data_4VW # _chem_comp.id 4VW _chem_comp.name "5-[(2S)-2-[[(4-aminophenyl)carbonylamino]methyl]-4-methyl-pentyl]-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-19 _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 398.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VW _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 4CJ5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 4VW C1 C1 C 0 1 Y N N 10.362 -49.846 15.433 -4.661 -1.828 0.817 C1 4VW 1 4VW C2 C2 C 0 1 Y N N 9.740 -47.769 16.455 -3.922 -0.228 -0.840 C2 4VW 2 4VW C3 C3 C 0 1 Y N N 11.230 -44.067 10.551 2.691 -0.747 1.922 C3 4VW 3 4VW C4 C4 C 0 1 Y N N 10.921 -50.252 16.626 -5.825 -2.020 0.108 C4 4VW 4 4VW C5 C5 C 0 1 Y N N 10.302 -48.183 17.640 -5.088 -0.424 -1.545 C5 4VW 5 4VW C6 C6 C 0 1 Y N N 12.144 -44.129 9.523 3.399 -1.895 1.602 C6 4VW 6 4VW C7 C7 C 0 1 Y N N 9.778 -48.603 15.367 -3.699 -0.929 0.348 C7 4VW 7 4VW C8 C8 C 0 1 Y N N 12.801 -44.998 12.122 3.370 0.254 -0.156 C8 4VW 8 4VW C9 C9 C 0 1 Y N N 11.535 -44.498 11.834 2.672 0.323 1.055 C9 4VW 9 4VW C10 C10 C 0 1 Y N N 10.893 -49.423 17.728 -6.044 -1.320 -1.075 C10 4VW 10 4VW C11 C11 C 0 1 Y N N 13.386 -44.624 9.820 4.094 -1.980 0.409 C11 4VW 11 4VW C12 C12 C 0 1 Y N N 13.698 -45.045 11.078 4.084 -0.906 -0.479 C12 4VW 12 4VW C13 C13 C 0 1 N N N 9.170 -48.140 14.122 -2.451 -0.721 1.106 C13 4VW 13 4VW C14 C14 C 0 1 N N N 13.251 -45.482 13.464 3.352 1.396 -1.087 C14 4VW 14 4VW C15 C15 C 0 1 N N N 15.471 -44.918 9.915 4.969 -2.665 -1.528 C15 4VW 15 4VW C16 C16 C 0 1 N N N 7.406 -42.450 12.601 -2.303 4.121 0.531 C16 4VW 16 4VW C17 C17 C 0 1 N N N 6.812 -43.076 14.931 -1.241 2.739 -1.260 C17 4VW 17 4VW C18 C18 C 0 1 N N N 10.457 -44.358 12.867 1.900 1.567 1.410 C18 4VW 18 4VW C19 C19 C 0 1 N N N 8.067 -44.692 13.527 -0.226 2.821 1.022 C19 4VW 19 4VW C20 C20 C 0 1 N N N 9.277 -46.475 12.346 -0.284 0.353 1.405 C20 4VW 20 4VW C21 C21 C 0 1 N N N 7.846 -43.215 13.829 -1.540 2.827 0.238 C21 4VW 21 4VW C22 C22 C 0 1 N N S 9.127 -44.977 12.477 0.508 1.502 0.777 C22 4VW 22 4VW N23 N23 N 0 1 N N N 11.457 -49.827 18.946 -7.221 -1.517 -1.790 N23 4VW 23 4VW N24 N24 N 0 1 N N N 9.835 -47.084 13.532 -1.524 0.146 0.653 N24 4VW 24 4VW O25 O25 O 0 1 N N N 14.372 -45.077 13.892 2.458 1.430 -2.095 O25 4VW 25 4VW O26 O26 O 0 1 N N N 8.155 -48.693 13.725 -2.258 -1.331 2.140 O26 4VW 26 4VW O27 O27 O 0 1 N N N 12.502 -46.291 14.079 4.143 2.308 -0.946 O27 4VW 