data_A8O # _chem_comp.id A8O _chem_comp.name "4-{3-[(4-hydroxypiperidin-1-yl)acetyl]-2,5-dimethyl-1H-pyrrol-1-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-19 _chem_comp.pdbx_modified_date 2018-12-14 _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 337.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A8O _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 6IIN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 A8O C13 C1 C 0 1 N N N -8.817 -17.053 -33.410 -2.766 1.034 -0.030 C13 A8O 1 A8O C12 C2 C 0 1 N N N -8.503 -16.583 -34.814 -1.620 0.071 -0.212 C12 A8O 2 A8O C17 C3 C 0 1 N N N -6.402 -18.751 -31.275 -5.518 -1.496 0.422 C17 A8O 3 A8O C16 C4 C 0 1 N N N -7.856 -18.375 -31.527 -4.265 -0.690 0.771 C16 A8O 4 A8O C11 C5 C 0 1 Y N N -11.753 -16.186 -36.510 1.542 1.853 0.354 C11 A8O 5 A8O C10 C6 C 0 1 Y N N -11.036 -16.634 -35.409 0.200 1.891 0.306 C10 A8O 6 A8O C8 C7 C 0 1 Y N N -9.641 -15.657 -37.010 0.910 -0.220 -0.169 C8 A8O 7 A8O C22 C8 C 0 1 N N N -13.239 -16.404 -36.472 2.438 3.023 0.672 C22 A8O 8 A8O C5 C9 C 0 1 Y N N -11.918 -15.342 -40.923 5.480 0.310 -0.961 C5 A8O 9 A8O C4 C10 C 0 1 Y N N -11.478 -15.874 -39.720 4.161 0.706 -0.921 C4 A8O 10 A8O C19 C11 C 0 1 N N N -6.123 -19.528 -33.575 -6.438 0.532 -0.706 C19 A8O 11 A8O C20 C12 C 0 1 N N N -7.571 -19.202 -33.928 -5.156 1.280 -0.324 C20 A8O 12 A8O C9 C13 C 0 1 Y N N -9.700 -16.327 -35.674 -0.242 0.533 -0.038 C9 A8O 13 A8O C23 C14 C 0 1 N N N -8.450 -15.124 -37.767 0.975 -1.685 -0.516 C23 A8O 14 A8O C24 C15 C 0 1 N N N -12.670 -13.450 -42.085 7.323 -1.045 -0.080 C24 A8O 15 A8O O14 O1 O 0 1 N N N -7.357 -16.400 -35.197 -1.841 -1.086 -0.503 O14 A8O 16 A8O N15 N1 N 0 1 N N N -8.053 -18.213 -32.966 -4.036 0.332 -0.258 N15 A8O 17 A8O C18 C16 C 0 1 N N N -6.025 -19.955 -32.120 -6.720 -0.551 0.339 C18 A8O 18 A8O O21 O2 O 0 1 N N N -4.692 -20.372 -31.813 -7.883 -1.290 -0.041 O21 A8O 19 A8O N7 N2 N 0 1 Y N N -10.913 -15.636 -37.390 1.965 0.583 0.075 N7 A8O 20 A8O C3 C17 C 0 1 Y N N -11.340 -15.123 -38.551 3.303 0.177 0.037 C3 A8O 21 A8O C2 C18 C 0 1 Y N N -11.679 -13.776 -38.672 3.772 -0.754 0.956 C2 A8O 22 A8O C1 C19 C 0 1 Y N N -12.122 -13.212 -39.866 5.089 -1.156 0.923 C1 A8O 23 A8O C6 C20 C 0 1 Y N N -12.241 -13.972 -40.992 5.953 -0.630 -0.041 C6 A8O 24 A8O N25 N3 N 0 1 N N N -13.093 -13.010 -43.069 8.410 -1.374 -0.110 N25 A8O 25 A8O H1 H1 H 0 1 N N N -8.612 -16.223 -32.718 -2.748 1.433 0.984 H1 A8O 26 A8O H2 H2 H 0 1 N N N -9.886 -17.311 -33.367 -2.670 1.852 -0.744 H2 A8O 27 A8O H3 H3 H 0 1 N N N -6.268 -18.996 -30.211 -5.377 -1.990 -0.539 H3 A8O 28 A8O H4 H4 H 0 1 N N N -5.755 -17.902 -31.540 -5.696 -2.244 1.194 H4 A8O 29 A8O H5 H5 H 0 1 N N N -8.089 -17.431 -31.012 -4.401 -0.206 1.739 H5 A8O 30 A8O H6 H6 H 0 1 N N N -8.515 -19.171 -31.150 -3.405 -1.358 0.817 H6 A8O 31 A8O H7 H7 H 0 1 N N N -11.430 -17.120 -34.529 -0.429 2.750 0.484 H7 A8O 32 A8O H8 H8 H 0 1 N N N -13.479 -17.380 -36.920 2.611 3.066 1.747 H8 A8O 33 A8O H9 H9 H 0 1 N N N -13.586 -16.384 -35.428 3.390 2.901 0.155 H9 A8O 34 A8O H10 H10 H 0 1 N N N -13.741 -15.607 -37.040 1.961 3.946 0.343 H10 A8O 35 A8O H11 H11 H 0 1 N N N -12.012 -15.970 -41.796 6.146 0.720 -1.706 H11 A8O 36 A8O H12 H12 H 0 1 N N N -11.229 -16.924 -39.686 3.794 1.429 -1.634 H12 A8O 37 A8O H13 H13 H 0 1 N N N -5.766 -20.345 -34.219 -7.272 1.233 -0.738 H13 A8O 38 A8O H14 H14 H 0 1 N N N -5.500 -18.636 -33.735 -6.312 0.069 -1.684 H14 A8O 39 A8O H15 H15 H 0 1 N N N -7.624 -18.790 -34.947 -4.944 2.042 -1.074 H15 A8O 40 A8O H16 H16 H 0 1 N N N -8.185 -20.113 -33.868 -5.288 1.753 0.649 H16 A8O 41 A8O H17 H17 H 0 1 N N N -8.282 -14.072 -37.494 1.033 -1.799 -1.598 H17 A8O 42 A8O H18 H18 H 0 1 N N N -7.559 -15.716 -37.512 1.859 -2.128 -0.056 H18 A8O 43 A8O H19 H19 H 0 1 N N N -8.641 -15.196 -38.848 0.082 -2.186 -0.145 H19 A8O 44 A8O H21 H21 H 0 1 N N N -6.739 -20.771 -31.931 -6.886 -0.086 1.311 H21 A8O 45 A8O H22 H22 H 0 1 N N N -4.644 -20.636 -30.902 -8.122 -1.994 0.577 H22 A8O 46 A8O H23 H23 H 0 1 N N N -11.594 -13.142 -37.802 3.102 -1.163 1.698 H23 A8O 47 A8O H24 H24 H 0 1 N N N -12.374 -12.162 -39.900 5.452 -1.879 1.638 H24 A8O 48 # 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 A8O N25 C24 TRIP N N 1 A8O C24 C6 SING N N 2 A8O C6 C5 DOUB Y N 3 A8O C6 C1 SING Y N 4 A8O C5 C4 SING Y N 5 A8O C1 C2 DOUB Y N 6 A8O C4 C3 DOUB Y N 7 A8O C2 C3 SING Y N 8 A8O C3 N7 SING N N 9 A8O C23 C8 SING N N 10 A8O N7 C8 SING Y N 11 A8O N7 C11 SING Y N 12 A8O C8 C9 DOUB Y N 13 A8O C11 C22 SING N N 14 A8O C11 C10 DOUB Y N 15 A8O C9 C10 SING Y N 16 A8O C9 C12 SING N N 17 A8O O14 C12 DOUB N N 18 A8O C12 C13 SING N N 19 A8O C20 C19 SING N N 20 A8O C20 N15 SING N N 21 A8O C19 C18 SING N N 22 A8O C13 N15 SING N N 23 A8O N15 C16 SING N N 24 A8O C18 O21 SING N N 25 A8O C18 C17 SING N N 26 A8O C16 C17 SING N N 27 A8O C13 H1 SING N N 28 A8O C13 H2 SING N N 29 A8O C17 H3 SING N N 30 A8O C17 H4 SING N N 31 A8O C16 H5 SING N N 32 A8O C16 H6 SING N N 33 A8O C10 H7 SING N N 34 A8O C22 H8 SING N N 35 A8O C22 H9 SING N N 36 A8O C22 H10 SING N N 37 A8O C5 H11 SING N N 38 A8O C4 H12 SING N N 39 A8O C19 H13 SING N N 40 A8O C19 H14 SING N N 41 A8O C20 H15 SING N N 42 A8O C20 H16 SING N N 43 A8O C23 H17 SING N N 44 A8O C23 H18 SING N N 45 A8O C23 H19 SING N N 46 A8O C18 H21 SING N N 47 A8O O21 H22 SING N N 48 A8O C2 H23 SING N N 49 A8O C1 H24 SING N N 50 # 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 A8O SMILES ACDLabs 12.01 "C(N1CCC(CC1)O)C(c2cc(C)n(c2C)c3ccc(C#N)cc3)=O" A8O InChI InChI 1.03 "InChI=1S/C20H23N3O2/c1-14-11-19(20(25)13-22-9-7-18(24)8-10-22)15(2)23(14)17-5-3-16(12-21)4-6-17/h3-6,11,18,24H,7-10,13H2,1-2H3" A8O InChIKey InChI 1.03 WFOUOZGIXDMUJU-UHFFFAOYSA-N A8O SMILES_CANONICAL CACTVS 3.385 "Cc1cc(c(C)n1c2ccc(cc2)C#N)C(=O)CN3CCC(O)CC3" A8O SMILES CACTVS 3.385 "Cc1cc(c(C)n1c2ccc(cc2)C#N)C(=O)CN3CCC(O)CC3" A8O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(c(n1c2ccc(cc2)C#N)C)C(=O)CN3CCC(CC3)O" A8O SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(c(n1c2ccc(cc2)C#N)C)C(=O)CN3CCC(CC3)O" # 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 A8O "SYSTEMATIC NAME" ACDLabs 12.01 "4-{3-[(4-hydroxypiperidin-1-yl)acetyl]-2,5-dimethyl-1H-pyrrol-1-yl}benzonitrile" A8O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[2,5-dimethyl-3-[2-(4-oxidanylpiperidin-1-yl)ethanoyl]pyrrol-1-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A8O "Create component" 2018-10-19 PDBJ A8O "Initial release" 2018-12-19 RCSB #