data_VL4 # _chem_comp.id VL4 _chem_comp.name "(2S)-6-[[[2-(cyclobutylmethylcarbamoyl)phenyl]methyl-methyl-amino]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H32 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-11 _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 496.552 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VL4 _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 4CER _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 VL4 C1 C1 C 0 1 Y N N 10.482 -47.738 17.833 -5.544 -2.145 2.511 C1 VL4 1 VL4 C2 C2 C 0 1 Y N N 11.362 -48.572 17.176 -5.120 -3.401 2.116 C2 VL4 2 VL4 C3 C3 C 0 1 Y N N 9.504 -47.066 17.124 -5.166 -1.029 1.793 C3 VL4 3 VL4 C4 C4 C 0 1 Y N N 11.270 -48.719 15.806 -4.316 -3.547 1.000 C4 VL4 4 VL4 C5 C5 C 0 1 Y N N 11.556 -44.902 10.550 1.592 -2.692 -1.371 C5 VL4 5 VL4 C6 C6 C 0 1 Y N N 12.416 -44.412 9.589 2.873 -2.304 -1.014 C6 VL4 6 VL4 C7 C7 C 0 1 Y N N 9.411 -47.223 15.753 -4.356 -1.169 0.666 C7 VL4 7 VL4 C8 C8 C 0 1 Y N N 13.414 -45.363 11.986 0.820 -0.437 -1.061 C8 VL4 8 VL4 C9 C9 C 0 1 Y N N 10.303 -48.045 15.085 -3.931 -2.440 0.273 C9 VL4 9 VL4 C10 C10 C 0 1 Y N N 12.043 -45.379 11.754 0.568 -1.771 -1.397 C10 VL4 10 VL4 C11 C11 C 0 1 Y N N 13.770 -44.414 9.810 3.139 -0.986 -0.679 C11 VL4 11 VL4 C12 C12 C 0 1 Y N N 14.276 -44.870 11.009 2.116 -0.045 -0.699 C12 VL4 12 VL4 C15 C15 C 0 1 N N N 8.354 -46.471 15.036 -3.948 0.022 -0.108 C15 VL4 13 VL4 C16 C16 C 0 1 N N N 13.965 -45.834 13.282 -0.273 0.552 -1.087 C16 VL4 14 VL4 C17 C17 C 0 1 N N N 16.775 -45.392 6.127 8.296 0.454 1.171 C17 VL4 15 VL4 C18 C18 C 0 1 N N N 8.371 -41.597 12.918 -4.054 5.667 0.698 C18 VL4 16 VL4 C19 C19 C 0 1 N N N 9.118 -42.811 13.471 -4.288 4.969 -0.652 C19 VL4 17 VL4 C20 C20 C 0 1 N N N 7.051 -42.346 13.082 -3.674 4.285 1.256 C20 VL4 18 VL4 C21 C21 C 0 1 N N N 16.414 -44.148 10.313 3.720 1.678 -0.380 C21 VL4 19 VL4 C22 C22 C 0 1 N N N 7.811 -43.612 13.495 -4.552 3.682 0.148 C22 VL4 20 VL4 C23 C23 C 0 1 N N S 15.906 -44.436 8.936 4.560 0.620 0.350 C23 VL4 21 VL4 C24 C24 C 0 1 N N N 10.254 -48.255 13.608 -3.055 -2.601 -0.942 C24 VL4 22 VL4 C25 C25 C 0 1 N N N 11.044 -45.918 12.744 -0.822 -2.201 -1.789 C25 VL4 23 VL4 C26 C26 C 0 1 N N N 11.147 -48.066 11.381 -1.128 -3.269 0.362 C26 VL4 24 VL4 C27 C27 C 0 1 N N N 16.354 -43.983 6.497 6.846 0.044 1.178 C27 VL4 25 VL4 C28 C28 C 0 1 N N N 7.384 -44.167 14.836 -3.955 2.428 -0.494 C28 VL4 26 VL4 C29 C29 C 0 1 N N N 16.829 -43.783 7.923 6.032 1.036 0.344 C29 VL4 27 VL4 N30 N30 N 0 1 N N N 8.375 -45.119 15.294 -4.359 1.247 0.274 N30 VL4 28 VL4 N31 N31 N 0 1 N N N 11.173 -47.436 12.743 -1.664 -2.286 -0.589 N31 VL4 29 VL4 O32 O32 O 0 1 N N N 13.475 -46.835 13.862 -0.875 0.818 -0.066 O32 VL4 30 VL4 O33 O33 O 0 1 N N N 17.952 -45.726 6.439 8.643 1.438 0.561 O33 VL4 31 VL4 O34 O34 O 0 1 N N N 7.582 -47.033 14.269 -3.242 -0.103 -1.090 O34 VL4 32 VL4 O35 O35 O 0 1 N N N 14.861 -45.082 13.771 -0.604 1.160 -2.243 