data_KLN
# 
_chem_comp.id                                    KLN 
_chem_comp.name                                  1-ACETYL-4-(4-{[(2S,4R)-2-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YLMETHYL)-1,3-DIOXOLAN-4-YL]METHOXY}PHENYL)PIPERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 Cl2 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-15 
_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                        531.431 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KLN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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                  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 
KLN N1   N1   N  0 1 Y N N 16.653 9.653  65.735 -2.273 -2.873 -0.831 N1   KLN 1  
KLN C1   C1   C  0 1 Y N N 17.167 10.010 66.928 -2.284 -4.006 -0.097 C1   KLN 2  
KLN N2   N2   N  0 1 Y N N 17.924 9.043  67.350 -1.069 -4.479 -0.039 N2   KLN 3  
KLN C2   C2   C  0 1 Y N N 17.923 8.046  66.453 -0.248 -3.672 -0.726 C2   KLN 4  
KLN C3   C3   C  0 1 Y N N 17.131 8.409  65.429 -0.981 -2.661 -1.230 C3   KLN 5  
KLN C4   C4   C  0 1 N N N 15.756 10.456 64.913 -3.430 -2.030 -1.146 C4   KLN 6  
KLN C5   C5   C  0 1 N N S 16.605 11.476 64.156 -3.596 -0.965 -0.061 C5   KLN 7  
KLN O1   O1   O  0 1 N N N 17.783 10.862 63.622 -2.410 -0.162 0.011  O1   KLN 8  
KLN C6   C6   C  0 1 N N R 18.873 11.771 63.824 -1.869 -0.315 1.339  C6   KLN 9  
KLN C7   C7   C  0 1 N N N 18.451 12.613 65.046 -2.489 -1.651 1.818  C7   KLN 10 
KLN O2   O2   O  0 1 N N N 17.002 12.519 65.057 -3.803 -1.600 1.212  O2   KLN 11 
KLN C8   C8   C  0 1 Y N N 15.789 12.073 63.045 -4.780 -0.091 -0.386 C8   KLN 12 
KLN C9   C9   C  0 1 Y N N 15.540 11.374 61.863 -5.126 0.948  0.460  C9   KLN 13 
KLN C10  C10  C  0 1 Y N N 14.786 11.969 60.864 -6.213 1.749  0.161  C10  KLN 14 
KLN C11  C11  C  0 1 Y N N 14.291 13.247 61.062 -6.954 1.512  -0.983 C11  KLN 15 
KLN C12  C12  C  0 1 Y N N 14.536 13.940 62.237 -6.607 0.472  -1.827 C12  KLN 16 
KLN C13  C13  C  0 1 Y N N 15.287 13.350 63.232 -5.517 -0.325 -1.531 C13  KLN 17 
KLN CL1  CL1  CL 0 0 N N N 13.343 14.022 59.843 -8.318 2.517  -1.358 CL1  KLN 18 
KLN C14  C14  C  0 1 N N N 20.139 10.978 64.133 -0.343 -0.412 1.293  C14  KLN 19 
KLN O3   O3   O  0 1 N N N 21.023 11.090 63.016 0.201  0.833  0.851  O3   KLN 20 
KLN C15  C15  C  0 1 Y N N 21.130 9.914  62.321 1.555  0.916  0.754  C15  KLN 21 
KLN C16  C16  C  0 1 Y N N 20.472 8.735  62.690 2.148  2.096  0.331  C16  KLN 22 
KLN C17  C17  C  0 1 Y N N 20.642 7.581  61.941 3.523  2.181  0.232  C17  KLN 23 
KLN C18  C18  C  0 1 Y N N 21.463 7.586  60.808 4.312  1.084  0.557  C18  KLN 24 
KLN C19  C19  C  0 1 Y N N 22.116 8.768  60.447 3.716  -0.097 0.980  C19  KLN 25 
KLN C20  C20  C  0 1 Y N N 21.949 9.916  61.197 2.341  -0.178 1.083  C20  KLN 26 
KLN N3   N3   N  0 1 N N N 21.637 6.412  60.045 5.705  1.169  0.457  N3   KLN 27 
KLN C21  C21  C  0 1 N N N 20.363 6.050  59.413 6.339  -0.097 0.846  C21  KLN 28 
KLN C22  C22  C  0 1 N N N 20.511 4.647  58.804 7.859  0.091  0.898  C22  KLN 29 
KLN N4   N4   N  0 1 N N N 21.724 4.508  57.958 8.306  0.640  -0.391 N4   KLN 30 
KLN C23  C23  C  0 1 N N N 22.928 5.345  58.219 7.622  1.833  -0.914 C23  KLN 31 
