data_KTN
# 
_chem_comp.id                                    KTN 
_chem_comp.name                                  CIS-1-ACETYL-4-(4-((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                         KETOCONAZOLE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-20 
_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                        531.431 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KTN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1JIN 
_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 
KTN N1   N1   N  0 1 Y N N -10.018 9.244  12.558 -2.795 0.154  4.155  N1   KTN 1  
KTN C1   C1   C  0 1 Y N N -9.988  10.342 11.791 -3.349 1.078  3.340  C1   KTN 2  
KTN N2   N2   N  0 1 Y N N -8.919  10.405 11.095 -4.574 0.717  3.070  N2   KTN 3  
KTN C2   C2   C  0 1 Y N N -8.231  9.286  11.436 -4.846 -0.433 3.704  C2   KTN 4  
KTN C3   C3   C  0 1 Y N N -8.884  8.554  12.337 -3.746 -0.802 4.388  C3   KTN 5  
KTN C4   C4   C  0 1 N N N -11.053 8.948  13.433 -1.433 0.175  4.693  C4   KTN 6  
KTN C5   C5   C  0 1 N N S -11.042 10.145 14.286 -0.494 -0.559 3.734  C5   KTN 7  
KTN O1   O1   O  0 1 N N N -11.749 11.248 13.866 -0.620 -0.001 2.414  O1   KTN 8  
KTN C6   C6   C  0 1 N N S -11.556 12.320 14.960 -1.570 -0.859 1.739  C6   KTN 9  
KTN C7   C7   C  0 1 N N N -10.874 11.553 16.133 -1.209 -2.249 2.321  C7   KTN 10 
KTN O2   O2   O  0 1 N N N -10.502 10.314 15.550 -0.846 -1.947 3.684  O2   KTN 11 
KTN C8   C8   C  0 1 Y N N -12.239 9.329  14.965 0.928  -0.414 4.208  C8   KTN 12 
KTN C9   C9   C  0 1 Y N N -12.093 8.086  15.692 1.553  0.818  4.156  C9   KTN 13 
KTN C10  C10  C  0 1 Y N N -13.178 7.424  16.264 2.857  0.952  4.597  C10  KTN 14 
KTN C11  C11  C  0 1 Y N N -14.446 7.981  16.139 3.540  -0.149 5.080  C11  KTN 15 
KTN C12  C12  C  0 1 Y N N -14.644 9.164  15.449 2.916  -1.384 5.125  C12  KTN 16 
KTN C13  C13  C  0 1 Y N N -13.564 9.813  14.884 1.611  -1.515 4.690  C13  KTN 17 
KTN CL1  CL1  CL 0 0 N N N -15.814 7.174  16.854 5.179  0.015  5.626  CL1  KTN 18 
KTN C14  C14  C  0 1 N N N -12.987 12.768 15.145 -1.356 -0.827 0.224  C14  KTN 19 
KTN O3   O3   O  0 1 N N N -13.417 12.659 13.789 -1.628 0.485  -0.267 O3   KTN 20 
KTN C15  C15  C  0 1 Y N N -14.755 12.802 13.484 -1.422 0.452  -1.611 C15  KTN 21 
KTN C16  C16  C  0 1 Y N N -15.729 12.994 14.427 -1.611 1.598  -2.370 C16  KTN 22 
KTN C17  C17  C  0 1 Y N N -17.048 13.042 13.968 -1.402 1.565  -3.735 C17  KTN 23 
KTN C18  C18  C  0 1 Y N N -17.285 12.876 12.623 -1.004 0.384  -4.347 C18  KTN 24 
KTN C19  C19  C  0 1 Y N N -16.219 12.728 11.768 -0.821 -0.763 -3.588 C19  KTN 25 
KTN C20  C20  C  0 1 Y N N -14.917 12.664 12.198 -1.024 -0.727 -2.222 C20  KTN 26 
KTN N3   N3   N  0 1 N N N -18.621 12.909 12.178 -0.792 0.350  -5.730 N3   KTN 27 
KTN C21  C21  C  0 1 N N N -19.461 13.909 12.810 -0.385 -1.019 -6.061 C21  KTN 28 
KTN C22  C22  C  0 1 N N N -20.886 13.696 12.441 -0.158 -1.137 -7.571 C22  KTN 29 
KTN N4   N4   N  0 1 N N N -21.386 12.509 13.110 0.831  -0.125 -7.973 N4   KTN 30 
KTN C23  C23  C  0 1 N N N -20.349 11.476 13.328 0.631  1.255  -7.505 C23  KTN 31 
