data_2GN # _chem_comp.id 2GN _chem_comp.name "N-(6-(4-(2h-tetrazol-5-yl)benzyl)-3-cyano-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-2,4-dichloro-5-(morpholinosulfonyl)benzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H24 Cl2 N8 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-05 _chem_comp.pdbx_modified_date 2014-09-05 _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 659.567 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2GN _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 3ZM6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 2GN O25 O25 O 0 1 N N N 28.835 40.295 4.035 -5.548 -1.894 0.419 O25 2GN 1 2GN S21 S21 S 0 1 N N N 27.967 40.677 2.961 -6.197 -0.696 0.015 S21 2GN 2 2GN O24 O24 O 0 1 N N N 28.341 41.914 2.358 -7.240 -0.665 -0.949 O24 2GN 3 2GN N23 N23 N 0 1 N N N 26.406 40.859 3.605 -6.810 -0.009 1.391 N23 2GN 4 2GN C28 C28 C 0 1 N N N 26.032 42.232 3.930 -7.945 0.926 1.329 C28 2GN 5 2GN C30 C30 C 0 1 N N N 24.521 42.124 3.900 -9.004 0.468 2.339 C30 2GN 6 2GN O31 O31 O 0 1 N N N 24.083 41.180 4.880 -8.391 0.298 3.619 O31 2GN 7 2GN C29 C29 C 0 1 N N N 24.545 39.857 4.584 -7.379 -0.712 3.653 C29 2GN 8 2GN C27 C27 C 0 1 N N N 26.076 39.872 4.600 -6.241 -0.319 2.711 C27 2GN 9 2GN C18 C18 C 0 1 Y N N 27.887 39.445 1.899 -4.933 0.376 -0.585 C18 2GN 10 2GN C16 C16 C 0 1 Y N N 28.778 38.401 2.073 -3.623 -0.054 -0.612 C16 2GN 11 2GN C22 C22 C 0 1 Y N N 26.933 39.377 0.874 -5.259 1.645 -1.034 C22 2GN 12 2GN CL2 CL2 CL 0 0 N N N 25.736 40.634 0.532 -6.912 2.174 -1.002 CL2 2GN 13 2GN C19 C19 C 0 1 Y N N 26.902 38.296 0.012 -4.273 2.494 -1.507 C19 2GN 14 2GN C17 C17 C 0 1 Y N N 27.813 37.276 0.149 -2.956 2.079 -1.534 C17 2GN 15 2GN CL1 CL1 CL 0 0 N N N 27.689 35.924 -0.997 -1.720 3.143 -2.127 CL1 2GN 16 2GN C14 C14 C 0 1 Y N N 28.742 37.314 1.193 -2.622 0.796 -1.088 C14 2GN 17 2GN C13 C13 C 0 1 N N N 29.778 36.275 1.366 -1.217 0.343 -1.119 C13 2GN 18 2GN O15 O15 O 0 1 N N N 30.009 35.805 2.466 -0.348 1.085 -1.534 O15 2GN 19 2GN N10 N10 N 0 1 N N N 30.581 35.988 0.188 -0.899 -0.893 -0.687 N10 2GN 20 2GN C5 C5 C 0 1 Y N N 31.564 35.064 0.290 0.421 -1.319 -0.716 C5 2GN 21 2GN C2 C2 C 0 1 Y N N 32.407 34.670 -0.747 0.850 -2.550 -0.303 C2 2GN 22 2GN C6 C6 C 0 1 N N N 32.305 35.228 -2.037 -0.028 -3.556 0.215 C6 2GN 23 2GN N11 N11 N 0 1 N N N 32.239 35.732 -3.089 -0.724 -4.354 0.625 N11 2GN 24 2GN S7 S7 S 0 1 Y N N 32.000 34.225 1.713 1.728 -0.382 -1.279 S7 2GN 25 2GN C3 C3 C 0 1 Y N N 33.269 33.289 0.914 2.889 -1.656 -0.951 C3 2GN 26 2GN C8 C8 C 0 1 N N N 34.046 32.321 1.715 4.382 -1.574 -1.203 C8 2GN 27 2GN N12 N12 N 0 1 N N N 34.907 31.569 0.820 5.044 -2.649 -0.449 N12 2GN 28 2GN C9 C9 C 0 1 N N N 34.985 31.728 -0.637 4.414 -3.949 -0.723 C9 2GN 29 2GN C4 C4 C 0 1 N N N 34.445 32.996 -1.297 3.036 -3.997 -0.055 C4 2GN 30 2GN C1 C1 C 0 1 Y N N 33.422 33.636 -0.406 2.280 -2.735 -0.441 C1 2GN 31 2GN C32 C32 C 0 1 N N N 35.740 30.578 1.471 6.483 -2.688 -0.742 C32 2GN 32 2GN C33 C33 C 0 