data_6JF # _chem_comp.id 6JF _chem_comp.name "4-{6-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1S)-1-(pyridin-2-yl)ethyl]-1H-pyrrolo[3,2-b]pyridin-3-yl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-14 _chem_comp.pdbx_modified_date 2018-07-27 _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 438.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6JF _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 5JBZ _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 6JF C26 C1 C 0 1 Y N N -9.021 -11.963 4.926 4.964 1.519 -1.104 C26 6JF 1 6JF C11 C2 C 0 1 Y N N -14.897 -12.990 1.394 -0.372 -4.452 0.676 C11 6JF 2 6JF C14 C3 C 0 1 N N S -13.665 -15.201 1.402 1.129 -2.561 1.318 C14 6JF 3 6JF C20 C4 C 0 1 Y N N -11.441 -13.722 5.824 1.536 2.348 -0.417 C20 6JF 4 6JF C16 C5 C 0 1 Y N N -14.868 -15.508 3.591 -0.939 -1.233 0.825 C16 6JF 5 6JF C22 C6 C 0 1 N N N -9.527 -10.982 5.904 4.823 0.405 -2.109 C22 6JF 6 6JF O1 O1 O 0 1 N N N -18.799 -15.729 9.913 -7.443 1.360 -1.118 O1 6JF 7 6JF O2 O2 O 0 1 N N N -19.552 -17.402 8.614 -6.853 3.142 0.068 O2 6JF 8 6JF N4 N1 N 0 1 Y N N -13.268 -13.482 -0.306 1.540 -4.004 -0.611 N4 6JF 9 6JF C5 C7 C 0 1 Y N N -13.554 -12.281 -0.859 1.262 -5.003 -1.427 C5 6JF 10 6JF C7 C8 C 0 1 Y N N -14.491 -11.398 -0.357 0.138 -5.782 -1.233 C7 6JF 11 6JF C9 C9 C 0 1 Y N N -15.170 -11.765 0.794 -0.700 -5.506 -0.163 C9 6JF 12 6JF C13 C10 C 0 1 Y N N -13.938 -13.826 0.818 0.766 -3.713 0.416 C13 6JF 13 6JF N18 N2 N 0 1 Y N N -13.772 -15.128 2.861 0.415 -1.358 0.884 N18 6JF 14 6JF N19 N3 N 0 1 Y N N -12.666 -14.224 6.090 0.292 1.943 -0.292 N19 6JF 15 6JF O27 O3 O 0 1 Y N N -7.753 -11.770 4.469 6.056 2.260 -0.873 O27 6JF 16 6JF N28 N4 N 0 1 Y N N -7.430 -12.773 3.568 5.868 3.080 -0.005 N28 6JF 17 6JF C29 C11 C 0 1 N N N -8.479 -14.739 2.586 4.067 3.882 1.552 C29 6JF 18 6JF C33 C12 C 0 1 Y N N -8.505 -13.558 3.489 4.658 3.019 0.467 C33 6JF 19 6JF C34 C13 C 0 1 Y N N -9.545 -13.085 4.330 4.002 1.979 -0.250 C34 6JF 20 6JF C35 C14 C 0 1 Y N N -10.864 -13.615 4.560 2.603 1.504 -0.102 C35 6JF 21 6JF C36 C15 C 0 1 Y N N -11.585 -14.065 3.465 2.344 0.213 0.354 C36 6JF 22 6JF C38 C16 C 0 1 Y N N -12.844 -14.591 3.713 1.018 -0.187 0.476 C38 6JF 23 6JF C39 C17 C 0 1 Y N N -13.361 -14.664 5.010 -0.002 0.723 0.143 C39 6JF 24 6JF C40 C18 C 0 1 Y N N -14.650 -15.261 4.937 -1.268 0.009 0.382 C40 6JF 25 6JF C41 C19 C 0 1 Y N N -16.751 -15.101 8.078 -4.828 0.295 -0.742 C41 6JF 26 6JF C43 C20 C 0 1 Y N N -15.754 -14.825 