data_39X # _chem_comp.id 39X _chem_comp.name "3-(6-fluoro-1H-benzimidazol-2-yl)-N-(naphthalen-2-ylcarbonyl)-D-alanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-14 _chem_comp.pdbx_modified_date 2014-09-05 _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 377.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 39X _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 4TYO _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 39X O3 O1 O 0 1 N N N 16.195 -0.442 0.493 -1.168 -5.062 -0.345 O3 39X 1 39X C21 C1 C 0 1 N N N 15.271 0.261 0.019 -0.368 -4.042 0.003 C21 39X 2 39X O2 O2 O 0 1 N N N 14.649 0.045 -1.056 0.743 -4.262 0.425 O2 39X 3 39X C20 C2 C 0 1 N N R 14.886 1.520 0.808 -0.855 -2.622 -0.133 C20 39X 4 39X C12 C3 C 0 1 N N N 15.907 2.612 0.472 -2.102 -2.426 0.731 C12 39X 5 39X C13 C4 C 0 1 Y N N 15.595 3.963 1.002 -2.660 -1.045 0.501 C13 39X 6 39X N3 N1 N 0 1 Y N N 14.758 4.818 0.445 -1.988 0.061 0.631 N3 39X 7 39X C15 C5 C 0 1 Y N N 14.749 5.925 1.298 -2.792 1.119 0.348 C15 39X 8 39X C19 C6 C 0 1 Y N N 14.016 7.112 1.248 -2.592 2.502 0.330 C19 39X 9 39X C18 C7 C 0 1 Y N N 14.188 8.063 2.245 -3.623 3.335 -0.003 C18 39X 10 39X C17 C8 C 0 1 Y N N 15.087 7.803 3.259 -4.872 2.820 -0.326 C17 39X 11 39X F1 F1 F 0 1 N N N 15.217 8.715 4.262 -5.879 3.660 -0.654 F1 39X 12 39X C16 C9 C 0 1 Y N N 15.823 6.639 3.352 -5.091 1.457 -0.315 C16 39X 13 39X C14 C10 C 0 1 Y N N 15.624 5.695 2.359 -4.055 0.598 0.022 C14 39X 14 39X N2 N2 N 0 1 Y N N 16.124 4.425 2.154 -3.939 -0.774 0.123 N2 39X 15 39X N1 N3 N 0 1 N N N 13.522 1.939 0.501 0.196 -1.702 0.308 N1 39X 16 39X C1 C11 C 0 1 N N N 12.739 2.501 1.434 1.159 -1.317 -0.552 C1 39X 17 39X O1 O3 O 0 1 N N N 13.102 2.604 2.606 1.157 -1.734 -1.694 O1 39X 18 39X C2 C12 C 0 1 Y N N 11.434 3.085 0.975 2.219 -0.388 -0.106 C2 39X 19 39X C7 C13 C 0 1 Y N N 10.823 4.030 1.804 2.216 0.091 1.216 C7 39X 20 39X C6 C14 C 0 1 Y N N 9.664 4.646 1.432 3.178 0.946 1.648 C6 39X 21 39X C5 C15 C 0 1 Y N N 9.056 4.367 0.189 4.196 1.363 0.771 C5 39X 22 39X C11 C16 C 0 1 Y N N 7.897 5.044 -0.266 5.202 2.246 1.196 C11 39X 23 39X C10 C17 C 0 1 Y N N 7.369 4.771 -1.491 6.174 2.632 0.324 C10 39X 24 39X C9 C18 C 0 1 Y N N 7.950 3.822 -2.315 6.188 2.164 -0.989 C9 39X 25 39X C8 C19 C 0 1 Y N N 9.067 3.144 -1.916 5.230 1.308 -1.437 C8 39X 26 39X C4 C20 C 0 1 Y N N 9.656 3.402 -0.656 4.209 0.887 -0.565 C4 39X 27 39X C3 C21 C 0 1 Y N N 10.846 2.766 -0.229 3.210 0.000 -0.993 C3 39X 28 39X H16 H1 H 0 1 N N N 16.363 -1.176 -0.086 -0.811 -5.955 -0.241 H16 39X 29 39X H15 H2 H 0 1 N N N 14.963 1.292 1.881 -1.100 -2.421 -1.176 H15 39X 30 39X H9 H3 H 0 1 N N N 16.880 2.304 0.882 -2.851 -3.170 0.462 H9 39X 31 39X H10 H4 H 0 1 N N N 15.977 2.685 -0.623 -1.837 -2.541 1.782 H10 39X 32 39X H14 H6 H 0 1 N N N 13.321 7.289 0.441 -1.625 2.912 0.580 H14 39X 33 39X H13 H7 H 0 1 N N N 13.630 8.987 2.227 -3.464 4.403 -0.016 H13 39X 34 39X H12 H8 H 0 1 N N N 16.520 6.473 4.160 -6.064 1.062 -0.567 H12 39X 35 39X H11 H9 H 0 1 N N N 16.761 3.937 