KTN C24  C24  C  0 1 N N N -19.286 11.567 12.252 0.353  1.226  -6.003 C24  KTN 32 
KTN C25  C25  C  0 1 N N N -22.644 12.312 13.481 1.890  -0.453 -8.739 C25  KTN 33 
KTN O4   O4   O  0 1 N N N -22.980 11.274 14.002 2.039  -1.598 -9.110 O4   KTN 34 
KTN C26  C26  C  0 1 N N N -23.627 13.407 13.237 2.889  0.602  -9.136 C26  KTN 35 
KTN CL2  CL2  CL 0 0 N N N -10.545 7.282  15.931 0.695  2.201  3.550  CL2  KTN 36 
KTN HC1  HC1  H  0 1 N N N -10.768 11.119 11.737 -2.858 1.964  2.968  HC1  KTN 37 
KTN HC2  HC2  H  0 1 N N N -7.247  9.002  11.025 -5.783 -0.969 3.672  HC2  KTN 38 
KTN HC3  HC3  H  0 1 N N N -8.562  7.602  12.792 -3.635 -1.683 5.002  HC3  KTN 39 
KTN HC41 1HC4 H  0 0 N N N -12.031 8.706  12.956 -1.418 -0.318 5.665  HC41 KTN 40 
KTN HC42 2HC4 H  0 0 N N N -10.965 7.974  13.969 -1.102 1.207  4.805  HC42 KTN 41 
KTN HC6  HC6  H  0 1 N N N -10.916 13.217 14.792 -2.593 -0.584 1.992  HC6  KTN 42 
KTN HC71 1HC7 H  0 0 N N N -10.035 12.104 16.618 -2.071 -2.915 2.290  HC71 KTN 43 
KTN HC72 2HC7 H  0 0 N N N -11.501 11.461 17.050 -0.365 -2.684 1.785  HC72 KTN 44 
KTN H10  H10  H  0 1 N N N -13.035 6.474  16.806 3.343  1.915  4.562  H10  KTN 45 
KTN H12  H12  H  0 1 N N N -15.657 9.587  15.349 3.449  -2.244 5.502  H12  KTN 46 
KTN H13  H13  H  0 1 N N N -13.767 10.754 14.347 1.124  -2.479 4.727  H13  KTN 47 
KTN H141 1H14 H  0 0 N N N -13.587 12.213 15.903 -2.028 -1.541 -0.252 H141 KTN 48 
KTN H142 2H14 H  0 0 N N N -13.138 13.757 15.636 -0.323 -1.094 -0.002 H142 KTN 49 
KTN H16  H16  H  0 1 N N N -15.466 13.103 15.492 -1.921 2.516  -1.893 H16  KTN 50 
KTN H17  H17  H  0 1 N N N -17.891 13.208 14.658 -1.549 2.457  -4.325 H17  KTN 51 
KTN H19  H19  H  0 1 N N N -16.417 12.657 10.685 -0.511 -1.681 -4.064 H19  KTN 52 
KTN H20  H20  H  0 1 N N N -14.043 12.509 11.542 -0.877 -1.618 -1.631 H20  KTN 53 
KTN H211 1H21 H  0 0 N N N -19.317 13.933 13.915 -1.167 -1.714 -5.756 H211 KTN 54 
KTN H212 2H21 H  0 0 N N N -19.121 14.944 12.575 0.538  -1.260 -5.535 H212 KTN 55 
KTN H221 1H22 H  0 0 N N N -21.514 14.593 12.649 -1.096 -0.963 -8.098 H221 KTN 56 
KTN H222 2H22 H  0 0 N N N -21.033 13.651 11.336 0.217  -2.132 -7.809 H222 KTN 57 
KTN H231 1H23 H  0 0 N N N -19.911 11.534 14.351 1.527  1.844  -7.701 H231 KTN 58 
KTN H232 2H23 H  0 0 N N N -20.787 10.453 13.395 -0.218 1.694  -8.028 H232 KTN 59 
KTN H241 1H24 H  0 0 N N N -19.704 11.278 11.259 0.129  2.235  -5.654 H241 KTN 60 
KTN H242 2H24 H  0 0 N N N -18.528 10.758 12.376 1.231  0.848  -5.481 H242 KTN 61 
KTN H261 1H26 H  0 0 N N N -24.684 13.241 13.548 3.669  0.152  -9.751 H261 KTN 62 
KTN H262 2H26 H  0 0 N N N -23.251 14.346 13.705 2.385  1.384  -9.704 H262 KTN 63 
KTN H263 3H26 H  0 0 N N N -23.604 13.684 12.157 3.336  1.035  -8.241 H263 KTN 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 
KTN N1  C1   SING Y N 1  
KTN N1  C3   SING Y N 2  
KTN N1  C4   SING N N 3  
KTN C1  N2   DOUB Y N 4  
KTN C1  HC1  SING N N 5  
KTN N2  C2   SING Y N 6  
KTN C2  C3   DOUB Y N 7  
KTN C2  HC2  SING N N 8  
KTN C3  HC3  SING N N 9  
KTN C4  C5   SING N N 10 
KTN C4  HC41 SING N N 11 