7.133 -3.568 -0.195 -0.553 C43 6JF 27 6JF C45 C21 C 0 1 Y N N -15.661 -15.566 5.947 -2.633 0.541 0.179 C45 6JF 28 6JF C46 C22 C 0 1 Y N N -16.593 -16.586 5.739 -2.988 1.779 0.720 C46 6JF 29 6JF C48 C23 C 0 1 Y N N -17.582 -16.862 6.680 -4.248 2.271 0.534 C48 6JF 30 6JF C50 C24 C 0 1 Y N N -17.677 -16.132 7.868 -5.182 1.537 -0.205 C50 6JF 31 6JF C51 C25 C 0 1 N N N -18.758 -16.444 8.871 -6.543 2.067 -0.407 C51 6JF 32 6JF C52 C26 C 0 1 N N N -14.671 -16.189 0.806 0.734 -2.897 2.758 C52 6JF 33 6JF H11 H1 H 0 1 N N N -15.418 -13.290 2.291 -1.002 -4.208 1.519 H11 6JF 34 6JF H14 H2 H 0 1 N N N -12.649 -15.515 1.120 2.204 -2.385 1.268 H14 6JF 35 6JF H20 H3 H 0 1 N N N -10.858 -13.373 6.664 1.736 3.347 -0.775 H20 6JF 36 6JF H16 H4 H 0 1 N N N -15.769 -15.937 3.178 -1.646 -2.005 1.090 H16 6JF 37 6JF H223 H5 H 0 0 N N N -8.751 -10.228 6.103 5.764 0.277 -2.644 H223 6JF 38 6JF H221 H6 H 0 0 N N N -10.423 -10.489 5.498 4.569 -0.521 -1.593 H221 6JF 39 6JF H222 H7 H 0 0 N N N -9.785 -11.498 6.841 4.033 0.654 -2.818 H222 6JF 40 6JF H1 H8 H 0 1 N N N -19.512 -16.020 10.469 -8.322 1.748 -1.224 H1 6JF 41 6JF H5 H9 H 0 1 N N N -13.015 -11.994 -1.750 1.919 -5.212 -2.258 H5 6JF 42 6JF H7 H10 H 0 1 N N N -14.687 -10.455 -0.845 -0.084 -6.599 -1.904 H7 6JF 43 6JF H9 H11 H 0 1 N N N -15.908 -11.103 1.223 -1.586 -6.098 0.014 H9 6JF 44 6JF H292 H12 H 0 0 N N N -7.504 -14.793 2.080 3.614 4.767 1.105 H292 6JF 45 6JF H291 H13 H 0 0 N N N -8.637 -15.654 3.175 3.305 3.317 2.090 H291 6JF 46 6JF H293 H14 H 0 0 N N N -9.277 -14.644 1.835 4.852 4.185 2.244 H293 6JF 47 6JF H36 H15 H 0 1 N N N -11.184 -14.009 2.464 3.151 -0.461 0.601 H36 6JF 48 6JF H41 H16 H 0 1 N N N -16.807 -14.511 8.981 -5.551 -0.275 -1.308 H41 6JF 49 6JF H43 H17 H 0 1 N N N -15.047 -14.030 7.321 -3.293 -1.153 -0.971 H43 6JF 50 6JF H46 H18 H 0 1 N N N -16.546 -17.171 4.832 -2.265 2.347 1.287 H46 6JF 51 6JF H48 H19 H 0 1 N N N -18.289 -17.655 6.488 -4.522 3.227 0.953 H48 6JF 52 6JF H523 H20 H 0 0 N N N -14.488 -17.192 1.218 0.996 -2.064 3.410 H523 6JF 53 6JF H521 H21 H 0 0 N N N -15.693 -15.869 1.059 -0.340 -3.073 2.808 H521 6JF 54 6JF H522 H22 H 0 0 N N N -14.555 -16.215 -0.288 1.265 -3.792 3.081 H522 6JF 55 # 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 6JF C5 C7 DOUB Y N 1 6JF C5 N4 SING Y N 2 6JF C7 C9 SING Y N 3 6JF N4 C13 DOUB Y N 4 6JF C9 C11 DOUB Y N 5 6JF C52 C14 SING N N 6 6JF C13 C11 SING Y N 7 6JF C13 C14 SING N N 8 6JF C14 N18 SING N N 9 6JF C29 C33 SING N N 10 6JF N18 