data_LK3
# 
_chem_comp.id                                    LK3 
_chem_comp.name                                  "N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-06 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        423.480 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LK3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
LK3 O28  O28  O 0 1 N N N -22.281 5.763  19.391 -0.521 2.708  2.406   O28  LK3 1  
LK3 S11  S11  S 0 1 N N N -22.214 4.633  18.409 -1.149 2.017  1.296   S11  LK3 2  
LK3 O27  O27  O 0 1 N N N -21.712 5.156  17.095 -2.501 1.508  1.425   O27  LK3 3  
LK3 N    N    N 0 1 N N N -23.697 3.992  18.189 -0.118 0.762  0.765   N    LK3 4  
LK3 CA   CA   C 0 1 N N N -24.439 3.889  19.455 -0.662 -0.392 0.052   CA   LK3 5  
LK3 C    C    C 0 1 N N N -25.005 5.260  19.842 0.366  -0.842 -0.970  C    LK3 6  
LK3 OXT  OXT  O 0 1 N N N -25.062 5.533  21.061 -0.101 -1.854 -1.749  OXT  LK3 7  
LK3 O    O    O 0 1 N N N -25.365 6.012  18.912 1.488  -0.371 -1.104  O    LK3 8  
LK3 CB   CB   C 0 1 N N N -25.580 2.886  19.267 -1.066 -1.526 1.009   CB   LK3 9  
LK3 CG   CG   C 0 1 N N N -26.381 2.671  20.553 0.038  -2.064 1.923   CG   LK3 10 
LK3 CD   CD   C 0 1 N N N -27.409 1.550  20.383 -0.435 -3.106 2.906   CD   LK3 11 
LK3 OE2  OE2  O 0 1 N N N -27.344 0.869  19.337 -1.573 -3.556 2.928   OE2  LK3 12 
LK3 OE1  OE1  O 0 1 N N N -28.235 1.390  21.308 0.541  -3.503 3.759   OE1  LK3 13 
LK3 C12  C12  C 0 1 N N N -21.121 3.408  19.022 -1.138 3.102  -0.099  C12  LK3 14 
LK3 C17  C17  C 0 1 N N N -21.039 3.194  20.393 -0.186 4.100  -0.170  C17  LK3 15 
LK3 C16  C16  C 0 1 N N N -20.195 2.213  20.901 -0.175 4.957  -1.270  C16  LK3 16 
LK3 C15  C15  C 0 1 N N N -19.428 1.441  20.035 -1.120 4.813  -2.300  C15  LK3 17 
LK3 C21  C21  C 0 1 N N N -18.605 0.442  20.543 -1.124 5.666  -3.415  C21  LK3 18 
LK3 C20  C20  C 0 1 N N N -17.851 -0.349 19.683 -2.070 5.509  -4.428  C20  LK3 19 
LK3 C19  C19  C 0 1 N N N -17.913 -0.123 18.311 -3.023 4.498  -4.341  C19  LK3 20 
LK3 C18  C18  C 0 1 N N N -18.738 0.875  17.803 -3.033 3.641  -3.240  C18  LK3 21 
LK3 C14  C14  C 0 1 N N N -19.502 1.657  18.663 -2.089 3.785  -2.211  C14  LK3 22 
LK3 C13  C13  C 0 1 N N N -20.350 2.638  18.157 -2.084 2.932  -1.096  C13  LK3 23 
LK3 O22  O22  O 0 1 N N N -17.120 -1.392 20.164 -2.060 6.344  -5.503  O22  LK3 24 
LK3 C23  C23  C 0 1 N N N -16.676 -1.160 21.510 -2.528 5.812  -6.742  C23  LK3 25 
LK3 C24  C24  C 0 1 N N N -15.310 -0.472 21.514 -1.817 6.525  -7.883  C24  LK3 26 
LK3 C25  C25  C 0 1 N N N -14.248 -1.369 20.875 -2.261 5.993  -9.244  C25  LK3 27 
LK3 C26  C26  C 0 1 N N N -12.879 -0.686 20.882 -1.512 6.685  -10.383 C26  LK3 28 
