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 2021-03-01 _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 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" KTN InChI InChI 1.03 "InChI=1S/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 1.03 XMAYWYJOQHXEEK-JYFHCDHNSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KTN "Create component" 2001-09-20 RCSB KTN "Modify descriptor" 2011-06-04 RCSB KTN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KTN _pdbx_chem_comp_synonyms.name KETOCONAZOLE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##