data_XMD # _chem_comp.id XMD _chem_comp.name "(2R)-4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-6-OXO-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 Cl N4 O5 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 571.088 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XMD _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 1IQF _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 XMD C1 C1 C 0 1 Y N N 8.195 25.680 8.385 -0.231 1.020 -4.271 C1 XMD 1 XMD C2 C2 C 0 1 Y N N 8.772 24.421 7.935 -1.240 0.459 -3.550 C2 XMD 2 XMD C3 C3 C 0 1 Y N N 8.163 24.829 10.819 -1.141 -0.012 -6.282 C3 XMD 3 XMD C4 C4 C 0 1 Y N N 8.746 23.558 10.341 -2.171 -0.569 -5.505 C4 XMD 4 XMD C5 C5 C 0 1 Y N N 9.037 23.370 8.947 -2.209 -0.330 -4.166 C5 XMD 5 XMD C6 C6 C 0 1 Y N N 7.878 25.931 9.791 -0.155 0.791 -5.656 C6 XMD 6 XMD CL7 CL7 CL 0 0 N N N 6.921 26.645 14.368 0.029 0.041 -10.099 CL7 XMD 7 XMD C8 C8 C 0 1 Y N N 7.299 27.201 10.266 0.874 1.349 -6.432 C8 XMD 8 XMD C9 C9 C 0 1 Y N N 7.850 25.088 12.231 -1.069 -0.236 -7.667 C9 XMD 9 XMD C10 C10 C 0 1 Y N N 7.015 27.398 11.656 0.912 1.111 -7.771 C10 XMD 10 XMD C11 C11 C 0 1 Y N N 7.283 26.353 12.661 -0.056 0.320 -8.388 C11 XMD 11 XMD S12 S12 S 0 1 N N N 9.148 24.154 6.238 -1.327 0.743 -1.813 S12 XMD 12 XMD O13 O13 O 0 1 N N N 9.204 25.489 5.459 -2.684 0.524 -1.454 O13 XMD 13 XMD C14 C14 C 0 1 N N R 5.565 22.753 4.669 1.174 -0.391 0.723 C14 XMD 14 XMD C15 C15 C 0 1 N N N 4.124 23.303 4.759 2.642 -0.562 1.019 C15 XMD 15 XMD O16 O16 O 0 1 N N N 3.831 24.199 3.750 3.406 0.512 1.269 O16 XMD 16 XMD C17 C17 C 0 1 N N N 2.627 23.985 2.916 4.820 0.346 1.555 C17 XMD 17 XMD C18 C18 C 0 1 N N N 2.951 24.258 1.436 5.454 1.717 1.802 C18 XMD 18 XMD O19 O19 O 0 1 N N N 3.333 22.953 5.618 3.130 -1.667 1.032 O19 XMD 19 XMD C20 C20 C 0 1 N N N 6.512 23.510 5.670 0.972 -0.313 -0.791 C20 XMD 20 XMD N21 N21 N 0 1 N N N 7.957 23.162 5.476 -0.465 -0.461 -1.071 N21 XMD 21 XMD C22 C22 C 0 1 N N N 7.128 20.704 4.925 -0.611 -2.099 0.704 C22 XMD 22 XMD O23 O23 O 0 1 N N N 7.424 19.510 4.885 -1.192 -2.976 1.307 O23 XMD 23 XMD C24 C24 C 0 1 N N N 8.259 21.699 5.370 -1.105 -1.721 -0.665 C24 XMD 24 XMD N25 N25 N 0 1 N N N 5.820 21.240 4.607 0.437 -1.514 1.285 N25 XMD 25 XMD O26 O26 O 0 1 N N N 10.512 23.456 6.094 -0.597 1.939 -1.580 O26 XMD 26 XMD C27 C27 C 0 1 N N N 4.709 20.299 4.189 0.878 -2.039 2.580 C27 XMD 27 XMD C28 C28 C 0 1 Y N N 0.187 17.618 10.430 -1.256 2.548 8.578 C28 XMD 28 XMD N29 N29 N 0 1 N N N 1.523 19.081 7.047 0.051 0.068 6.207 N29 XMD 29 XMD C30 C30 C 0 1 Y N N 0.758 18.254 8.057 -0.672 0.654 7.241 C30 XMD 30 XMD C31 C31 C 0 1 Y N N 0.939 18.434 9.518 -0.519 2.006 7.546 C31 XMD 31 XMD C32 C32 C 0 1 N N N 1.356 18.909 5.544 -0.346 -1.342 6.161 C32 XMD 32 XMD C33 C33 C 0 1 Y N N -0.217 17.208 7.644 -1.575 -0.095 7.996 C33 XMD 33 XMD C34 C34 C 0 1 N N N 2.535 20.142 7.445 -0.410 0.693 4.963 C34 XMD 34 XMD C35 C35 C 0 1 N N N 