data_4VL # _chem_comp.id 4VL _chem_comp.name "1-{5-[2-fluoro-5-(hydroxymethyl)phenyl]pyridin-2-yl}piperidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 F N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-05 _chem_comp.pdbx_modified_date 2016-05-13 _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 330.353 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VL _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 5BNR _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 4VL C1 C1 C 0 1 Y N N 26.616 20.630 30.761 5.173 1.574 -0.537 C1 4VL 1 4VL C2 C2 C 0 1 Y N N 26.406 19.299 31.033 3.797 1.522 -0.418 C2 4VL 2 4VL C3 C3 C 0 1 Y N N 27.085 18.277 30.382 3.185 0.362 0.060 C3 4VL 3 4VL C7 C4 C 0 1 Y N N 26.991 16.845 30.791 1.708 0.299 0.190 C7 4VL 4 4VL C8 C5 C 0 1 Y N N 26.709 16.487 32.108 1.010 1.317 0.849 C8 4VL 5 4VL C9 C6 C 0 1 Y N N 26.704 15.160 32.496 -0.364 1.215 0.945 C9 4VL 6 4VL C10 C7 C 0 1 Y N N 26.939 14.188 31.507 -1.004 0.111 0.389 C10 4VL 7 4VL C11 C8 C 0 1 Y N N 27.328 15.812 29.926 0.998 -0.772 -0.346 C11 4VL 8 4VL C12 C9 C 0 1 N N N 26.492 12.323 33.118 -3.048 1.185 -0.080 C12 4VL 9 4VL C13 C10 C 0 1 N N N 27.459 11.208 33.509 -4.555 1.096 0.170 C13 4VL 10 4VL C14 C11 C 0 1 N N N 27.431 10.087 32.456 -5.101 -0.176 -0.485 C14 4VL 11 4VL C15 C12 C 0 1 N N N 27.688 10.654 31.046 -4.362 -1.391 0.083 C15 4VL 12 4VL C16 C13 C 0 1 N N N 26.729 11.807 30.749 -2.861 -1.230 -0.164 C16 4VL 13 4VL F F1 F 0 1 N N N 25.396 18.979 31.863 3.046 2.591 -0.763 F 4VL 14 4VL C4 C14 C 0 1 Y N N 28.072 18.666 29.473 3.966 -0.736 0.414 C4 4VL 15 4VL C5 C15 C 0 1 Y N N 28.345 20.006 29.206 5.339 -0.671 0.290 C5 4VL 16 4VL C6 C16 C 0 1 N N N 29.466 20.383 28.284 6.185 -1.859 0.673 C6 4VL 17 4VL O O1 O 0 1 N N N 28.966 20.696 27.003 6.361 -2.705 -0.465 O 4VL 18 4VL C C17 C 0 1 Y N N 27.581 20.976 29.834 5.941 0.478 -0.189 C 4VL 19 4VL N N1 N 0 1 Y N N 27.252 14.509 30.238 -0.313 -0.836 -0.227 N 4VL 20 4VL N1 N2 N 0 1 N N N 26.816 12.842 31.785 -2.386 0.001 0.482 N1 4VL 21 4VL C17 C18 C 0 1 N N N 28.391 8.973 32.810 -6.574 -0.300 -0.191 C17 4VL 22 4VL O2 O2 O 0 1 N N N 29.655 9.251 32.557 -7.131 0.542 0.473 O2 4VL 23 4VL O1 O3 O 0 1 N N N 28.008 7.921 33.297 -7.268 -1.346 -0.668 O1 4VL 24 4VL H1 H1 H 0 1 N N N 26.037 21.392 31.263 5.649 2.471 -0.907 H1 4VL 25 4VL H2 H2 H 0 1 N N N 26.492 17.256 32.835 1.533 2.162 1.271 H2 4VL 26 4VL H3 H3 H 0 1 N N N 26.526 14.879 33.524 -0.935 1.982 1.447 H3 4VL 27 4VL H4 H4 H 0 1 N N N 27.674 16.075 28.937 1.528 -1.563 -0.855 H4 4VL 28 4VL H5 H5 H 0 1 N N N 26.565 13.139 33.852 -2.859 1.232 -1.152 H5 4VL 29 4VL H6 H6 H 0 1 N N N 25.466 11.926 33.112 -2.653 2.082 0.397 H6 4VL 30 4VL H7 H7 H 0 1 N N N 27.164 10.797 34.486 -4.745 1.063 1.243 H7 4VL 31 4VL H8 H8 H 0 1 N N N 28.478 11.618 33.577 -5.047 1.968 -0.260 H8 4VL 32 4VL H9 H9 H 0 1 N N N 26.416 9.663 32.457 -4.948 -0.125 -1.563 H9 4VL 33 4VL H10 H10 