data_DO1 # _chem_comp.id DO1 _chem_comp.name "2-{(R)-(2-chlorophenyl)[2-(piperidin-1-yl)ethoxy]methyl}-1H-pyrrolo[3,2-b]pyridine-7-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-31 _chem_comp.pdbx_modified_date 2018-03-23 _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 413.897 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DO1 _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 6BH0 _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 DO1 C10 C1 C 0 1 Y N N -27.775 23.727 6.866 0.229 4.164 1.946 C10 DO1 1 DO1 C13 C2 C 0 1 Y N N -27.967 22.500 4.405 -0.987 3.206 -0.345 C13 DO1 2 DO1 C17 C3 C 0 1 N N N -23.789 25.814 3.130 4.102 0.867 -0.208 C17 DO1 3 DO1 C20 C4 C 0 1 N N N -22.640 25.243 0.506 4.439 -2.647 -1.519 C20 DO1 4 DO1 C21 C5 C 0 1 N N N -21.524 26.244 0.500 5.529 -3.148 -0.568 C21 DO1 5 DO1 C24 C6 C 0 1 N N N -21.425 26.937 1.826 5.294 -2.553 0.823 C24 DO1 6 DO1 C26 C7 C 0 1 Y N N -24.767 20.341 3.236 -0.447 -0.589 1.409 C26 DO1 7 DO1 C02 C8 C 0 1 N N N -23.350 19.147 7.731 -4.266 -1.996 -1.119 C02 DO1 8 DO1 C03 C9 C 0 1 Y N N -23.526 18.787 6.296 -3.458 -2.133 0.111 C03 DO1 9 DO1 C04 C10 C 0 1 Y N N -24.060 19.673 5.355 -2.306 -1.356 0.310 C04 DO1 10 DO1 C06 C11 C 0 1 Y N N -24.963 21.436 4.246 -0.565 0.054 0.236 C06 DO1 11 DO1 C07 C12 C 0 1 N N R -25.460 22.666 4.032 0.382 1.111 -0.270 C07 DO1 12 DO1 C08 C13 C 0 1 Y N N -26.712 22.888 4.853 -0.016 2.452 0.289 C08 DO1 13 DO1 C09 C14 C 0 1 Y N N -26.645 23.504 6.095 0.591 2.931 1.435 C09 DO1 14 DO1 C11 C15 C 0 1 Y N N -29.016 23.328 6.397 -0.744 4.916 1.314 C11 DO1 15 DO1 C12 C16 C 0 1 Y N N -29.111 22.712 5.160 -1.353 4.437 0.169 C12 DO1 16 DO1 C16 C17 C 0 1 N N N -24.981 24.947 3.403 2.726 1.256 -0.752 C16 DO1 17 DO1 C19 C18 C 0 1 N N N -22.558 24.306 1.711 4.458 -1.117 -1.549 C19 DO1 18 DO1 C25 C19 C 0 1 N N N -21.383 25.941 2.986 5.289 -1.025 0.725 C25 DO1 19 DO1 C27 C20 C 0 1 Y N N -24.186 19.262 4.057 -1.570 -1.525 1.500 C27 DO1 20 DO1 C29 C21 C 0 1 Y N N -23.311 17.190 4.527 -3.038 -3.142 2.251 C29 DO1 21 DO1 C30 C22 C 0 1 Y N N -23.143 17.517 5.869 -3.818 -3.039 1.112 C30 DO1 22 DO1 N05 N1 N 0 1 Y N N -24.524 20.983 5.475 -1.671 -0.394 -0.432 N05 DO1 23 DO1 N18 N2 N 0 1 N N N -22.542 25.049 2.972 4.228 -0.596 -0.196 N18 DO1 24 DO1 N28 N3 N 0 1 Y N N -23.819 18.035 3.634 -1.962 -2.404 2.415 N28 DO1 25 DO1 O01 O1 O 