3.987 19.431 5.279 0.044 -1.408 3.696 C35 XMD 35 XMD C36 C36 C 0 1 N N N 2.681 18.696 4.739 0.407 -2.055 5.036 C36 XMD 36 XMD N37 N37 N 0 1 Y N N -0.713 16.651 10.008 -2.095 1.804 9.274 N37 XMD 37 XMD C38 C38 C 0 1 Y N N -0.911 16.451 8.653 -2.268 0.521 9.016 C38 XMD 38 XMD C39 C39 C 0 1 N N N 3.945 20.014 6.770 0.340 0.092 3.773 C39 XMD 39 XMD H1 H1 H 0 1 N N N 7.995 26.453 7.658 0.509 1.634 -3.781 H1 XMD 40 XMD H4 H4 H 0 1 N N N 8.955 22.765 11.044 -2.928 -1.185 -5.968 H4 XMD 41 XMD H5 H5 H 0 1 N N N 9.463 22.431 8.625 -3.002 -0.760 -3.571 H5 XMD 42 XMD H8 H8 H 0 1 N N N 7.087 27.990 9.559 1.631 1.963 -5.968 H8 XMD 43 XMD H9 H9 H 0 1 N N N 8.046 24.320 12.965 -1.812 -0.847 -8.157 H9 XMD 44 XMD H10 H10 H 0 1 N N N 6.593 28.339 11.977 1.705 1.541 -8.365 H10 XMD 45 XMD H14 H14 H 0 1 N N N 5.827 22.988 3.627 0.821 0.533 1.180 H14 XMD 46 XMD H171 1H17 H 0 0 N N N 1.835 24.675 3.244 5.308 -0.131 0.706 H171 XMD 47 XMD H172 2H17 H 0 0 N N N 2.289 22.944 3.027 4.941 -0.274 2.442 H172 XMD 48 XMD H181 1H18 H 0 0 N N N 3.569 23.439 1.039 6.515 1.593 2.016 H181 XMD 49 XMD H182 2H18 H 0 0 N N N 3.501 25.207 1.350 5.332 2.338 0.915 H182 XMD 50 XMD H183 3H18 H 0 0 N N N 2.015 24.323 0.861 4.965 2.196 2.651 H183 XMD 51 XMD H201 1H20 H 0 0 N N N 6.230 23.208 6.689 1.321 0.651 -1.159 H201 XMD 52 XMD H202 2H20 H 0 0 N N N 6.391 24.592 5.512 1.526 -1.116 -1.278 H202 XMD 53 XMD H241 1H24 H 0 0 N N N 8.481 21.400 6.405 -2.187 -1.589 -0.639 H241 XMD 54 XMD H242 2H24 H 0 0 N N N 9.063 21.604 4.625 -0.849 -2.506 -1.376 H242 XMD 55 XMD H271 1H27 H 0 0 N N N 5.213 19.559 3.549 0.749 -3.121 2.596 H271 XMD 56 XMD H272 2H27 H 0 0 N N N 3.931 20.925 3.727 1.930 -1.796 2.731 H272 XMD 57 XMD H28 H28 H 0 1 N N N 0.329 17.764 11.491 -1.143 3.594 8.821 H28 XMD 58 XMD H31 H31 H 0 1 N N N 1.631 19.173 9.893 0.166 2.620 6.981 H31 XMD 59 XMD H321 1H32 H 0 0 N N N 0.922 19.850 5.175 -1.418 -1.411 5.978 H321 XMD 60 XMD H322 2H32 H 0 0 N N N 0.723 18.024 5.380 -0.110 -1.817 7.113 H322 XMD 61 XMD H33 H33 H 0 1 N N N -0.402 17.019 6.597 -1.721 -1.145 7.791 H33 XMD 62 XMD H341 1H34 H 0 0 N N N 2.700 20.018 8.525 -1.479 0.517 4.844 H341 XMD 63 XMD H342 2H34 H 0 0 N N N 2.119 21.120 7.161 -0.222 1.766 5.005 H342 XMD 64 XMD H35 H35 H 0 1 N N N 4.688 18.604 5.465 -1.015 -1.563 3.492 H35 XMD 65 XMD H361 1H36 H 0 0 N N N 2.491 19.137 3.749 0.126 -3.108 5.020 H361 XMD 66 XMD H362 2H36 H 0 0 N N N 2.893 17.617 4.749 1.481 -1.966 5.204 H362 XMD 67 XMD H38 H38 H 0 1 N N N -1.616 15.695 8.339 -2.966 -0.052 9.609 H38 XMD 68 XMD H391 1H39 H 0 0 N N N 4.495 19.284 7.383 1.411 0.246 3.902 H391 XMD 69 XMD H392 2H39 H 0 0 N N N 4.378 21.025 6.733 0.010 0.575 2.853 H392 XMD 70 # 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 XMD C1 C2 SING Y N 1 XMD C1 C6 DOUB Y N 2 XMD C1 H1 SING N N 3 XMD C2 C5 DOUB Y N 4 XMD C2 S12 SING N N 5 XMD C3 C4 DOUB Y N 6 XMD C3 C6 SING Y N 7 XMD C3 C9 SING Y N 8 XMD C4 C5 SING Y N 9 XMD