data_VRD # _chem_comp.id VRD _chem_comp.name "({3-[amino(oxo)acetyl]-1-benzyl-2-ethyl-1H-indol-4-yl}oxy)acetic 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 Varespladib _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-07-25 _chem_comp.pdbx_modified_date 2021-03-08 _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 VRD _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 6PWH _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 VRD C01 C1 C 0 1 N N N -5.640 -6.630 75.458 1.535 3.055 -2.338 C01 VRD 1 VRD C02 C2 C 0 1 N N N -6.154 -6.209 74.081 1.745 2.468 -0.941 C02 VRD 2 VRD C03 C3 C 0 1 Y N N -7.153 -5.036 74.166 1.076 1.120 -0.857 C03 VRD 3 VRD C04 C4 C 0 1 Y N N -7.070 -3.984 75.052 -0.256 0.909 -0.551 C04 VRD 4 VRD C05 C5 C 0 1 Y N N -8.164 -3.153 74.793 -0.457 -0.553 -0.585 C05 VRD 5 VRD C06 C6 C 0 1 Y N N -8.850 -3.739 73.757 0.790 -1.105 -0.914 C06 VRD 6 VRD C08 C7 C 0 1 N N N -8.607 -5.789 72.346 3.095 -0.221 -1.422 C08 VRD 7 VRD C09 C8 C 0 1 Y N N -8.069 -5.258 71.000 3.897 -0.461 -0.169 C09 VRD 8 VRD C10 C9 C 0 1 Y N N -7.043 -4.343 70.985 4.066 -1.747 0.308 C10 VRD 9 VRD C11 C10 C 0 1 Y N N -6.561 -3.856 69.785 4.801 -1.967 1.458 C11 VRD 10 VRD C12 C11 C 0 1 Y N N -7.110 -4.289 68.600 5.368 -0.901 2.130 C12 VRD 11 VRD C13 C12 C 0 1 Y N N -8.138 -5.213 68.615 5.201 0.386 1.652 C13 VRD 12 VRD C14 C13 C 0 1 Y N N -8.621 -5.696 69.816 4.470 0.605 0.500 C14 VRD 13 VRD C15 C14 C 0 1 Y N N -10.011 -3.131 73.259 0.917 -2.486 -1.022 C15 VRD 14 VRD C16 C15 C 0 1 Y N N -10.468 -1.944 73.809 -0.175 -3.299 -0.807 C16 VRD 15 VRD C17 C16 C 0 1 Y N N -9.769 -1.356 74.859 -1.408 -2.756 -0.482 C17 VRD 16 VRD C18 C17 C 0 1 Y N N -8.623 -1.955 75.352 -1.557 -1.385 -0.370 C18 VRD 17 VRD C20 C18 C 0 1 N N N -7.877 0.040 76.349 -3.844 -1.767 0.155 C20 VRD 18 VRD C21 C19 C 0 1 N N N -8.978 0.618 77.227 -5.095 -0.999 0.497 C21 VRD 19 VRD C24 C20 C 0 1 N N N -5.995 -3.804 76.112 -1.261 1.927 -0.253 C24 VRD 20 VRD C26 C21 C 0 1 N N N -6.443 -3.612 77.550 -1.417 2.436 1.140 C26 VRD 21 VRD N07 N1 N 0 1 Y N N -8.211 -4.865 73.408 1.681 -0.062 -1.074 N07 VRD 22 VRD N28 N2 N 0 1 N N N -5.674 -2.776 78.434 -2.413 3.295 1.436 N28 VRD 23 VRD O19 O1 O 0 1 N N N -7.913 -1.360 76.416 -2.766 -0.852 -0.051 O19 VRD 24 VRD O22 O2 O 0 1 N N N -9.052 1.851 77.407 -5.066 0.207 0.557 O22 VRD 25 VRD O23 O3 O 0 1 N N N -9.814 -0.132 77.773 -6.242 -1.656 0.734 O23 VRD 26 VRD O25 O4 O 0 1 N N N -4.854 -3.827 75.829 -1.970 2.360 -1.141 O25 VRD 27 VRD O27 O5 O 0 1 N N N -7.409 -4.151 77.917 -0.647 2.077 2.007 O27 VRD 28 VRD H1 H1 H 0 1 N N N -4.934 -7.466 75.346 0.468 3.089 -2.561 H1 VRD 29 VRD H2 H2 H 0 1 N N N -5.130 -5.780 75.934 1.946 4.064 -2.374 H2 VRD 30 VRD H3 H3 H 0 1 N N N -6.487 -6.947 76.084 2.040 2.430 -3.075 H3 VRD 31 VRD H4 H4 H 0 1 N N N -6.656 -7.068 73.612 2.812 2.356 -0.751 H4 VRD 32 VRD H5 H5 H 0 1 N N N -5.298 -5.901 73.462 1.311 3.136 -0.197 H5 VRD 33 VRD H6 H6 H 0 1 N N N -9.704 -5.857 72.305 3.452 0.683 -1.915 H6 VRD 34 VRD H7 H7 H 0 1 N N N -8.185 -6.785 72.546 3.210 -1.071 -2.095 H7 VRD 35 VRD H8 H8 H 0 1 N N N -6.612 -4.003 71.915 3.622 -2.581 -0.216 H8 VRD 36 VRD H9 H9 H 0 1 N N N -5.755 -3.137 69.777 4.932 -2.972 1.831 H9 VRD 37 VRD H10 H10 H 0 1 N N N -6.739 -3.908 