2.750 -4.639 -1.424 -0.044 H11 39X 36 39X H1 H10 H 0 1 N N N 13.164 1.804 -0.423 0.197 -1.369 1.219 H1 39X 37 39X H4 H11 H 0 1 N N N 11.275 4.276 2.753 1.439 -0.224 1.895 H4 39X 38 39X H3 H12 H 0 1 N N N 9.204 5.359 2.100 3.163 1.306 2.667 H3 39X 39 39X H8 H13 H 0 1 N N N 7.428 5.784 0.365 5.205 2.618 2.210 H8 39X 40 39X H7 H14 H 0 1 N N N 6.488 5.300 -1.823 6.946 3.311 0.654 H7 39X 41 39X H6 H15 H 0 1 N N N 7.516 3.616 -3.282 6.970 2.486 -1.661 H6 39X 42 39X H5 H16 H 0 1 N N N 9.505 2.404 -2.569 5.253 0.953 -2.457 H5 39X 43 39X H2 H17 H 0 1 N N N 11.302 2.016 -0.859 3.211 -0.373 -2.006 H2 39X 44 # 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 39X C9 C8 DOUB Y N 1 39X C9 C10 SING Y N 2 39X C8 C4 SING Y N 3 39X C10 C11 DOUB Y N 4 39X O2 C21 DOUB N N 5 39X C4 C3 DOUB Y N 6 39X C4 C5 SING Y N 7 39X C11 C5 SING Y N 8 39X C3 C2 SING Y N 9 39X C21 O3 SING N N 10 39X C21 C20 SING N N 11 39X C5 C6 DOUB Y N 12 39X N3 C13 DOUB Y N 13 39X N3 C15 SING Y N 14 39X C12 C20 SING N N 15 39X C12 C13 SING N N 16 39X N1 C20 SING N N 17 39X N1 C1 SING N N 18 39X C2 C1 SING N N 19 39X C2 C7 DOUB Y N 20 39X C13 N2 SING Y N 21 39X C19 C15 DOUB Y N 22 39X C19 C18 SING Y N 23 39X C15 C14 SING Y N 24 39X C6 C7 SING Y N 25 39X C1 O1 DOUB N N 26 39X N2 C14 SING Y N 27 39X C18 C17 DOUB Y N 28 39X C14 C16 DOUB Y N 29 39X C17 C16 SING Y N 30 39X C17 F1 SING N N 31 39X O3 H16 SING N N 32 39X C20 H15 SING N N 33 39X C12 H9 SING N N 34 39X C12 H10 SING N N 35 39X C19 H14 SING N N 36 39X C18 H13 SING N N 37 39X C16 H12 SING N N 38 39X N2 H11 SING N N 39 39X N1 H1 SING N N 40 39X C7 H4 SING N N 41 39X C6 H3 SING N N 42 39X C11 H8 SING N N 43 39X C10 H7 SING N N 44 39X C9 H6 SING N N 45 39X C8 H5 SING N N 46 39X C3 H2 SING N N 47 # 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 39X SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c2cc1ccccc1cc2)Cc4nc3ccc(F)cc3n4" 39X InChI InChI 1.03 "InChI=1S/C21H16FN3O3/c22-15-7-8-16-17(10-15)24-19(23-16)11-18(21(27)28)25-20(26)14-6-5-12-3-1-2-4-13(12)9-14/h1-10,18H,11H2,(H,23,24)(H,25,26)(H,27,28)/t18-/m1/s1" 39X InChIKey InChI 1.03 NKMPZFCFXCJBEY-GOSISDBHSA-N 39X SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H](Cc1[nH]c2cc(F)ccc2n1)NC(=O)c3ccc4ccccc4c3" 39X SMILES CACTVS 3.385 "OC(=O)[CH](Cc1[nH]c2cc(F)ccc2n1)NC(=O)c3ccc4ccccc4c3" 39X SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2cc(ccc2c1)C(=O)N[C@H](Cc3[nH]c4cc(ccc4n3)F)C(=O)O" 39X SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2cc(ccc2c1)C(=O)NC(Cc3[nH]c4cc(ccc4n3)F)C(=O)O" # 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 39X "SYSTEMATIC NAME" ACDLabs 12.01 "3-(6-fluoro-1H-benzimidazol-2-yl)-N-(naphthalen-2-ylcarbonyl)-D-alanine" 39X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-3-(6-fluoranyl-1H-benzimidazol-2-yl)-2-(naphthalen-2-ylcarbonylamino)propanoic 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 39X "Create component" 2014-07-14 RCSB 39X "Initial release" 2014-08-20 RCSB 39X "Modify descriptor" 2014-09-05 RCSB #