data_LK4
# 
_chem_comp.id                                    LK4 
_chem_comp.name                                  "N-({6-[(4-CYANOBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H20 N2 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                        468.479 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LK4 
_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 
LK4 N31  N31  N 0 1 N N N -10.697 1.687  -22.591 -2.164 10.670 -11.581 N31  LK4 1  
LK4 C30  C30  C 0 1 N N N -11.828 1.456  -22.444 -2.314 9.902  -10.722 C30  LK4 2  
LK4 C27  C27  C 0 1 N N N -13.096 1.415  -22.283 -2.500 8.957  -9.666  C27  LK4 3  
LK4 C28  C28  C 0 1 N N N -13.504 1.150  -20.991 -1.854 7.722  -9.715  C28  LK4 4  
LK4 C29  C29  C 0 1 N N N -14.843 1.112  -20.692 -2.034 6.799  -8.684  C29  LK4 5  
LK4 C26  C26  C 0 1 N N N -14.037 1.633  -23.307 -3.326 9.270  -8.587  C26  LK4 6  
LK4 C25  C25  C 0 1 N N N -15.404 1.578  -23.013 -3.507 8.347  -7.557  C25  LK4 7  
LK4 C24  C24  C 0 1 N N N -15.769 1.299  -21.693 -2.860 7.118  -7.612  C24  LK4 8  
LK4 C23  C23  C 0 1 N N N -17.166 1.296  -21.172 -3.055 6.126  -6.503  C23  LK4 9  
LK4 O22  O22  O 0 1 N N N -18.082 0.451  -21.778 -2.060 6.344  -5.503  O22  LK4 10 
LK4 C20  C20  C 0 1 N N N -18.798 -0.290 -20.875 -2.070 5.509  -4.428  C20  LK4 11 
LK4 C19  C19  C 0 1 N N N -18.792 -0.124 -19.466 -3.023 4.498  -4.341  C19  LK4 12 
LK4 C18  C18  C 0 1 N N N -19.573 -0.996 -18.666 -3.033 3.641  -3.240  C18  LK4 13 
LK4 C21  C21  C 0 1 N N N -19.526 -1.275 -21.468 -1.124 5.666  -3.415  C21  LK4 14 
LK4 C15  C15  C 0 1 N N N -20.277 -2.110 -20.691 -1.120 4.813  -2.300  C15  LK4 15 
LK4 C16  C16  C 0 1 N N N -20.328 -1.998 -19.302 -2.089 3.785  -2.211  C16  LK4 16 
LK4 C17  C17  C 0 1 N N N -21.130 -2.906 -18.609 -2.084 2.932  -1.096  C17  LK4 17 
LK4 C14  C14  C 0 1 N N N -20.963 -3.059 -21.408 -0.175 4.957  -1.270  C14  LK4 18 
LK4 C13  C13  C 0 1 N N N -21.740 -3.940 -20.721 -0.186 4.100  -0.170  C13  LK4 19 
LK4 C12  C12  C 0 1 N N N -21.830 -3.881 -19.350 -1.138 3.102  -0.099  C12  LK4 20 
LK4 S11  S11  S 0 1 N N N -22.806 -4.985 -18.729 -1.149 2.017  1.296   S11  LK4 21 
LK4 O33  O33  O 0 1 N N N -22.468 -5.357 -17.341 -0.521 2.708  2.406   O33  LK4 22 
LK4 O32  O32  O 0 1 N N N -22.820 -6.118 -19.673 -2.501 1.508  1.425   O32  LK4 23 
LK4 N    N    N 0 1 N N N -24.283 -4.312 -18.665 -0.118 0.762  0.765   N    LK4 24 
LK4 CA   CA   C 0 1 N N N -25.041 -4.141 -19.904 -0.662 -0.392 0.052   CA   LK4 25 
LK4 C    C    C 0 1 N N N -25.666 -5.447 -20.374 0.366  -0.842 -0.970  C    LK4 26 
LK4 O    O    O 0 1 N N N -25.680 -5.722 -21.582 1.488  -0.371 -1.104  O    LK4 27 
LK4 OXT  OXT  O 0 1 N N N -26.172 -6.224 -19.547 -0.101 -1.854 -1.749  OXT  LK4 28 