KTN C4  HC42 SING N N 12 
KTN C5  O1   SING N N 13 
KTN C5  O2   SING N N 14 
KTN C5  C8   SING N N 15 
KTN O1  C6   SING N N 16 
KTN C6  C7   SING N N 17 
KTN C6  C14  SING N N 18 
KTN C6  HC6  SING N N 19 
KTN C7  O2   SING N N 20 
KTN C7  HC71 SING N N 21 
KTN C7  HC72 SING N N 22 
KTN C8  C9   DOUB Y N 23 
KTN C8  C13  SING Y N 24 
KTN C9  C10  SING Y N 25 
KTN C9  CL2  SING N N 26 
KTN C10 C11  DOUB Y N 27 
KTN C10 H10  SING N N 28 
KTN C11 C12  SING Y N 29 
KTN C11 CL1  SING N N 30 
KTN C12 C13  DOUB Y N 31 
KTN C12 H12  SING N N 32 
KTN C13 H13  SING N N 33 
KTN C14 O3   SING N N 34 
KTN C14 H141 SING N N 35 
KTN C14 H142 SING N N 36 
KTN O3  C15  SING N N 37 
KTN C15 C16  DOUB Y N 38 
KTN C15 C20  SING Y N 39 
KTN C16 C17  SING Y N 40 
KTN C16 H16  SING N N 41 
KTN C17 C18  DOUB Y N 42 
KTN C17 H17  SING N N 43 
KTN C18 C19  SING Y N 44 
KTN C18 N3   SING N N 45 
KTN C19 C20  DOUB Y N 46 
KTN C19 H19  SING N N 47 
KTN C20 H20  SING N N 48 
KTN N3  C21  SING N N 49 
KTN N3  C24  SING N N 50 
KTN C21 C22  SING N N 51 
KTN C21 H211 SING N N 52 
KTN C21 H212 SING N N 53 
KTN C22 N4   SING N N 54 
KTN C22 H221 SING N N 55 
KTN C22 H222 SING N N 56 
KTN N4  C23  SING N N 57 
KTN N4  C25  SING N N 58 
KTN C23 C24  SING N N 59 
KTN C23 H231 SING N N 60 
KTN C23 H232 SING N N 61 
KTN C24 H241 SING N N 62 
KTN C24 H242 SING N N 63 
KTN C25 O4   DOUB N N 64 
KTN C25 C26  SING N N 65 
KTN C26 H261 SING N N 66 
KTN C26 H262 SING N N 67 
KTN 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 
KTN SMILES           ACDLabs              10.04 O=C(N5CCN(c4ccc(OCC1OC(OC1)(c2ccc(Cl)cc2Cl)Cn3cncc3)cc4)CC5)C                                                                                                                            
KTN 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+/m0/s1 
KTN InChIKey         InChI                1.02b XMAYWYJOQHXEEK-JYFHCDHNBS                                                                                                                                                                
KTN SMILES_CANONICAL CACTVS               3.341 CC(=O)N1CCN(CC1)c2ccc(OC[C@H]3CO[C@](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2                                                                                                                     
KTN SMILES           CACTVS               3.341 CC(=O)N1CCN(CC1)c2ccc(OC[CH]3CO[C](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2                                                                                                                       
KTN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)c2ccc(cc2)OC[C@H]3COC(O3)(Cn4ccnc4)c5ccc(cc5Cl)Cl                                                                                                                        
KTN 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 
KTN "SYSTEMATIC NAME" ACDLabs              10.04 1-acetyl-4-(4-{[(2S,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine  
KTN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[4-[4-[[(4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone 
# 
