data_VC4 # _chem_comp.id VC4 _chem_comp.name "methyl 2-[2-(2-benzylpyridin-3-yl)ethyl]-3-chloro-4,6-dihydroxybenzoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-28 _chem_comp.pdbx_modified_date 2018-04-13 _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 397.852 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VC4 _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 6ASQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 VC4 O01 O1 O 0 1 N N N -55.136 123.176 -51.471 -5.072 -0.474 -1.219 O01 VC4 1 VC4 C02 C1 C 0 1 Y N N -55.327 122.606 -52.721 -3.942 -0.886 -0.592 C02 VC4 2 VC4 C03 C2 C 0 1 Y N N -55.739 121.270 -52.808 -3.758 -2.226 -0.301 C03 VC4 3 VC4 C04 C3 C 0 1 Y N N -55.923 120.730 -54.070 -2.602 -2.646 0.339 C04 VC4 4 VC4 O05 O2 O 0 1 N N N -56.328 119.410 -54.211 -2.426 -3.961 0.623 O05 VC4 5 VC4 C06 C4 C 0 1 Y N N -55.692 121.528 -55.209 -1.620 -1.723 0.692 C06 VC4 6 VC4 CL7 CL1 CL 0 0 N N N -55.956 120.733 -56.724 -0.179 -2.258 1.500 CL7 VC4 7 VC4 C08 C5 C 0 1 Y N N -55.292 122.868 -55.145 -1.791 -0.387 0.408 C08 VC4 8 VC4 C09 C6 C 0 1 N N N -55.055 123.622 -56.464 -0.725 0.607 0.791 C09 VC4 9 VC4 C10 C7 C 0 1 N N N -53.780 123.245 -57.296 0.274 0.753 -0.358 C10 VC4 10 VC4 C11 C8 C 0 1 Y N N -53.615 123.454 -58.820 1.339 1.748 0.025 C11 VC4 11 VC4 C12 C9 C 0 1 Y N N -52.584 124.269 -59.431 2.463 1.338 0.719 C12 VC4 12 VC4 C13 C10 C 0 1 N N N -51.491 125.094 -58.673 2.619 -0.114 1.091 C13 VC4 13 VC4 C14 C11 C 0 1 Y N N -50.945 124.552 -57.341 3.466 -0.809 0.057 C14 VC4 14 VC4 C15 C12 C 0 1 Y N N -50.980 125.321 -56.160 2.864 -1.496 -0.981 C15 VC4 15 VC4 C16 C13 C 0 1 Y N N -50.491 124.809 -54.956 3.641 -2.134 -1.930 C16 VC4 16 VC4 C17 C14 C 0 1 Y N N -49.960 123.538 -54.862 5.020 -2.085 -1.841 C17 VC4 17 VC4 C18 C15 C 0 1 Y N N -49.925 122.770 -56.016 5.622 -1.398 -0.803 C18 VC4 18 VC4 C19 C16 C 0 1 Y N N -50.408 123.264 -57.236 4.845 -0.756 0.143 C19 VC4 19 VC4 N20 N1 N 0 1 Y N N -52.504 124.387 -60.781 3.399 2.203 1.057 N20 VC4 20 VC4 C21 C17 C 0 1 Y N N -53.364 123.746 -61.602 3.304 3.482 0.752 C21 VC4 21 VC4 C22 C18 C 0 1 Y N N -54.391 122.924 -61.101 2.210 3.965 0.061 C22 VC4 22 VC4 C23 C19 C 0 1 Y N N -54.478 122.801 -59.715 1.207 3.085 -0.318 C23 VC4 23 VC4 C24 C20 C 0 1 Y N N -55.088 123.424 -53.851 -2.951 0.046 -0.243 C24 VC4 24 VC4 C25 C21 C 0 1 N N N -54.653 124.875 -53.636 -3.138 1.473 -0.550 C25 VC4 25 VC4 O26 O3 O 0 1 N N N -53.454 125.325 -54.124 -3.745 2.280 0.342 O26 VC4 26 VC4 C27 C22 C 0 1 N N N -53.140 126.703 -53.873 -3.895 3.676 -0.027 C27 VC4 27 VC4 O28 O4 O 0 1 N N N -55.323 125.682 -53.024 -2.744 1.923 -1.608 O28 VC4 28 VC4 H1 H1 H 0 1 N N N -55.133 124.123 -51.551 -5.792 -0.237 -0.617 H1 VC4 29 VC4 H2 H2 H 0 1 N N N -55.908 120.680 -51.919 -4.516 -2.946 -0.572 H2 VC4 30 VC4 H3 H3 H 0 1 N N N -56.438 119.019 -53.352 -1.983 -4.459 -0.078 H3 VC4 31 VC4 H4 H4 H 0 1 N N N -54.986 124.693 -56.223 -1.187 1.573 0.996 H4 VC4 32 VC4 H5 H5 H 0 1 N N N -55.931 123.446 -57.106 -0.205 0.257 1.683 H5 VC4 33 VC4 H6 H6 H 0 1 N N N -53.632 122.168 -57.131 0.736 -0.213 -0.563 H6 VC4 34 VC4 H7 H7 H 0 1 N N N -52.953 123.804 -56.833 -0.246 1.103 -1.250 H7 VC4 35 VC4 H8 H8 H 0 1 N N N -50.634 125.199 -59.355 3.102 -0.189 2.066 H8 VC4 36 VC4 H9 H9 H 0 1 N N N -51.919 