data_YIN # _chem_comp.id YIN _chem_comp.name "(6R,7S)-6,7-bis(4-bromophenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H16 Br2 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "chromenotriazolopyrimidine 1" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-25 _chem_comp.pdbx_modified_date 2021-03-01 _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 536.218 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YIN _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 3JZK _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 YIN C1 C1 C 0 1 Y N N 10.016 -15.834 25.904 -0.266 -2.000 0.663 C1 YIN 1 YIN N1 N1 N 0 1 N N N 11.337 -16.615 24.006 -2.353 -2.948 -0.084 N1 YIN 2 YIN O1 O1 O 0 1 N N N 6.751 -15.320 22.739 -2.734 1.431 2.045 O1 YIN 3 YIN BR1 BR1 BR 0 0 N N N 10.361 -13.819 30.039 4.339 -1.965 -0.027 BR1 YIN 4 YIN C2 C2 C 0 1 Y N N 9.498 -16.600 27.040 0.595 -2.132 1.737 C2 YIN 5 YIN N2 N2 N 0 1 N N N 13.011 -16.465 22.709 -3.672 -3.541 -1.728 N2 YIN 6 YIN BR2 BR2 BR 0 0 N N N 6.078 -10.465 27.319 3.116 3.237 -0.846 BR2 YIN 7 YIN C3 C3 C 0 1 Y N N 9.553 -16.010 28.353 1.962 -2.122 1.532 C3 YIN 8 YIN N3 N3 N 0 1 N N N 10.851 -15.314 21.949 -3.679 -1.219 -0.940 N3 YIN 9 YIN C4 C4 C 0 1 Y N N 10.126 -14.708 28.383 2.469 -1.980 0.253 C4 YIN 10 YIN N4 N4 N 0 1 N N N 12.274 -17.291 24.634 -2.170 -4.305 -0.351 N4 YIN 11 YIN C5 C5 C 0 1 Y N N 10.628 -13.928 27.324 1.607 -1.848 -0.821 C5 YIN 12 YIN C6 C6 C 0 1 Y N N 10.576 -14.514 26.036 0.241 -1.858 -0.616 C6 YIN 13 YIN C7 C7 C 0 1 N N R 7.557 -15.274 23.939 -1.726 0.458 1.764 C7 YIN 14 YIN C8 C8 C 0 1 N N N 13.346 -17.196 23.807 -2.955 -4.641 -1.323 C8 YIN 15 YIN C9 C9 C 0 1 N N N 9.014 -15.570 23.560 -2.257 -0.592 0.833 C9 YIN 16 YIN C10 C10 C 0 1 N N S 9.951 -16.406 24.543 -1.756 -2.018 0.885 C10 YIN 17 YIN C11 C11 C 0 1 N N N 11.746 -16.091 22.815 -3.293 -2.475 -0.954 C11 YIN 18 YIN C12 C12 C 0 1 N N N 9.476 -15.115 22.355 -3.200 -0.285 -0.083 C12 YIN 19 YIN C13 C13 C 0 1 Y N N 9.134 -13.614 20.319 -4.410 1.609 -1.194 C13 YIN 20 YIN C14 C14 C 0 1 Y N N 8.140 -12.955 19.488 -4.854 2.917 -1.178 C14 YIN 21 YIN C15 C15 C 0 1 Y N N 6.738 -13.105 19.722 -4.591 3.729 -0.088 C15 YIN 22 YIN C16 C16 C 0 1 Y N N 6.248 -13.925 20.809 -3.884 3.242 0.996 C16 YIN 23 YIN C17 C17 C 0 1 Y N N 7.208 -14.580 21.648 -3.434 1.934 0.994 C17 YIN 24 YIN C18 C18 C 0 1 Y N N 8.621 -14.432 21.411 -3.699 1.113 -0.110 C18 YIN 25 YIN C19 C19 C 0 1 Y N N 6.273 -14.171 25.679 -0.731 1.999 0.061 C19 YIN 26 YIN C20 C20 C 0 1 Y N N 7.335 -13.990 24.720 -0.542 1.137 1.126 C20 YIN 27 YIN C21 C21 C 0 1 Y N N 8.040 -12.724 24.530 0.733 0.899 1.605 C21 YIN 28 YIN C22 C22 C 0 1 Y N N 7.661 -11.588 25.326 1.819 1.522 1.019 C22 YIN 29 YIN C23 C23 C 0 1 Y N N 6.590 -11.794 26.273 1.630 2.384 -0.046 C23 YIN 30 YIN C24 C24 C 0 1 Y N N 5.878 -13.041 26.482 0.355 2.622 -0.525 C24 YIN 31 YIN H2 H2 H 0 1 N N N 9.083 -17.587 26.896 0.199 -2.243 2.735 H2 YIN 32 YIN H3 H3 H 0 1 N N N 9.191 -16.512 29.238 2.634 -2.225 2.372 H3 YIN 33 YIN H5 H5 H 0 1 N N N 11.030 -12.939 27.485 2.003 -1.737 -1.820 H5 YIN 34 YIN H6 H6 H 0 1 N N N 10.948 -13.983 25.172 -0.432 -1.755 -1.455 H6 YIN 35 YIN H7 H7 H 0 1 N N N 7.247 -16.056 24.648 -1.410 -0.012 2.695 H7 YIN 36 YIN H8 H8 H 0 1 N N N 14.316 -17.633 23.992 -3.037 -5.631 -1.747 H8 YIN 37 YIN H13 H13 