data_ER4 # _chem_comp.id ER4 _chem_comp.name "(3R)-3-{[2-benzyl-6-(3-methoxypropoxy)pyridin-3-yl]ethynyl}-1-azabicyclo[2.2.2]octan-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-13 _chem_comp.pdbx_modified_date 2014-06-13 _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 406.517 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ER4 _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 3WCE _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 ER4 CAQ CAQ C 0 1 N N N 83.734 0.919 45.576 4.575 1.434 0.420 CAQ ER4 1 ER4 CAO CAO C 0 1 N N N 84.086 2.375 45.837 4.284 0.311 1.420 CAO ER4 2 ER4 CBB CBB C 0 1 N N N 83.426 2.807 47.137 4.781 -1.015 0.832 CBB ER4 3 ER4 CAP CAP C 0 1 N N N 84.046 2.004 48.269 6.286 -0.896 0.559 CAP ER4 4 ER4 CAR CAR C 0 1 N N N 83.911 0.526 47.940 6.522 0.260 -0.417 CAR ER4 5 ER4 NBC NBC N 0 1 N N N 83.071 0.329 46.748 5.232 0.872 -0.767 NBC ER4 6 ER4 CAT CAT C 0 1 N N N 81.770 0.984 46.951 4.359 -0.096 -1.446 CAT ER4 7 ER4 CBD CBD C 0 1 N N R 81.939 2.490 47.078 4.061 -1.262 -0.499 CBD ER4 8 ER4 OAB OAB O 0 1 N N N 81.304 2.948 48.281 4.530 -2.481 -1.079 OAB ER4 9 ER4 CAD CAD C 0 1 N N N 81.333 3.160 45.920 2.610 -1.349 -0.266 CAD ER4 10 ER4 CAC CAC C 0 1 N N N 80.829 3.724 44.959 1.453 -1.419 -0.080 CAC ER4 11 ER4 CAY CAY C 0 1 Y N N 80.258 4.406 43.838 0.042 -1.505 0.147 CAY ER4 12 ER4 CAJ CAJ C 0 1 Y N N 80.585 5.744 43.656 -0.485 -2.497 0.984 CAJ ER4 13 ER4 CAK CAK C 0 1 Y N N 80.405 6.315 42.401 -1.853 -2.539 1.172 CAK ER4 14 ER4 CAZ CAZ C 0 1 Y N N 79.884 5.548 41.368 -2.656 -1.603 0.530 CAZ ER4 15 ER4 OAW OAW O 0 1 N N N 79.908 6.075 40.113 -4.000 -1.643 0.706 OAW ER4 16 ER4 CAN CAN C 0 1 N N N 79.301 5.238 39.128 -4.774 -0.659 0.016 CAN ER4 17 ER4 CAL CAL C 0 1 N N N 79.263 6.044 37.828 -6.257 -0.862 0.334 CAL ER4 18 ER4 CAM CAM C 0 1 N N N 78.581 5.252 36.712 -7.085 0.191 -0.404 CAM ER4 19 ER4 OAV OAV O 0 1 N N N 78.601 6.039 35.518 -8.470 0.003 -0.107 OAV ER4 20 ER4 CAA CAA C 0 1 N N N 77.884 5.356 34.487 -9.336 0.940 -0.750 CAA ER4 21 ER4 NAU NAU N 0 1 Y N N 79.540 4.271 41.581 -2.128 -0.678 -0.254 NAU ER4 22 ER4 CBA CBA C 0 1 Y N N 79.698 3.693 42.784 -0.828 -0.598 -0.457 CBA ER4 23 ER4 CAS CAS C 0 1 N N N 79.060 2.485 43.045 -0.278 0.476 -1.359 CAS ER4 24 ER4 CAX CAX C 0 1 Y N N 79.616 1.461 42.284 0.026 1.708 -0.547 CAX ER4 25 ER4 CAH CAH C 0 1 Y N N 80.926 1.054 42.510 1.275 1.871 0.023 CAH ER4 26 ER4 CAF CAF C 0 1 Y N N 81.424 -0.079 41.877 1.553 3.001 0.769 CAF ER4 27 ER4 CAE CAE C 0 1 Y N N 80.611 -0.809 41.018 0.582 3.969 0.945 CAE ER4 28 