27 4VW O28 O28 O 0 1 N N N 14.428 -44.749 8.945 4.852 -2.980 -0.128 O28 4VW 28 4VW O29 O29 O 0 1 N N N 14.990 -45.493 11.146 4.834 -1.232 -1.568 O29 4VW 29 4VW H1 H1 H 0 1 N N N 10.382 -50.492 14.567 -4.494 -2.368 1.737 H1 4VW 30 4VW H4 H4 H 0 1 N N N 11.384 -51.225 16.698 -6.569 -2.714 0.470 H4 4VW 31 4VW H2 H2 H 0 1 N N N 9.274 -46.798 16.382 -3.181 0.467 -1.205 H2 4VW 32 4VW H5 H5 H 0 1 N N N 10.280 -47.534 18.503 -5.261 0.117 -2.463 H5 4VW 33 4VW H3 H3 H 0 1 N N N 10.245 -43.671 10.352 2.148 -0.693 2.854 H3 4VW 34 4VW H6 H6 H 0 1 N N N 11.892 -43.801 8.525 3.408 -2.728 2.289 H6 4VW 35 4VW H181 H181 H 0 0 N N N 10.803 -44.842 13.792 1.804 1.638 2.493 H181 4VW 36 4VW H182 H182 H 0 0 N N N 10.296 -43.286 13.052 2.429 2.443 1.034 H182 4VW 37 4VW H231 H231 H 0 0 N N N 11.342 -49.101 19.624 -7.888 -2.141 -1.463 H231 4VW 38 4VW H232 H232 H 0 0 N N N 11.000 -50.657 19.266 -7.374 -1.030 -2.614 H232 4VW 39 4VW H24 H24 H 0 1 N N N 10.692 -46.745 13.920 -1.677 0.633 -0.172 H24 4VW 40 4VW H25 H25 H 0 1 N N N 14.552 -45.475 14.736 2.533 2.161 -2.724 H25 4VW 41 4VW H151 H151 H 0 0 N N N 16.241 -45.580 9.493 5.944 -2.969 -1.909 H151 4VW 42 4VW H152 H152 H 0 0 N N N 15.913 -43.935 10.134 4.169 -3.140 -2.095 H152 4VW 43 4VW H161 H161 H 0 0 N N N 8.163 -42.558 11.810 -3.196 4.165 -0.093 H161 4VW 44 4VW H162 H162 H 0 0 N N N 6.445 -42.849 12.245 -2.592 4.142 1.582 H162 4VW 45 4VW H163 H163 H 0 0 N N N 7.290 -41.386 12.854 -1.664 4.976 0.312 H163 4VW 46 4VW H21 H21 H 0 1 N N N 8.795 -42.788 14.186 -2.146 1.972 0.539 H21 4VW 47 4VW H171 H171 H 0 0 N N N 7.143 -43.636 15.818 -0.770 1.781 -1.480 H171 4VW 48 4VW H172 H172 H 0 0 N N N 6.694 -42.014 15.191 -2.171 2.824 -1.821 H172 4VW 49 4VW H173 H173 H 0 0 N N N 5.849 -43.477 14.583 -0.569 3.549 -1.544 H173 4VW 50 4VW H22 H22 H 0 1 N N N 8.802 -44.559 11.513 0.604 1.333 -0.295 H22 4VW 51 4VW H191 H191 H 0 0 N N N 8.367 -45.191 14.460 0.398 3.651 0.690 H191 4VW 52 4VW H192 H192 H 0 0 N N N 7.115 -45.115 13.175 -0.437 2.928 2.086 H192 4VW 53 4VW H201 H201 H 0 0 N N N 8.286 -46.913 12.158 0.314 -0.558 1.378 H201 4VW 54 4VW H202 H202 H 0 0 N N N 9.940 -46.689 11.495 -0.524 0.600 2.440 H202 4VW 55 # 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 4VW C1 C4 SING Y N 1 4VW C1 C7 DOUB Y N 2 4VW C2 C5 DOUB Y N 3 4VW C2 C7 SING Y N 4 4VW C3 C6 SING Y N 5 4VW C3 C9 DOUB Y N 6 4VW C4 C10 DOUB Y N 7 4VW C5 C10 SING Y N 8 4VW C6 C11 DOUB Y N 9 