data_8VL # _chem_comp.id 8VL _chem_comp.name "4-[2-[[(2R)-2-(4-bromanylnaphthalen-1-yl)propanoyl]amino]-4-cyano-phenyl]butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 Br N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-04 _chem_comp.pdbx_modified_date 2018-11-30 _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 465.339 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8VL _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 5YHL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 8VL C10 C1 C 0 1 Y N N -46.624 -41.648 1.363 -2.297 -2.464 0.044 C10 8VL 1 8VL C15 C2 C 0 1 Y N N -47.134 -44.144 2.481 -4.782 -2.180 1.257 C15 8VL 2 8VL C17 C3 C 0 1 N N N -45.198 -45.202 1.277 -4.562 0.311 1.263 C17 8VL 3 8VL C20 C4 C 0 1 N N N -43.627 -46.500 -1.071 -6.477 2.858 -0.860 C20 8VL 4 8VL C24 C5 C 0 1 N N N -41.046 -41.672 0.292 -0.276 1.717 -1.625 C24 8VL 5 8VL C26 C6 C 0 1 Y N N -41.234 -42.834 -2.996 2.112 2.338 1.406 C26 8VL 6 8VL C28 C7 C 0 1 Y N N -40.919 -42.419 -5.318 4.384 2.598 2.125 C28 8VL 7 8VL C02 C8 C 0 1 Y N N -43.174 -39.794 -3.900 4.299 0.004 -0.490 C02 8VL 8 8VL C03 C9 C 0 1 Y N N -43.724 -39.445 -2.711 3.375 -0.596 -1.291 C03 8VL 9 8VL C04 C10 C 0 1 Y N N -43.488 -40.211 -1.586 2.030 -0.240 -1.225 C04 8VL 10 8VL C05 C11 C 0 1 Y N N -42.681 -41.317 -1.624 1.598 0.710 -0.351 C05 8VL 11 8VL C06 C12 C 0 1 N N R -42.367 -42.103 -0.355 0.138 1.081 -0.297 C06 8VL 12 8VL C07 C13 C 0 1 N N N -43.525 -41.986 0.633 -0.686 -0.157 -0.054 C07 8VL 13 8VL C09 C14 C 0 1 Y N N -45.807 -42.739 1.070 -2.787 -1.202 0.340 C09 8VL 14 8VL C11 C15 C 0 1 Y N N -47.698 -41.821 2.231 -3.058 -3.592 0.353 C11 8VL 15 8VL C12 C16 C 0 1 N N N -48.545 -40.697 2.551 -2.562 -4.900 0.046 C12 8VL 16 8VL C14 C17 C 0 1 Y N N -47.948 -43.070 2.790 -4.306 -3.442 0.962 C14 8VL 17 8VL C16 C18 C 0 1 Y N N -46.056 -44.002 1.615 -4.032 -1.063 0.942 C16 8VL 18 8VL C18 C19 C 0 1 N N N -45.792 -46.076 0.184 -5.256 0.891 0.029 C18 8VL 19 8VL C19 C20 C 0 1 N N N -44.840 -47.109 -0.397 -5.794 2.286 0.355 C19 8VL 20 8VL C25 C21 C 0 1 Y N N -42.087 -41.702 -2.867 2.521 1.352 0.491 C25 8VL 21 8VL C27 C22 C 0 1 Y N N -40.667 -43.169 -4.191 3.036 2.941 2.202 C27 8VL 22 8VL C29 C23 C 0 1 Y N N -41.735 -41.324 -5.255 4.815 1.640 1.260 C29 8VL 23 8VL C30 C24 C 0 1 Y N N -42.337 -40.927 -4.035 3.892 0.998 0.417 C30 8VL 24 8VL N08 N1 N 0 1 N N N -44.656 -42.619 0.258 -2.028 -0.067 0.033 N08 8VL 25 8VL N13 N2 N 0 1 N N N -49.234 -39.828 2.827 -2.167 -5.937 -0.198 N13 8VL 26 8VL O21 O1 O 0 1 N N N -42.592 -46.354 -0.381 -7.029 4.080 -0.808 O21 8VL 27 8VL O22 O2 O 0 1 N N N -43.724 -46.171 -2.273 -6.529 2.215 -1.882 O22 8VL 28 8VL O23 O3 O 0 1 N N N -43.392 -41.418 1.710 -0.142 -1.234 0.064 O23 8VL 29 8VL BR1 BR1 BR 0 0 N N N -43.615 -38.762 -5.426 6.119 -0.496 -0.598 BR1 8VL 30 8VL H1 H1 H 0 1 N N N -46.426 -40.682 0.922 -1.332 -2.573 -0.427 H1 8VL 31 8VL H2 H2 H 0 1 N N N -47.339 -45.109 2.920 -5.747 -2.066 1.728 H2 8VL 32 8VL H3 H3 H 0 1 N N N -45.077 -45.812 2.185 -5.277 0.243 2.083 H3 8VL 33 8VL H4 H4 H 0 1 N N N -44.213 -44.844 0.942 -3.736 0.960 1.554 H4 8VL 34 8VL H5 H5 H 0 1 N N N -40.870 -42.268 1.199 -1.332 1.985 -1.586 H5 8VL 35 8VL H6 H6 H 0 1 N N N -40.221 -41.832 -0.418 0.320 2.612 -1.801 H6 8VL 36 8VL H7 H7 H 0 1 N N N -41.099 -40.606 0.559 -0.112 1.006 -2.435 H7 8VL 37 8VL H8 H8 H 0 1 N N N -41.031 -43.442 -2.127 1.071 2.617 1.473 H8 8VL 38 8VL H9 H9 H 0 1 N N N -40.468 -42.698 -6.259 5.096 3.089 2.772 H9 8VL 39 8VL H10 H10 H 0 1 N N N -44.348 -38.566 -2.643 3.690 -1.359 -1.987 H10 8VL 40 8VL H11 H11 H 0 1 N N N -43.952 -39.930 -0.652 1.318 -0.731 -1.872 H11 8VL 41 8VL H12 H12 H 0 1 N N N -42.271 -43.163 -0.633 -0.026 1.792 0.513 H12 8VL 42 8VL H13 H13 H 0 1 N N N -48.780 -43.201 3.467 -4.894 -4.313 1.210 H13 8VL 43 8VL H14 H14 H 0 1 N N N -46.126 -45.421 -0.634 -4.542 0.960 -0.791 H14 8VL 44 8VL H15 H15 H 0 1 N N N -46.658 -46.608 0.605 -6.082 0.242 -0.262 H15 8VL 45 8VL H16 H16 H 0 1 N N N -45.387 -47.708 -1.140 -4.968 2.935 0.646 H16 8VL 46 8VL H17 H17 H 0 1 N N N -44.495 -47.762 0.418 -6.509 2.218 1.175 H17 8VL 47 8VL H18 H18 H 0 1 N N N -40.016 -44.028 -4.253 2.719 3.699 2.904 H18 8VL 48 8VL H19 H19 H 0 1 N N N -41.924 -40.751 -6.151 5.863 1.384 1.211 H19 8VL 49 8VL H20 H20 H 0 1 N N N -44.682 -43.030 -0.653 -2.468 0.785 -0.117 H20 8VL 50 8VL H21 H21 H 0 1 N N N -41.910 -45.961 -0.912 -7.456 4.404 -1.612 H21 8VL 51 # 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 8VL BR1 C02 SING N N 1 8VL C28 C29 DOUB Y N 2 8VL C28 C27 SING Y N 3 8VL C29 C30 SING Y N 4 8VL C27 C26 DOUB Y N 5 8VL C30 C02 DOUB Y N 6 8VL C30 C25 SING Y N 7 8VL C02 C03 SING Y N 8 8VL C26 C25 SING Y N 9 8VL C25 C05 DOUB Y N 10 8VL C03 C04 DOUB Y N 11 8VL O22 C20 DOUB N N 12 8VL C05 C04 SING Y N 13 8VL C05 C06 SING N N 14 8VL C20 C19 SING N N 15 8VL C20 O21 SING N N 16 8VL C19 C18 SING N N 17 8VL C06 C24 SING N N 18 8VL C06 C07 SING N N 19 8VL C18 C17 SING N N 20 8VL N08 C07 SING N N 21 8VL N08 C09 SING N N 22 8VL C07 O23 DOUB N N 23 8VL C09 C10 DOUB Y N 24 8VL C09 C16 SING Y N 25 8VL C17 C16 SING N N 26 8VL C10 C11 SING Y N 27 8VL C16 C15 DOUB Y N 28 8VL C11 C12 SING N N 29 8VL C11 C14 DOUB Y N 30 8VL C15 C14 SING Y N 31 8VL C12 N13 TRIP N N 32 8VL C10 H1 SING N N 33 8VL C15 H2 SING N N 34 8VL C17 H3 SING N N 35 8VL C17 H4 SING N N 36 8VL C24 H5 SING N N 37 8VL C24 H6 SING N N 38 8VL C24 H7 SING N N 39 8VL C26 H8 SING N N 40 8VL C28 H9 SING N N 41 8VL C03 H10 SING N N 42 8VL C04 H11 SING N N 43 8VL C06 H12 SING N N 44 8VL C14 H13 SING N N 45 8VL C18 H14 SING N N 46 8VL C18 H15 SING N N 47 8VL C19 H16 SING N N 48 8VL C19 H17 SING N N 49 8VL C27 H18 SING N N 50 8VL C29 H19 SING N N 51 8VL N08 H20 SING N N 52 8VL O21 H21 SING N N 53 # 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 8VL InChI InChI 1.03 "InChI=1S/C24H21BrN2O3/c1-15(18-11-12-21(25)20-7-3-2-6-19(18)20)24(30)27-22-13-16(14-26)9-10-17(22)5-4-8-23(28)29/h2-3,6-7,9-13,15H,4-5,8H2,1H3,(H,27,30)(H,28,29)/t15-/m1/s1" 8VL InChIKey InChI 1.03 MCJIJRUBPRBSIT-OAHLLOKOSA-N 8VL SMILES_CANONICAL CACTVS 3.385 "C[C@@H](C(=O)Nc1cc(ccc1CCCC(O)=O)C#N)c2ccc(Br)c3ccccc23" 8VL SMILES CACTVS 3.385 "C[CH](C(=O)Nc1cc(ccc1CCCC(O)=O)C#N)c2ccc(Br)c3ccccc23" 8VL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1ccc(c2c1cccc2)Br)C(=O)Nc3cc(ccc3CCCC(=O)O)C#N" 8VL SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1ccc(c2c1cccc2)Br)C(=O)Nc3cc(ccc3CCCC(=O)O)C#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 8VL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[2-[[(2~{R})-2-(4-bromanylnaphthalen-1-yl)propanoyl]amino]-4-cyano-phenyl]butanoic 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 8VL "Create component" 2017-10-04 PDBJ 8VL "Initial release" 2018-12-05 RCSB #