1 Y N N 36.252 29.482 0.546 7.135 -1.433 -0.224 C33 2GN 33 2GN C38 C38 C 0 1 Y N N 35.463 28.921 -0.463 7.633 -1.397 1.065 C38 2GN 34 2GN C37 C37 C 0 1 Y N N 35.980 27.923 -1.287 8.232 -0.249 1.545 C37 2GN 35 2GN C36 C36 C 0 1 Y N N 37.297 27.490 -1.077 8.334 0.874 0.727 C36 2GN 36 2GN C35 C35 C 0 1 Y N N 38.088 28.047 -0.064 7.831 0.832 -0.572 C35 2GN 37 2GN C34 C34 C 0 1 Y N N 37.565 29.046 0.745 7.239 -0.322 -1.043 C34 2GN 38 2GN C06 C06 C 0 1 Y N N 37.910 26.431 -1.935 8.976 2.111 1.237 C06 2GN 39 2GN N01 N01 N 0 1 Y N N 37.756 26.341 -3.282 9.142 3.242 0.579 N01 2GN 40 2GN N02 N02 N 0 1 Y N N 38.736 25.445 -1.506 9.496 2.298 2.459 N02 2GN 41 2GN N05 N05 N 0 1 Y N N 39.122 24.674 -2.613 9.953 3.504 2.500 N05 2GN 42 2GN N04 N04 N 0 1 Y N N 38.497 25.237 -3.738 9.738 4.071 1.364 N04 2GN 43 2GN H281 H281 H 0 0 N N N 26.398 42.528 4.924 -7.607 1.931 1.582 H281 2GN 44 2GN H282 H282 H 0 0 N N N 26.403 42.943 3.177 -8.369 0.923 0.325 H282 2GN 45 2GN H271 H271 H 0 0 N N N 26.483 38.887 4.328 -5.537 -1.147 2.622 H271 2GN 46 2GN H272 H272 H 0 0 N N N 26.457 40.166 5.589 -5.728 0.558 3.106 H272 2GN 47 2GN H301 H301 H 0 0 N N N 24.080 43.108 4.118 -9.789 1.221 2.409 H301 2GN 48 2GN H302 H302 H 0 0 N N N 24.199 41.791 2.902 -9.434 -0.478 2.012 H302 2GN 49 2GN H291 H291 H 0 0 N N N 24.171 39.153 5.342 -6.996 -0.809 4.669 H291 2GN 50 2GN H292 H292 H 0 0 N N N 24.186 39.550 3.591 -7.803 -1.663 3.331 H292 2GN 51 2GN H16 H16 H 0 1 N N N 29.495 38.425 2.881 -3.371 -1.045 -0.265 H16 2GN 52 2GN H19 H19 H 0 1 N N N 26.160 38.253 -0.771 -4.533 3.482 -1.855 H19 2GN 53 2GN H10 H10 H 0 1 N N N 30.411 36.462 -0.676 -1.592 -1.485 -0.356 H10 2GN 54 2GN H81 H81 H 0 1 N N N 34.658 32.858 2.455 4.580 -1.698 -2.268 H81 2GN 55 2GN H82 H82 H 0 1 N N N 33.361 31.635 2.235 4.757 -0.607 -0.868 H82 2GN 56 2GN H91 H91 H 0 1 N N N 36.049 31.657 -0.908 4.301 -4.078 -1.799 H91 2GN 57 2GN H92 H92 H 0 1 N N N 34.437 30.882 -1.079 5.040 -4.747 -0.324 H92 2GN 58 2GN H321 H321 H 0 0 N N N 36.608 31.092 1.909 6.928 -3.557 -0.257 H321 2GN 59 2GN H322 H322 H 0 0 N N N 35.151 30.106 2.271 6.632 -2.758 -1.820 H322 2GN 60 2GN H41 H41 H 0 1 N N N 35.273 33.700 -1.467 2.489 -4.872 -0.403 H41 2GN 61 2GN H42 H42 H 0 1 N N N 33.980 32.737 -2.260 3.154 -4.041 1.028 H42 2GN 62 2GN H38 H38 H 0 1 N N N 34.448 29.263 -0.604 7.554 -2.268 1.699 H38 2GN 63 2GN H34 H34 H 0 1 N N N 38.170 29.485 1.525 6.853 -0.358 -2.051 H34 2GN 64 2GN H37 H37 H 0 1 N N N 35.378 27.491 -2.073 8.620 -0.221 2.552 H37 2GN 65 2GN H35 H35 H 0 1 N N N 39.100 27.701 0.087 7.908 1.700 -1.210 H35 2GN 66 2GN H04 H04 H 0 1 N N N 38.566 24.914 -4.682 9.984 4.982 1.137 H04 2GN 67 # 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 2GN O25 S21 DOUB N N 1 2GN S21 O24 DOUB N N 2 2GN S21 N23 SING N N 3 2GN S21 C18 SING N N 4 2GN N23 C28 SING N N 5 2GN N23 C27 SING N N 6 2GN C28 C30 SING N N 7 2GN C30 O31 SING N N 8 2GN O31 C29 SING N N 9 2GN C29 C27 SING N N 10 2GN C18 C16 SING Y N 11 2GN C18 C22 DOUB Y