data_IH1 # _chem_comp.id IH1 _chem_comp.name "2-[2-(4-BROMO-BENZENESULFONYL)-ETHYL]-1-3-DIOXO-2,3,5,8-TETRAHYDRO-1H-[1,2,4]TRIAZOLO[1,2-A]PYRIDAZINE-5-CARBOXYLIC ACID(4-CARBAMIMIDOYL-CYCLOHEXYLMETHYL)-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 Br N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 581.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IH1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1C4U _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 IH1 C27 C27 C 0 1 Y N N 21.914 -15.087 25.581 -2.326 0.159 -6.209 C27 IH1 1 IH1 C28 C28 C 0 1 Y N N 21.048 -14.319 26.212 -1.224 0.979 -6.370 C28 IH1 2 IH1 C29 C29 C 0 1 Y N N 19.891 -14.951 26.514 0.006 0.586 -5.879 C29 IH1 3 IH1 C24 C24 C 0 1 Y N N 19.646 -16.265 26.141 0.135 -0.625 -5.226 C24 IH1 4 IH1 C25 C25 C 0 1 Y N N 20.503 -16.976 25.441 -0.965 -1.447 -5.070 C25 IH1 5 IH1 C26 C26 C 0 1 Y N N 21.675 -16.391 25.133 -2.197 -1.052 -5.556 C26 IH1 6 IH1 BR BR BR 0 0 N N N 23.442 -14.321 25.125 -4.010 0.696 -6.882 BR IH1 7 IH1 S S S 0 1 N N N 18.160 -17.102 26.432 1.704 -1.125 -4.600 S IH1 8 IH1 O1 O1 O 0 1 N N N 17.228 -16.025 26.736 2.615 -0.434 -5.443 O1 IH1 9 IH1 O2 O2 O 0 1 N N N 18.444 -17.982 27.584 1.605 -2.543 -4.597 O2 IH1 10 IH1 C23 C23 C 0 1 N N N 17.648 -17.986 25.022 1.710 -0.453 -2.915 C23 IH1 11 IH1 C22 C22 C 0 1 N N N 17.059 -17.123 23.810 3.029 -0.810 -2.228 C22 IH1 12 IH1 C13 C13 C 0 1 N N S 18.477 -13.014 21.747 2.453 -0.276 2.705 C13 IH1 13 IH1 C14 C14 C 0 1 N N N 19.729 -12.877 21.112 3.495 0.491 3.486 C14 IH1 14 IH1 C15 C15 C 0 1 N N N 20.689 -13.744 20.815 4.025 1.598 3.041 C15 IH1 15 IH1 C16 C16 C 0 1 N N N 20.455 -15.158 21.298 3.640 2.201 1.709 C16 IH1 16 IH1 C19 C19 C 0 1 Y N N 19.029 -16.453 22.689 3.484 0.958 -0.517 C19 IH1 17 IH1 C21 C21 C 0 1 Y N N 17.570 -14.864 23.045 2.589 -0.912 0.233 C21 IH1 18 IH1 N17 N17 N 0 1 Y N N 19.290 -15.297 21.961 3.329 1.096 0.798 N17 IH1 19 IH1 N18 N18 N 0 1 Y N N 18.534 -14.287 22.435 2.753 -0.105 1.280 N18 IH1 20 IH1 O21 O21 O 0 1 N N N 16.586 -14.392 23.375 2.120 -2.032 0.262 O21 IH1 21 IH1 O19 O19 O 0 1 N N N 19.775 -17.408 22.583 3.950 1.790 -1.271 O19 IH1 22 IH1 N20 N20 N 0 1 Y N N 17.895 -16.205 23.218 3.034 -0.267 -0.867 N20 IH1 23 IH1 C12 C12 C 0 1 N N N 17.188 -12.681 20.705 1.081 0.268 3.008 C12 IH1 24 IH1 O12 O12 O 0 1 N N N 17.375 -12.198 19.528 