ER4 CAG CAG C 0 1 Y N N 79.300 -0.405 40.793 -0.667 3.807 0.375 CAG ER4 29 ER4 CAI CAI C 0 1 Y N N 78.804 0.731 41.423 -0.943 2.679 -0.376 CAI ER4 30 ER4 H1 H1 H 0 1 N N N 83.058 0.860 44.710 3.640 1.911 0.126 H1 ER4 31 ER4 H2 H2 H 0 1 N N N 84.655 0.357 45.361 5.230 2.172 0.883 H2 ER4 32 ER4 H3 H3 H 0 1 N N N 85.177 2.483 45.921 4.803 0.513 2.357 H3 ER4 33 ER4 H4 H4 H 0 1 N N N 83.719 2.999 45.009 3.211 0.252 1.600 H4 ER4 34 ER4 H5 H5 H 0 1 N N N 83.580 3.883 47.304 4.591 -1.830 1.531 H5 ER4 35 ER4 H6 H6 H 0 1 N N N 85.109 2.266 48.371 6.812 -0.698 1.493 H6 ER4 36 ER4 H7 H7 H 0 1 N N N 83.522 2.224 49.211 6.653 -1.825 0.123 H7 ER4 37 ER4 H8 H8 H 0 1 N N N 83.452 0.007 48.794 7.163 1.006 0.051 H8 ER4 38 ER4 H9 H9 H 0 1 N N N 84.910 0.106 47.750 7.002 -0.118 -1.319 H9 ER4 39 ER4 H11 H11 H 0 1 N N N 81.118 0.765 46.093 3.425 0.392 -1.727 H11 ER4 40 ER4 H12 H12 H 0 1 N N N 81.309 0.594 47.870 4.857 -0.471 -2.340 H12 ER4 41 ER4 H13 H13 H 0 1 N N N 81.695 2.515 49.031 4.122 -2.694 -1.930 H13 ER4 42 ER4 H14 H14 H 0 1 N N N 80.973 6.331 44.476 0.162 -3.212 1.470 H14 ER4 43 ER4 H15 H15 H 0 1 N N N 80.669 7.348 42.231 -2.294 -3.291 1.810 H15 ER4 44 ER4 H16 H16 H 0 1 N N N 78.280 4.968 39.437 -4.466 0.336 0.337 H16 ER4 45 ER4 H17 H17 H 0 1 N N N 79.896 4.323 38.989 -4.616 -0.760 -1.058 H17 ER4 46 ER4 H18 H18 H 0 1 N N N 80.292 6.283 37.522 -6.565 -1.857 0.014 H18 ER4 47 ER4 H19 H19 H 0 1 N N N 78.706 6.977 37.999 -6.415 -0.761 1.408 H19 ER4 48 ER4 H20 H20 H 0 1 N N N 77.541 5.034 36.995 -6.777 1.187 -0.084 H20 ER4 49 ER4 H21 H21 H 0 1 N N N 79.121 4.309 36.543 -6.927 0.091 -1.478 H21 ER4 50 ER4 H22 H22 H 0 1 N N N 77.898 5.960 33.568 -10.369 0.729 -0.474 H22 ER4 51 ER4 H23 H23 H 0 1 N N N 78.359 4.383 34.294 -9.075 1.951 -0.437 H23 ER4 52 ER4 H24 H24 H 0 1 N N N 76.843 5.199 34.806 -9.225 0.854 -1.831 H24 ER4 53 ER4 H25 H25 H 0 1 N N N 77.992 2.580 42.798 0.637 0.119 -1.833 H25 ER4 54 ER4 H26 H26 H 0 1 N N N 79.169 2.242 44.112 -1.013 0.718 -2.126 H26 ER4 55 ER4 H27 H27 H 0 1 N N N 81.558 1.619 43.179 2.033 1.114 -0.114 H27 ER4 56 ER4 H28 H28 H 0 1 N N N 82.443 -0.392 42.053 2.528 3.128 1.214 H28 ER4 57 ER4 H29 H29 H 0 1 N N N 80.997 -1.689 40.526 0.799 4.852 1.527 H29 ER4 58 ER4 H30 H30 H 0 1 N N N 78.666 -0.974 40.129 -1.426 4.563 0.512 H30 ER4 59 ER4 H31 H31 H 0 1 N N N 77.787 1.047 41.243 -1.919 2.553 -0.821 H31 ER4 60 # 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 ER4 CAA OAV SING N N 1 ER4 OAV CAM SING N N 2 ER4 CAM CAL SING N N 3 ER4 CAL CAN SING N N 4 ER4 CAN OAW SING N N 5 ER4 OAW CAZ SING N N 