data_5DY # _chem_comp.id 5DY _chem_comp.name "5-[(2R)-2-amino-2-carboxyethyl]-1-[4-(3-fluoropropyl)phenyl]-1H-pyrazole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H18 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-14 _chem_comp.pdbx_modified_date 2016-09-09 _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 335.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5DY _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 5DDX _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 5DY N01 N1 N 0 1 N N N -21.153 15.865 -12.295 -1.230 -2.040 -1.461 N01 5DY 1 5DY C02 C1 C 0 1 N N R -20.685 16.705 -11.261 -2.206 -2.323 -0.400 C02 5DY 2 5DY C03 C2 C 0 1 N N N -20.270 17.868 -12.133 -1.878 -1.480 0.834 C03 5DY 3 5DY C04 C3 C 0 1 Y N N -20.153 19.209 -11.486 -2.058 -0.020 0.506 C04 5DY 4 5DY C05 C4 C 0 1 Y N N -20.867 19.561 -10.316 -3.220 0.673 0.537 C05 5DY 5 5DY C06 C5 C 0 1 Y N N -20.419 20.884 -10.086 -2.885 1.995 0.154 C06 5DY 6 5DY N07 N2 N 0 1 Y N N -19.547 21.233 -11.026 -1.586 2.014 -0.075 N07 5DY 7 5DY N08 N3 N 0 1 Y N N -19.437 20.267 -11.906 -1.084 0.849 0.129 N08 5DY 8 5DY C09 C6 C 0 1 Y N N -18.481 20.269 -12.948 0.271 0.522 -0.018 C09 5DY 9 5DY C10 C7 C 0 1 Y N N -18.475 19.546 -14.146 0.979 0.975 -1.123 C10 5DY 10 5DY C11 C8 C 0 1 Y N N -17.348 19.606 -14.963 2.316 0.655 -1.263 C11 5DY 11 5DY C12 C9 C 0 1 Y N N -16.248 20.365 -14.567 2.948 -0.115 -0.303 C12 5DY 12 5DY C13 C10 C 0 1 N N N -14.986 20.492 -15.388 4.406 -0.462 -0.459 C13 5DY 13 5DY C14 C11 C 0 1 N N N -13.762 20.486 -14.479 5.261 0.616 0.211 C14 5DY 14 5DY C15 C12 C 0 1 N N N -13.530 19.217 -13.660 6.741 0.264 0.053 C15 5DY 15 5DY F16 F1 F 0 1 N N N -13.536 18.122 -14.457 7.523 1.250 0.666 F16 5DY 16 5DY C17 C13 C 0 1 Y N N -16.259 21.053 -13.370 2.244 -0.568 0.798 C17 5DY 17 5DY C18 C14 C 0 1 Y N N -17.366 20.988 -12.567 0.908 -0.251 0.943 C18 5DY 18 5DY C19 C15 C 0 1 N N N -20.798 21.694 -8.901 -3.813 3.135 0.035 C19 5DY 19 5DY O20 O1 O 0 1 N N N -21.794 21.375 -8.164 -3.351 4.343 -0.342 O20 5DY 20 5DY O21 O2 O 0 1 N N N -19.970 22.595 -8.610 -4.994 2.985 0.276 O21 5DY 21 5DY C22 C16 C 0 1 N N N -19.607 15.968 -10.452 -2.145 -3.785 -0.039 C22 5DY 22 5DY O23 O3 O 0 1 N N N -19.244 14.811 -10.789 -1.165 -4.436 -0.317 O23 5DY 23 5DY O24 O4 O 0 1 N N N -19.069 16.417 -9.397 -3.179 -4.365 0.591 O24 5DY 24 5DY H1 H1 H 0 1 N N N -21.485 15.007 -11.903 -0.293 -2.260 -1.158 H1 5DY 25 5DY H2 H2 H 0 1 N N N -21.899 16.320 -12.782 -1.462 -2.536 -2.308 H2 5DY 26 5DY H4 H4 H 0 1 N N N -21.503 17.011 -10.592 -3.208 -2.078 -0.752 H4 5DY 27 5DY H5 H5 H 0 1 N N N -21.012 17.956 -12.940 -2.546 -1.754 1.650 H5 5DY 28 5DY H6 H6 H 0 1 N N N -19.288 17.623 -12.563 -0.845 -1.660 1.133 H6 5DY 29 5DY H7 H7 H 0 1 N N N -21.571 18.973 -9.746 -4.198 0.297 0.799 H7 5DY 30 5DY H8 H8 H 0 1 N N N -19.330 18.951 -14.433 0.486 1.576 -1.872 H8 5DY 31 5DY H9 H9 H 0 1 N N N -17.327 19.067 -15.899 2.868 1.006 -2.122 H9 5DY 32 5DY H10 H10 H 0 1 N N N -14.922 19.646 -16.089 4.603 -1.425 0.012 H10 5DY 33 5DY H11 H11 H 0 1 N N N -15.014 21.435 -15.953 4.656 -0.517 -1.518 H11 5DY 34 5DY H12 H12 H 0 1 N N N -12.875 20.643 -15.111 5.064 1.580 -0.259 H12 5DY 35 5DY H13 H13 H 0 1 N N N -13.864 21.325 -13.775 5.011 0.672 1.271 H13 5DY 36 5DY H14 H14 H 0 1 N N N -12.557 19.288 -13.153 6.938 -0.699 0.524 H14 5DY 37 5DY H15 H15 H 0 1 N N N -14.329 19.121 -12.910 6.991 0.209 -1.006 H15 5DY 38 5DY H16 H16 H 0 1 N N N -15.402 21.637 -13.070 2.741 -1.169 1.545 H16 5DY 39 5DY H17 H17 H 0 1 N N N -17.367 21.508 -11.620 0.360 -0.601 1.806 H17 5DY 40 5DY H18 H18 H 0 1 N N N -21.799 21.919 -7.385 -3.997 5.060 -0.406 H18 5DY 41 5DY H19 H19 H 0 1 N N N -18.469 15.769 -9.046 -3.094 -5.305 0.802 H19 5DY 42 # 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 5DY C13 C12 SING N N 1 5DY C13 C14 SING N N 2 5DY C11 C12 DOUB Y N 3 5DY C11 C10 SING Y N 4 5DY C12 C17 SING Y N 5 5DY C14 C15 SING N N 6 5DY F16 C15 SING N N 7 5DY C10 C09 DOUB Y N 8 5DY C17 C18 DOUB Y N 9 5DY C09 C18 SING Y N 10 5DY C09 N08 SING N N 11 5DY N01 C02 SING N N 12 5DY C03 C04 SING N N 13 5DY C03 C02 SING N N 14 5DY N08 C04 SING Y N 15 5DY N08 N07 SING Y N 16 5DY C04 C05 DOUB Y N 17 5DY C02 C22 SING N N 18 5DY N07 C06 DOUB Y N 19 5DY O23 C22 DOUB N N 20 5DY C22 O24 SING N N 21 5DY C05 C06 SING Y N 22 5DY C06 C19 SING N N 23 5DY C19 O21 DOUB N N 24 5DY C19 O20 SING N N 25 5DY N01 H1 SING N N 26 5DY N01 H2 SING N N 27 5DY C02 H4 SING N N 28 5DY C03 H5 SING N N 29 5DY C03 H6 SING N N 30 5DY C05 H7 SING N N 31 5DY C10 H8 SING N N 32 5DY C11 H9 SING N N 33 5DY C13 H10 SING N N 34 5DY C13 H11 SING N N 35 5DY C14 H12 SING N N 36 5DY C14 H13 SING N N 37 5DY C15 H14 SING N N 38 5DY C15 H15 SING N N 39 5DY C17 H16 SING N N 40 5DY C18 H17 SING N N 41 5DY O20 H18 SING N N 42 5DY O24 H19 SING N N 43 # 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 5DY SMILES ACDLabs 12.01 "NC(C(O)=O)Cc1cc(C(=O)O)nn1c2ccc(cc2)CCCF" 5DY InChI InChI 1.03 "InChI=1S/C16H18FN3O4/c17-7-1-2-10-3-5-11(6-4-10)20-12(8-13(18)15(21)22)9-14(19-20)16(23)24/h3-6,9,13H,1-2,7-8,18H2,(H,21,22)(H,23,24)/t13-/m1/s1" 5DY InChIKey InChI 1.03 XSHSSHMFDKPBFY-CYBMUJFWSA-N 5DY SMILES_CANONICAL CACTVS 3.385 "N[C@H](Cc1cc(nn1c2ccc(CCCF)cc2)C(O)=O)C(O)=O" 5DY SMILES CACTVS 3.385 "N[CH](Cc1cc(nn1c2ccc(CCCF)cc2)C(O)=O)C(O)=O" 5DY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCCF)n2c(cc(n2)C(=O)O)C[C@H](C(=O)O)N" 5DY SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCCF)n2c(cc(n2)C(=O)O)CC(C(=O)O)N" # 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 5DY "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(2R)-2-amino-2-carboxyethyl]-1-[4-(3-fluoropropyl)phenyl]-1H-pyrazole-3-carboxylic acid" 5DY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(2R)-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]-1-[4-(3-fluoranylpropyl)phenyl]pyrazole-3-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 5DY "Create component" 2015-09-14 RCSB 5DY "Initial release" 2016-09-14 RCSB #