data_QCH # _chem_comp.id QCH _chem_comp.name "(2S)-6-[[[2-(cyclohexylmethylcarbamoyl)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 "C29 H36 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 524.605 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QCH _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 4CEQ _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 QCH C1 C1 C 0 1 Y N N 10.667 -47.868 17.741 -5.031 -2.855 2.524 C1 QCH 1 QCH C2 C2 C 0 1 Y N N 11.563 -48.690 17.096 -4.464 -4.081 2.221 C2 QCH 2 QCH C3 C3 C 0 1 Y N N 9.670 -47.245 17.017 -4.764 -1.754 1.737 C3 QCH 3 QCH C4 C4 C 0 1 Y N N 11.462 -48.883 15.731 -3.626 -4.210 1.128 C4 QCH 4 QCH C5 C5 C 0 1 Y N N 11.646 -45.252 10.406 2.201 -2.865 -1.217 C5 QCH 5 QCH C6 C6 C 0 1 Y N N 12.464 -44.707 9.438 3.424 -2.315 -0.870 C6 QCH 6 QCH C7 C7 C 0 1 Y N N 9.573 -47.444 15.652 -3.919 -1.879 0.632 C7 QCH 7 QCH C8 C8 C 0 1 Y N N 13.507 -45.545 11.878 1.180 -0.694 -1.071 C8 QCH 8 QCH C9 C9 C 0 1 Y N N 10.474 -48.265 14.999 -3.350 -3.117 0.332 C9 QCH 9 QCH C10 C10 C 0 1 Y N N 12.154 -45.667 11.623 1.083 -2.067 -1.319 C10 QCH 10 QCH C11 C11 C 0 1 Y N N 13.807 -44.601 9.677 3.537 -0.956 -0.622 C11 QCH 11 QCH C12 C12 C 0 1 Y N N 14.327 -45.007 10.894 2.417 -0.138 -0.719 C12 QCH 12 QCH C13 C13 C 0 1 N N N 9.068 -41.922 11.761 -4.632 5.636 0.766 C13 QCH 13 QCH C14 C14 C 0 1 N N N 8.373 -43.164 11.255 -4.832 4.450 1.712 C14 QCH 14 QCH C15 C15 C 0 1 N N N 8.492 -46.753 14.927 -3.628 -0.703 -0.216 C15 QCH 15 QCH C16 C16 C 0 1 N N N 14.080 -45.945 13.196 -0.014 0.164 -1.179 C16 QCH 16 QCH C17 C17 C 0 1 N N N 16.823 -45.394 6.049 8.466 1.164 1.193 C17 QCH 17 QCH C19 C19 C 0 1 N N N 7.359 -42.330 13.562 -4.436 4.062 -1.164 C19 QCH 18 QCH C20 C20 C 0 1 N N N 8.383 -44.234 12.329 -4.088 3.230 1.166 C20 QCH 19 QCH C21 C21 C 0 1 N N N 16.415 -44.203 10.213 3.816 1.769 -0.496 C21 QCH 20 QCH C22 C22 C 0 1 N N N 8.111 -43.635 13.695 -4.635 2.876 -0.218 C22 QCH 21 QCH C24 C24 C 0 1 N N N 10.423 -48.523 13.529 -2.437 -3.260 -0.857 C24 QCH 22 QCH C25 C25 C 0 1 N N N 11.191 -46.256 12.613 -0.244 -2.672 -1.699 C25 QCH 23 QCH C26 C26 C 0 1 N N N 11.482 -48.461 11.384 -0.475 -3.624 0.515 C26 QCH 24 QCH C27 C27 C 0 1 N N N 16.447 -43.991 6.466 7.070 0.598 1.209 C27 QCH 25 QCH C28 C28 C 0 1 N N N 7.378 -44.620 14.576 -3.891 1.656 -0.764 C28 QCH 26 QCH C29 C29 C 0 1 N N N 16.905 -43.890 7.900 6.169 1.436 0.299 C29 QCH 27 QCH N30 N30 N 0 1 N N N 8.348 -45.431 15.251 -4.179 0.492 0.076 N30 QCH 28 QCH N31 N31 N 0 1 N N N 11.404 -47.756 12.698 -1.096 -2.771 -0.507 N31 QCH 29 QCH O32 O32 O 0 1 N N N 13.624 -46.932 13.828 -0.663 0.430 -0.187 O32 QCH 30 QCH O33 O33 O 0 1 N N N 17.984 -45.779 6.361 8.716 2.138 0.523 O33 QCH 31 QCH O34 O34 O 0 1 N N N 7.800 -47.328 14.099 -2.892 -0.814 -1.177 O34 QCH 32 QCH O35 O35 O 0 1 N N N 14.941 -45.141 13.664 -0.384 0.654 -2.379 O35 QCH 33 QCH O36 O36 O 0 1 N N N 15.919 -45.995 5.401 9.433 0.587 1.924 O36 QCH 34 QCH O37 O37 O 0 1 N N N 15.678 -44.930 11.180 2.504 1.194 -0.473 O37 QCH 35 QCH O38 O38 O 0 1 N N N 14.592 -44.075 8.675 4.751 -0.437 -0.289 O38 