data_XMG # _chem_comp.id XMG _chem_comp.name "4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL] METHYL]-2-PIPERAZINECARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H29 Cl N4 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 529.051 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XMG _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 1IQI _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 XMG C1 C1 C 0 1 N N N 4.555 20.755 5.182 -1.721 -0.333 0.864 C1 XMG 1 XMG S2 S2 S 0 1 N N N 9.486 23.943 5.742 2.640 2.761 -1.045 S2 XMG 2 XMG O3 O3 O 0 1 N N N 9.776 25.254 4.987 3.191 3.601 -0.040 O3 XMG 3 XMG C4 C4 C 0 1 N N N 5.710 22.915 4.729 -0.578 0.674 -0.934 C4 XMG 4 XMG C5 C5 C 0 1 N N N 6.908 23.804 5.113 0.074 1.951 -1.473 C5 XMG 5 XMG N6 N6 N 0 1 N N N 8.174 23.076 5.128 1.115 2.377 -0.525 N6 XMG 6 XMG C7 C7 C 0 1 N N S 7.007 20.927 5.669 0.065 1.142 1.294 C7 XMG 7 XMG C8 C8 C 0 1 N N N 8.094 21.897 5.952 0.759 2.450 0.902 C8 XMG 8 XMG N9 N9 N 0 1 N N N 5.702 21.633 5.501 -1.092 0.918 0.419 N9 XMG 9 XMG O10 O10 O 0 1 N N N 10.579 22.905 5.636 2.504 3.102 -2.418 O10 XMG 10 XMG C11 C11 C 0 1 Y N N 8.337 25.406 7.727 4.287 0.957 0.115 C11 XMG 11 XMG C12 C12 C 0 1 Y N N 9.093 24.256 7.374 3.597 1.282 -1.011 C12 XMG 12 XMG C13 C13 C 0 1 Y N N 8.513 24.658 10.139 5.091 -1.055 -1.001 C13 XMG 13 XMG C14 C14 C 0 1 Y N N 9.272 23.507 9.753 4.369 -0.683 -2.148 C14 XMG 14 XMG C15 C15 C 0 1 Y N N 9.551 23.319 8.407 3.640 0.466 -2.141 C15 XMG 15 XMG C16 C16 C 0 1 Y N N 8.022 25.653 9.079 5.047 -0.225 0.148 C16 XMG 16 XMG CL17 CL17 CL 0 0 N N N 7.174 26.199 13.555 7.486 -4.019 0.193 CL17 XMG 17 XMG C18 C18 C 0 1 Y N N 7.253 26.814 9.509 5.769 -0.597 1.295 C18 XMG 18 XMG C19 C19 C 0 1 Y N N 8.210 24.893 11.485 5.855 -2.234 -0.970 C19 XMG 19 XMG C20 C20 C 0 1 Y N N 6.989 26.987 10.896 6.499 -1.745 1.288 C20 XMG 20 XMG C21 C21 C 0 1 Y N N 7.472 26.019 11.875 6.542 -2.562 0.159 C21 XMG 21 XMG C22 C22 C 0 1 N N N 7.151 20.300 7.111 -0.398 1.229 2.725 C22 XMG 22 XMG O23 O23 O 0 1 N N N 6.674 21.078 7.991 -1.504 1.642 2.978 O23 XMG 23 XMG O24 O24 O 0 1 N N N 8.176 19.582 7.264 0.419 0.847 3.719 O24 XMG 24 XMG C25 C25 C 0 1 Y N N -0.195 17.153 10.070 -8.677 -2.196 -1.591 C25 XMG 25 XMG N26 N26 N 0 1 N N N 2.753 17.669 7.650 -5.941 -0.915 0.495 N26 XMG 26 XMG C27 C27 C 0 1 Y N N 1.508 17.163 8.246 -7.191 -1.067 -0.097 C27 XMG 27 XMG C28 C28 C 0 1 Y N N 1.019 17.680 9.529 -7.422 -2.075 -1.033 C28 XMG 28 XMG C29 C29 C 0 1 N N N 3.289 17.148 6.318 -5.081 -1.964 -0.063 C29 XMG 29 XMG C30 C30 C 0 1 Y N N 0.710 16.118 7.581 -8.245 -0.212 0.227 C30 XMG 30 XMG C31 C31 C 0 1 N N N 3.577 18.736 8.338 -5.412 0.374 0.036 C31 XMG 