LK3 C30  C30  C 0 1 N N N -11.819 -1.583 20.241 -1.926 6.134  -11.738 C30  LK3 29 
LK3 H    H    H 0 1 N N N -24.211 4.578  17.563 0.767  0.613  1.271   H    LK3 30 
LK3 HA   HA   H 0 1 N N N -23.769 3.549  20.258 -1.548 -0.047 -0.495  HA   LK3 31 
LK3 HBC1 1HBC H 0 0 N N N -26.259 3.270  18.492 -1.496 -2.348 0.423   HBC1 LK3 32 
LK3 HBC2 2HBC H 0 0 N N N -25.138 1.921  18.978 -1.875 -1.160 1.654   HBC2 LK3 33 
LK3 HXT  HXT  H 0 1 N N N -25.423 6.404  21.174 0.525  -2.182 -2.429  HXT  LK3 34 
LK3 HGC1 1HGC H 0 0 N N N -25.688 2.400  21.363 0.866  -2.485 1.342   HGC1 LK3 35 
LK3 HGC2 2HGC H 0 0 N N N -26.916 3.602  20.792 0.473  -1.241 2.504   HGC2 LK3 36 
LK3 HE1  HE1  H 0 1 N N N -28.812 0.666  21.096 0.274  -4.188 4.408   HE1  LK3 37 
LK3 H17  H17  H 0 1 N N N -21.634 3.793  21.067 0.556  4.231  0.614   H17  LK3 38 
LK3 H13  H13  H 0 1 N N N -20.410 2.802  17.091 -2.825 2.138  -1.018  H13  LK3 39 
LK3 H16  H16  H 0 1 N N N -20.135 2.051  21.967 0.579  5.740  -1.318  H16  LK3 40 
LK3 H21  H21  H 0 1 N N N -18.551 0.280  21.609 -0.385 6.462  -3.498  H21  LK3 41 
LK3 H19  H19  H 0 1 N N N -17.319 -0.724 17.639 -3.761 4.371  -5.128  H19  LK3 42 
LK3 H18  H18  H 0 1 N N N -18.786 1.043  16.737 -3.787 2.858  -3.193  H18  LK3 43 
LK3 H231 1H23 H 0 0 N N N -17.405 -0.516 22.024 -2.319 4.738  -6.761  H231 LK3 44 
LK3 H232 2H23 H 0 0 N N N -16.589 -2.127 22.027 -3.611 5.965  -6.800  H232 LK3 45 
LK3 H241 1H24 H 0 0 N N N -15.379 0.465  20.943 -2.012 7.603  -7.815  H241 LK3 46 
LK3 H242 2H24 H 0 0 N N N -15.020 -0.268 22.555 -0.733 6.409  -7.765  H242 LK3 47 
LK3 H251 1H25 H 0 0 N N N -14.182 -2.308 21.445 -3.340 6.149  -9.366  H251 LK3 48 
LK3 H252 2H25 H 0 0 N N N -14.537 -1.568 19.832 -2.083 4.912  -9.291  H252 LK3 49 
LK3 H261 1H26 H 0 0 N N N -12.945 0.253  20.314 -1.708 7.763  -10.358 H261 LK3 50 
LK3 H262 2H26 H 0 0 N N N -12.589 -0.488 21.924 -0.432 6.549  -10.255 H262 LK3 51 
LK3 H301 1H30 H 0 0 N N N -12.101 -1.798 19.200 -1.714 5.062  -11.807 H301 LK3 52 
LK3 H302 2H30 H 0 0 N N N -10.846 -1.070 20.259 -2.996 6.285  -11.912 H302 LK3 53 
LK3 H303 3H30 H 0 0 N N N -11.748 -2.525 20.804 -1.377 6.641  -12.537 H303 LK3 54 
# 
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 
LK3 O27 S11  DOUB N N 1  
LK3 S11 N    SING N N 2  
LK3 N   CA   SING N N 3  
LK3 CA  C    SING N N 4  
LK3 C   OXT  SING N N 5  
LK3 C   O    DOUB N N 6  
LK3 CA  CB   SING N N 7  
LK3 CB  CG   SING N N 8  
LK3 CG  CD   SING N N 9  
LK3 CD  OE2  DOUB N N 10 
LK3 CD  OE1  SING N N 11 
LK3 S11 C12  SING N N 12 
LK3 C12 C17  SING N N 13 
LK3 C17 C16  DOUB N N 14 
LK3 C16 C15  SING N N 15 
LK3 C15 C21  SING N N 16 
LK3 C21 C20  DOUB N N 17 
LK3 C20 C19  SING N N 18 
LK3 C19 C18  DOUB N N 19 
LK3 C15 C14  DOUB N N 20 
