data_VGK # _chem_comp.id VGK _chem_comp.name "4-[2-AMINO-5-(3,4,5-TRIMETHOXYPHENYL)PYRIDIN-3-YL]BENZOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 380.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VGK _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 2WQO _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 VGK C01 C01 C 0 1 N N N 27.709 -10.193 24.934 5.669 2.507 -0.181 C01 VGK 1 VGK O02 O02 O 0 1 N N N 28.391 -10.158 23.705 5.733 1.080 -0.158 O02 VGK 2 VGK C03 C03 C 0 1 Y N N 27.710 -10.383 22.540 4.550 0.410 -0.127 C03 VGK 3 VGK C04 C04 C 0 1 Y N N 27.104 -9.325 21.874 3.357 1.112 -0.119 C04 VGK 4 VGK C05 C05 C 0 1 Y N N 26.410 -9.555 20.666 2.145 0.425 -0.087 C05 VGK 5 VGK C06 C06 C 0 1 Y N N 25.794 -8.494 20.014 0.866 1.176 -0.079 C06 VGK 6 VGK C07 C07 C 0 1 Y N N 25.698 -7.242 20.636 0.866 2.569 -0.103 C07 VGK 7 VGK N08 N08 N 0 1 Y N N 25.116 -6.200 19.975 -0.264 3.248 -0.096 N08 VGK 8 VGK C09 C09 C 0 1 Y N N 24.597 -6.360 18.719 -1.442 2.645 -0.066 C09 VGK 9 VGK N10 N10 N 0 1 N N N 23.965 -5.283 18.028 -2.602 3.404 -0.060 N10 VGK 10 VGK C11 C11 C 0 1 Y N N 24.691 -7.629 18.103 -1.529 1.244 -0.041 C11 VGK 11 VGK C12 C12 C 0 1 Y N N 24.162 -7.825 16.830 -2.849 0.573 -0.008 C12 VGK 12 VGK C13 C13 C 0 1 Y N N 24.998 -8.235 15.779 -3.807 0.965 0.927 C13 VGK 13 VGK C14 C14 C 0 1 Y N N 24.477 -8.399 14.493 -5.030 0.344 0.959 C14 VGK 14 VGK C15 C15 C 0 1 Y N N 23.135 -8.155 14.256 -5.315 -0.682 0.053 C15 VGK 15 VGK C16 C16 C 0 1 N N N 22.576 -8.319 12.841 -6.630 -1.350 0.085 C16 VGK 16 VGK O17 O17 O 0 1 N N N 21.488 -7.891 12.580 -7.465 -1.009 0.899 O17 VGK 17 VGK O18 O18 O 0 1 N N N 23.365 -8.879 11.835 -6.905 -2.339 -0.788 O18 VGK 18 VGK C19 C19 C 0 1 Y N N 22.287 -7.725 15.285 -4.354 -1.073 -0.884 C19 VGK 19 VGK C20 C20 C 0 1 Y N N 22.803 -7.558 16.579 -3.135 -0.448 -0.916 C20 VGK 20 VGK C21 C21 C 0 1 Y N N 25.280 -8.684 18.742 -0.353 0.495 -0.053 C21 VGK 21 VGK C22 C22 C 0 1 Y N N 26.306 -10.832 20.154 2.136 -0.969 -0.063 C22 VGK 22 VGK C23 C23 C 0 1 Y N N 26.929 -11.928 20.827 3.331 -1.668 -0.071 C23 VGK 23 VGK O24 O24 O 0 1 N N N 26.854 -13.230 20.308 3.323 -3.028 -0.048 O24 VGK 24 VGK C25 C25 C 0 1 N N N 26.279 -13.429 19.020 2.046 -3.668 -0.016 C25 VGK 25 VGK C26 C26 C 0 1 Y N N 27.612 -11.702 22.013 4.540 -0.981 -0.109 C26 VGK 26 VGK O27 O27 O 0 1 N N N 28.211 -12.754 22.673 5.713 -1.670 -0.122 O27 VGK 27 VGK C28 C28 C 0 1 N N N 29.625 -12.858 22.678 6.297 -1.982 1.145 C28 VGK 28 VGK H011 H011 H 0 0 N N N 28.438 -10.202 25.758 6.680 2.916 -0.205 H011 VGK 29 VGK H012 H012 H 0 0 N N N 27.067 -9.304 25.022 5.125 2.832 -1.068 H012 VGK 30 VGK H013 H013 H 0 0 N N N 27.089 -11.100 24.983 5.155 2.863 0.712 H013 VGK 31 VGK H04 H04 H 0 1 N N N 27.164 -8.326 22.280 3.365 2.192 -0.137 H04 VGK 32 VGK H22 H22 H 0 1 N N N 25.753 -11.004 19.243 1.198 -1.503 -0.038 H22 VGK 33 VGK H07 H07 H 0 1 N N N 26.083 -7.102 21.635 1.806 3.100 -0.128 H07 VGK 34 VGK H21 H21 H 0 1 N N N 25.344 -9.650 18.263 -0.384 -0.585 -0.039 H21 VGK 35 VGK H101 H101 H 0 0 N N N 23.817 -4.522 18.660 -2.547 4.373 -0.078 H101 VGK 36 VGK H102 H102 H 0 0 N N N 24.550 -4.982 17.275 -3.467 2.967 -0.039 H102 VGK 37 VGK H13 H13 H 0 1 N N N 26.045 -8.424 15.965 -3.586 