KLN C24  C24  C  0 1 N N N 22.583 6.663  58.940 6.112  1.576  -0.895 C24  KLN 32 
KLN C25  C25  C  0 1 N N N 21.738 3.584  56.961 9.315  0.065  -1.074 C25  KLN 33 
KLN O4   O4   O  0 1 N N N 22.723 3.432  56.255 9.607  0.470  -2.180 O4   KLN 34 
KLN C26  C26  C  0 1 N N N 20.523 2.725  56.700 10.082 -1.080 -0.465 C26  KLN 35 
KLN CL2  CL2  CL 0 0 N N N 16.167 9.766  61.617 -4.196 1.245  1.895  CL2  KLN 36 
KLN H1   H1   H  0 1 N N N 16.981 10.940 67.444 -3.154 -4.448 0.366  H1   KLN 37 
KLN H3   H3   H  0 1 N N N 16.915 7.833  64.541 -0.620 -1.842 -1.833 H3   KLN 38 
KLN H4C1 1H4C H  0 0 N N N 15.218 9.812  64.202 -3.274 -1.546 -2.110 H4C1 KLN 39 
KLN H4C2 2H4C H  0 0 N N N 15.013 10.967 65.543 -4.327 -2.647 -1.190 H4C2 KLN 40 
KLN H2   H2   H  0 1 N N N 18.464 7.115  66.538 0.816  -3.809 -0.854 H2   KLN 41 
KLN H6   H6   H  0 1 N N N 19.083 12.397 62.945 -2.185 0.508  1.980  H6   KLN 42 
KLN H7C1 1H7C H  0 0 N N N 18.884 12.214 65.975 -1.919 -2.502 1.444  H7C1 KLN 43 
KLN H7C2 2H7C H  0 0 N N N 18.804 13.653 64.982 -2.562 -1.680 2.905  H7C2 KLN 44 
KLN H141 1H14 H  0 0 N N N 20.623 11.383 65.034 0.036  -0.641 2.289  H141 KLN 45 
KLN H142 2H14 H  0 0 N N N 19.889 9.922  64.313 -0.050 -1.203 0.602  H142 KLN 46 
KLN H13  H13  H  0 1 N N N 15.483 13.881 64.152 -5.244 -1.133 -2.194 H13  KLN 47 
KLN H10  H10  H  0 1 N N N 14.587 11.442 59.942 -6.483 2.560  0.821  H10  KLN 48 
KLN H12  H12  H  0 1 N N N 14.141 14.936 62.373 -7.185 0.286  -2.720 H12  KLN 49 
KLN H20  H20  H  0 1 N N N 22.459 10.823 60.908 1.878  -1.095 1.417  H20  KLN 50 
KLN H16  H16  H  0 1 N N N 19.831 8.724  63.559 1.535  2.948  0.078  H16  KLN 51 
KLN H19  H19  H  0 1 N N N 22.755 8.784  59.576 4.328  -0.950 1.233  H19  KLN 52 
KLN H17  H17  H  0 1 N N N 20.137 6.672  62.234 3.986  3.099  -0.097 H17  KLN 53 
KLN H211 1H21 H  0 0 N N N 19.559 6.049  60.164 5.976  -0.399 1.829  H211 KLN 54 
KLN H212 2H21 H  0 0 N N N 20.108 6.779  58.630 6.092  -0.867 0.115  H212 KLN 55 
KLN H241 1H24 H  0 0 N N N 22.123 7.358  58.222 5.869  0.783  -1.602 H241 KLN 56 
KLN H242 2H24 H  0 0 N N N 23.506 7.098  59.351 5.584  2.487  -1.175 H242 KLN 57 
KLN H221 1H22 H  0 0 N N N 20.577 3.918  59.626 8.115  0.784  1.700  H221 KLN 58 
KLN H222 2H22 H  0 0 N N N 19.636 4.471  58.161 8.341  -0.870 1.074  H222 KLN 59 
KLN H231 1H23 H  0 0 N N N 23.621 4.772  58.852 7.856  2.693  -0.287 H231 KLN 60 
KLN H232 2H23 H  0 0 N N N 23.378 5.600  57.248 7.948  2.022  -1.937 H232 KLN 61 
KLN H261 1H26 H  0 0 N N N 20.010 2.516  57.650 9.655  -2.024 -0.805 H261 KLN 62 
KLN H262 2H26 H  0 0 N N N 19.838 3.255  56.022 11.126 -1.022 -0.772 H262 KLN 63 
KLN H263 3H26 H  0 0 N N N 20.837 1.778  56.237 10.019 -1.023 0.621  H263 KLN 64 
# 
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 
KLN N1  C1   SING Y N 1  
KLN C1  N2   DOUB Y N 2  
KLN N2  C2   SING N N 3  
KLN N1  C3   SING Y N 4  
KLN C2  C3   DOUB N N 5  
KLN N1  C4   SING Y N 6  
KLN C4  C5   SING Y N 7  
KLN C5  O1   SING N N 8  
KLN O1  C6   SING N N 9  
KLN C6  C7   SING N N 10 
KLN C5  O2   SING N N 11 
KLN C7  O2   SING N N 12 
KLN C5  C8   SING N N 13 
KLN C8  C9   SING N N 14 
KLN C9  C10  DOUB N N 15 
KLN C10 C11  SING N N 16 
KLN C11 C12  DOUB N N 17 
KLN C8  C13  DOUB N N 18 