C4 H4 SING N N 10 XMD C5 H5 SING N N 11 XMD C6 C8 SING Y N 12 XMD CL7 C11 SING N N 13 XMD C8 C10 DOUB Y N 14 XMD C8 H8 SING N N 15 XMD C9 C11 DOUB Y N 16 XMD C9 H9 SING N N 17 XMD C10 C11 SING Y N 18 XMD C10 H10 SING N N 19 XMD S12 O13 DOUB N N 20 XMD S12 N21 SING N N 21 XMD S12 O26 DOUB N N 22 XMD C14 C15 SING N N 23 XMD C14 C20 SING N N 24 XMD C14 N25 SING N N 25 XMD C14 H14 SING N N 26 XMD C15 O16 SING N N 27 XMD C15 O19 DOUB N N 28 XMD O16 C17 SING N N 29 XMD C17 C18 SING N N 30 XMD C17 H171 SING N N 31 XMD C17 H172 SING N N 32 XMD C18 H181 SING N N 33 XMD C18 H182 SING N N 34 XMD C18 H183 SING N N 35 XMD C20 N21 SING N N 36 XMD C20 H201 SING N N 37 XMD C20 H202 SING N N 38 XMD N21 C24 SING N N 39 XMD C22 O23 DOUB N N 40 XMD C22 C24 SING N N 41 XMD C22 N25 SING N N 42 XMD C24 H241 SING N N 43 XMD C24 H242 SING N N 44 XMD N25 C27 SING N N 45 XMD C27 C35 SING N N 46 XMD C27 H271 SING N N 47 XMD C27 H272 SING N N 48 XMD C28 C31 DOUB Y N 49 XMD C28 N37 SING Y N 50 XMD C28 H28 SING N N 51 XMD N29 C30 SING N N 52 XMD N29 C32 SING N N 53 XMD N29 C34 SING N N 54 XMD C30 C31 SING Y N 55 XMD C30 C33 DOUB Y N 56 XMD C31 H31 SING N N 57 XMD C32 C36 SING N N 58 XMD C32 H321 SING N N 59 XMD C32 H322 SING N N 60 XMD C33 C38 SING Y N 61 XMD C33 H33 SING N N 62 XMD C34 C39 SING N N 63 XMD C34 H341 SING N N 64 XMD C34 H342 SING N N 65 XMD C35 C36 SING N N 66 XMD C35 C39 SING N N 67 XMD C35 H35 SING N N 68 XMD C36 H361 SING N N 69 XMD C36 H362 SING N N 70 XMD N37 C38 DOUB Y N 71 XMD C38 H38 SING N N 72 XMD C39 H391 SING N N 73 XMD C39 H392 SING N N 74 # 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 XMD SMILES ACDLabs 10.04 "Clc2ccc1cc(ccc1c2)S(=O)(=O)N3CC(C(=O)OCC)N(C(=O)C3)CC5CCN(c4ccncc4)CC5" XMD SMILES_CANONICAL CACTVS 3.341 "CCOC(=O)[C@H]1CN(CC(=O)N1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XMD SMILES CACTVS 3.341 "CCOC(=O)[CH]1CN(CC(=O)N1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XMD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOC(=O)[C@H]1C[N@](CC(=O)N1CC2CCN(CC2)c3ccncc3)S(=O)(=O)c4ccc5cc(ccc5c4)Cl" XMD SMILES "OpenEye OEToolkits" 1.5.0 "CCOC(=O)C1CN(CC(=O)N1CC2CCN(CC2)c3ccncc3)S(=O)(=O)c4ccc5cc(ccc5c4)Cl" XMD InChI InChI 1.03 "InChI=1S/C28H31ClN4O5S/c1-2-38-28(35)26-18-32(39(36,37)25-6-4-21-15-23(29)5-3-22(21)16-25)19-27(34)33(26)17-20-9-13-31(14-10-20)24-7-11-30-12-8-24/h3-8,11-12,15-16,20,26H,2,9-10,13-14,17-19H2,1H3/t26-/m1/s1" XMD InChIKey InChI 1.03 BVVKZWAFUVRXPJ-AREMUKBSSA-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 XMD "SYSTEMATIC NAME" ACDLabs 10.04 "ethyl (2R)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-6-oxo-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylate" XMD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl (2R,4R)-4-(6-chloronaphthalen-2-yl)sulfonyl-6-oxo-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XMD "Create component" 2001-07-25 RCSB XMD "Modify descriptor" 2011-06-04 RCSB #