LK3 C18 C14  SING N N 21 
LK3 C12 C13  DOUB N N 22 
LK3 C14 C13  SING N N 23 
LK3 C20 O22  SING N N 24 
LK3 O22 C23  SING N N 25 
LK3 S11 O28  DOUB N N 26 
LK3 C23 C24  SING N N 27 
LK3 C24 C25  SING N N 28 
LK3 C25 C26  SING N N 29 
LK3 C26 C30  SING N N 30 
LK3 N   H    SING N N 31 
LK3 CB  HBC1 SING N N 32 
LK3 CB  HBC2 SING N N 33 
LK3 OXT HXT  SING N N 34 
LK3 CG  HGC1 SING N N 35 
LK3 CG  HGC2 SING N N 36 
LK3 OE1 HE1  SING N N 37 
LK3 C17 H17  SING N N 38 
LK3 C13 H13  SING N N 39 
LK3 C16 H16  SING N N 40 
LK3 C21 H21  SING N N 41 
LK3 C19 H19  SING N N 42 
LK3 C18 H18  SING N N 43 
LK3 C23 H231 SING N N 44 
LK3 C23 H232 SING N N 45 
LK3 C24 H241 SING N N 46 
LK3 C24 H242 SING N N 47 
LK3 C25 H251 SING N N 48 
LK3 C25 H252 SING N N 49 
LK3 C26 H261 SING N N 50 
LK3 C26 H262 SING N N 51 
LK3 C30 H301 SING N N 52 
LK3 C30 H302 SING N N 53 
LK3 C30 H303 SING N N 54 
LK3 CA  HA   SING N N 55 
# 
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 
LK3 SMILES           ACDLabs              10.04 O=C(O)C(NS(=O)(=O)c1ccc2c(c1)ccc(OCCCCC)c2)CCC(=O)O                                                                                                                              
LK3 InChI            InChI                1.02b InChI=1/C20H25NO7S/c1-2-3-4-11-28-16-7-5-15-13-17(8-6-14(15)12-16)29(26,27)21-18(20(24)25)9-10-19(22)23/h5-8,12-13,18,21H,2-4,9-11H2,1H3,(H,22,23)(H,24,25)/t18-/m1/s1/f/h22,24H 
LK3 InChIKey         InChI                1.02b LIGACKDHLKEZFH-PETGVNDMDE                                                                                                                                                        
LK3 SMILES_CANONICAL CACTVS               3.341 CCCCCOc1ccc2cc(ccc2c1)[S](=O)(=O)N[C@H](CCC(O)=O)C(O)=O                                                                                                                          
LK3 SMILES           CACTVS               3.341 CCCCCOc1ccc2cc(ccc2c1)[S](=O)(=O)N[CH](CCC(O)=O)C(O)=O                                                                                                                           
LK3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCOc1ccc2cc(ccc2c1)S(=O)(=O)N[C@H](CCC(=O)O)C(=O)O                                                                                                                            
LK3 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCOc1ccc2cc(ccc2c1)S(=O)(=O)NC(CCC(=O)O)C(=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 
LK3 "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[6-(pentyloxy)naphthalen-2-yl]sulfonyl}-D-glutamic acid"        
LK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(6-pentoxynaphthalen-2-yl)sulfonylamino]pentanedioic acid" 
# 
