data_370 # _chem_comp.id 370 _chem_comp.name "4-[(2-{5-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl}-1-benzothiophen-3-yl)oxy]piperidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-08 _chem_comp.pdbx_modified_date 2014-03-28 _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 409.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 370 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 370 C C C 0 1 N N N 17.977 27.023 31.969 -4.550 2.624 -0.868 C 370 1 370 N N N 0 1 Y N N 13.527 25.205 33.274 -1.742 -1.394 -0.148 N 370 2 370 O O O 0 1 Y N N 15.742 25.368 33.445 -1.441 0.590 -0.887 O 370 3 370 S S S 0 1 Y N N 17.705 24.207 35.282 1.192 2.543 -0.767 S 370 4 370 C1 C1 C 0 1 Y N N 17.063 26.755 30.768 -5.021 1.459 -0.036 C1 370 5 370 N1 N1 N 0 1 Y N N 13.854 24.200 34.203 -0.535 -1.058 0.145 N1 370 6 370 O1 O1 O 0 1 N N N 14.886 21.484 35.402 2.118 -0.789 0.992 O1 370 7 370 C2 C2 C 0 1 Y N N 15.601 26.744 30.739 -4.665 0.119 -0.224 C2 370 8 370 N2 N2 N 0 1 N N N 12.239 19.575 34.090 2.484 -4.658 -0.545 N2 370 9 370 C3 C3 C 0 1 N N N 14.631 27.018 31.851 -3.744 -0.412 -1.293 C3 370 10 370 N3 N3 N 0 1 Y N N 16.387 26.222 28.682 -6.019 0.230 1.485 N3 370 11 370 C4 C4 C 0 1 Y N N 14.614 25.882 32.841 -2.328 -0.416 -0.778 C4 370 12 370 N4 N4 N 0 1 Y N N 17.466 26.406 29.515 -5.830 1.527 0.990 N4 370 13 370 C5 C5 C 0 1 Y N N 15.181 24.415 34.259 -0.307 0.162 -0.293 C5 370 14 370 C6 C6 C 0 1 Y N N 16.133 23.604 34.995 0.946 0.916 -0.162 C6 370 15 370 C7 C7 C 0 1 Y N N 16.003 22.240 35.479 2.050 0.451 0.437 C7 370 16 370 C8 C8 C 0 1 N N N 15.011 20.172 34.817 2.553 -1.855 0.146 C8 370 17 370 C9 C9 C 0 1 N N N 14.120 19.215 35.566 3.269 -2.916 0.987 C9 370 18 370 C10 C10 C 0 1 N N N 12.646 19.683 35.517 3.679 -4.083 0.087 C10 370 19 370 C11 C11 C 0 1 N N N 13.036 20.475 33.265 1.806 -3.672 -1.395 C11 370 20 370 C12 C12 C 0 1 N N N 14.562 20.247 33.350 1.341 -2.492 -0.539 C12 370 21 370 C13 C13 C 0 1 Y N N 17.207 21.707 36.129 3.168 1.378 0.445 C13 370 22 370 C14 C14 C 0 1 Y N N 17.484 20.436 36.715 4.463 1.210 0.985 C14 370 23 370 C15 C15 C 0 1 Y N N 18.785 20.168 37.210 5.384 2.207 0.892 C15 370 24 370 C16 C16 C 0 1 Y N N 19.737 21.179 37.130 5.067 3.406 0.266 C16 370 25 370 C17 C17 C 0 1 Y N N 19.501 22.462 36.602 3.815 3.597 -0.269 C17 370 26 370 C18 C18 C 0 1 Y N N 18.224 22.758 36.025 2.852 2.586 -0.186 C18 370 27 370 C19 C19 C 0 1 Y N N 15.248 26.421 29.341 -5.294 -0.615 0.723 C19 370 28 370 C20 C20 C 0 1 N N N 13.812 26.270 28.794 -5.201 -2.109 0.895 C20 370 29 370 H H H 0 1 N N N 19.027 26.890 31.668 -5.239 2.780 -1.699 H 370 30 370 HA HA H 0 1 N N N 17.824 28.053 32.323 -4.516 3.521 -0.251 HA 370 31 370 HB HB H 0 1 N N N 17.736 26.318 32.778 -3.554 2.412 -1.258 HB 370 32 370 HN2 HN2 H 0 1 N N N 11.273 19.818 34.004 1.854 -5.033 0.148 HN2 370 33 370 H3 H3 H 0 1 N N N 14.928 27.942 32.368 -4.039 -1.428 -1.554 H3 370 34 370 H3A H3A H 0 1 N N N 13.623 27.142 31.428 -3.808 0.223 -2.176 H3A 370 35 370 H8 H8 H 0 1 N N N 16.053 19.823 34.863 3.237 -1.466 -0.608 H8 370 36 370 H9 H9 H 0 1 N N N 14.197 18.218 35.109 4.158 -2.479 1.444 H9 370 37 370 H9A H9A H 0 1 N N N 14.447 19.164 36.615 2.599 -3.275 1.768 H9A 370 38 370 H10 H10 H 0 1 N N N 12.562 20.724 35.862 4.176 -4.847 0.685 H10 370 39 370 H10A H10A H 0 0 N N N 12.017 19.036 36.146 4.360 -3.725 -0.685 H10A 370 40 370 H11 H11 H 0 1 N N N 12.728 20.343 