data_DXV # _chem_comp.id DXV _chem_comp.name "2-cyclopentyl-4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-11 _chem_comp.pdbx_modified_date 2017-11-24 _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 382.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DXV _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 6BKU _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 DXV C4 C1 C 0 1 N N N -21.106 -15.186 -9.421 -4.996 1.111 2.760 C4 DXV 1 DXV C14 C2 C 0 1 Y N N -24.872 -15.694 -13.391 1.581 1.396 -0.506 C14 DXV 2 DXV C5 C3 C 0 1 N N N -20.168 -14.962 -10.545 -5.811 1.679 1.581 C5 DXV 3 DXV C6 C4 C 0 1 Y N N -22.738 -12.589 -10.862 -3.057 -0.217 -0.109 C6 DXV 4 DXV C11 C5 C 0 1 Y N N -25.018 -14.256 -13.397 0.151 1.588 -0.798 C11 DXV 5 DXV C7 C6 C 0 1 Y N N -23.264 -13.524 -11.755 -2.088 0.745 -0.102 C7 DXV 6 DXV C8 C7 C 0 1 Y N N -23.411 -11.361 -10.673 -2.858 -1.403 -0.824 C8 DXV 7 DXV C9 C8 C 0 1 Y N N -24.458 -13.282 -12.437 -0.898 0.545 -0.807 C9 DXV 8 DXV C10 C9 C 0 1 Y N N -24.604 -11.129 -11.368 -1.669 -1.601 -1.533 C10 DXV 9 DXV C12 C10 C 0 1 Y N N -25.098 -12.062 -12.255 -0.699 -0.640 -1.520 C12 DXV 10 DXV C13 C11 C 0 1 N N N -22.957 -10.273 -9.729 -3.901 -2.445 -0.828 C13 DXV 11 DXV N1 N1 N 0 1 Y N N -26.121 -15.121 -15.174 1.181 3.555 -0.954 N1 DXV 12 DXV N2 N2 N 0 1 Y N N -25.683 -17.459 -14.894 3.477 2.811 -0.398 N2 DXV 13 DXV C3 C12 C 0 1 N N N -21.522 -13.809 -8.936 -4.059 0.041 2.172 C3 DXV 14 DXV O1 O1 O 0 1 N N N -23.070 -9.087 -10.115 -4.542 -2.667 0.181 O1 DXV 15 DXV O2 O2 O 0 1 N N N -22.560 -10.603 -8.600 -4.145 -3.151 -1.950 O2 DXV 16 DXV C1 C13 C 0 1 N N N -21.435 -12.891 -10.151 -4.337 -0.003 0.656 C1 DXV 17 DXV C2 C14 C 0 1 N N N -20.334 -13.515 -11.005 -4.932 1.391 0.338 C2 DXV 18 DXV C15 C15 C 0 1 Y N N -25.781 -13.969 -14.496 -0.016 2.909 -1.059 C15 DXV 19 DXV C16 C16 C 0 1 Y N N -25.578 -16.178 -14.522 2.175 2.667 -0.612 C16 DXV 20 DXV C17 C17 C 0 1 Y N N -24.240 -16.641 -12.596 2.364 0.294 -0.172 C17 DXV 21 DXV C18 C18 C 0 1 Y N N -24.327 -17.988 -12.956 3.727 0.500 0.039 C18 DXV 22 DXV C19 C19 C 0 1 Y N N -25.051 -18.333 -14.120 4.247 1.790 -0.091 C19 DXV 23 DXV C20 C20 C 0 1 Y N N -23.630 -19.035 -12.152 4.612 -0.635 0.397 C20 DXV 24 DXV C21 C21 C 0 1 Y N N -22.555 -18.712 -11.323 5.973 -0.421 0.607 C21 DXV 25 DXV C22 C22 C 0 1 Y N N -23.971 -20.383 -12.253 4.085 -1.918 0.531 C22 DXV 26 DXV C23 C23 C 0 1 Y N N -21.882 -19.683 -10.598 6.792 -1.481 0.940 C23 DXV 27 DXV C24 C24 C 0 1 Y N N -23.292 -21.355 -11.529 4.913 -2.970 0.864 C24 DXV 28 DXV C25 C25 C 0 1 Y N N -22.247 -21.006 -10.706 6.264 -2.754 1.065 C25 DXV 29 DXV H1 H1 H 0 1 N N N -21.985 -15.751 -9.765 -4.411 1.904 3.227 H1 DXV 30 DXV H2 H2 H 0 1 N N N -20.607 -15.740 -8.613 -5.664 0.659 3.494 H2 DXV 31 DXV H3 H3 H 0 1 N N N -20.404 -15.648 -11.372 -6.769 1.166 1.497 H3 DXV 32 DXV H4 H4 H 0 1 N N N -19.134 -15.133 -10.210 -5.963 2.752 1.703 H4 DXV 33 DXV H5 H5 H 0 1 N N N -22.737 -14.452 -11.922 -2.241 1.661 0.450 H5 DXV 34 DXV H6 H6 H 0 1 N N N -25.144 -10.208 -11.207 -1.515 -2.517 -2.084 H6 DXV 35 DXV H7 H7 H 0 1 N N N -25.994 -11.842 -12.816 0.221 -0.794 -2.065 H7 DXV 36 DXV H8 H8 H 0 1 N N N -26.674 -15.168 -16.006 1.312 4.504 -1.100 H8 DXV 37 DXV H9 H9 H 0 1 N N N -20.842 -13.461 -8.145 -3.019 0.315 2.353 H9 DXV 38 DXV H10 H10 H 0 1 N N N -22.552 -13.835 -8.550 -4.272 -0.929 2.621 H10 DXV 39 DXV H11 H11 