N 12 2GN C16 C14 DOUB Y N 13 2GN C22 CL2 SING N N 14 2GN C22 C19 SING Y N 15 2GN C19 C17 DOUB Y N 16 2GN C17 CL1 SING N N 17 2GN C17 C14 SING Y N 18 2GN C14 C13 SING N N 19 2GN C13 O15 DOUB N N 20 2GN C13 N10 SING N N 21 2GN N10 C5 SING N N 22 2GN C5 C2 DOUB Y N 23 2GN C5 S7 SING Y N 24 2GN C2 C6 SING N N 25 2GN C2 C1 SING Y N 26 2GN C6 N11 TRIP N N 27 2GN S7 C3 SING Y N 28 2GN C3 C8 SING N N 29 2GN C3 C1 DOUB Y N 30 2GN C8 N12 SING N N 31 2GN N12 C9 SING N N 32 2GN N12 C32 SING N N 33 2GN C9 C4 SING N N 34 2GN C4 C1 SING N N 35 2GN C32 C33 SING N N 36 2GN C33 C38 SING Y N 37 2GN C33 C34 DOUB Y N 38 2GN C38 C37 DOUB Y N 39 2GN C37 C36 SING Y N 40 2GN C36 C35 DOUB Y N 41 2GN C36 C06 SING N N 42 2GN C35 C34 SING Y N 43 2GN C06 N01 DOUB Y N 44 2GN C06 N02 SING Y N 45 2GN N01 N04 SING Y N 46 2GN N02 N05 DOUB Y N 47 2GN N05 N04 SING Y N 48 2GN C28 H281 SING N N 49 2GN C28 H282 SING N N 50 2GN C27 H271 SING N N 51 2GN C27 H272 SING N N 52 2GN C30 H301 SING N N 53 2GN C30 H302 SING N N 54 2GN C29 H291 SING N N 55 2GN C29 H292 SING N N 56 2GN C16 H16 SING N N 57 2GN C19 H19 SING N N 58 2GN N10 H10 SING N N 59 2GN C8 H81 SING N N 60 2GN C8 H82 SING N N 61 2GN C9 H91 SING N N 62 2GN C9 H92 SING N N 63 2GN C32 H321 SING N N 64 2GN C32 H322 SING N N 65 2GN C4 H41 SING N N 66 2GN C4 H42 SING N N 67 2GN C38 H38 SING N N 68 2GN C34 H34 SING N N 69 2GN C37 H37 SING N N 70 2GN C35 H35 SING N N 71 2GN N04 H04 SING N N 72 # 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 2GN SMILES ACDLabs 12.01 "O=S(=O)(N1CCOCC1)c2cc(c(Cl)cc2Cl)C(=O)Nc3sc4c(c3C#N)CCN(C4)Cc6ccc(c5nnnn5)cc6" 2GN InChI InChI 1.03 "InChI=1S/C27H24Cl2N8O4S2/c28-21-12-22(29)24(43(39,40)37-7-9-41-10-8-37)11-19(21)26(38)31-27-20(13-30)18-5-6-36(15-23(18)42-27)14-16-1-3-17(4-2-16)25-32-34-35-33-25/h1-4,11-12H,5-10,14-15H2,(H,31,38)(H,32,33,34,35)" 2GN InChIKey InChI 1.03 KXJHJZRFLLSTJD-UHFFFAOYSA-N 2GN SMILES_CANONICAL CACTVS 3.385 "Clc1cc(Cl)c(cc1C(=O)Nc2sc3CN(CCc3c2C#N)Cc4ccc(cc4)c5n[nH]nn5)[S](=O)(=O)N6CCOCC6" 2GN SMILES CACTVS 3.385 "Clc1cc(Cl)c(cc1C(=O)Nc2sc3CN(CCc3c2C#N)Cc4ccc(cc4)c5n[nH]nn5)[S](=O)(=O)N6CCOCC6" 2GN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCc3c(sc(c3C#N)NC(=O)c4cc(c(cc4Cl)Cl)S(=O)(=O)N5CCOCC5)C2)c6n[nH]nn6" 2GN SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CN2CCc3c(sc(c3C#N)NC(=O)c4cc(c(cc4Cl)Cl)S(=O)(=O)N5CCOCC5)C2)c6n[nH]nn6" # 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 2GN "SYSTEMATIC NAME" ACDLabs 12.01 "2,4-dichloro-N-{3-cyano-6-[4-(2H-tetrazol-5-yl)benzyl]-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl}-5-(morpholin-4-ylsulfonyl)benzamide" 2GN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2,4-bis(chloranyl)-N-[3-cyano-6-[[4-(2H-1,2,3,4-tetrazol-5-yl)phenyl]methyl]-5,7-dihydro-4H-thieno[2,3-c]pyridin-2-yl]-5-morpholin-4-ylsulfonyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2GN "Create component" 2013-02-05 EBI 2GN "Initial release" 2013-07-03 RCSB 2GN "Modify descriptor" 2014-09-05 RCSB #