32.217 2.497 -3.316 -2.160 H11 370 41 370 H11A H11A H 0 0 N N N 12.826 21.507 33.582 0.943 -4.136 -1.873 H11A 370 42 370 H12 H12 H 0 1 N N N 15.081 21.080 32.854 0.640 -2.845 0.217 H12 370 43 370 H12A H12A H 0 0 N N N 14.816 19.304 32.844 0.851 -1.753 -1.173 H12A 370 44 370 H14 H14 H 0 1 N N N 16.710 19.686 36.781 4.724 0.284 1.475 H14 370 45 370 H15 H15 H 0 1 N N N 19.030 19.207 37.637 6.370 2.066 1.309 H15 370 46 370 H16 H16 H 0 1 N N N 20.729 20.964 37.500 5.806 4.190 0.198 H16 370 47 370 H17 H17 H 0 1 N N N 20.274 23.215 36.632 3.574 4.531 -0.754 H17 370 48 370 H20 H20 H 0 1 N N N 13.463 27.238 28.405 -5.983 -2.592 0.308 H20 370 49 370 H20A H20A H 0 0 N N N 13.805 25.526 27.984 -4.225 -2.455 0.553 H20A 370 50 370 H20B H20B H 0 0 N N N 13.145 25.938 29.603 -5.328 -2.363 1.947 H20B 370 51 370 HN3 HN3 H 0 1 N N N 16.450 25.973 27.715 -6.573 -0.017 2.242 HN3 370 52 # 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 370 C1 C SING N N 1 370 C H SING N N 2 370 C HA SING N N 3 370 C HB SING N N 4 370 C4 N DOUB Y N 5 370 N N1 SING Y N 6 370 C4 O SING Y N 7 370 O C5 SING Y N 8 370 C6 S SING Y N 9 370 S C18 SING Y N 10 370 N4 C1 DOUB Y N 11 370 C2 C1 SING Y N 12 370 N1 C5 DOUB Y N 13 370 C8 O1 SING N N 14 370 O1 C7 SING N N 15 370 C19 C2 DOUB Y N 16 370 C2 C3 SING N N 17 370 C11 N2 SING N N 18 370 N2 C10 SING N N 19 370 N2 HN2 SING N N 20 370 C3 C4 SING N N 21 370 C3 H3 SING N N 22 370 C3 H3A SING N N 23 370 N3 C19 SING Y N 24 370 N3 N4 SING Y N 25 370 C5 C6 SING N N 26 370 C6 C7 DOUB Y N 27 370 C7 C13 SING Y N 28 370 C12 C8 SING N N 29 370 C8 C9 SING N N 30 370 C8 H8 SING N N 31 370 C10 C9 SING N N 32 370 C9 H9 SING N N 33 370 C9 H9A SING N N 34 370 C10 H10 SING N N 35 370 C10 H10A SING N N 36 370 C11 C12 SING N N 37 370 C11 H11 SING N N 38 370 C11 H11A SING N N 39 370 C12 H12 SING N N 40 370 C12 H12A SING N N 41 370 C18 C13 DOUB Y N 42 370 C13 C14 SING Y N 43 370 C14 C15 DOUB Y N 44 370 C14 H14 SING N N 45 370 C16 C15 SING Y N 46 370 C15 H15 SING N N 47 370 C17 C16 DOUB Y N 48 370 C16 H16 SING N N 49 370 C18 C17 SING Y N 50 370 C17 H17 SING N N 51 370 C20 C19 SING N N 52 370 C20 H20 SING N N 53 370 C20 H20A SING N N 54 370 C20 H20B SING N N 55 370 N3 HN3 SING N N 56 # 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 370 SMILES ACDLabs 12.01 "n1nc(c(c1C)Cc2nnc(o2)c5sc3ccccc3c5OC4CCNCC4)C" 370 InChI InChI 1.03 "InChI=1S/C21H23N5O2S/c1-12-16(13(2)24-23-12)11-18-25-26-21(28-18)20-19(27-14-7-9-22-10-8-14)15-5-3-4-6-17(15)29-20/h3-6,14,22H,7-11H2,1-2H3,(H,23,24)" 370 InChIKey InChI 1.03 BSFSQCSQIOYTCL-UHFFFAOYSA-N 370 SMILES_CANONICAL CACTVS 3.385 "Cc1[nH]nc(C)c1Cc2oc(nn2)c3sc4ccccc4c3OC5CCNCC5" 370 SMILES CACTVS 3.385 "Cc1[nH]nc(C)c1Cc2oc(nn2)c3sc4ccccc4c3OC5CCNCC5" 370 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n[nH]1)C)Cc2nnc(o2)c3c(c4ccccc4s3)OC5CCNCC5" 370 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n[nH]1)C)Cc2nnc(o2)c3c(c4ccccc4s3)OC5CCNCC5" # 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 370 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(2-{5-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl}-1-benzothiophen-3-yl)oxy]piperidine" 370 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-(3-piperidin-4-yloxy-1-benzothiophen-2-yl)-1,3,4-oxadiazole" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 370 "Create component" 2013-10-08 EBI 370 "Initial release" 2014-04-02 RCSB #