126.086 -58.467 1.638 -0.586 1.134 H9 VC4 37 VC4 H10 H10 H 0 1 N N N -51.390 126.320 -56.187 1.787 -1.534 -1.051 H10 VC4 38 VC4 H11 H11 H 0 1 N N N -50.529 125.427 -54.071 3.171 -2.671 -2.741 H11 VC4 39 VC4 H12 H12 H 0 1 N N N -49.586 123.156 -53.924 5.627 -2.584 -2.582 H12 VC4 40 VC4 H13 H13 H 0 1 N N N -49.517 121.771 -55.974 6.699 -1.360 -0.734 H13 VC4 41 VC4 H14 H14 H 0 1 N N N -50.365 122.637 -58.114 5.315 -0.216 0.951 H14 VC4 42 VC4 H15 H15 H 0 1 N N N -53.261 123.867 -62.670 4.089 4.161 1.051 H15 VC4 43 VC4 H16 H16 H 0 1 N N N -55.079 122.413 -61.759 2.138 5.014 -0.185 H16 VC4 44 VC4 H17 H17 H 0 1 N N N -55.252 122.168 -59.307 0.340 3.434 -0.859 H17 VC4 45 VC4 H18 H18 H 0 1 N N N -52.160 126.942 -54.311 -4.398 4.213 0.777 H18 VC4 46 VC4 H19 H19 H 0 1 N N N -53.910 127.343 -54.328 -2.912 4.115 -0.197 H19 VC4 47 VC4 H20 H20 H 0 1 N N N -53.110 126.880 -52.788 -4.488 3.749 -0.939 H20 VC4 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 VC4 C21 C22 DOUB Y N 1 VC4 C21 N20 SING Y N 2 VC4 C22 C23 SING Y N 3 VC4 N20 C12 DOUB Y N 4 VC4 C23 C11 DOUB Y N 5 VC4 C12 C11 SING Y N 6 VC4 C12 C13 SING N N 7 VC4 C11 C10 SING N N 8 VC4 C13 C14 SING N N 9 VC4 C14 C19 DOUB Y N 10 VC4 C14 C15 SING Y N 11 VC4 C10 C09 SING N N 12 VC4 C19 C18 SING Y N 13 VC4 CL7 C06 SING N N 14 VC4 C09 C08 SING N N 15 VC4 C15 C16 DOUB Y N 16 VC4 C18 C17 DOUB Y N 17 VC4 C06 C08 DOUB Y N 18 VC4 C06 C04 SING Y N 19 VC4 C08 C24 SING Y N 20 VC4 C16 C17 SING Y N 21 VC4 O05 C04 SING N N 22 VC4 O26 C27 SING N N 23 VC4 O26 C25 SING N N 24 VC4 C04 C03 DOUB Y N 25 VC4 C24 C25 SING N N 26 VC4 C24 C02 DOUB Y N 27 VC4 C25 O28 DOUB N N 28 VC4 C03 C02 SING Y N 29 VC4 C02 O01 SING N N 30 VC4 O01 H1 SING N N 31 VC4 C03 H2 SING N N 32 VC4 O05 H3 SING N N 33 VC4 C09 H4 SING N N 34 VC4 C09 H5 SING N N 35 VC4 C10 H6 SING N N 36 VC4 C10 H7 SING N N 37 VC4 C13 H8 SING N N 38 VC4 C13 H9 SING N N 39 VC4 C15 H10 SING N N 40 VC4 C16 H11 SING N N 41 VC4 C17 H12 SING N N 42 VC4 C18 H13 SING N N 43 VC4 C19 H14 SING N N 44 VC4 C21 H15 SING N N 45 VC4 C22 H16 SING N N 46 VC4 C23 H17 SING N N 47 VC4 C27 H18 SING N N 48 VC4 C27 H19 SING N N 49 VC4 C27 H20 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 VC4 SMILES ACDLabs 12.01 "Oc1cc(O)c(c(c1C(=O)OC)CCc3c(Cc2ccccc2)nccc3)Cl" VC4 InChI InChI 1.03 "InChI=1S/C22H20ClNO4/c1-28-22(27)20-16(21(23)19(26)13-18(20)25)10-9-15-8-5-11-24-17(15)12-14-6-3-2-4-7-14/h2-8,11,13,25-26H,9-10,12H2,1H3" VC4 InChIKey InChI 1.03 XODLEZWUEQKVLO-UHFFFAOYSA-N VC4 SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1c(O)cc(O)c(Cl)c1CCc2cccnc2Cc3ccccc3" VC4 SMILES CACTVS 3.385 "COC(=O)c1c(O)cc(O)c(Cl)c1CCc2cccnc2Cc3ccccc3" VC4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC(=O)c1c(cc(c(c1CCc2cccnc2Cc3ccccc3)Cl)O)O" VC4 SMILES "OpenEye OEToolkits" 2.0.6 "COC(=O)c1c(cc(c(c1CCc2cccnc2Cc3ccccc3)Cl)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 VC4 "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 2-[2-(2-benzylpyridin-3-yl)ethyl]-3-chloro-4,6-dihydroxybenzoate" VC4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 3-chloranyl-4,6-bis(oxidanyl)-2-[2-[2-(phenylmethyl)pyridin-3-yl]ethyl]benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VC4 "Create component" 2017-08-28 RCSB VC4 "Initial release" 2018-04-18 RCSB #