67.660 5.939 -1.072 3.031 H10 VRD 38 VRD H11 H11 H 0 1 N N N -8.565 -5.558 67.685 5.644 1.219 2.177 H11 VRD 39 VRD H12 H12 H 0 1 N N N -9.428 -6.414 69.827 4.339 1.610 0.126 H12 VRD 40 VRD H13 H13 H 0 1 N N N -10.551 -3.589 72.444 1.872 -2.921 -1.275 H13 VRD 41 VRD H14 H14 H 0 1 N N N -11.363 -1.477 73.424 -0.069 -4.371 -0.892 H14 VRD 42 VRD H15 H15 H 0 1 N N N -10.122 -0.431 75.290 -2.256 -3.405 -0.316 H15 VRD 43 VRD H16 H16 H 0 1 N N N -6.899 0.399 76.703 -3.596 -2.441 0.974 H16 VRD 44 VRD H17 H17 H 0 1 N N N -8.031 0.361 75.308 -4.009 -2.345 -0.754 H17 VRD 45 VRD H18 H18 H 0 1 N N N -5.966 -2.649 79.382 -3.029 3.581 0.743 H18 VRD 46 VRD H19 H19 H 0 1 N N N -4.848 -2.322 78.100 -2.515 3.626 2.342 H19 VRD 47 VRD H20 H20 H 0 1 N N N -10.425 0.390 78.280 -7.018 -1.121 0.949 H20 VRD 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 VRD C12 C13 DOUB Y N 1 VRD C12 C11 SING Y N 2 VRD C13 C14 SING Y N 3 VRD C11 C10 DOUB Y N 4 VRD C14 C09 DOUB Y N 5 VRD C10 C09 SING Y N 6 VRD C09 C08 SING N N 7 VRD C08 N07 SING N N 8 VRD C15 C06 DOUB Y N 9 VRD C15 C16 SING Y N 10 VRD N07 C06 SING Y N 11 VRD N07 C03 SING Y N 12 VRD C06 C05 SING Y N 13 VRD C16 C17 DOUB Y N 14 VRD C02 C03 SING N N 15 VRD C02 C01 SING N N 16 VRD C03 C04 DOUB Y N 17 VRD C05 C04 SING Y N 18 VRD C05 C18 DOUB Y N 19 VRD C17 C18 SING Y N 20 VRD C04 C24 SING N N 21 VRD C18 O19 SING N N 22 VRD O25 C24 DOUB N N 23 VRD C24 C26 SING N N 24 VRD C20 O19 SING N N 25 VRD C20 C21 SING N N 26 VRD C21 O22 DOUB N N 27 VRD C21 O23 SING N N 28 VRD C26 O27 DOUB N N 29 VRD C26 N28 SING N N 30 VRD C01 H1 SING N N 31 VRD C01 H2 SING N N 32 VRD C01 H3 SING N N 33 VRD C02 H4 SING N N 34 VRD C02 H5 SING N N 35 VRD C08 H6 SING N N 36 VRD C08 H7 SING N N 37 VRD C10 H8 SING N N 38 VRD C11 H9 SING N N 39 VRD C12 H10 SING N N 40 VRD C13 H11 SING N N 41 VRD C14 H12 SING N N 42 VRD C15 H13 SING N N 43 VRD C16 H14 SING N N 44 VRD C17 H15 SING N N 45 VRD C20 H16 SING N N 46 VRD C20 H17 SING N N 47 VRD N28 H18 SING N N 48 VRD N28 H19 SING N N 49 VRD O23 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 VRD SMILES ACDLabs 12.01 "CCc2c(C(C(=O)N)=O)c1c(cccc1n2Cc3ccccc3)OCC(=O)O" VRD InChI InChI 1.03 "InChI=1S/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)" VRD InChIKey InChI 1.03 BHLXTPHDSZUFHR-UHFFFAOYSA-N VRD SMILES_CANONICAL CACTVS 3.385 "CCc1n(Cc2ccccc2)c3cccc(OCC(O)=O)c3c1C(=O)C(N)=O" VRD SMILES CACTVS 3.385 "CCc1n(Cc2ccccc2)c3cccc(OCC(O)=O)c3c1C(=O)C(N)=O" VRD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(n1Cc3ccccc3)cccc2OCC(=O)O)C(=O)C(=O)N" VRD SMILES "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(n1Cc3ccccc3)cccc2OCC(=O)O)C(=O)C(=O)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 VRD "SYSTEMATIC NAME" ACDLabs 12.01 "({3-[amino(oxo)acetyl]-1-benzyl-2-ethyl-1H-indol-4-yl}oxy)acetic acid" VRD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[2-ethyl-3-oxamoyl-1-(phenylmethyl)indol-4-yl]oxyethanoic 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 VRD "Create component" 2019-07-25 RCSB VRD "Initial release" 2019-12-04 RCSB VRD "Modify synonyms" 2021-03-08 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id VRD _pdbx_chem_comp_synonyms.name Varespladib _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##