data_VXO # _chem_comp.id VXO _chem_comp.name "5-[(2S)-2-[[2-(1H-indol-3-yl)ethanoylamino]methyl]-4-methyl-pentyl]-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-22 _chem_comp.pdbx_modified_date 2014-04-28 _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 436.500 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VXO _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 4CJQ _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 VXO C1 C1 C 0 1 Y N N -36.474 35.006 -20.817 -6.935 0.882 1.279 C1 VXO 1 VXO C2 C2 C 0 1 Y N N -37.014 36.253 -20.603 -7.786 -0.212 1.207 C2 VXO 2 VXO C3 C3 C 0 1 Y N N -36.492 34.034 -19.842 -5.779 0.912 0.551 C3 VXO 3 VXO C4 C4 C 0 1 Y N N -32.601 31.711 -11.835 2.335 -1.205 1.897 C4 VXO 4 VXO C5 C5 C 0 1 Y N N -37.600 36.590 -19.404 -7.481 -1.287 0.402 C5 VXO 5 VXO C6 C6 C 0 1 Y N N -32.172 32.503 -10.792 2.769 -2.506 1.706 C6 VXO 6 VXO C7 C7 C 0 1 Y N N -37.916 34.454 -16.547 -4.557 -1.670 -1.700 C7 VXO 7 VXO C8 C8 C 0 1 Y N N -37.076 34.350 -18.629 -5.451 -0.167 -0.272 C8 VXO 8 VXO C9 C9 C 0 1 Y N N -32.582 33.568 -13.363 3.865 -0.442 0.208 C9 VXO 9 VXO C10 C10 C 0 1 Y N N -32.815 32.222 -13.106 2.874 -0.175 1.158 C10 VXO 10 VXO C11 C11 C 0 1 Y N N -37.268 33.619 -17.430 -4.326 -0.461 -1.164 C11 VXO 11 VXO C12 C12 C 0 1 Y N N -37.612 35.608 -18.441 -6.309 -1.278 -0.349 C12 VXO 12 VXO C13 C13 C 0 1 Y N N -31.952 33.825 -11.060 3.750 -2.787 0.770 C13 VXO 13 VXO C14 C14 C 0 1 Y N N -32.155 34.334 -12.305 4.305 -1.757 0.015 C14 VXO 14 VXO C15 C15 C 0 1 N N N -32.771 34.232 -14.679 4.445 0.657 -0.586 C15 VXO 15 VXO C16 C16 C 0 1 N N N -37.017 31.776 -15.800 -2.093 0.195 -0.365 C16 VXO 16 VXO C17 C17 C 0 1 N N N -31.177 35.800 -11.101 4.961 -3.696 -0.870 C17 VXO 17 VXO C18 C18 C 0 1 N N N -33.085 27.718 -13.895 2.300 3.756 -1.404 C18 VXO 18 VXO C19 C19 C 0 1 N N N -33.970 27.468 -16.214 1.684 5.385 0.388 C19 VXO 19 VXO C20 C20 C 0 1 N N N -36.835 32.227 -17.217 -3.136 0.424 -1.429 C20 VXO 20 VXO C21 C21 C 0 1 N N N -33.258 31.256 -14.160 2.395 1.238 1.372 C21 VXO 21 VXO C22 C22 C 0 1 N N N -34.735 29.368 -14.853 0.875 3.025 0.514 C22 VXO 22 VXO C23 C23 C 0 1 N N N -35.705 31.351 -13.765 0.079 0.660 0.636 C23 VXO 23 VXO C24 C24 C 0 1 N N N -33.553 28.453 -15.138 2.038 3.926 0.094 C24 VXO 24 VXO C25 C25 C 0 1 N N S -34.490 30.446 -13.810 1.288 1.559 0.367 C25 VXO 25 VXO N26 N26 N 0 1 Y N N -38.118 35.652 -17.171 -5.737 -2.174 -1.224 N26 VXO 26 VXO N27 N27 N 0 1 N N N -35.921 32.055 -15.010 -0.935 0.882 -0.398 N27 VXO 27 VXO O28 O28 O 0 1 N N N -31.861 35.007 -15.080 5.357 1.319 -0.132 O28 VXO 28 VXO O29 O29 O 0 1 N N N -33.854 34.004 -15.285 3.963 0.928 -1.814 O29 VXO 29 VXO O30 O30 O 0 1 N N N -38.041 31.216 -15.437 -2.297 -0.608 0.521 O30 VXO 30 VXO O31 O31 O 0 1 N N N -31.511 34.769 -10.174 4.337 -3.963 0.400 O31 VXO 31 VXO O32 O32 O 0 1 N N N -31.864 35.662 -12.349 5.238 -2.284 -0.826 O32 VXO 32 VXO H1 H1 H 0 1 N N N -36.025 34.784 -21.774 -7.191 1.719 1.912 H1 VXO 33 VXO H2 H2 H 0 1 N N N -36.977 36.986 -21.395 -8.696 -0.221 1.788 H2 VXO 34 VXO H3 H3 H 0 1 N N N -36.065 33.058 -20.019 -5.123 1.767 0.612 H3 VXO 35 VXO H5 H5 H 0 1 N N N -38.025 37.567 -19.230 -8.149 -2.135 0.353 H5 VXO 36 VXO H4 H4 H 0 1 N N N -32.776 30.660 -11.657 1.566 -0.997 2.627 H4 VXO 37 VXO H6 H6 H 0 1 N N N -32.016 32.096 -9.804 2.341 -3.307 2.291 H6 VXO 38 VXO H7 H7 H 0 1 N N N -38.212 34.205 -15.539 -3.908 -2.171 -2.403 H7 VXO 39 VXO H26 H26 H 0 1 N N N -38.569 36.444 -16.760 -6.115 -3.033 -1.468 H26 VXO 40 VXO H211 H211 H 0 0 N N N -33.473 31.826 -15.076 2.007 1.340 2.386 H211 VXO 41 VXO H212 H212 H 0 0 N N N -32.432 30.555 -14.350 3.227 1.928 1.230 H212 VXO 42 VXO H201 H201 H 0 0 N N N -37.425 31.571 -17.874 -2.716 0.186 -2.406 H201 VXO 43 VXO H202 H202 H 0 0 N N N -35.770 32.146 -17.478 -3.449 1.468 -1.412 H202 VXO 44 VXO H29 H29 H 0 1 N N N -33.878 34.507 -16.091 4.423 1.606 -2.327 H29 VXO 45 VXO H27 H27 H 0 1 N N N -35.267 32.753 -15.302 -0.772 1.525 -1.106 H27 VXO 46 VXO H171 H171 H 0 0 N N N -31.442 36.771 -10.658 5.886 -4.265 -0.969 H171 VXO 47 VXO H172 H172 H 0 0 N N N -30.094 35.767 -11.290 4.279 -3.928 -1.688 H172 VXO 48 VXO H181 H181 H 0 0 N N N -32.787 28.447 -13.127 2.552 2.717 -1.613 H181 VXO 49 VXO H182 H182 H 0 0 N N N -33.904 27.093 -13.509 1.406 4.033 -1.962 H182 VXO 50 VXO H183 H183 H 0 0 N N N -32.225 27.081 -14.148 3.129 4.398 -1.703 H183 VXO 51 VXO H24 H24 H 0 1 N N N -32.721 29.062 -15.521 2.932 3.649 0.653 H24 VXO 52 VXO H191 H191 H 0 0 N N N -34.305 28.018 -17.105 0.844 5.688 -0.236 H191 VXO 53 VXO H192 H192 H 0 0 N N N -33.114 26.829 -16.478 1.413 5.489 1.439 H192 VXO 54 VXO H193 H193 H 0 0 N N N -34.793 26.842 -15.839 2.545 6.018 0.171 H193 VXO 55 VXO H25 H25 H 0 1 N N N -34.349 29.975 -12.826 1.653 1.383 -0.645 H25 VXO 56 VXO H221 H221 H 0 0 N N N -35.014 29.864 -15.794 0.615 3.227 1.553 H221 VXO 57 VXO H222 H222 H 0 0 N N N -35.571 28.744 -14.505 0.013 3.225 -0.122 H222 VXO 58 VXO H231 H231 H 0 0 N N N -36.593 30.739 -13.548 0.392 -0.384 0.619 H231 VXO 59 VXO H232 H232 H 0 0 N N N -35.564 32.090 -12.962 -0.341 0.898 1.613 H232 VXO 60 # 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 VXO C1 C2 SING Y N 1 VXO C1 C3 DOUB Y N 2 VXO C2 C5 DOUB Y N 3 VXO C3 C8 SING Y N 4 VXO C4 C6 