C16 SING Y N 11 6JF N18 C38 SING Y N 12 6JF C36 C38 DOUB Y N 13 6JF C36 C35 SING Y N 14 6JF C33 N28 DOUB Y N 15 6JF C33 C34 SING Y N 16 6JF N28 O27 SING Y N 17 6JF C16 C40 DOUB Y N 18 6JF C38 C39 SING Y N 19 6JF C34 C35 SING N N 20 6JF C34 C26 DOUB Y N 21 6JF O27 C26 SING Y N 22 6JF C35 C20 DOUB Y N 23 6JF C26 C22 SING N N 24 6JF C40 C39 SING Y N 25 6JF C40 C45 SING N N 26 6JF C39 N19 DOUB Y N 27 6JF C46 C45 DOUB Y N 28 6JF C46 C48 SING Y N 29 6JF C20 N19 SING Y N 30 6JF C45 C43 SING Y N 31 6JF C48 C50 DOUB Y N 32 6JF C43 C41 DOUB Y N 33 6JF C50 C41 SING Y N 34 6JF C50 C51 SING N N 35 6JF O2 C51 DOUB N N 36 6JF C51 O1 SING N N 37 6JF C11 H11 SING N N 38 6JF C14 H14 SING N N 39 6JF C20 H20 SING N N 40 6JF C16 H16 SING N N 41 6JF C22 H223 SING N N 42 6JF C22 H221 SING N N 43 6JF C22 H222 SING N N 44 6JF O1 H1 SING N N 45 6JF C5 H5 SING N N 46 6JF C7 H7 SING N N 47 6JF C9 H9 SING N N 48 6JF C29 H292 SING N N 49 6JF C29 H291 SING N N 50 6JF C29 H293 SING N N 51 6JF C36 H36 SING N N 52 6JF C41 H41 SING N N 53 6JF C43 H43 SING N N 54 6JF C46 H46 SING N N 55 6JF C48 H48 SING N N 56 6JF C52 H523 SING N N 57 6JF C52 H521 SING N N 58 6JF C52 H522 SING N N 59 # 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 6JF SMILES ACDLabs 12.01 "c1(C)onc(C)c1c5cnc3c(n(C(c2ccccn2)C)cc3c4ccc(cc4)C(O)=O)c5" 6JF InChI InChI 1.03 "InChI=1S/C26H22N4O3/c1-15-24(17(3)33-29-15)20-12-23-25(28-13-20)21(18-7-9-19(10-8-18)26(31)32)14-30(23)16(2)22-6-4-5-11-27-22/h4-14,16H,1-3H3,(H,31,32)/t16-/m0/s1" 6JF InChIKey InChI 1.03 AMSUHYUVOVCWTP-INIZCTEOSA-N 6JF SMILES_CANONICAL CACTVS 3.385 "C[C@H](n1cc(c2ccc(cc2)C(O)=O)c3ncc(cc13)c4c(C)onc4C)c5ccccn5" 6JF SMILES CACTVS 3.385 "C[CH](n1cc(c2ccc(cc2)C(O)=O)c3ncc(cc13)c4c(C)onc4C)c5ccccn5" 6JF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(c(on1)C)c2cc3c(c(cn3[C@@H](C)c4ccccn4)c5ccc(cc5)C(=O)O)nc2" 6JF SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c(c(on1)C)c2cc3c(c(cn3C(C)c4ccccn4)c5ccc(cc5)C(=O)O)nc2" # 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 6JF "SYSTEMATIC NAME" ACDLabs 12.01 "4-{6-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1S)-1-(pyridin-2-yl)ethyl]-1H-pyrrolo[3,2-b]pyridin-3-yl}benzoic acid" 6JF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[6-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1~{S})-1-pyridin-2-ylethyl]pyrrolo[3,2-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 6JF "Create component" 2016-04-14 RCSB 6JF "Initial release" 2018-08-01 RCSB #