LK4 CB   CB   C 0 1 N N N -26.139 -3.071 -19.711 -1.066 -1.526 1.009   CB   LK4 29 
LK4 CG   CG   C 0 1 N N N -26.798 -2.748 -21.046 0.038  -2.064 1.923   CG   LK4 30 
LK4 CD   CD   C 0 1 N N N -27.743 -1.574 -20.939 -0.435 -3.106 2.906   CD   LK4 31 
LK4 OE1  OE1  O 0 1 N N N -28.551 -1.401 -21.876 -1.573 -3.556 2.928   OE1  LK4 32 
LK4 OE2  OE2  O 0 1 N N N -27.705 -0.834 -19.930 0.541  -3.503 3.759   OE2  LK4 33 
LK4 H28  H28  H 0 1 N N N -12.771 0.973  -20.217 -1.206 7.463  -10.549 H28  LK4 34 
LK4 H26  H26  H 0 1 N N N -13.706 1.841  -24.314 -3.837 10.229 -8.536  H26  LK4 35 
LK4 H29  H29  H 0 1 N N N -15.168 0.936  -19.677 -1.527 5.839  -8.730  H29  LK4 36 
LK4 H25  H25  H 0 1 N N N -16.149 1.745  -23.777 -4.153 8.600  -6.720  H25  LK4 37 
LK4 H231 1H23 H 0 0 N N N -17.110 0.997  -20.115 -4.046 6.234  -6.050  H231 LK4 38 
LK4 H232 2H23 H 0 0 N N N -17.543 2.310  -21.373 -2.967 5.101  -6.880  H232 LK4 39 
LK4 H19  H19  H 0 1 N N N -18.201 0.656  -19.009 -3.761 4.371  -5.128  H19  LK4 40 
LK4 H21  H21  H 0 1 N N N -19.510 -1.395 -22.541 -0.385 6.462  -3.498  H21  LK4 41 
LK4 H18  H18  H 0 1 N N N -19.588 -0.893 -17.591 -3.787 2.858  -3.193  H18  LK4 42 
LK4 H14  H14  H 0 1 N N N -20.888 -3.105 -22.484 0.579  5.740  -1.318  H14  LK4 43 
LK4 H17  H17  H 0 1 N N N -21.213 -2.863 -17.533 -2.825 2.138  -1.018  H17  LK4 44 
LK4 H13  H13  H 0 1 N N N -22.293 -4.695 -21.259 0.556  4.231  0.614   H13  LK4 45 
LK4 H    H    H 0 1 N N N -24.836 -4.901 -18.075 0.767  0.613  1.271   H    LK4 46 
LK4 HA   HA   H 0 1 N N N -24.335 -3.810 -20.680 -1.548 -0.047 -0.495  HA   LK4 47 
LK4 HBC1 1HBC H 0 0 N N N -26.900 -3.454 -19.014 -1.496 -2.348 0.423   HBC1 LK4 48 
LK4 HBC2 2HBC H 0 0 N N N -25.682 -2.156 -19.305 -1.875 -1.160 1.654   HBC2 LK4 49 
LK4 HXT  HXT  H 0 1 N N N -26.527 -6.981 -19.999 0.525  -2.182 -2.429  HXT  LK4 50 
LK4 HGC1 1HGC H 0 0 N N N -26.013 -2.502 -21.776 0.866  -2.485 1.342   HGC1 LK4 51 
LK4 HGC2 2HGC H 0 0 N N N -27.379 -3.627 -21.362 0.473  -1.241 2.504   HGC2 LK4 52 
LK4 HE2  HE2  H 0 1 N N N -28.367 -0.157 -20.008 0.274  -4.188 4.408   HE2  LK4 53 
# 
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 
LK4 N31 C30  TRIP N N 1  
LK4 C30 C27  SING N N 2  
LK4 C27 C28  SING N N 3  
LK4 C28 C29  DOUB N N 4  
LK4 C27 C26  DOUB N N 5  
LK4 C26 C25  SING N N 6  
LK4 C29 C24  SING N N 7  
LK4 C25 C24  DOUB N N 8  
LK4 C24 C23  SING N N 9  
LK4 C23 O22  SING N N 10 
LK4 O22 C20  SING N N 11 
LK4 C20 C19  SING N N 12 
LK4 C19 C18  DOUB N N 13 
LK4 C20 C21  DOUB N N 14 
LK4 C21 C15  SING N N 15 
LK4 C18 C16  SING N N 16 
LK4 C15 C16  DOUB N N 17 
LK4 C16 C17  SING N N 18 
LK4 C15 C14  SING N N 19 