31 XMG C32 C32 C 0 1 N N N 3.851 19.648 5.928 -3.076 -0.496 0.173 C32 XMG 32 XMG C33 C33 C 0 1 N N N 4.097 18.171 5.462 -3.678 -1.856 0.538 C33 XMG 33 XMG N34 N34 N 0 1 Y N N -0.935 16.171 9.435 -9.649 -1.366 -1.259 N34 XMG 34 XMG C35 C35 C 0 1 Y N N -0.489 15.666 8.216 -9.469 -0.396 -0.382 C35 XMG 35 XMG C36 C36 C 0 1 N N N 4.205 19.821 7.435 -4.027 0.610 0.642 C36 XMG 36 XMG H11A 1H1 H 0 0 N N N 5.088 20.107 4.471 -1.078 -1.175 0.606 H11A XMG 37 XMG H12 2H1 H 0 1 N N N 3.744 21.482 5.030 -1.865 -0.303 1.944 H12 XMG 38 XMG H41 1H4 H 0 1 N N N 5.791 22.672 3.659 -1.400 0.382 -1.587 H41 XMG 39 XMG H42 2H4 H 0 1 N N N 4.781 23.463 4.944 0.162 -0.126 -0.903 H42 XMG 40 XMG H51 1H5 H 0 1 N N N 6.729 24.180 6.131 -0.678 2.735 -1.569 H51 XMG 41 XMG H52 2H5 H 0 1 N N N 6.985 24.618 4.377 0.523 1.751 -2.446 H52 XMG 42 XMG H7 H7 H 0 1 N N N 7.052 20.276 4.784 0.765 0.313 1.189 H7 XMG 43 XMG H81 1H8 H 0 1 N N N 7.880 22.274 6.963 0.084 3.289 1.069 H81 XMG 44 XMG H82 2H8 H 0 1 N N N 9.043 21.356 5.825 1.662 2.580 1.499 H82 XMG 45 XMG H11 H11 H 0 1 N N N 8.004 26.090 6.961 4.248 1.601 0.981 H11 XMG 46 XMG H14 H14 H 0 1 N N N 9.619 22.801 10.493 4.392 -1.305 -3.030 H14 XMG 47 XMG H15 H15 H 0 1 N N N 10.125 22.454 8.109 3.086 0.750 -3.023 H15 XMG 48 XMG H18 H18 H 0 1 N N N 6.890 27.531 8.787 5.745 0.026 2.177 H18 XMG 49 XMG H19 H19 H 0 1 N N N 8.550 24.195 12.236 5.897 -2.876 -1.838 H19 XMG 50 XMG H20 H20 H 0 1 N N N 6.424 27.845 11.228 7.052 -2.029 2.171 H20 XMG 51 XMG H24 H24 H 0 1 N N N 8.530 19.716 8.135 0.123 0.903 4.638 H24 XMG 52 XMG H25 H25 H 0 1 N N N -0.550 17.538 11.015 -8.867 -2.976 -2.313 H25 XMG 53 XMG H28 H28 H 0 1 N N N 1.567 18.447 10.056 -6.632 -2.757 -1.310 H28 XMG 54 XMG H291 1H29 H 0 0 N N N 2.404 16.886 5.719 -5.021 -1.847 -1.145 H291 XMG 55 XMG H292 2H29 H 0 0 N N N 3.959 16.304 6.541 -5.502 -2.941 0.173 H292 XMG 56 XMG H30 H30 H 0 1 N N N 1.024 15.703 6.635 -8.104 0.583 0.944 H30 XMG 57 XMG H311 1H31 H 0 0 N N N 4.427 18.203 8.789 -5.335 0.367 -1.052 H311 XMG 58 XMG H312 2H31 H 0 0 N N N 2.912 19.251 9.048 -6.084 1.173 0.346 H312 XMG 59 XMG H32 H32 H 0 1 N N N 2.781 19.770 5.706 -2.945 -0.433 -0.907 H32 XMG 60 XMG H331 1H33 H 0 0 N N N 3.763 18.082 4.418 -3.049 -2.652 0.139 H331 XMG 61 XMG H332 2H33 H 0 0 N N N 5.169 17.944 5.562 -3.738 -1.949 1.623 H332 XMG 62 XMG H35 H35 H 0 1 N N N -1.074 14.900 7.729 -10.290 0.261 -0.137 H35 XMG 63 XMG H361 1H36 H 0 0 N N N 5.298 19.733 7.528 -4.098 0.592 1.730 H361 XMG 64 XMG H362 2H36 H 0 0 N N N 3.832 20.802 7.766 -3.647 1.579 0.317 H362 XMG 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 XMG C1 N9 SING N N 1 XMG C1 C32 SING N N 2 XMG C1 H11A SING N N 3 XMG C1 H12 SING