data_EXV # _chem_comp.id EXV _chem_comp.name "3-[(1S,2S)-2-(7-hydroxy-1H-benzimidazol-2-yl)cyclopentyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-08 _chem_comp.pdbx_modified_date 2018-03-09 _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 322.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EXV _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 6CCO _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 EXV C1 C1 C 0 1 Y N N -32.574 -39.783 53.278 -3.522 -0.867 -0.119 C1 EXV 1 EXV C2 C2 C 0 1 Y N N -31.480 -40.319 53.956 -4.223 -0.339 0.966 C2 EXV 2 EXV C3 C3 C 0 1 Y N N -31.545 -40.544 55.326 -3.797 0.834 1.554 C3 EXV 3 EXV O1 O1 O 0 1 N N N -31.430 -39.684 51.183 -3.364 -2.576 -1.703 O1 EXV 4 EXV O2 O2 O 0 1 N N N -32.856 -33.342 57.154 5.040 -0.119 -1.505 O2 EXV 5 EXV C11 C4 C 0 1 N N S -35.001 -38.338 57.178 0.276 1.881 0.604 C11 EXV 6 EXV C12 C5 C 0 1 Y N N -34.938 -36.980 56.553 1.335 0.812 0.525 C12 EXV 7 EXV C13 C6 C 0 1 Y N N -35.440 -35.212 55.372 2.437 -1.022 0.909 C13 EXV 8 EXV C14 C7 C 0 1 Y N N -35.951 -34.243 54.505 2.926 -2.257 1.347 C14 EXV 9 EXV C15 C8 C 0 1 Y N N -35.395 -32.964 54.533 4.092 -2.750 0.834 C15 EXV 10 EXV C16 C9 C 0 1 Y N N -34.361 -32.659 55.420 4.803 -2.037 -0.121 C16 EXV 11 EXV C17 C10 C 0 1 Y N N -33.849 -33.641 56.273 4.340 -0.814 -0.569 C17 EXV 12 EXV C18 C11 C 0 1 Y N N -34.386 -34.946 56.251 3.149 -0.301 -0.061 C18 EXV 13 EXV C C12 C 0 1 N N N -32.469 -39.462 51.816 -3.977 -2.119 -0.758 C EXV 14 EXV O O3 O 0 1 N N N -33.542 -38.952 51.260 -5.070 -2.754 -0.294 O EXV 15 EXV C6 C13 C 0 1 Y N N -33.742 -39.507 53.987 -2.392 -0.203 -0.602 C6 EXV 16 EXV C5 C14 C 0 1 Y N N -33.820 -39.731 55.365 -1.977 0.969 -0.005 C5 EXV 17 EXV C4 C15 C 0 1 Y N N -32.707 -40.246 56.026 -2.677 1.487 1.071 C4 EXV 18 EXV C7 C16 C 0 1 N N S -35.118 -39.460 56.104 -0.758 1.687 -0.524 C7 EXV 19 EXV C10 C17 C 0 1 N N N -36.241 -38.517 58.083 0.908 3.267 0.387 C10 EXV 20 EXV C9 C18 C 0 1 N N N -36.634 -39.997 57.942 0.236 3.866 -0.866 C9 EXV 21 EXV C8 C19 C 0 1 N N N -35.655 -40.636 56.944 -1.122 3.128 -0.959 C8 EXV 22 EXV N1 N1 N 0 1 Y N N -34.069 -36.080 56.986 2.430 0.859 -0.280 N1 EXV 23 EXV N N2 N 0 1 Y N N -35.779 -36.538 55.589 1.338 -0.287 1.220 N EXV 24 EXV H1 H1 H 0 1 N N N -30.578 -40.561 53.414 -5.098 -0.847 1.344 H1 EXV 25 EXV H2 H2 H 0 1 N N N -30.691 -40.951 55.847 -4.339 1.244 2.394 H2 EXV 26 EXV H3 H3 H 0 1 N N N -32.629 -34.119 57.652 4.790 -0.324 -2.416 H3 EXV 27 EXV H4 H4 H 0 1 N N N -34.094 -38.512 57.776 -0.219 1.845 1.574 H4 EXV 28 EXV H5 H5 H 0 1 N N N -36.759 -34.479 53.828 2.382 -2.821 2.090 H5 EXV 29 EXV H6 H6 H 0 1 N N N -35.768 -32.203 53.863 4.465 -3.704 1.176 H6 EXV 30 EXV H7 H7 H 0 1 N N N -33.954 -31.659 55.447 5.724 -2.441 -0.516 H7 EXV 31 EXV H8 H8 H 0 1 N N N -33.378 -38.796 50.337 -5.328 -3.569 -0.744 H8 EXV 32 EXV H9 H9 H 0 1 N N N -34.601 -39.114 53.463 -1.845 -0.606 -1.441 H9 EXV 33 EXV