data_DKS # _chem_comp.id DKS _chem_comp.name "2-{(S)-(2-chlorophenyl)[2-(4,4-difluoropiperidin-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 H22 Cl F2 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-30 _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 449.878 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DKS _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 6BGW _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 DKS C10 C1 C 0 1 Y N N -29.483 22.066 3.595 -1.233 4.227 -1.919 C10 DKS 1 DKS C13 C2 C 0 1 Y N N -27.800 23.222 5.503 -2.171 3.047 0.399 C13 DKS 2 DKS C17 C3 C 0 1 N N N -25.379 23.681 0.598 3.239 1.942 0.040 C17 DKS 3 DKS C20 C4 C 0 1 N N N -21.629 24.051 0.848 5.285 -1.011 -1.088 C20 DKS 4 DKS C21 C5 C 0 1 N N N -21.428 25.121 -0.180 5.665 -1.571 0.285 C21 DKS 5 DKS C24 C6 C 0 1 N N N -22.570 26.091 -0.229 4.480 -1.404 1.241 C24 DKS 6 DKS C26 C7 C 0 1 Y N N -24.748 20.308 3.373 -0.924 -0.549 -1.418 C26 DKS 7 DKS C02 C8 C 0 1 N N N -23.212 18.969 7.772 -4.346 -2.709 1.147 C02 DKS 8 DKS C03 C9 C 0 1 Y N N -23.367 18.656 6.278 -3.549 -2.671 -0.096 C03 DKS 9 DKS C04 C10 C 0 1 Y N N -23.968 19.540 5.389 -2.576 -1.680 -0.301 C04 DKS 10 DKS C06 C11 C 0 1 Y N N -24.997 21.279 4.313 -1.146 0.045 -0.233 C06 DKS 11 DKS C07 C12 C 0 1 N N S -25.691 22.617 4.200 -0.418 1.263 0.273 C07 DKS 12 DKS C08 C13 C 0 1 Y N N -27.209 22.660 4.374 -1.084 2.505 -0.262 C08 DKS 13 DKS C09 C14 C 0 1 Y N N -28.073 22.061 3.456 -0.619 3.092 -1.424 C09 DKS 14 DKS C11 C15 C 0 1 Y N N -30.058 22.661 4.733 -2.313 4.776 -1.252 C11 DKS 15 DKS C12 C16 C 0 1 Y N N -29.204 23.243 5.694 -2.782 4.187 -0.094 C12 DKS 16 DKS C16 C17 C 0 1 N N N -25.619 22.723 1.726 1.844 1.949 0.669 C16 DKS 17 DKS C19 C18 C 0 1 N N N -23.009 23.378 0.669 4.880 0.458 -0.942 C19 DKS 18 DKS C25 C19 C 0 1 N N N -23.935 25.363 -0.338 4.099 0.076 1.321 C25 DKS 19 DKS C27 C20 C 0 1 Y N N -24.088 19.214 4.036 -1.842 -1.687 -1.504 C27 DKS 20 DKS C29 C21 C 0 1 Y N N -23.047 17.191 4.415 -2.974 -3.556 -2.255 C29 DKS 21 DKS C30 C22 C 0 1 Y N N -22.886 17.435 5.773 -3.738 -3.621 -1.103 C30 DKS 22 DKS F22 F1 F 0 1 N N N -20.255 25.799 0.077 5.981 -2.928 0.166 F22 DKS 23 DKS F23 F2 F 0 1 N N N -21.252 24.541 -1.430 6.771 -0.875 0.784 F23 DKS 24 DKS N05 N1 N 0 1 Y N N -24.541 20.804 5.534 -2.130 -0.620 0.445 N05 DKS 25 DKS N18 N2 N 0 1 N N N -24.085 24.367 0.722 3.743 0.564 -0.018 N18 DKS 26 DKS N28 N3 N 0 1 Y N N -23.634 18.047 3.529 -2.068 -2.616 -2.425 N28 DKS 27 DKS O01 O1 O 0 1 N N N -23.885 19.950 8.261 -4.165 -1.875 2.011 O01 DKS 28 DKS O15 O2 O 0 1 N N N -25.255 23.337 3.000 0.941 1.224 -0.167 O15 DKS 29 DKS O31 O3 O 0 1 N N N -22.426 18.276 8.511 -5.275 -3.670 1.323 O31 DKS 30 DKS CL1 CL1 CL 0 0 N N N -26.819 23.952 6.728 -2.760 2.306 1.854 CL1 DKS 31 DKS H1 H1 H 0 1 N N N -30.109 21.619 2.837 -0.866 4.688 -2.824 H1 DKS 32 DKS H2 H2 H 0 1 N N N -26.181 24.434 0.595 3.185 2.352 -0.968 H2 DKS 33 DKS H3 H3 H 0 1 N N N -25.396 23.124 -0.350 3.913 2.550 0.644 H3 DKS 34 DKS H4 H4 H 0 1 N N N -20.840 23.292 0.739 6.138 -1.088 -1.761 H4 DKS 35 DKS H5 H5 H 0 1 N N N -21.572 24.498 1.851 4.448 -1.580 -1.494 H5 DKS 36 DKS H6 H6 H 0 1 N N N -22.444 26.746 -1.104 3.631 -1.979 0.872 H6 DKS 37 DKS H7 H7 H 0 1 N N N -22.562 26.698 0.688 4.759 -1.763 2.232 H7 DKS 38 DKS H8 H8 H 0 1 N N N -25.002 20.357 2.324 -0.208 -0.242 -2.166 H8 DKS 39 DKS H9 H9 H 0 1 N N N -25.301 23.205 5.044 -0.447 1.277 1.363 H9 DKS 40 DKS H10 H10 H 0 1 N N N -27.645 21.568 2.596 0.225 2.664 -1.946 H10 DKS 41 DKS H11 H11 H 0 