N N 4 XMG S2 O3 DOUB N N 5 XMG S2 N6 SING N N 6 XMG S2 O10 DOUB N N 7 XMG S2 C12 SING N N 8 XMG C4 C5 SING N N 9 XMG C4 N9 SING N N 10 XMG C4 H41 SING N N 11 XMG C4 H42 SING N N 12 XMG C5 N6 SING N N 13 XMG C5 H51 SING N N 14 XMG C5 H52 SING N N 15 XMG N6 C8 SING N N 16 XMG C7 C8 SING N N 17 XMG C7 N9 SING N N 18 XMG C7 C22 SING N N 19 XMG C7 H7 SING N N 20 XMG C8 H81 SING N N 21 XMG C8 H82 SING N N 22 XMG C11 C12 SING Y N 23 XMG C11 C16 DOUB Y N 24 XMG C11 H11 SING N N 25 XMG C12 C15 DOUB Y N 26 XMG C13 C14 DOUB Y N 27 XMG C13 C16 SING Y N 28 XMG C13 C19 SING Y N 29 XMG C14 C15 SING Y N 30 XMG C14 H14 SING N N 31 XMG C15 H15 SING N N 32 XMG C16 C18 SING Y N 33 XMG CL17 C21 SING N N 34 XMG C18 C20 DOUB Y N 35 XMG C18 H18 SING N N 36 XMG C19 C21 DOUB Y N 37 XMG C19 H19 SING N N 38 XMG C20 C21 SING Y N 39 XMG C20 H20 SING N N 40 XMG C22 O23 DOUB N N 41 XMG C22 O24 SING N N 42 XMG O24 H24 SING N N 43 XMG C25 C28 DOUB Y N 44 XMG C25 N34 SING Y N 45 XMG C25 H25 SING N N 46 XMG N26 C27 SING N N 47 XMG N26 C29 SING N N 48 XMG N26 C31 SING N N 49 XMG C27 C28 SING Y N 50 XMG C27 C30 DOUB Y N 51 XMG C28 H28 SING N N 52 XMG C29 C33 SING N N 53 XMG C29 H291 SING N N 54 XMG C29 H292 SING N N 55 XMG C30 C35 SING Y N 56 XMG C30 H30 SING N N 57 XMG C31 C36 SING N N 58 XMG C31 H311 SING N N 59 XMG C31 H312 SING N N 60 XMG C32 C33 SING N N 61 XMG C32 C36 SING N N 62 XMG C32 H32 SING N N 63 XMG C33 H331 SING N N 64 XMG C33 H332 SING N N 65 XMG N34 C35 DOUB Y N 66 XMG C35 H35 SING N N 67 XMG C36 H361 SING N N 68 XMG C36 H362 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 XMG SMILES ACDLabs 10.04 "Clc2ccc1cc(ccc1c2)S(=O)(=O)N5CC(C(=O)O)N(CC4CCN(c3ccncc3)CC4)CC5" XMG SMILES_CANONICAL CACTVS 3.341 "OC(=O)[C@@H]1CN(CCN1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XMG SMILES CACTVS 3.341 "OC(=O)[CH]1CN(CCN1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4" XMG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@@]3CC[N@]([C@@H](C3)C(=O)O)CC4CCN(CC4)c5ccncc5" XMG SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(C3)C(=O)O)CC4CCN(CC4)c5ccncc5" XMG InChI InChI 1.03 "InChI=1S/C26H29ClN4O4S/c27-22-3-1-21-16-24(4-2-20(21)15-22)36(34,35)31-14-13-30(25(18-31)26(32)33)17-19-7-11-29(12-8-19)23-5-9-28-10-6-23/h1-6,9-10,15-16,19,25H,7-8,11-14,17-18H2,(H,32,33)/t25-/m0/s1" XMG InChIKey InChI 1.03 QLUPDKQDBWRPGQ-VWLOTQADSA-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 XMG "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylic acid" XMG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2S,4R)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XMG "Create component" 2001-07-25 RCSB XMG "Modify descriptor" 2011-06-04 RCSB #