0 1 N N N -24.008 20.105 8.216 -3.937 -1.201 -1.976 O01 DO1 26 DO1 O15 O2 O 0 1 N N N -24.586 23.789 4.183 1.713 0.798 0.146 O15 DO1 27 DO1 O31 O3 O 0 1 N N N -22.551 18.501 8.456 -5.368 -2.752 -1.289 O31 DO1 28 DO1 CL1 CL1 CL 0 0 N N N -28.143 21.725 2.869 -1.750 2.605 -1.784 CL1 DO1 29 DO1 H1 H1 H 0 1 N N N -27.688 24.210 7.828 0.704 4.538 2.841 H1 DO1 30 DO1 H2 H2 H 0 1 N N N -23.666 26.514 3.969 4.878 1.293 -0.845 H2 DO1 31 DO1 H3 H3 H 0 1 N N N -23.972 26.380 2.204 4.214 1.250 0.806 H3 DO1 32 DO1 H4 H4 H 0 1 N N N -23.599 25.780 0.538 4.625 -3.033 -2.522 H4 DO1 33 DO1 H5 H5 H 0 1 N N N -22.585 24.644 -0.415 3.465 -2.992 -1.172 H5 DO1 34 DO1 H6 H6 H 0 1 N N N -20.576 25.726 0.292 5.491 -4.235 -0.510 H6 DO1 35 DO1 H7 H7 H 0 1 N N N -21.714 26.991 -0.285 6.506 -2.836 -0.937 H7 DO1 36 DO1 H8 H8 H 0 1 N N N -20.507 27.543 1.843 4.334 -2.896 1.209 H8 DO1 37 DO1 H9 H9 H 0 1 N N N -22.299 27.593 1.951 6.091 -2.871 1.495 H9 DO1 38 DO1 H10 H10 H 0 1 N N N -24.993 20.343 2.180 0.331 -0.446 2.145 H10 DO1 39 DO1 H11 H11 H 0 1 N N N -25.801 22.693 2.986 0.341 1.145 -1.359 H11 DO1 40 DO1 H12 H12 H 0 1 N N N -25.683 23.819 6.472 1.348 2.342 1.931 H12 DO1 41 DO1 H13 H13 H 0 1 N N N -29.902 23.496 6.991 -1.029 5.877 1.715 H13 DO1 42 DO1 H14 H14 H 0 1 N N N -30.073 22.398 4.784 -2.110 5.026 -0.326 H14 DO1 43 DO1 H15 H15 H 0 1 N N N -25.731 25.525 3.963 2.665 2.340 -0.845 H15 DO1 44 DO1 H16 H16 H 0 1 N N N -25.414 24.613 2.449 2.579 0.798 -1.730 H16 DO1 45 DO1 H17 H17 H 0 1 N N N -23.431 23.636 1.702 5.427 -0.773 -1.911 H17 DO1 46 DO1 H18 H18 H 0 1 N N N -21.637 23.709 1.637 3.674 -0.757 -2.215 H18 DO1 47 DO1 H19 H19 H 0 1 N N N -20.467 25.337 2.905 5.107 -0.599 1.712 H19 DO1 48 DO1 H20 H20 H 0 1 N N N -21.373 26.498 3.935 6.254 -0.682 0.353 H20 DO1 49 DO1 H21 H21 H 0 1 N N N -23.016 16.206 4.195 -3.320 -3.844 3.022 H21 DO1 50 DO1 H22 H22 H 0 1 N N N -22.725 16.803 6.564 -4.699 -3.655 0.998 H22 DO1 51 DO1 H23 H23 H 0 1 N N N -24.537 21.514 6.322 -1.963 -0.079 -1.302 H23 DO1 52 DO1 H25 H25 H 0 1 N N N -22.561 18.859 9.336 -5.865 -2.627 -2.109 H25 DO1 53 # 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 DO1 C21 C20 SING N N 1 DO1 C21 C24 SING N N 2 DO1 C20 C19 SING N N 3 DO1 C19 N18 SING N N 4 DO1 C24 C25 SING N N 5 DO1 CL1 C13 SING N N 6 DO1 N18 C25 SING N N 7 DO1 N18 C17 SING N N 8 DO1 C17 C16 SING N N 9 DO1 C26 