QCH 36 QCH C18 C18 C 0 1 N N N 8.248 -41.300 12.876 -5.180 5.282 -0.618 C18 QCH 37 QCH C23 C23 C 0 1 N N S 15.929 -44.556 8.851 4.752 0.861 0.315 C23 QCH 38 QCH H1 H1 H 0 1 N N N 10.743 -47.711 18.807 -5.688 -2.761 3.376 H1 QCH 39 QCH H2 H2 H 0 1 N N N 12.344 -49.183 17.656 -4.677 -4.939 2.840 H2 QCH 40 QCH H3 H3 H 0 1 N N N 8.964 -46.600 17.518 -5.207 -0.799 1.974 H3 QCH 41 QCH H4 H4 H 0 1 N N N 12.169 -49.529 15.231 -3.186 -5.169 0.897 H4 QCH 42 QCH H5 H5 H 0 1 N N N 10.589 -45.356 10.209 2.124 -3.924 -1.413 H5 QCH 43 QCH H6 H6 H 0 1 N N N 12.048 -44.367 8.501 4.294 -2.949 -0.792 H6 QCH 44 QCH H241 H241 H 0 0 N N N 10.610 -49.595 13.368 -2.376 -4.310 -1.145 H241 QCH 45 QCH H242 H242 H 0 0 N N N 9.412 -48.270 13.177 -2.830 -2.677 -1.690 H242 QCH 46 QCH H251 H251 H 0 0 N N N 11.361 -45.805 13.602 -0.731 -2.042 -2.443 H251 QCH 47 QCH H252 H252 H 0 0 N N N 10.160 -46.050 12.288 -0.083 -3.668 -2.115 H252 QCH 48 QCH H131 H131 H 0 0 N N N 10.064 -42.190 12.144 -5.162 6.505 1.156 H131 QCH 49 QCH H132 H132 H 0 0 N N N 9.174 -41.200 10.938 -3.569 5.864 0.689 H132 QCH 50 QCH H141 H141 H 0 0 N N N 7.333 -42.919 10.994 -4.441 4.703 2.698 H141 QCH 51 QCH H142 H142 H 0 0 N N N 8.897 -43.538 10.363 -5.895 4.223 1.790 H142 QCH 52 QCH H181 H181 H 0 0 N N N 8.931 -40.865 13.621 -6.243 5.054 -0.540 H181 QCH 53 QCH H182 H182 H 0 0 N N N 7.614 -40.507 12.453 -5.037 6.126 -1.292 H182 QCH 54 QCH H201 H201 H 0 0 N N N 7.606 -44.979 12.102 -3.024 3.458 1.089 H201 QCH 55 QCH H202 H202 H 0 0 N N N 9.368 -44.723 12.340 -4.230 2.386 1.840 H202 QCH 56 QCH H30 H30 H 0 1 N N N 8.923 -45.028 15.963 -4.766 0.580 0.843 H30 QCH 57 QCH H35 H35 H 0 1 N N N 15.175 -45.405 14.546 -1.174 1.212 -2.400 H35 QCH 58 QCH H271 H271 H 0 0 N N N 16.962 -43.248 5.840 7.091 -0.431 0.851 H271 QCH 59 QCH H272 H272 H 0 0 N N N 15.360 -43.842 6.393 6.680 0.621 2.227 H272 QCH 60 QCH H36 H36 H 0 1 N N N 16.231 -46.855 5.145 10.312 0.986 1.882 H36 QCH 61 QCH H191 H191 H 0 0 N N N 6.451 -42.489 12.961 -3.372 4.290 -1.242 H191 QCH 62 QCH H192 H192 H 0 0 N N N 7.078 -41.965 14.561 -4.826 3.810 -2.150 H192 QCH 63 QCH H22 H22 H 0 1 N N N 9.081 -43.418 14.166 -5.699 2.649 -0.140 H22 QCH 64 QCH H211 H211 H 0 0 N N N 16.279 -43.125 10.383 4.169 1.837 -1.525 H211 QCH 65 QCH H212 H212 H 0 0 N N N 17.482 -44.456 10.299 3.790 2.763 -0.049 H212 QCH 66 QCH H23 H23 H 0 1 N N N 15.970 -45.646 8.712 4.395 0.790 1.342 H23 QCH 67 QCH H281 H281 H 0 0 N N N 6.769 -44.077 15.314 -4.219 1.458 -1.785 H281 QCH 68 QCH H282 H282 H 0 0 N N N 6.726 -45.256 13.960 -2.819 1.852 -0.758 H282 QCH 69 QCH H261 H261 H 0 0 N N N 12.193 -47.938 10.728 -0.322 -4.624 0.110 H261 QCH 70 QCH H262 H262 H 0 0 N N N 11.822 -49.495 11.542 0.485 -3.199 0.808 H262 QCH 71 QCH H263 H263 H 0 0 N N N 10.488 -48.470 10.913 -1.128 -3.681 1.386 H263 QCH 72 QCH H291 H291 H 0 0 N N N 17.886 -44.379 7.996 6.148 2.465 0.657 H291 QCH 73 QCH H292 H292 H 0 0 N N N 16.997 -42.828 8.170 6.559 1.413 -0.719 H292 QCH 74 # 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 QCH C1 C2 SING Y N 1 QCH C1 C3 DOUB Y N 2 QCH C2 C4 DOUB Y N 3 QCH C3 C7 SING