H 0 1 N N N 10.193 -13.504 20.138 -4.615 0.976 -2.045 H13 YIN 38 YIN H14 H14 H 0 1 N N N 8.471 -12.333 18.669 -5.408 3.308 -2.019 H14 YIN 39 YIN H15 H15 H 0 1 N N N 6.034 -12.599 19.078 -4.941 4.751 -0.084 H15 YIN 40 YIN H16 H16 H 0 1 N N N 5.188 -14.040 20.983 -3.683 3.882 1.842 H16 YIN 41 YIN H19 H19 H 0 1 N N N 5.786 -15.128 25.793 -1.727 2.182 -0.315 H19 YIN 42 YIN H21 H21 H 0 1 N N N 8.834 -12.643 23.802 0.880 0.226 2.436 H21 YIN 43 YIN H22 H22 H 0 1 N N N 8.151 -10.631 25.221 2.815 1.336 1.394 H22 YIN 44 YIN H24 H24 H 0 1 N N N 5.084 -13.119 27.210 0.207 3.295 -1.356 H24 YIN 45 YIN HN2 HN2 H 0 1 N N N 13.621 -16.246 21.947 -4.330 -3.522 -2.440 HN2 YIN 46 YIN H10 H10 H 0 1 N N N 9.466 -17.391 24.611 -1.943 -2.404 1.887 H10 YIN 47 # # 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 YIN C1 C2 DOUB Y N 1 YIN C1 C6 SING Y N 2 YIN C1 C10 SING N N 3 YIN N1 N4 SING N N 4 YIN N1 C10 SING N N 5 YIN N1 C11 SING N N 6 YIN O1 C7 SING N N 7 YIN O1 C17 SING N N 8 YIN BR1 C4 SING N N 9 YIN C2 C3 SING Y N 10 YIN C2 H2 SING N N 11 YIN N2 C8 SING N N 12 YIN N2 C11 SING N N 13 YIN BR2 C23 SING N N 14 YIN C3 C4 DOUB Y N 15 YIN C3 H3 SING N N 16 YIN N3 C11 DOUB N N 17 YIN N3 C12 SING N N 18 YIN C4 C5 SING Y N 19 YIN N4 C8 DOUB N N 20 YIN C5 C6 DOUB Y N 21 YIN C5 H5 SING N N 22 YIN C6 H6 SING N N 23 YIN C7 C9 SING N N 24 YIN C7 C20 SING N N 25 YIN C7 H7 SING N N 26 YIN C8 H8 SING N N 27 YIN C9 C10 SING N N 28 YIN C9 C12 DOUB N N 29 YIN C12 C18 SING N N 30 YIN C13 C14 DOUB Y N 31 YIN C13 C18 SING Y N 32 YIN C13 H13 SING N N 33 YIN C14 C15 SING Y N 34 YIN C14 H14 SING N N 35 YIN C15 C16 DOUB Y N 36 YIN C15 H15 SING N N 37 YIN C16 C17 SING Y N 38 YIN C16 H16 SING N N 39 YIN C17 C18 DOUB Y N 40 YIN C19 C20 DOUB Y N 41 YIN C19 C24 SING Y N 42 YIN C19 H19 SING N N 43 YIN C20 C21 SING Y N 44 YIN C21 C22 DOUB Y N 45 YIN C21 H21 SING N N 46 YIN C22 C23 SING Y N 47 YIN C22 H22 SING N N 48 YIN C23 C24 DOUB Y N 49 YIN C24 H24 SING N N 50 YIN N2 HN2 SING N N 51 YIN C10 H10 SING N N 52 # # 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 YIN SMILES ACDLabs 11.02 "Brc1ccc(cc1)C2N6N=CNC6=NC4=C2C(Oc3ccccc34)c5ccc(Br)cc5" YIN SMILES_CANONICAL CACTVS 3.352 "Brc1ccc(cc1)[C@H]2Oc3ccccc3C4=C2[C@@H](N5N=CNC5=N4)c6ccc(Br)cc6" YIN SMILES CACTVS 3.352 "Brc1ccc(cc1)[CH]2Oc3ccccc3C4=C2[CH](N5N=CNC5=N4)c6ccc(Br)cc6" YIN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)C3=C([C@@H](N4C(=N3)NC=N4)c5ccc(cc5)Br)[C@H](O2)c6ccc(cc6)Br" YIN SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)C3=C(C(N4C(=N3)NC=N4)c5ccc(cc5)Br)C(O2)c6ccc(cc6)Br" YIN InChI InChI 1.03 "InChI=1S/C24H16Br2N4O/c25-16-9-5-14(6-10-16)22-20-21(29-24-27-13-28-30(22)24)18-3-1-2-4-19(18)31-23(20)15-7-11-17(26)12-8-15/h1-13,22-23H,(H,27,28,29)/t22-,23+/m0/s1" YIN InChIKey InChI 1.03 HNNGTASVWGJHBY-XZOQPEGZSA-N # _pdbx_chem_comp_identifier.comp_id YIN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 11.02 _pdbx_chem_comp_identifier.identifier "(6R,7S)-6,7-bis(4-bromophenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YIN "Create component" 2009-09-25 RCSB YIN "Modify aromatic_flag" 2011-06-04 RCSB YIN "Modify descriptor" 2011-06-04 RCSB YIN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id YIN _pdbx_chem_comp_synonyms.name "chromenotriazolopyrimidine 1" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##