data_4VN # _chem_comp.id 4VN _chem_comp.name "1-{5-[2-chloro-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 Cl 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 346.808 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VN _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 5BQS _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 4VN C1 C1 C 0 1 Y N N 5.818 -18.757 -0.523 5.054 1.397 -0.373 C1 4VN 1 4VN C2 C2 C 0 1 Y N N 4.753 -19.463 0.017 3.683 1.334 -0.220 C2 4VN 2 4VN C3 C3 C 0 1 Y N N 3.424 -19.227 -0.396 3.055 0.096 -0.088 C3 4VN 3 4VN C7 C4 C 0 1 Y N N 2.231 -19.980 0.097 1.583 0.021 0.076 C7 4VN 4 4VN C8 C5 C 0 1 Y N N 2.029 -21.319 -0.232 0.934 0.811 1.032 C8 4VN 5 4VN C9 C6 C 0 1 Y N N 0.872 -21.978 0.145 -0.438 0.707 1.148 C9 4VN 6 4VN C10 C7 C 0 1 Y N N -0.096 -21.246 0.870 -1.126 -0.172 0.317 C10 4VN 7 4VN C11 C8 C 0 1 Y N N 1.224 -19.357 0.826 0.826 -0.831 -0.724 C11 4VN 8 4VN C12 C9 C 0 1 N N N -1.653 -23.216 0.941 -3.036 -1.258 -0.533 C12 4VN 9 4VN C13 C10 C 0 1 N N N -2.453 -23.885 2.066 -4.532 -1.460 -0.285 C13 4VN 10 4VN C14 C11 C 0 1 N N N -3.709 -23.055 2.373 -5.256 -0.119 -0.440 C14 4VN 11 4VN C15 C12 C 0 1 N N N -3.301 -21.620 2.739 -4.653 0.893 0.539 C15 4VN 12 4VN C16 C13 C 0 1 N N N -2.475 -21.014 1.596 -3.153 1.027 0.267 C16 4VN 13 4VN CL CL1 CL 0 0 N N N 5.110 -20.709 1.160 2.743 2.793 -0.193 CL 4VN 14 4VN C4 C14 C 0 1 Y N N 3.240 -18.245 -1.375 3.816 -1.071 -0.110 C4 4VN 15 4VN C5 C15 C 0 1 Y N N 4.301 -17.529 -1.932 5.186 -0.996 -0.263 C5 4VN 16 4VN C6 C16 C 0 1 N N N 4.044 -16.407 -2.894 6.010 -2.257 -0.294 C6 4VN 17 4VN O O1 O 0 1 N N N 4.367 -15.164 -2.300 6.427 -2.587 1.032 O 4VN 18 4VN C C17 C 0 1 Y N N 5.588 -17.810 -1.501 5.803 0.235 -0.400 C 4VN 19 4VN N N1 N 0 1 Y N N 0.081 -19.952 1.207 -0.482 -0.906 -0.578 N 4VN 20 4VN N1 N2 N 0 1 N N N -1.297 -21.832 1.278 -2.507 -0.282 0.428 N1 4VN 21 4VN C17 C18 C 0 1 N N N -4.608 -23.695 3.412 -6.721 -0.300 -0.138 C17 4VN 22 4VN O2 O2 O 0 1 N N N -4.019 -23.953 4.552 -7.556 0.749 -0.211 O2 4VN 23 4VN O1 O3 O 0 1 N N N -5.780 -23.939 3.193 -7.145 -1.389 0.169 O1 4VN 24 4VN H1 H1 H 0 1 N N N 6.824 -18.948 -0.179 5.542 2.355 -0.476 H1 4VN 25 4VN H2 H2 H 0 1 N N N 2.786 -21.850 -0.789 1.494 1.484 1.664 H2 4VN 26 4VN H3 H3 H 0 1 N N N 0.714 -23.016 -0.106 -0.971 1.301 1.876 H3 4VN 27 4VN H4 H4 H 0 1 N N N 1.371 -18.324 1.105 1.316 -1.441 -1.468 H4 4VN 28 4VN H5 H5 H 0 1 N N N -2.260 -23.215 0.024 -2.516 -2.208 -0.410 H5 4VN 29 4VN H6 H6 H 0 1 N N N -0.730 -23.790 0.769 -2.882 -0.888 -1.547 H6 4VN 30 4VN H7 H7 H 0 1 N N N -2.751 -24.896 1.751 -4.928 -2.172 -1.009 H7 4VN 31 4VN H8 H8 H 0 1 N N N -1.829 -23.951 2.969 -4.686 -1.842 0.724 H8 4VN 32 4VN H9 H9 H 0 1 N N N -4.287 -22.994 1.439 -5.135 0.245 -1.460 H9 4VN 33 4VN H10 H10 H 