H10 H10 H 0 1 N N N -32.748 -40.415 57.092 -2.348 2.405 1.535 H10 EXV 34 EXV H11 H11 H 0 1 N N N -35.889 -39.167 55.376 -0.317 1.136 -1.355 H11 EXV 35 EXV H12 H12 H 0 1 N N N -35.992 -38.282 59.128 0.720 3.903 1.251 H12 EXV 36 EXV H13 H13 H 0 1 N N N -37.061 -37.866 57.746 1.981 3.167 0.224 H13 EXV 37 EXV H14 H14 H 0 1 N N N -37.664 -40.079 57.564 0.081 4.938 -0.740 H14 EXV 38 EXV H15 H15 H 0 1 N N N -36.560 -40.501 58.917 0.840 3.671 -1.753 H15 EXV 39 EXV H16 H16 H 0 1 N N N -36.176 -41.363 56.303 -1.499 3.140 -1.981 H16 EXV 40 EXV H17 H17 H 0 1 N N N -34.833 -41.138 57.476 -1.847 3.567 -0.273 H17 EXV 41 EXV H18 H18 H 0 1 N N N -33.355 -36.191 57.677 2.663 1.573 -0.893 H18 EXV 42 # 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 EXV O1 C DOUB N N 1 EXV O C SING N N 2 EXV C C1 SING N N 3 EXV C1 C2 DOUB Y N 4 EXV C1 C6 SING Y N 5 EXV C2 C3 SING Y N 6 EXV C6 C5 DOUB Y N 7 EXV C14 C15 DOUB Y N 8 EXV C14 C13 SING Y N 9 EXV C15 C16 SING Y N 10 EXV C3 C4 DOUB Y N 11 EXV C5 C4 SING Y N 12 EXV C5 C7 SING N N 13 EXV C13 N SING Y N 14 EXV C13 C18 DOUB Y N 15 EXV C16 C17 DOUB Y N 16 EXV N C12 DOUB Y N 17 EXV C7 C8 SING N N 18 EXV C7 C11 SING N N 19 EXV C18 C17 SING Y N 20 EXV C18 N1 SING Y N 21 EXV C17 O2 SING N N 22 EXV C12 N1 SING Y N 23 EXV C12 C11 SING N N 24 EXV C8 C9 SING N N 25 EXV C11 C10 SING N N 26 EXV C9 C10 SING N N 27 EXV C2 H1 SING N N 28 EXV C3 H2 SING N N 29 EXV O2 H3 SING N N 30 EXV C11 H4 SING N N 31 EXV C14 H5 SING N N 32 EXV C15 H6 SING N N 33 EXV C16 H7 SING N N 34 EXV O H8 SING N N 35 EXV C6 H9 SING N N 36 EXV C4 H10 SING N N 37 EXV C7 H11 SING N N 38 EXV C10 H12 SING N N 39 EXV C10 H13 SING N N 40 EXV C9 H14 SING N N 41 EXV C9 H15 SING N N 42 EXV C8 H16 SING N N 43 EXV C8 H17 SING N N 44 EXV N1 H18 SING N N 45 # 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 EXV SMILES ACDLabs 12.01 "c1(cccc(c1)C2C(CCC2)c3nc4c(n3)cccc4O)C(=O)O" EXV InChI InChI 1.03 "InChI=1S/C19H18N2O3/c22-16-9-3-8-15-17(16)21-18(20-15)14-7-2-6-13(14)11-4-1-5-12(10-11)19(23)24/h1,3-5,8-10,13-14,22H,2,6-7H2,(H,20,21)(H,23,24)/t13-,14+/m1/s1" EXV InChIKey InChI 1.03 HDENXLNFCHSDIF-KGLIPLIRSA-N EXV SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cccc(c1)[C@H]2CCC[C@@H]2c3[nH]c4c(O)cccc4n3" EXV SMILES CACTVS 3.385 "OC(=O)c1cccc(c1)[CH]2CCC[CH]2c3[nH]c4c(O)cccc4n3" EXV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)[C@H]2CCC[C@@H]2c3[nH]c4c(n3)cccc4O" EXV SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)C2CCCC2c3[nH]c4c(n3)cccc4O" # 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 EXV "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(1S,2S)-2-(7-hydroxy-1H-benzimidazol-2-yl)cyclopentyl]benzoic acid" EXV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[(1~{S},2~{S})-2-(7-oxidanyl-1~{H}-benzimidazol-2-yl)cyclopentyl]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 EXV "Create component" 2018-02-08 RCSB EXV "Initial release" 2018-03-14 RCSB #