SING Y N 5 VXO C4 C10 DOUB Y N 6 VXO C5 C12 SING Y N 7 VXO C6 C13 DOUB Y N 8 VXO C7 C11 DOUB Y N 9 VXO C7 N26 SING Y N 10 VXO C8 C11 SING Y N 11 VXO C8 C12 DOUB Y N 12 VXO C9 C10 SING Y N 13 VXO C9 C14 DOUB Y N 14 VXO C9 C15 SING N N 15 VXO C10 C21 SING N N 16 VXO C11 C20 SING N N 17 VXO C12 N26 SING Y N 18 VXO C13 C14 SING Y N 19 VXO C13 O31 SING N N 20 VXO C14 O32 SING N N 21 VXO C15 O28 DOUB N N 22 VXO C15 O29 SING N N 23 VXO C16 C20 SING N N 24 VXO C16 N27 SING N N 25 VXO C16 O30 DOUB N N 26 VXO C17 O31 SING N N 27 VXO C17 O32 SING N N 28 VXO C18 C24 SING N N 29 VXO C19 C24 SING N N 30 VXO C21 C25 SING N N 31 VXO C22 C24 SING N N 32 VXO C22 C25 SING N N 33 VXO C23 C25 SING N N 34 VXO C23 N27 SING N N 35 VXO C1 H1 SING N N 36 VXO C2 H2 SING N N 37 VXO C3 H3 SING N N 38 VXO C5 H5 SING N N 39 VXO C4 H4 SING N N 40 VXO C6 H6 SING N N 41 VXO C7 H7 SING N N 42 VXO N26 H26 SING N N 43 VXO C21 H211 SING N N 44 VXO C21 H212 SING N N 45 VXO C20 H201 SING N N 46 VXO C20 H202 SING N N 47 VXO O29 H29 SING N N 48 VXO N27 H27 SING N N 49 VXO C17 H171 SING N N 50 VXO C17 H172 SING N N 51 VXO C18 H181 SING N N 52 VXO C18 H182 SING N N 53 VXO C18 H183 SING N N 54 VXO C24 H24 SING N N 55 VXO C19 H191 SING N N 56 VXO C19 H192 SING N N 57 VXO C19 H193 SING N N 58 VXO C25 H25 SING N N 59 VXO C22 H221 SING N N 60 VXO C22 H222 SING N N 61 VXO C23 H231 SING N N 62 VXO C23 H232 SING N N 63 # 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 VXO SMILES ACDLabs 12.01 "O=C(O)c1c(ccc2OCOc12)CC(CC(C)C)CNC(=O)Cc4c3ccccc3nc4" VXO InChI InChI 1.03 "InChI=1S/C25H28N2O5/c1-15(2)9-16(10-17-7-8-21-24(32-14-31-21)23(17)25(29)30)12-27-22(28)11-18-13-26-20-6-4-3-5-19(18)20/h3-8,13,15-16,26H,9-12,14H2,1-2H3,(H,27,28)(H,29,30)/t16-/m0/s1" VXO InChIKey InChI 1.03 MHGZHTDTSPSYHZ-INIZCTEOSA-N VXO SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](CNC(=O)Cc1c[nH]c2ccccc12)Cc3ccc4OCOc4c3C(O)=O" VXO SMILES CACTVS 3.385 "CC(C)C[CH](CNC(=O)Cc1c[nH]c2ccccc12)Cc3ccc4OCOc4c3C(O)=O" VXO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)Cc3c[nH]c4c3cccc4" VXO SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)Cc3c[nH]c4c3cccc4" # 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 VXO "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[{2-[(cyclohexylmethyl)carbamoyl]benzyl}(methyl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" VXO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[(2S)-2-[[2-(1H-indol-3-yl)ethanoylamino]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 VXO "Create component" 2013-12-22 EBI VXO "Initial release" 2014-01-08 RCSB VXO "Other modification" 2014-04-28 EBI #