0 1 N N N -2.698 -21.634 3.659 -5.135 1.861 0.403 H10 4VN 34 4VN H11 H11 H 0 1 N N N -4.204 -21.012 2.901 -4.809 0.548 1.561 H11 4VN 35 4VN H12 H12 H 0 1 N N N -2.140 -20.009 1.893 -2.999 1.385 -0.751 H12 4VN 36 4VN H13 H13 H 0 1 N N N -3.109 -20.940 0.700 -2.718 1.736 0.971 H13 4VN 37 4VN H14 H14 H 0 1 N N N 2.237 -18.032 -1.714 3.336 -2.033 -0.008 H14 4VN 38 4VN H15 H15 H 0 1 N N N 2.981 -16.408 -3.177 5.410 -3.073 -0.700 H15 4VN 39 4VN H16 H16 H 0 1 N N N 4.662 -16.551 -3.792 6.886 -2.104 -0.924 H16 4VN 40 4VN H17 H17 H 0 1 N N N 4.200 -14.463 -2.919 6.963 -3.390 1.088 H17 4VN 41 4VN H18 H18 H 0 1 N N N 6.423 -17.281 -1.936 6.875 0.288 -0.520 H18 4VN 42 4VN H19 H19 H 0 1 N N N -4.644 -24.347 5.150 -8.487 0.584 -0.009 H19 4VN 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 4VN C6 O SING N N 1 4VN C6 C5 SING N N 2 4VN C5 C DOUB Y N 3 4VN C5 C4 SING Y N 4 4VN C C1 SING Y N 5 4VN C4 C3 DOUB Y N 6 4VN C1 C2 DOUB Y N 7 4VN C3 C2 SING Y N 8 4VN C3 C7 SING N N 9 4VN C8 C7 DOUB Y N 10 4VN C8 C9 SING Y N 11 4VN C2 CL SING N N 12 4VN C7 C11 SING Y N 13 4VN C9 C10 DOUB Y N 14 4VN C11 N DOUB Y N 15 4VN C10 N SING Y N 16 4VN C10 N1 SING N N 17 4VN C12 N1 SING N N 18 4VN C12 C13 SING N N 19 4VN N1 C16 SING N N 20 4VN C16 C15 SING N N 21 4VN C13 C14 SING N N 22 4VN C14 C15 SING N N 23 4VN C14 C17 SING N N 24 4VN O1 C17 DOUB N N 25 4VN C17 O2 SING N N 26 4VN C1 H1 SING N N 27 4VN C8 H2 SING N N 28 4VN C9 H3 SING N N 29 4VN C11 H4 SING N N 30 4VN C12 H5 SING N N 31 4VN C12 H6 SING N N 32 4VN C13 H7 SING N N 33 4VN C13 H8 SING N N 34 4VN C14 H9 SING N N 35 4VN C15 H10 SING N N 36 4VN C15 H11 SING N N 37 4VN C16 H12 SING N N 38 4VN C16 H13 SING N N 39 4VN C4 H14 SING N N 40 4VN C6 H15 SING N N 41 4VN C6 H16 SING N N 42 4VN O H17 SING N N 43 4VN C H18 SING N N 44 4VN O2 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 4VN SMILES ACDLabs 12.01 "c3c(Cl)c(c1cnc(cc1)N2CCC(CC2)C(O)=O)cc(c3)CO" 4VN InChI InChI 1.03 "InChI=1S/C18H19ClN2O3/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)" 4VN InChIKey InChI 1.03 ZHEDDGBFOGXDOY-UHFFFAOYSA-N 4VN SMILES_CANONICAL CACTVS 3.385 "OCc1ccc(Cl)c(c1)c2ccc(nc2)N3CCC(CC3)C(O)=O" 4VN SMILES CACTVS 3.385 "OCc1ccc(Cl)c(c1)c2ccc(nc2)N3CCC(CC3)C(O)=O" 4VN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1CO)c2ccc(nc2)N3CCC(CC3)C(=O)O)Cl" 4VN SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1CO)c2ccc(nc2)N3CCC(CC3)C(=O)O)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 4VN "SYSTEMATIC NAME" ACDLabs 12.01 "1-{5-[2-chloro-5-(hydroxymethyl)phenyl]pyridin-2-yl}piperidine-4-carboxylic acid" 4VN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[5-[2-chloranyl-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 4VN "Create component" 2015-06-05 RCSB 4VN "Initial release" 2016-05-18 RCSB #