LK4 C14 C13  DOUB N N 20 
LK4 C17 C12  DOUB N N 21 
LK4 C13 C12  SING N N 22 
LK4 C12 S11  SING N N 23 
LK4 S11 O33  DOUB N N 24 
LK4 S11 O32  DOUB N N 25 
LK4 S11 N    SING N N 26 
LK4 N   CA   SING N N 27 
LK4 CA  C    SING N N 28 
LK4 C   O    DOUB N N 29 
LK4 C   OXT  SING N N 30 
LK4 CA  CB   SING N N 31 
LK4 CB  CG   SING N N 32 
LK4 CG  CD   SING N N 33 
LK4 CD  OE1  DOUB N N 34 
LK4 CD  OE2  SING N N 35 
LK4 C28 H28  SING N N 36 
LK4 C26 H26  SING N N 37 
LK4 C29 H29  SING N N 38 
LK4 C25 H25  SING N N 39 
LK4 C23 H231 SING N N 40 
LK4 C23 H232 SING N N 41 
LK4 C19 H19  SING N N 42 
LK4 C21 H21  SING N N 43 
LK4 C18 H18  SING N N 44 
LK4 C14 H14  SING N N 45 
LK4 C17 H17  SING N N 46 
LK4 C13 H13  SING N N 47 
LK4 N   H    SING N N 48 
LK4 CA  HA   SING N N 49 
LK4 CB  HBC1 SING N N 50 
LK4 CB  HBC2 SING N N 51 
LK4 OXT HXT  SING N N 52 
LK4 CG  HGC1 SING N N 53 
LK4 CG  HGC2 SING N N 54 
LK4 OE2 HE2  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 
LK4 SMILES           ACDLabs              10.04 O=C(O)C(NS(=O)(=O)c1ccc3c(c1)ccc(OCc2ccc(C#N)cc2)c3)CCC(=O)O                                                                                                                                
LK4 InChI            InChI                1.02b InChI=1/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1/f/h26,28H 
LK4 InChIKey         InChI                1.02b PUHRQSFXADUGJW-YYNDZFPQDG                                                                                                                                                                   
LK4 SMILES_CANONICAL CACTVS               3.341 OC(=O)CC[C@@H](N[S](=O)(=O)c1ccc2cc(OCc3ccc(cc3)C#N)ccc2c1)C(O)=O                                                                                                                           
LK4 SMILES           CACTVS               3.341 OC(=O)CC[CH](N[S](=O)(=O)c1ccc2cc(OCc3ccc(cc3)C#N)ccc2c1)C(O)=O                                                                                                                             
LK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1COc2ccc3cc(ccc3c2)S(=O)(=O)N[C@H](CCC(=O)O)C(=O)O)C#N                                                                                                                              
LK4 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1COc2ccc3cc(ccc3c2)S(=O)(=O)NC(CCC(=O)O)C(=O)O)C#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 
LK4 "SYSTEMATIC NAME" ACDLabs              10.04 "N-({6-[(4-cyanobenzyl)oxy]naphthalen-2-yl}sulfonyl)-D-glutamic acid"                
LK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[[6-[(4-cyanophenyl)methoxy]naphthalen-2-yl]sulfonylamino]pentanedioic acid" 
# 