4VW C7 C13 SING N N 10 4VW C8 C9 SING Y N 11 4VW C8 C12 DOUB Y N 12 4VW C8 C14 SING N N 13 4VW C9 C18 SING N N 14 4VW C10 N23 SING N N 15 4VW C11 C12 SING Y N 16 4VW C11 O28 SING N N 17 4VW C12 O29 SING N N 18 4VW C13 N24 SING N N 19 4VW C13 O26 DOUB N N 20 4VW C14 O25 SING N N 21 4VW C14 O27 DOUB N N 22 4VW C15 O28 SING N N 23 4VW C15 O29 SING N N 24 4VW C16 C21 SING N N 25 4VW C17 C21 SING N N 26 4VW C18 C22 SING N N 27 4VW C19 C21 SING N N 28 4VW C19 C22 SING N N 29 4VW C20 C22 SING N N 30 4VW C20 N24 SING N N 31 4VW C1 H1 SING N N 32 4VW C4 H4 SING N N 33 4VW C2 H2 SING N N 34 4VW C5 H5 SING N N 35 4VW C3 H3 SING N N 36 4VW C6 H6 SING N N 37 4VW C18 H181 SING N N 38 4VW C18 H182 SING N N 39 4VW N23 H231 SING N N 40 4VW N23 H232 SING N N 41 4VW N24 H24 SING N N 42 4VW O25 H25 SING N N 43 4VW C15 H151 SING N N 44 4VW C15 H152 SING N N 45 4VW C16 H161 SING N N 46 4VW C16 H162 SING N N 47 4VW C16 H163 SING N N 48 4VW C21 H21 SING N N 49 4VW C17 H171 SING N N 50 4VW C17 H172 SING N N 51 4VW C17 H173 SING N N 52 4VW C22 H22 SING N N 53 4VW C19 H191 SING N N 54 4VW C19 H192 SING N N 55 4VW C20 H201 SING N N 56 4VW C20 H202 SING N N 57 # 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 4VW SMILES ACDLabs 12.01 "O=C(O)c1c(ccc2OCOc12)CC(CC(C)C)CNC(=O)c3ccc(N)cc3" 4VW InChI InChI 1.03 "InChI=1S/C22H26N2O5/c1-13(2)9-14(11-24-21(25)15-3-6-17(23)7-4-15)10-16-5-8-18-20(29-12-28-18)19(16)22(26)27/h3-8,13-14H,9-12,23H2,1-2H3,(H,24,25)(H,26,27)/t14-/m0/s1" 4VW InChIKey InChI 1.03 RIYOWUZQAXSMBW-AWEZNQCLSA-N 4VW SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](CNC(=O)c1ccc(N)cc1)Cc2ccc3OCOc3c2C(O)=O" 4VW SMILES CACTVS 3.385 "CC(C)C[CH](CNC(=O)c1ccc(N)cc1)Cc2ccc3OCOc3c2C(O)=O" 4VW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)c3ccc(cc3)N" 4VW SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CC(Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)c3ccc(cc3)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 4VW "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(2S)-2-{[(4-aminobenzoyl)amino]methyl}-4-methylpentyl]-1,3-benzodioxole-4-carboxylic acid" 4VW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(2S)-2-[[(4-aminophenyl)carbonylamino]methyl]-4-methyl-pentyl]-1,3-benzodioxole-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 4VW "Create component" 2013-12-19 EBI 4VW "Initial release" 2014-01-08 RCSB 4VW "Modify descriptor" 2014-09-05 RCSB #