H 0 1 N N N -22.362 -9.824 -8.093 -4.838 -3.823 -1.904 H11 DXV 40 DXV H12 H12 H 0 1 N N N -21.043 -11.929 -9.789 -5.056 -0.789 0.423 H12 DXV 41 DXV H13 H13 H 0 1 N N N -19.392 -12.965 -10.865 -5.541 1.355 -0.566 H13 DXV 42 DXV H14 H14 H 0 1 N N N -20.620 -13.488 -12.067 -4.142 2.136 0.243 H14 DXV 43 DXV H15 H15 H 0 1 N N N -26.077 -12.974 -14.793 -0.954 3.379 -1.315 H15 DXV 44 DXV H16 H16 H 0 1 N N N -23.691 -16.342 -11.715 1.929 -0.690 -0.080 H16 DXV 45 DXV H17 H17 H 0 1 N N N -25.093 -19.376 -14.398 5.301 1.954 0.075 H17 DXV 46 DXV H18 H18 H 0 1 N N N -22.240 -17.682 -11.244 6.386 0.571 0.508 H18 DXV 47 DXV H19 H19 H 0 1 N N N -24.779 -20.677 -12.907 3.030 -2.088 0.374 H19 DXV 48 DXV H20 H20 H 0 1 N N N -21.068 -19.401 -9.946 7.847 -1.317 1.103 H20 DXV 49 DXV H21 H21 H 0 1 N N N -23.587 -22.391 -11.613 4.505 -3.965 0.969 H21 DXV 50 DXV H22 H22 H 0 1 N N N -21.717 -21.764 -10.149 6.909 -3.580 1.326 H22 DXV 51 # 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 DXV N1 C16 SING Y N 1 DXV N1 C15 SING Y N 2 DXV N2 C16 DOUB Y N 3 DXV N2 C19 SING Y N 4 DXV C16 C14 SING Y N 5 DXV C15 C11 DOUB Y N 6 DXV C19 C18 DOUB Y N 7 DXV C11 C14 SING Y N 8 DXV C11 C9 SING N N 9 DXV C14 C17 DOUB Y N 10 DXV C18 C17 SING Y N 11 DXV C18 C20 SING N N 12 DXV C9 C12 DOUB Y N 13 DXV C9 C7 SING Y N 14 DXV C12 C10 SING Y N 15 DXV C22 C20 DOUB Y N 16 DXV C22 C24 SING Y N 17 DXV C20 C21 SING Y N 18 DXV C7 C6 DOUB Y N 19 DXV C24 C25 DOUB Y N 20 DXV C10 C8 DOUB Y N 21 DXV C21 C23 DOUB Y N 22 DXV C2 C5 SING N N 23 DXV C2 C1 SING N N 24 DXV C6 C8 SING Y N 25 DXV C6 C1 SING N N 26 DXV C25 C23 SING Y N 27 DXV C8 C13 SING N N 28 DXV C5 C4 SING N N 29 DXV C1 C3 SING N N 30 DXV O1 C13 DOUB N N 31 DXV C13 O2 SING N N 32 DXV C4 C3 SING N N 33 DXV C4 H1 SING N N 34 DXV C4 H2 SING N N 35 DXV C5 H3 SING N N 36 DXV C5 H4 SING N N 37 DXV C7 H5 SING N N 38 DXV C10 H6 SING N N 39 DXV C12 H7 SING N N 40 DXV N1 H8 SING N N 41 DXV C3 H9 SING N N 42 DXV C3 H10 SING N N 43 DXV O2 H11 SING N N 44 DXV C1 H12 SING N N 45 DXV C2 H13 SING N N 46 DXV C2 H14 SING N N 47 DXV C15 H15 SING N N 48 DXV C17 H16 SING N N 49 DXV C19 H17 SING N N 50 DXV C21 H18 SING N N 51 DXV C22 H19 SING N N 52 DXV C23 H20 SING N N 53 DXV C24 H21 SING N N 54 DXV C25 H22 SING N N 55 # 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 DXV SMILES ACDLabs 12.01 "C5CC(c4c(C(O)=O)ccc(c3c2cc(c1ccccc1)cnc2nc3)c4)CC5" DXV InChI InChI 1.03 "InChI=1S/C25H22N2O2/c28-25(29)20-11-10-18(12-21(20)17-8-4-5-9-17)23-15-27-24-22(23)13-19(14-26-24)16-6-2-1-3-7-16/h1-3,6-7,10-15,17H,4-5,8-9H2,(H,26,27)(H,28,29)" DXV InChIKey InChI 1.03 WVSBGSNVCDAMCF-UHFFFAOYSA-N DXV SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(cc1C2CCCC2)c3c[nH]c4ncc(cc34)c5ccccc5" DXV SMILES CACTVS 3.385 "OC(=O)c1ccc(cc1C2CCCC2)c3c[nH]c4ncc(cc34)c5ccccc5" DXV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2cc3c(c[nH]c3nc2)c4ccc(c(c4)C5CCCC5)C(=O)O" DXV SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2cc3c(c[nH]c3nc2)c4ccc(c(c4)C5CCCC5)C(=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 DXV "SYSTEMATIC NAME" ACDLabs 12.01 "2-cyclopentyl-4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid" DXV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-cyclopentyl-4-(5-phenyl-1~{H}-pyrrolo[2,3-b]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 DXV "Create component" 2017-11-11 RCSB DXV "Initial release" 2017-11-29 RCSB #