data_XME # _chem_comp.id XME _chem_comp.name "4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[4-HYDROXYIMINOMETHYL-1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H28 Cl N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-07-25 _chem_comp.pdbx_modified_date 2011-06-04 _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 542.050 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XME _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 1IQG _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 XME C1 C1 C 0 1 Y N N 8.251 25.443 7.987 -0.636 -0.817 4.188 C1 XME 1 XME C2 C2 C 0 1 Y N N 8.854 24.164 7.622 -0.800 0.260 3.374 C2 XME 2 XME C3 C3 C 0 1 Y N N 8.412 24.781 10.506 -0.472 0.691 6.094 C3 XME 3 XME C4 C4 C 0 1 Y N N 9.021 23.488 10.107 -0.650 1.779 5.222 C4 XME 4 XME C5 C5 C 0 1 Y N N 9.232 23.194 8.706 -0.809 1.555 3.890 C5 XME 5 XME C6 C6 C 0 1 Y N N 8.009 25.807 9.387 -0.463 -0.625 5.570 C6 XME 6 XME CL7 CL7 CL 0 0 N N N 7.299 26.789 13.936 0.069 0.046 9.998 CL7 XME 7 XME C8 C8 C 0 1 Y N N 7.399 27.101 9.784 -0.286 -1.713 6.441 C8 XME 8 XME C9 C9 C 0 1 Y N N 8.170 25.137 11.888 -0.305 0.883 7.476 C9 XME 9 XME C10 C10 C 0 1 Y N N 7.190 27.386 11.185 -0.127 -1.489 7.774 C10 XME 10 XME C11 C11 C 0 1 Y N N 7.571 26.411 12.246 -0.136 -0.194 8.291 C11 XME 11 XME S12 S12 S 0 1 N N N 9.094 23.783 5.938 -1.010 0.015 1.641 S12 XME 12 XME O13 O13 O 0 1 N N N 9.248 25.093 5.112 -1.671 1.178 1.164 O13 XME 13 XME C14 C14 C 0 1 N N N 5.230 22.817 4.597 1.757 1.035 -0.856 C14 XME 14 XME O15 O15 O 0 1 N N N 4.271 23.488 4.170 2.105 1.987 -1.522 O15 XME 15 XME C16 C16 C 0 1 N N N 6.463 23.621 5.132 1.096 1.290 0.470 C16 XME 16 XME N17 N17 N 0 1 N N S 7.731 22.863 5.361 0.495 0.038 0.952 N17 XME 17 XME C18 C18 C 0 1 N N N 6.524 20.614 5.190 1.531 -1.420 -0.694 C18 XME 18 XME C19 C19 C 0 1 N N N 7.531 21.500 5.979 1.286 -1.193 0.798 C19 XME 19 XME N20 N20 N 0 1 N N N 5.309 21.342 4.653 1.971 -0.189 -1.338 N20 XME 20 XME O21 O21 O 0 1 N N N 10.326 22.908 5.726 -1.481 -1.317 1.494 O21 XME 21 XME C22 C22 C 0 1 N N N 4.194 20.460 4.183 2.706 -0.306 -2.600 C22 XME 22 XME C23 C23 C 0 1 Y N N -0.429 17.910 10.831 -3.875 -0.921 -6.831 C23 XME 23 XME N24 N24 N 0 1 N N N 1.659 18.479 7.517 -1.062 -0.115 -4.613 N24 XME 24 XME C25 C25 C 0 1 Y N N 0.705 17.883 8.541 -1.986 -0.051 -5.652 C25 XME 25 XME C26 C26 C 0 1 Y N N 0.495 18.517 9.884 -2.979 -1.021 -5.787 C26 XME 26 XME C27 C27 C 0 1 N N N 1.865 17.798 6.119 -0.174 1.041 -4.766 C27 XME 27 XME C28 C28 C 0 1 Y N N -0.079 16.627 8.265 -1.946 0.987 -6.581 C28 XME 28 XME C29 C29 C 0 1 N N N 2.454 19.779 7.829 -0.255 -1.318 -4.840 C29 XME 29 XME C30 C30 C 0 1 N N N 2.978 20.078 5.159 1.723 -0.237 -3.771 C30 XME 30 XME C31 C31 C 0 1 N N N 1.710 20.870 4.664 2.486 -0.222 -5.070 C31 XME 31 XME N32 N32 N 0 1 N N N 1.475 22.091 4.946 3.765 -0.217 -5.061 N32 XME 32 XME O33 O33 O 0 1 N N N 1.119 22.962 4.042 4.482 -0.203 -6.282 O33 XME 33 XME C34 C34 C 0 1 N N N 2.781 18.503 5.040 0.879 1.035 -3.657 C34 XME 34 XME N35 N35 N 0 1 Y N N -1.140 16.741 10.534 -3.801 0.074 -7.694 N35 XME 35 XME C36 C36 C 0 1 Y N N -0.975 16.111 9.287 -2.875 1.011 -7.600 C36 XME 36 XME C37 C37 C 0 1 N N N 3.336 20.434 6.697 0.793 -1.454 -3.735 C37 XME 37 XME H1 H1 H 0 1 N N N 7.977 26.138 7.207 -0.635 -1.815 3.775 H1 XME 38 XME H4 H4 H 0 1 N N N 9.306 22.768 10.860 -0.658 2.788 5.608 H4 XME 39 XME H5 H5 H 0 1 N N N 9.675 22.248 8.431 -0.945 2.392 3.222 H5 XME 40 XME H8 H8 H 0 1 N N N 7.114 27.823 9.033 -0.277 -2.721 6.055 H8 XME 41 XME H9 H9 H 0 1 N N N 8.440 24.441 12.669 -0.310 1.881 7.890 H9 XME 42 XME H10 H10 H 0 1 N N N 6.747 28.329 11.470 0.008 -2.328 8.441 H10 XME 43 XME H161 1H16 H 0 0 N N N 6.161 23.981 6.127 0.320 2.047 0.354 H161 XME 44 XME H162 2H16 H 0 0 N N N 6.685 24.399 4.387 1.843 1.636 1.185 H162 XME 45 XME H181 1H18 H 0 0 N N N 6.146 19.866 5.903 0.607 -1.759 -1.162 H181 XME 46 XME H182 2H18 H 0 0 N N N 7.061 20.184 4.332 2.298 -2.184 -0.820 H182 XME 47 XME H191 1H19 H 0 0 N N N 7.118 21.652 6.987 0.736 -2.038 1.212 H191 XME 48 XME H192 2H19 H 0 0 N N N 8.502 20.984 5.999 2.240 -1.085 1.315 H192 XME 49 XME H221 1H22 H 0 0 N N N 4.693 19.494 4.014 3.235 -1.259 -2.626 H221 XME 50 XME H222 2H22 H 0 0 N N N 3.740 20.981 3.327 3.423 0.510 -2.680 H222 XME 51 XME H23 H23 H 0 1 N N N -0.571 18.377 11.795 -4.648 -1.667 -6.943 H23 XME 52 XME H26 H26 H 0 1 N N N 1.027 19.419 10.147 -3.046 -1.838 -5.085 H26 XME 53 XME H271 1H27 H 0 0 N N N 0.863 17.812 5.666 -0.760 1.958 -4.705 H271 XME 54 XME H272 2H27 H 0 0 N N N 2.321 16.817 6.318 0.319 0.992 -5.736 H272 XME 55 XME H28 H28 H 0 1 N N N 0.023 16.116 7.319 -1.192 1.757 -6.510 H28 XME 56 XME H291 1H29 H 0 0 N N N 3.184 19.469 8.591 -0.902 -2.196 -4.835 H291 XME 57 XME H292 2H29 H 0 0 N N N 1.709 20.535 8.117 0.243 -1.243 -5.806 H292 XME 58 XME H31 H31 H 0 1 N N N 0.995 20.346 4.047 1.952 -0.216 -6.009 H31 XME 59 XME H33 H33 H 0 1 N N N 1.032 23.819 4.444 5.422 -0.200 -6.055 H33 XME 60 XME H341 1H34 H 0 0 N N N 2.261 18.352 4.082 0.385 1.059 -2.685 H341 XME 61 XME H342 2H34 H 0 0 N N N 3.780 18.049 5.123 1.522 1.909 -3.761 H342 XME 62 XME H36 H36 H 0 1 N N N -1.535 15.211 9.081 -2.849 1.809 -8.327 H36 XME 63 XME H371 1H37 H 0 0 N N N 4.345 20.024 6.853 1.376 -2.362 -3.896 H371 XME 64 XME H372 2H37 H 0 0 N N N 3.231 21.524 6.803 0.297 -1.506 -2.766 H372 XME 65 # 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 XME C1 C2 SING Y N 1 XME C1 C6 DOUB Y N 2 XME C1 H1 SING N N 3 XME C2 C5 DOUB Y N 4 XME C2 S12 SING N N 5 XME C3 C4 DOUB Y N 6 