Y N 4 QCH C4 C9 SING Y N 5 QCH C5 C6 SING Y N 6 QCH C5 C10 DOUB Y N 7 QCH C6 C11 DOUB Y N 8 QCH C7 C9 DOUB Y N 9 QCH C7 C15 SING N N 10 QCH C8 C10 SING Y N 11 QCH C8 C12 DOUB Y N 12 QCH C8 C16 SING N N 13 QCH C9 C24 SING N N 14 QCH C10 C25 SING N N 15 QCH C11 C12 SING Y N 16 QCH C11 O38 SING N N 17 QCH C12 O37 SING N N 18 QCH C13 C14 SING N N 19 QCH C13 C18 SING N N 20 QCH C14 C20 SING N N 21 QCH C15 N30 SING N N 22 QCH C15 O34 DOUB N N 23 QCH C16 O32 DOUB N N 24 QCH C16 O35 SING N N 25 QCH C17 C27 SING N N 26 QCH C17 O33 DOUB N N 27 QCH C17 O36 SING N N 28 QCH C19 C22 SING N N 29 QCH C19 C18 SING N N 30 QCH C20 C22 SING N N 31 QCH C21 O37 SING N N 32 QCH C21 C23 SING N N 33 QCH C22 C28 SING N N 34 QCH C24 N31 SING N N 35 QCH C25 N31 SING N N 36 QCH C26 N31 SING N N 37 QCH C27 C29 SING N N 38 QCH C28 N30 SING N N 39 QCH C29 C23 SING N N 40 QCH O38 C23 SING N N 41 QCH C1 H1 SING N N 42 QCH C2 H2 SING N N 43 QCH C3 H3 SING N N 44 QCH C4 H4 SING N N 45 QCH C5 H5 SING N N 46 QCH C6 H6 SING N N 47 QCH C24 H241 SING N N 48 QCH C24 H242 SING N N 49 QCH C25 H251 SING N N 50 QCH C25 H252 SING N N 51 QCH C13 H131 SING N N 52 QCH C13 H132 SING N N 53 QCH C14 H141 SING N N 54 QCH C14 H142 SING N N 55 QCH C18 H181 SING N N 56 QCH C18 H182 SING N N 57 QCH C20 H201 SING N N 58 QCH C20 H202 SING N N 59 QCH N30 H30 SING N N 60 QCH O35 H35 SING N N 61 QCH C27 H271 SING N N 62 QCH C27 H272 SING N N 63 QCH O36 H36 SING N N 64 QCH C19 H191 SING N N 65 QCH C19 H192 SING N N 66 QCH C22 H22 SING N N 67 QCH C21 H211 SING N N 68 QCH C21 H212 SING N N 69 QCH C23 H23 SING N N 70 QCH C28 H281 SING N N 71 QCH C28 H282 SING N N 72 QCH C26 H261 SING N N 73 QCH C26 H262 SING N N 74 QCH C26 H263 SING N N 75 QCH C29 H291 SING N N 76 QCH C29 H292 SING N N 77 # 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 QCH SMILES ACDLabs 12.01 "O=C(NCC1CCCCC1)c2ccccc2CN(C)Cc4ccc3OC(COc3c4C(=O)O)CCC(=O)O" QCH InChI InChI 1.03 "InChI=1S/C29H36N2O7/c1-31(16-20-9-5-6-10-23(20)28(34)30-15-19-7-3-2-4-8-19)17-21-11-13-24-27(26(21)29(35)36)37-18-22(38-24)12-14-25(32)33/h5-6,9-11,13,19,22H,2-4,7-8,12,14-18H2,1H3,(H,30,34)(H,32,33)(H,35,36)/t22-/m0/s1" QCH InChIKey InChI 1.03 ALUOBRJTVMRLRL-QFIPXVFZSA-N QCH SMILES_CANONICAL CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4O[C@@H](CCC(O)=O)COc4c3C(O)=O" QCH SMILES CACTVS 3.385 "CN(Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4O[CH](CCC(O)=O)COc4c3C(O)=O" QCH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4c(c3C(=O)O)OC[C@@H](O4)CCC(=O)O" QCH SMILES "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccccc1C(=O)NCC2CCCCC2)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 QCH "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-(2-carboxyethyl)-6-{[{2-[(cyclohexylmethyl)carbamoyl]benzyl}(methyl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" QCH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-6-[[[2-(cyclohexylmethylcarbamoyl)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 QCH "Create component" 2013-11-11 EBI QCH "Initial release" 2013-11-20 RCSB QCH "Modify descriptor" 2014-09-05 RCSB #