C27 SING Y N 10 DO1 C26 C06 DOUB Y N 11 DO1 C16 O15 SING N N 12 DO1 N28 C27 DOUB Y N 13 DO1 N28 C29 SING Y N 14 DO1 C07 O15 SING N N 15 DO1 C07 C06 SING N N 16 DO1 C07 C08 SING N N 17 DO1 C27 C04 SING Y N 18 DO1 C06 N05 SING Y N 19 DO1 C13 C08 DOUB Y N 20 DO1 C13 C12 SING Y N 21 DO1 C29 C30 DOUB Y N 22 DO1 C08 C09 SING Y N 23 DO1 C12 C11 DOUB Y N 24 DO1 C04 N05 SING Y N 25 DO1 C04 C03 DOUB Y N 26 DO1 C30 C03 SING Y N 27 DO1 C09 C10 DOUB Y N 28 DO1 C03 C02 SING N N 29 DO1 C11 C10 SING Y N 30 DO1 C02 O01 DOUB N N 31 DO1 C02 O31 SING N N 32 DO1 C10 H1 SING N N 33 DO1 C17 H2 SING N N 34 DO1 C17 H3 SING N N 35 DO1 C20 H4 SING N N 36 DO1 C20 H5 SING N N 37 DO1 C21 H6 SING N N 38 DO1 C21 H7 SING N N 39 DO1 C24 H8 SING N N 40 DO1 C24 H9 SING N N 41 DO1 C26 H10 SING N N 42 DO1 C07 H11 SING N N 43 DO1 C09 H12 SING N N 44 DO1 C11 H13 SING N N 45 DO1 C12 H14 SING N N 46 DO1 C16 H15 SING N N 47 DO1 C16 H16 SING N N 48 DO1 C19 H17 SING N N 49 DO1 C19 H18 SING N N 50 DO1 C25 H19 SING N N 51 DO1 C25 H20 SING N N 52 DO1 C29 H21 SING N N 53 DO1 C30 H22 SING N N 54 DO1 N05 H23 SING N N 55 DO1 O31 H25 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 DO1 SMILES ACDLabs 12.01 "c1cc(c(cc1)Cl)C(c3cc2c(c(C(=O)O)ccn2)n3)OCCN4CCCCC4" DO1 InChI InChI 1.03 "InChI=1S/C22H24ClN3O3/c23-17-7-3-2-6-15(17)21(29-13-12-26-10-4-1-5-11-26)19-14-18-20(25-19)16(22(27)28)8-9-24-18/h2-3,6-9,14,21,25H,1,4-5,10-13H2,(H,27,28)/t21-/m1/s1" DO1 InChIKey InChI 1.03 AWPYWZMMJZGPOX-OAQYLSRUSA-N DO1 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccnc2cc([nH]c12)[C@H](OCCN3CCCCC3)c4ccccc4Cl" DO1 SMILES CACTVS 3.385 "OC(=O)c1ccnc2cc([nH]c12)[CH](OCCN3CCCCC3)c4ccccc4Cl" DO1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)[C@H](c2cc3c([nH]2)c(ccn3)C(=O)O)OCCN4CCCCC4)Cl" DO1 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(c2cc3c([nH]2)c(ccn3)C(=O)O)OCCN4CCCCC4)Cl" # 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 DO1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(R)-(2-chlorophenyl)[2-(piperidin-1-yl)ethoxy]methyl}-1H-pyrrolo[3,2-b]pyridine-7-carboxylic acid" DO1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{R})-(2-chlorophenyl)-(2-piperidin-1-ylethoxy)methyl]-1~{H}-pyrrolo[3,2-b]pyridine-7-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 DO1 "Create component" 2017-10-31 RCSB DO1 "Initial release" 2018-03-28 RCSB #