XME C3 C6 SING Y N 7 XME C3 C9 SING Y N 8 XME C4 C5 SING Y N 9 XME C4 H4 SING N N 10 XME C5 H5 SING N N 11 XME C6 C8 SING Y N 12 XME CL7 C11 SING N N 13 XME C8 C10 DOUB Y N 14 XME C8 H8 SING N N 15 XME C9 C11 DOUB Y N 16 XME C9 H9 SING N N 17 XME C10 C11 SING Y N 18 XME C10 H10 SING N N 19 XME S12 O13 DOUB N N 20 XME S12 N17 SING N N 21 XME S12 O21 DOUB N N 22 XME C14 O15 DOUB N N 23 XME C14 C16 SING N N 24 XME C14 N20 SING N N 25 XME C16 N17 SING N N 26 XME C16 H161 SING N N 27 XME C16 H162 SING N N 28 XME N17 C19 SING N N 29 XME C18 C19 SING N N 30 XME C18 N20 SING N N 31 XME C18 H181 SING N N 32 XME C18 H182 SING N N 33 XME C19 H191 SING N N 34 XME C19 H192 SING N N 35 XME N20 C22 SING N N 36 XME C22 C30 SING N N 37 XME C22 H221 SING N N 38 XME C22 H222 SING N N 39 XME C23 C26 DOUB Y N 40 XME C23 N35 SING Y N 41 XME C23 H23 SING N N 42 XME N24 C25 SING N N 43 XME N24 C27 SING N N 44 XME N24 C29 SING N N 45 XME C25 C26 SING Y N 46 XME C25 C28 DOUB Y N 47 XME C26 H26 SING N N 48 XME C27 C34 SING N N 49 XME C27 H271 SING N N 50 XME C27 H272 SING N N 51 XME C28 C36 SING Y N 52 XME C28 H28 SING N N 53 XME C29 C37 SING N N 54 XME C29 H291 SING N N 55 XME C29 H292 SING N N 56 XME C30 C31 SING N N 57 XME C30 C34 SING N N 58 XME C30 C37 SING N N 59 XME C31 N32 DOUB N E 60 XME C31 H31 SING N N 61 XME N32 O33 SING N N 62 XME O33 H33 SING N N 63 XME C34 H341 SING N N 64 XME C34 H342 SING N N 65 XME N35 C36 DOUB Y N 66 XME C36 H36 SING N N 67 XME C37 H371 SING N N 68 XME C37 H372 SING N N 69 # 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 XME SMILES ACDLabs 10.04 "Clc2ccc1cc(ccc1c2)S(=O)(=O)N3CC(=O)N(CC3)CC5(\C=N\O)CCN(c4ccncc4)CC5" XME SMILES_CANONICAL CACTVS 3.341 "O/N=C/C1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XME SMILES CACTVS 3.341 "ON=CC1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XME SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@]3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)C=NO" XME SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)C=NO" XME InChI InChI 1.03 "InChI=1S/C26H28ClN5O4S/c27-22-3-1-21-16-24(4-2-20(21)15-22)37(35,36)32-14-13-31(25(33)17-32)19-26(18-29-34)7-11-30(12-8-26)23-5-9-28-10-6-23/h1-6,9-10,15-16,18,34H,7-8,11-14,17,19H2/b29-18+" XME InChIKey InChI 1.03 UELXXBOTHARRQL-RDRPBHBLSA-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 XME "SYSTEMATIC NAME" ACDLabs 10.04 "4-({4-[(6-chloronaphthalen-2-yl)sulfonyl]-2-oxopiperazin-1-yl}methyl)-1-pyridin-4-ylpiperidine-4-carbaldehyde oxime" XME "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[[4-(hydroxyiminomethyl)-1-pyridin-4-yl-piperidin-4-yl]methyl]piperazin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XME "Create component" 2001-07-25 RCSB XME "Modify descriptor" 2011-06-04 RCSB #