1 N N N -31.129 22.672 4.868 -2.789 5.666 -1.637 H11 DKS 42 DKS H12 H12 H 0 1 N N N -29.621 23.705 6.576 -3.631 4.610 0.422 H12 DKS 43 DKS H13 H13 H 0 1 N N N -26.684 22.447 1.747 1.887 1.480 1.652 H13 DKS 44 DKS H14 H14 H 0 1 N N N -25.010 21.820 1.571 1.498 2.978 0.773 H14 DKS 45 DKS H15 H15 H 0 1 N N N -23.157 22.642 1.473 5.721 1.028 -0.549 H15 DKS 46 DKS H16 H16 H 0 1 N N N -23.037 22.868 -0.305 4.595 0.855 -1.916 H16 DKS 47 DKS H17 H17 H 0 1 N N N -24.745 26.103 -0.253 3.247 0.196 1.990 H17 DKS 48 DKS H18 H18 H 0 1 N N N -23.998 24.861 -1.315 4.944 0.648 1.704 H18 DKS 49 DKS H19 H19 H 0 1 N N N -22.679 16.251 4.031 -3.123 -4.292 -3.030 H19 DKS 50 DKS H20 H20 H 0 1 N N N -22.408 16.712 6.418 -4.476 -4.402 -0.983 H20 DKS 51 DKS H21 H21 H 0 1 N N N -24.613 21.300 6.400 -2.464 -0.377 1.323 H21 DKS 52 DKS H23 H23 H 0 1 N N N -22.449 18.611 9.400 -5.771 -3.654 2.152 H23 DKS 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 DKS F23 C21 SING N N 1 DKS C25 C24 SING N N 2 DKS C25 N18 SING N N 3 DKS C24 C21 SING N N 4 DKS C21 F22 SING N N 5 DKS C21 C20 SING N N 6 DKS C17 N18 SING N N 7 DKS C17 C16 SING N N 8 DKS C19 N18 SING N N 9 DKS C19 C20 SING N N 10 DKS C16 O15 SING N N 11 DKS O15 C07 SING N N 12 DKS C26 C27 SING Y N 13 DKS C26 C06 DOUB Y N 14 DKS C09 C10 DOUB Y N 15 DKS C09 C08 SING Y N 16 DKS N28 C27 DOUB Y N 17 DKS N28 C29 SING Y N 18 DKS C10 C11 SING Y N 19 DKS C27 C04 SING Y N 20 DKS C07 C06 SING N N 21 DKS C07 C08 SING N N 22 DKS C06 N05 SING Y N 23 DKS C08 C13 DOUB Y N 24 DKS C29 C30 DOUB Y N 25 DKS C11 C12 DOUB Y N 26 DKS C04 N05 SING Y N 27 DKS C04 C03 DOUB Y N 28 DKS C13 C12 SING Y N 29 DKS C13 CL1 SING N N 30 DKS C30 C03 SING Y N 31 DKS C03 C02 SING N N 32 DKS C02 O01 DOUB N N 33 DKS C02 O31 SING N N 34 DKS C10 H1 SING N N 35 DKS C17 H2 SING N N 36 DKS C17 H3 SING N N 37 DKS C20 H4 SING N N 38 DKS C20 H5 SING N N 39 DKS C24 H6 SING N N 40 DKS C24 H7 SING N N 41 DKS C26 H8 SING N N 42 DKS C07 H9 SING N N 43 DKS C09 H10 SING N N 44 DKS C11 H11 SING N N 45 DKS C12 H12 SING N N 46 DKS C16 H13 SING N N 47 DKS C16 H14 SING N N 48 DKS C19 H15 SING N N 49 DKS C19 H16 SING N N 50 DKS C25 H17 SING N N 51 DKS C25 H18 SING N N 52 DKS C29 H19 SING N N 53 DKS C30 H20 SING N N 54 DKS N05 H21 SING N N 55 DKS O31 H23 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 DKS SMILES ACDLabs 12.01 "c4ccc(Cl)c(C(c2cc1c(c(C(=O)O)ccn1)n2)OCCN3CCC(F)(CC3)F)c4" DKS InChI InChI 1.03 "InChI=1S/C22H22ClF2N3O3/c23-16-4-2-1-3-14(16)20(31-12-11-28-9-6-22(24,25)7-10-28)18-13-17-19(27-18)15(21(29)30)5-8-26-17/h1-5,8,13,20,27H,6-7,9-12H2,(H,29,30)/t20-/m0/s1" DKS InChIKey InChI 1.03 QCUMGQXPGZQHID-FQEVSTJZSA-N DKS SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccnc2cc([nH]c12)[C@@H](OCCN3CCC(F)(F)CC3)c4ccccc4Cl" DKS SMILES CACTVS 3.385 "OC(=O)c1ccnc2cc([nH]c12)[CH](OCCN3CCC(F)(F)CC3)c4ccccc4Cl" DKS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)[C@@H](c2cc3c([nH]2)c(ccn3)C(=O)O)OCCN4CCC(CC4)(F)F)Cl" DKS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(c2cc3c([nH]2)c(ccn3)C(=O)O)OCCN4CCC(CC4)(F)F)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 DKS "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(S)-(2-chlorophenyl)[2-(4,4-difluoropiperidin-1-yl)ethoxy]methyl}-1H-pyrrolo[3,2-b]pyridine-7-carboxylic acid" DKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{S})-2-[4,4-bis(fluoranyl)piperidin-1-yl]ethoxy-(2-chlorophenyl)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 DKS "Create component" 2017-10-30 RCSB DKS "Initial release" 2018-03-28 RCSB #