O35 VL4 33 VL4 O36 O36 O 0 1 N N N 15.889 -46.063 5.513 9.202 -0.275 1.842 O36 VL4 34 VL4 O37 O37 O 0 1 N N N 15.651 -44.893 11.253 2.353 1.250 -0.367 O37 VL4 35 VL4 O38 O38 O 0 1 N N N 14.573 -43.929 8.791 4.407 -0.626 -0.338 O38 VL4 36 VL4 H1 H1 H 0 1 N N N 10.557 -47.610 18.903 -6.175 -2.038 3.381 H1 VL4 37 VL4 H2 H2 H 0 1 N N N 12.119 -49.107 17.730 -5.418 -4.272 2.681 H2 VL4 38 VL4 H3 H3 H 0 1 N N N 8.812 -46.418 17.641 -5.498 -0.049 2.103 H3 VL4 39 VL4 H4 H4 H 0 1 N N N 11.962 -49.369 15.292 -3.988 -4.531 0.697 H4 VL4 40 VL4 H5 H5 H 0 1 N N N 10.493 -44.913 10.361 1.397 -3.721 -1.635 H5 VL4 41 VL4 H6 H6 H 0 1 N N N 12.022 -44.026 8.660 3.669 -3.033 -0.996 H6 VL4 42 VL4 H241 H241 H 0 0 N N N 10.487 -49.314 13.421 -3.115 -3.628 -1.300 H241 VL4 43 VL4 H242 H242 H 0 0 N N N 9.225 -48.043 13.282 -3.393 -1.923 -1.726 H242 VL4 44 VL4 H251 H251 H 0 0 N N N 11.259 -45.523 13.748 -1.247 -1.472 -2.479 H251 VL4 45 VL4 H252 H252 H 0 0 N N N 10.026 -45.627 12.446 -0.778 -3.177 -2.272 H252 VL4 46 VL4 H30 H30 H 0 1 N N N 9.134 -44.766 15.841 -4.923 1.347 1.057 H30 VL4 47 VL4 H35 H35 H 0 1 N N N 15.099 -45.394 14.636 -1.327 1.801 -2.210 H35 VL4 48 VL4 H271 H271 H 0 0 N N N 16.828 -43.251 5.827 6.748 -0.955 0.752 H271 VL4 49 VL4 H272 H272 H 0 0 N N N 15.260 -43.880 6.437 6.474 0.041 2.202 H272 VL4 50 VL4 H36 H36 H 0 1 N N N 16.236 -46.920 5.293 10.120 0.028 1.808 H36 VL4 51 VL4 H181 H181 H 0 0 N N N 8.457 -40.694 13.540 -3.226 6.375 0.685 H181 VL4 52 VL4 H182 H182 H 0 0 N N N 8.622 -41.350 11.876 -4.960 6.082 1.138 H182 VL4 53 VL4 H191 H191 H 0 0 N N N 9.880 -43.217 12.789 -5.163 5.337 -1.188 H191 VL4 54 VL4 H192 H192 H 0 0 N N N 9.563 -42.649 14.464 -3.398 4.918 -1.279 H192 VL4 55 VL4 H201 H201 H 0 0 N N N 6.399 -41.938 13.869 -2.615 4.048 1.152 H201 VL4 56 VL4 H202 H202 H 0 0 N N N 6.477 -42.452 12.149 -4.053 4.102 2.262 H202 VL4 57 VL4 H22 H22 H 0 1 N N N 7.788 -44.377 12.705 -5.595 3.555 0.438 H22 VL4 58 VL4 H211 H211 H 0 0 N N N 17.472 -44.439 10.384 3.809 2.636 0.132 H211 VL4 59 VL4 H212 H212 H 0 0 N N N 16.314 -43.073 10.526 4.066 1.776 -1.408 H212 VL4 60 VL4 H23 H23 H 0 1 N N N 15.913 -45.524 8.771 4.211 0.519 1.378 H23 VL4 61 VL4 H281 H281 H 0 0 N N N 7.298 -43.346 15.563 -4.316 2.337 -1.518 H281 VL4 62 VL4 H282 H282 H 0 0 N N N 6.411 -44.669 14.733 -2.868 2.505 -0.497 H282 VL4 63 VL4 H291 H291 H 0 0 N N N 16.876 -42.704 8.132 6.404 1.039 -0.681 H291 VL4 64 VL4 H292 H292 H 0 0 N N N 17.833 -44.221 8.026 6.130 2.034 0.769 H292 VL4 65 VL4 H261 H261 H 0 0 N N N 11.806 -47.503 10.704 -1.091 -4.250 -0.112 H261 VL4 66 VL4 H262 H262 H 0 0 N N N 11.496 -49.107 11.452 -0.123 -2.973 0.662 H262 VL4 67 VL4 H263 H263 H 0 0 N N N 10.119 -48.050 10.989 -1.771 -3.314 1.241 H263 VL4 68 # 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 VL4 C1 C2 SING Y N 1 VL4 C1 C3 DOUB Y N 2 VL4 C2 C4 DOUB Y N 3 VL4 C3 C7 SING Y N 4 VL4 C4 C9 SING Y N 5 VL4 C5 C6 SING Y N 6 VL4 C5 C10 DOUB Y N 7 VL4 C6 C11 