6 ER4 CAG CAE DOUB Y N 7 ER4 CAG CAI SING Y N 8 ER4 CAE CAF SING Y N 9 ER4 CAZ NAU DOUB Y N 10 ER4 CAZ CAK SING Y N 11 ER4 CAI CAX DOUB Y N 12 ER4 NAU CBA SING Y N 13 ER4 CAF CAH DOUB Y N 14 ER4 CAX CAH SING Y N 15 ER4 CAX CAS SING N N 16 ER4 CAK CAJ DOUB Y N 17 ER4 CBA CAS SING N N 18 ER4 CBA CAY DOUB Y N 19 ER4 CAJ CAY SING Y N 20 ER4 CAY CAC SING N N 21 ER4 CAC CAD TRIP N N 22 ER4 CAQ CAO SING N N 23 ER4 CAQ NBC SING N N 24 ER4 CAO CBB SING N N 25 ER4 CAD CBD SING N N 26 ER4 NBC CAT SING N N 27 ER4 NBC CAR SING N N 28 ER4 CAT CBD SING N N 29 ER4 CBD CBB SING N N 30 ER4 CBD OAB SING N N 31 ER4 CBB CAP SING N N 32 ER4 CAR CAP SING N N 33 ER4 CAQ H1 SING N N 34 ER4 CAQ H2 SING N N 35 ER4 CAO H3 SING N N 36 ER4 CAO H4 SING N N 37 ER4 CBB H5 SING N N 38 ER4 CAP H6 SING N N 39 ER4 CAP H7 SING N N 40 ER4 CAR H8 SING N N 41 ER4 CAR H9 SING N N 42 ER4 CAT H11 SING N N 43 ER4 CAT H12 SING N N 44 ER4 OAB H13 SING N N 45 ER4 CAJ H14 SING N N 46 ER4 CAK H15 SING N N 47 ER4 CAN H16 SING N N 48 ER4 CAN H17 SING N N 49 ER4 CAL H18 SING N N 50 ER4 CAL H19 SING N N 51 ER4 CAM H20 SING N N 52 ER4 CAM H21 SING N N 53 ER4 CAA H22 SING N N 54 ER4 CAA H23 SING N N 55 ER4 CAA H24 SING N N 56 ER4 CAS H25 SING N N 57 ER4 CAS H26 SING N N 58 ER4 CAH H27 SING N N 59 ER4 CAF H28 SING N N 60 ER4 CAE H29 SING N N 61 ER4 CAG H30 SING N N 62 ER4 CAI H31 SING N N 63 # 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 ER4 SMILES ACDLabs 12.01 "OC4(C#Cc1ccc(OCCCOC)nc1Cc2ccccc2)C3CCN(CC3)C4" ER4 InChI InChI 1.03 "InChI=1S/C25H30N2O3/c1-29-16-5-17-30-24-9-8-21(23(26-24)18-20-6-3-2-4-7-20)10-13-25(28)19-27-14-11-22(25)12-15-27/h2-4,6-9,22,28H,5,11-12,14-19H2,1H3/t25-/m1/s1" ER4 InChIKey InChI 1.03 HVIKCINYHLGLMN-RUZDIDTESA-N ER4 SMILES_CANONICAL CACTVS 3.370 "COCCCOc1ccc(C#C[C@@]2(O)CN3CCC2CC3)c(Cc4ccccc4)n1" ER4 SMILES CACTVS 3.370 "COCCCOc1ccc(C#C[C]2(O)CN3CCC2CC3)c(Cc4ccccc4)n1" ER4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COCCCOc1ccc(c(n1)Cc2ccccc2)C#C[C@]3(CN4CCC3CC4)O" ER4 SMILES "OpenEye OEToolkits" 1.7.6 "COCCCOc1ccc(c(n1)Cc2ccccc2)C#CC3(CN4CCC3CC4)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 ER4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-{[2-benzyl-6-(3-methoxypropoxy)pyridin-3-yl]ethynyl}-1-azabicyclo[2.2.2]octan-3-ol" ER4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-3-[2-[6-(3-methoxypropoxy)-2-(phenylmethyl)pyridin-3-yl]ethynyl]-1-azabicyclo[2.2.2]octan-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ER4 "Create component" 2013-06-13 PDBJ ER4 "Initial release" 2014-06-18 RCSB #