1.758 1.627 H13 VGK 38 VGK H20 H20 H 0 1 N N N 22.159 -7.226 17.380 -2.394 -0.748 -1.643 H20 VGK 39 VGK H14 H14 H 0 1 N N N 25.120 -8.716 13.685 -5.771 0.648 1.683 H14 VGK 40 VGK H19 H19 H 0 1 N N N 21.245 -7.524 15.084 -4.574 -1.866 -1.584 H19 VGK 41 VGK H18 H18 H 0 1 N N N 22.897 -8.844 11.009 -7.780 -2.747 -0.728 H18 VGK 42 VGK H251 H251 H 0 0 N N N 25.184 -13.480 19.111 1.476 -3.387 -0.901 H251 VGK 43 VGK H252 H252 H 0 0 N N N 26.553 -12.591 18.363 2.182 -4.750 0.000 H252 VGK 44 VGK H253 H253 H 0 0 N N N 26.656 -14.370 18.592 1.505 -3.357 0.878 H253 VGK 45 VGK H281 H281 H 0 0 N N N 29.995 -12.885 21.642 7.226 -2.531 0.991 H281 VGK 46 VGK H282 H282 H 0 0 N N N 30.055 -11.989 23.198 6.505 -1.059 1.686 H282 VGK 47 VGK H283 H283 H 0 0 N N N 29.923 -13.781 23.197 5.604 -2.594 1.723 H283 VGK 48 # 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 VGK C01 O02 SING N N 1 VGK O02 C03 SING N N 2 VGK C03 C04 SING Y N 3 VGK C03 C26 DOUB Y N 4 VGK C04 C05 DOUB Y N 5 VGK C05 C06 SING Y N 6 VGK C05 C22 SING Y N 7 VGK C06 C07 SING Y N 8 VGK C06 C21 DOUB Y N 9 VGK C07 N08 DOUB Y N 10 VGK N08 C09 SING Y N 11 VGK C09 N10 SING N N 12 VGK C09 C11 DOUB Y N 13 VGK C11 C12 SING Y N 14 VGK C11 C21 SING Y N 15 VGK C12 C13 SING Y N 16 VGK C12 C20 DOUB Y N 17 VGK C13 C14 DOUB Y N 18 VGK C14 C15 SING Y N 19 VGK C15 C16 SING N N 20 VGK C15 C19 DOUB Y N 21 VGK C16 O17 DOUB N N 22 VGK C16 O18 SING N N 23 VGK C19 C20 SING Y N 24 VGK C22 C23 DOUB Y N 25 VGK C23 O24 SING N N 26 VGK C23 C26 SING Y N 27 VGK O24 C25 SING N N 28 VGK C26 O27 SING N N 29 VGK O27 C28 SING N N 30 VGK C01 H011 SING N N 31 VGK C01 H012 SING N N 32 VGK C01 H013 SING N N 33 VGK C04 H04 SING N N 34 VGK C22 H22 SING N N 35 VGK C07 H07 SING N N 36 VGK C21 H21 SING N N 37 VGK N10 H101 SING N N 38 VGK N10 H102 SING N N 39 VGK C13 H13 SING N N 40 VGK C20 H20 SING N N 41 VGK C14 H14 SING N N 42 VGK C19 H19 SING N N 43 VGK O18 H18 SING N N 44 VGK C25 H251 SING N N 45 VGK C25 H252 SING N N 46 VGK C25 H253 SING N N 47 VGK C28 H281 SING N N 48 VGK C28 H282 SING N N 49 VGK C28 H283 SING N N 50 # 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 VGK SMILES ACDLabs 10.04 "O=C(O)c1ccc(cc1)c2cc(cnc2N)c3cc(OC)c(OC)c(OC)c3" VGK SMILES_CANONICAL CACTVS 3.352 "COc1cc(cc(OC)c1OC)c2cnc(N)c(c2)c3ccc(cc3)C(O)=O" VGK SMILES CACTVS 3.352 "COc1cc(cc(OC)c1OC)c2cnc(N)c(c2)c3ccc(cc3)C(O)=O" VGK SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "COc1cc(cc(c1OC)OC)c2cc(c(nc2)N)c3ccc(cc3)C(=O)O" VGK SMILES "OpenEye OEToolkits" 1.6.1 "COc1cc(cc(c1OC)OC)c2cc(c(nc2)N)c3ccc(cc3)C(=O)O" VGK InChI InChI 1.03 "InChI=1S/C21H20N2O5/c1-26-17-9-14(10-18(27-2)19(17)28-3)15-8-16(20(22)23-11-15)12-4-6-13(7-5-12)21(24)25/h4-11H,1-3H3,(H2,22,23)(H,24,25)" VGK InChIKey InChI 1.03 MWVUNZGIJWXHFJ-UHFFFAOYSA-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 VGK "SYSTEMATIC NAME" ACDLabs 10.04 "4-[2-amino-5-(3,4,5-trimethoxyphenyl)pyridin-3-yl]benzoic acid" VGK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[2-amino-5-(3,4,5-trimethoxyphenyl)pyridin-3-yl]benzoic 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 VGK "Create component" 2009-08-24 EBI VGK "Modify aromatic_flag" 2011-06-04 RCSB VGK "Modify descriptor" 2011-06-04 RCSB #