2.054  -0.677 0.591  CAR  B65 16 
B65 CAW  CAW  C 0 1 N N R 20.921 51.682 35.713 3.177  -0.517 -0.435 CAW  B65 17 
B65 PAX  PAX  P 0 1 N N N 21.318 50.687 34.219 4.586  -1.574 0.036  PAX  B65 18 
B65 OAB  OAB  O 0 1 N N N 22.821 51.064 33.784 5.768  -1.404 -1.044 OAB  B65 19 
B65 OAC  OAC  O 0 1 N N N 21.342 49.151 34.706 5.122  -1.138 1.490  OAC  B65 20 
B65 OAA  OAA  O 0 1 N N N 20.350 50.909 33.119 4.151  -2.988 0.073  OAA  B65 21 
B65 SAY  SAY  S 0 1 N N N 22.351 51.706 36.853 3.710  1.217  -0.481 SAY  B65 22 
B65 OAF  OAF  O 0 1 N N N 23.526 52.092 36.133 4.876  1.358  -1.281 OAF  B65 23 
B65 OAE  OAE  O 0 1 N N N 22.558 50.341 37.435 2.593  2.078  -0.656 OAE  B65 24 
B65 OAD  OAD  O 0 1 N N N 22.082 52.671 37.974 4.189  1.505  0.934  OAD  B65 25 
B65 HAL  HAL  H 0 1 N N N 15.741 55.726 39.041 -4.871 0.090  1.303  HAL  B65 26 
B65 HAH  HAH  H 0 1 N N N 15.281 57.413 40.799 -6.743 -1.060 2.411  HAH  B65 27 
B65 HAG  HAG  H 0 1 N N N 13.737 56.887 42.650 -8.472 -2.180 1.064  HAG  B65 28 
B65 HAI  HAI  H 0 1 N N N 12.648 54.675 42.759 -8.332 -2.156 -1.393 HAI  B65 29 
B65 HAM  HAM  H 0 1 N N N 13.114 52.985 41.011 -6.460 -1.013 -2.509 HAM  B65 30 
B65 HAO  HAO  H 0 1 N N N 15.525 52.288 36.765 -2.338 -0.910 -0.386 HAO  B65 31 
B65 HAN  HAN  H 0 1 N N N 15.945 52.587 41.012 -4.585 2.725  -0.454 HAN  B65 32 
B65 HAJ  HAJ  H 0 1 N N N 17.710 50.865 40.945 -2.883 3.798  0.962  HAJ  B65 33 
B65 HAK  HAK  H 0 1 N N N 18.371 49.836 38.798 -0.915 2.521  1.707  HAK  B65 34 
B65 HAQ  HAQ  H 0 1 N N N 17.667 49.312 36.483 0.037  0.329  2.124  HAQ  B65 35 
B65 HAQA HAQA H 0 0 N N N 16.433 50.361 35.664 -0.557 -1.104 1.250  HAQA B65 36 
B65 HAP  HAP  H 0 1 N N N 18.667 50.602 34.617 0.492  -0.266 -0.835 HAP  B65 37 
B65 HAPA HAPA H 0 0 N N N 18.120 52.134 35.377 1.086  1.166  0.039  HAPA B65 38 
B65 HAR  HAR  H 0 1 N N N 19.502 51.742 37.326 2.388  -0.299 1.558  HAR  B65 39 
B65 HARA HARA H 0 0 N N N 19.928 50.076 36.719 1.794  -1.732 0.684  HARA B65 40 
B65 HAW  HAW  H 0 1 N N N 20.692 52.707 35.384 2.814  -0.812 -1.420 HAW  B65 41 
B65 HAB  HAB  H 0 1 N N N 22.868 51.138 32.838 6.551  -1.939 -0.857 HAB  B65 42 
B65 HAC  HAC  H 0 1 N N N 21.347 48.578 33.948 5.424  -0.221 1.539  HAC  B65 43 
B65 HAD  HAD  H 0 1 N N N 22.025 52.196 38.795 4.509  2.408  1.065  HAD  B65 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 
B65 CAL CAH  DOUB Y N 1  
B65 CAL CAU  SING Y N 2  
B65 CAH CAG  SING N N 3  
B65 CAG CAI  DOUB Y N 4  
B65 CAI CAM  SING N N 5  
B65 CAM CAU  DOUB Y N 6  
B65 CAU OAS  SING N N 7  
B65 OAS CAV  SING Y N 8  
B65 CAV CAO  DOUB N N 9  
B65 CAV CAN  SING Y N 10 
B65 CAO CAT  SING N N 11 
B65 CAN CAJ  DOUB N N 12 
B65 CAJ CAK  SING N N 13 
B65 CAK CAT  DOUB Y N 14 
B65 CAT CAQ  SING Y N 15 
B65 CAQ CAP  SING Y N 16 
B65 CAP CAR  SING N N 17 
B65 CAR CAW  SING Y N 18 
B65 CAW PAX  SING N N 19 
B65 CAW SAY  SING Y N 20 
B65 PAX OAB  SING N N 21 
B65 PAX OAC  SING Y N 22 
B65 PAX OAA  DOUB N N 23 
B65 SAY OAF  DOUB N N 24 
B65 SAY OAE  DOUB N N 25 
B65 SAY OAD  SING N N 26 
B65 CAL HAL  SING N N 27 
B65 CAH HAH  SING N N 28 
B65 CAG HAG  SING N N 29 
B65 CAI HAI  SING N N 30 
B65 CAM HAM  SING N N 31 
B65 CAO HAO  SING N N 32 
B65 CAN HAN  SING N N 33 
B65 CAJ HAJ  SING N N 34 
B65 CAK HAK  SING N N 35 
B65 CAQ HAQ  SING N N 36 
B65 CAQ HAQA SING N N 37 
B65 CAP HAP  SING N N 38 
B65 CAP HAPA SING N N 39 
B65 CAR HAR  SING N N 40 
B65 CAR HARA SING N N 41 
B65 CAW HAW  SING N N 42 
B65 OAB HAB  SING N N 43 
B65 OAC HAC  SING N N 44 
B65 OAD HAD  SING N N 45 
# 
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 
B65 SMILES           ACDLabs              10.04 O=S(=O)(O)C(P(=O)(O)O)CCCc2cc(Oc1ccccc1)ccc2                                                                                                                              
B65 InChI            InChI                1.02b InChI=1/C16H19O7PS/c17-24(18,19)16(25(20,21)22)11-5-7-13-6-4-10-15(12-13)23-14-8-2-1-3-9-14/h1-4,6,8-10,12,16H,5,7,11H2,(H2,17,18,19)(H,20,21,22)/t16-/m1/s1/f/h17-18,20H 
B65 InChIKey         InChI                1.02b RCGCZPXSRLLKCK-TZGKSFCSDA                                                                                                                                                 
B65 SMILES_CANONICAL CACTVS               3.341 O[P](O)(=O)[C@@H](CCCc1cccc(Oc2ccccc2)c1)[S](O)(=O)=O                                                                                                                     
B65 SMILES           CACTVS               3.341 O[P](O)(=O)[CH](CCCc1cccc(Oc2ccccc2)c1)[S](O)(=O)=O                                                                                                                       
B65 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)Oc2cccc(c2)CCC[C@H](P(=O)(O)O)S(=O)(=O)O                                                                                                                        
B65 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)Oc2cccc(c2)CCCC(P(=O)(O)O)S(=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 
B65 "SYSTEMATIC NAME" ACDLabs              10.04 "(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid"  
B65 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R)-4-(3-phenoxyphenyl)-1-phosphono-butane-1-sulfonic acid" 
# 