H 0 1 N N N 27.537 9.857 30.303 -4.549 -1.462 1.154 H10 4VL 34 4VL H11 H11 H 0 1 N N N 28.724 11.020 30.986 -4.718 -2.296 -0.410 H11 4VL 35 4VL H12 H12 H 0 1 N N N 26.988 12.249 29.776 -2.330 -2.086 0.251 H12 4VL 36 4VL H13 H13 H 0 1 N N N 25.700 11.419 30.713 -2.673 -1.172 -1.237 H13 4VL 37 4VL H14 H14 H 0 1 N N N 28.641 17.904 28.961 3.498 -1.636 0.785 H14 4VL 38 4VL H15 H15 H 0 1 N N N 30.168 19.540 28.203 7.157 -1.514 1.023 H15 4VL 39 4VL H16 H16 H 0 1 N N N 29.991 21.259 28.692 5.689 -2.417 1.467 H16 4VL 40 4VL H17 H17 H 0 1 N N N 29.686 20.933 26.431 6.896 -3.491 -0.292 H17 4VL 41 4VL H18 H18 H 0 1 N N N 27.742 22.017 29.596 7.016 0.523 -0.284 H18 4VL 42 4VL H19 H19 H 0 1 N N N 28.754 7.355 33.457 -8.210 -1.382 -0.454 H19 4VL 43 # 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 4VL O C6 SING N N 1 4VL C6 C5 SING N N 2 4VL C5 C4 DOUB Y N 3 4VL C5 C SING Y N 4 4VL C4 C3 SING Y N 5 4VL C C1 DOUB Y N 6 4VL C11 N DOUB Y N 7 4VL C11 C7 SING Y N 8 4VL N C10 SING Y N 9 4VL C3 C7 SING N N 10 4VL C3 C2 DOUB Y N 11 4VL C16 C15 SING N N 12 4VL C16 N1 SING N N 13 4VL C1 C2 SING Y N 14 4VL C7 C8 DOUB Y N 15 4VL C2 F SING N N 16 4VL C15 C14 SING N N 17 4VL C10 N1 SING N N 18 4VL C10 C9 DOUB Y N 19 4VL N1 C12 SING N N 20 4VL C8 C9 SING Y N 21 4VL C14 C17 SING N N 22 4VL C14 C13 SING N N 23 4VL O2 C17 DOUB N N 24 4VL C17 O1 SING N N 25 4VL C12 C13 SING N N 26 4VL C1 H1 SING N N 27 4VL C8 H2 SING N N 28 4VL C9 H3 SING N N 29 4VL C11 H4 SING N N 30 4VL C12 H5 SING N N 31 4VL C12 H6 SING N N 32 4VL C13 H7 SING N N 33 4VL C13 H8 SING N N 34 4VL C14 H9 SING N N 35 4VL C15 H10 SING N N 36 4VL C15 H11 SING N N 37 4VL C16 H12 SING N N 38 4VL C16 H13 SING N N 39 4VL C4 H14 SING N N 40 4VL C6 H15 SING N N 41 4VL C6 H16 SING N N 42 4VL O H17 SING N N 43 4VL C H18 SING N N 44 4VL O1 H19 SING N N 45 # 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 4VL SMILES ACDLabs 12.01 "c3c(F)c(c2ccc(N1CCC(C(O)=O)CC1)nc2)cc(c3)CO" 4VL InChI InChI 1.03 "InChI=1S/C18H19FN2O3/c19-16-3-1-12(11-22)9-15(16)14-2-4-17(20-10-14)21-7-5-13(6-8-21)18(23)24/h1-4,9-10,13,22H,5-8,11H2,(H,23,24)" 4VL InChIKey InChI 1.03 OFHIABIZEVXVEE-UHFFFAOYSA-N 4VL SMILES_CANONICAL CACTVS 3.385 "OCc1ccc(F)c(c1)c2ccc(nc2)N3CCC(CC3)C(O)=O" 4VL SMILES CACTVS 3.385 "OCc1ccc(F)c(c1)c2ccc(nc2)N3CCC(CC3)C(O)=O" 4VL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1CO)c2ccc(nc2)N3CCC(CC3)C(=O)O)F" 4VL SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1CO)c2ccc(nc2)N3CCC(CC3)C(=O)O)F" # 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 4VL "SYSTEMATIC NAME" ACDLabs 12.01 "1-{5-[2-fluoro-5-(hydroxymethyl)phenyl]pyridin-2-yl}piperidine-4-carboxylic acid" 4VL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[5-[2-fluoranyl-5-(hydroxymethyl)phenyl]pyridin-2-yl]piperidine-4-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 4VL "Create component" 2015-06-05 RCSB 4VL "Initial release" 2016-05-18 RCSB #