KLN C12 C13  SING N N 19 
KLN C11 CL1  SING N N 20 
KLN C6  C14  SING N N 21 
KLN C14 O3   SING N N 22 
KLN O3  C15  SING Y N 23 
KLN C15 C16  DOUB Y N 24 
KLN C17 C16  SING Y N 25 
KLN C18 C17  DOUB N N 26 
KLN C19 C18  SING Y N 27 
KLN C20 C19  DOUB N N 28 
KLN C15 C20  SING Y N 29 
KLN C18 N3   SING N N 30 
KLN N3  C21  SING Y N 31 
KLN C21 C22  SING N N 32 
KLN C22 N4   SING N N 33 
KLN N4  C23  SING N N 34 
KLN N3  C24  SING N N 35 
KLN C23 C24  SING N N 36 
KLN N4  C25  SING N N 37 
KLN C25 O4   DOUB Y N 38 
KLN C25 C26  SING Y N 39 
KLN C9  CL2  SING N N 40 
KLN C1  H1   SING Y N 41 
KLN C3  H3   SING N N 42 
KLN C4  H4C1 SING Y N 43 
KLN C4  H4C2 SING N N 44 
KLN C2  H2   SING Y N 45 
KLN C6  H6   SING N N 46 
KLN C7  H7C1 SING Y N 47 
KLN C7  H7C2 SING N N 48 
KLN C14 H141 SING N N 49 
KLN C14 H142 SING N N 50 
KLN C13 H13  SING N N 51 
KLN C10 H10  SING N N 52 
KLN C12 H12  SING N N 53 
KLN C20 H20  SING N N 54 
KLN C16 H16  SING N N 55 
KLN C19 H19  SING N N 56 
KLN C17 H17  SING N N 57 
KLN C21 H211 SING N N 58 
KLN C21 H212 SING N N 59 
KLN C24 H241 SING N N 60 
KLN C24 H242 SING N N 61 
KLN C22 H221 SING N N 62 
KLN C22 H222 SING N N 63 
KLN C23 H231 SING N N 64 
KLN C23 H232 SING N N 65 
KLN C26 H261 SING N N 66 
KLN C26 H262 SING N N 67 
KLN C26 H263 SING N N 68 
# 
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 
KLN SMILES           ACDLabs              10.04 O=C(N5CCN(c4ccc(OCC1OC(OC1)(c2ccc(Cl)cc2Cl)Cn3cncc3)cc4)CC5)C                                                                                                                            
KLN InChI            InChI                1.02b InChI=1/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m1/s1 
KLN InChIKey         InChI                1.02b XMAYWYJOQHXEEK-ZEQKJWHPBO                                                                                                                                                                
KLN SMILES_CANONICAL CACTVS               3.341 CC(=O)N1CCN(CC1)c2ccc(OC[C@@H]3CO[C@](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2                                                                                                                    
KLN SMILES           CACTVS               3.341 CC(=O)N1CCN(CC1)c2ccc(OC[CH]3CO[C](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2                                                                                                                       
KLN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)c2ccc(cc2)OC[C@@H]3CO[C@@](O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl                                                                                                                   
KLN SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)c2ccc(cc2)OCC3COC(O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl                                                                                                                            
# 
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 
KLN "SYSTEMATIC NAME" ACDLabs              10.04 1-acetyl-4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine     
KLN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone 
# 