DOUB Y N 8 VL4 C7 C9 DOUB Y N 9 VL4 C7 C15 SING N N 10 VL4 C8 C10 SING Y N 11 VL4 C8 C12 DOUB Y N 12 VL4 C8 C16 SING N N 13 VL4 C9 C24 SING N N 14 VL4 C10 C25 SING N N 15 VL4 C11 C12 SING Y N 16 VL4 C11 O38 SING N N 17 VL4 C12 O37 SING N N 18 VL4 C15 N30 SING N N 19 VL4 C15 O34 DOUB N N 20 VL4 C16 O32 DOUB N N 21 VL4 C16 O35 SING N N 22 VL4 C17 C27 SING N N 23 VL4 C17 O33 DOUB N N 24 VL4 C17 O36 SING N N 25 VL4 C18 C19 SING N N 26 VL4 C18 C20 SING N N 27 VL4 C19 C22 SING N N 28 VL4 C20 C22 SING N N 29 VL4 C21 C23 SING N N 30 VL4 C21 O37 SING N N 31 VL4 C22 C28 SING N N 32 VL4 C23 C29 SING N N 33 VL4 C23 O38 SING N N 34 VL4 C24 N31 SING N N 35 VL4 C25 N31 SING N N 36 VL4 C26 N31 SING N N 37 VL4 C27 C29 SING N N 38 VL4 C28 N30 SING N N 39 VL4 C1 H1 SING N N 40 VL4 C2 H2 SING N N 41 VL4 C3 H3 SING N N 42 VL4 C4 H4 SING N N 43 VL4 C5 H5 SING N N 44 VL4 C6 H6 SING N N 45 VL4 C24 H241 SING N N 46 VL4 C24 H242 SING N N 47 VL4 C25 H251 SING N N 48 VL4 C25 H252 SING N N 49 VL4 N30 H30 SING N N 50 VL4 O35 H35 SING N N 51 VL4 C27 H271 SING N N 52 VL4 C27 H272 SING N N 53 VL4 O36 H36 SING N N 54 VL4 C18 H181 SING N N 55 VL4 C18 H182 SING N N 56 VL4 C19 H191 SING N N 57 VL4 C19 H192 SING N N 58 VL4 C20 H201 SING N N 59 VL4 C20 H202 SING N N 60 VL4 C22 H22 SING N N 61 VL4 C21 H211 SING N N 62 VL4 C21 H212 SING N N 63 VL4 C23 H23 SING N N 64 VL4 C28 H281 SING N N 65 VL4 C28 H282 SING N N 66 VL4 C29 H291 SING N N 67 VL4 C29 H292 SING N N 68 VL4 C26 H261 SING N N 69 VL4 C26 H262 SING N N 70 VL4 C26 H263 SING N N 71 # 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 VL4 SMILES ACDLabs 12.01 "O=C(NCC1CCC1)c2ccccc2CN(C)Cc4ccc3OC(COc3c4C(=O)O)CCC(=O)O" VL4 InChI InChI 1.03 "InChI=1S/C27H32N2O7/c1-29(14-18-7-2-3-8-21(18)26(32)28-13-17-5-4-6-17)15-19-9-11-22-25(24(19)27(33)34)35-16-20(36-22)10-12-23(30)31/h2-3,7-9,11,17,20H,4-6,10,12-16H2,1H3,(H,28,32)(H,30,31)(H,33,34)/t20-/m0/s1" VL4 InChIKey InChI 1.03 LOEPUEZHCDNOEG-FQEVSTJZSA-N VL4 SMILES_CANONICAL CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4O[C@@H](CCC(O)=O)COc4c3C(O)=O" VL4 SMILES CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4O[CH](CCC(O)=O)COc4c3C(O)=O" VL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4c(c3C(=O)O)OC[C@@H](O4)CCC(=O)O" VL4 SMILES "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCC2CCC2)Cc3ccc4c(c3C(=O)O)OCC(O4)CCC(=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 VL4 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-(2-carboxyethyl)-6-{[{2-[(cyclobutylmethyl)carbamoyl]benzyl}(methyl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" VL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-6-[[[2-(cyclobutylmethylcarbamoyl)phenyl]methyl-methyl-amino]methyl]-2-(3-hydroxy-3-oxopropyl)-2,3-dihydro-1,4-benzodioxine-5-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 VL4 "Create component" 2013-11-11 EBI VL4 "Initial release" 2013-11-20 RCSB VL4 "Modify descriptor" 2014-09-05 RCSB #