0.406 0.740 2.118 O12 IH1 25 IH1 C1 C1 C 0 1 N N N 14.876 -12.188 20.448 -0.727 0.763 4.563 C1 IH1 26 IH1 C2 C2 C 0 1 N N N 13.635 -12.018 21.112 -1.022 0.601 6.056 C2 IH1 27 IH1 C3 C3 C 0 1 N N N 13.126 -10.671 21.583 -2.414 1.155 6.364 C3 IH1 28 IH1 C4 C4 C 0 1 N N N 11.944 -10.779 22.369 -2.709 0.994 7.857 C4 IH1 29 IH1 C5 C5 C 0 1 N N N 12.241 -11.602 23.721 -2.656 -0.488 8.229 C5 IH1 30 IH1 C6 C6 C 0 1 N N N 12.593 -12.982 23.089 -1.263 -1.042 7.921 C6 IH1 31 IH1 N9 N9 N 0 1 N N N 15.823 -12.469 20.990 0.605 0.232 4.268 N9 IH1 32 IH1 C7 C7 C 0 1 N N N 13.551 -13.173 22.148 -0.969 -0.881 6.429 C7 IH1 33 IH1 C8 C8 C 0 1 N N N 10.975 -11.810 24.271 -2.946 -0.647 9.700 C8 IH1 34 IH1 N11 N11 N 0 1 N N N 10.373 -12.934 24.210 -3.549 -1.788 10.159 N11 IH1 35 IH1 N10 N10 N 0 1 N N N 10.499 -10.827 24.997 -2.625 0.292 10.527 N10 IH1 36 IH1 HC28 HC28 H 0 0 N N N 21.266 -13.266 26.459 -1.325 1.926 -6.880 HC28 IH1 37 IH1 HC29 HC29 H 0 0 N N N 19.131 -14.382 27.076 0.867 1.226 -6.004 HC29 IH1 38 IH1 HC25 HC25 H 0 0 N N N 20.253 -18.004 25.130 -0.864 -2.394 -4.560 HC25 IH1 39 IH1 HC26 HC26 H 0 0 N N N 22.410 -16.957 24.537 -3.058 -1.692 -5.429 HC26 IH1 40 IH1 H231 1H23 H 0 0 N N N 18.485 -18.623 24.655 0.880 -0.879 -2.351 H231 IH1 41 IH1 H232 2H23 H 0 0 N N N 16.910 -18.768 25.317 1.603 0.630 -2.956 H232 IH1 42 IH1 H221 1H22 H 0 0 N N N 16.655 -17.810 23.030 3.859 -0.384 -2.792 H221 IH1 43 IH1 H222 2H22 H 0 0 N N N 16.125 -16.611 24.141 3.136 -1.894 -2.187 H222 IH1 44 IH1 HC13 HC13 H 0 0 N N N 18.260 -12.244 22.524 2.497 -1.333 2.968 HC13 IH1 45 IH1 HC14 HC14 H 0 0 N N N 20.022 -11.869 20.772 3.813 0.110 4.445 HC14 IH1 46 IH1 HC15 HC15 H 0 0 N N N 21.551 -13.349 20.251 4.765 2.101 3.646 HC15 IH1 47 IH1 H161 1H16 H 0 0 N N N 20.524 -15.884 20.455 2.764 2.838 1.831 H161 IH1 48 IH1 H162 2H16 H 0 0 N N N 21.311 -15.515 21.915 4.470 2.785 1.313 H162 IH1 49 IH1 HC11 1HC1 H 0 0 N N N 14.721 -12.934 19.634 -1.472 0.216 3.985 HC11 IH1 50 IH1 HC12 2HC1 H 0 0 N N N 15.081 -11.252 19.876 -0.765 1.819 4.298 HC12 IH1 51 IH1 HC2 HC2 H 0 1 N N N 12.866 -12.058 20.305 -0.277 1.148 6.635 HC2 IH1 52 IH1 HC31 1HC3 H 0 0 N N N 13.920 -10.110 22.128 -3.159 0.609 5.786 HC31 IH1 53 IH1 HC32 2HC3 H 0 0 N N N 12.974 -9.976 20.723 -2.452 2.212 6.099 HC32 IH1 54 IH1 HC41 1HC4 H 0 0 N N N 11.494 -9.781 22.581 -3.701 1.388 8.076 HC41 IH1 55 IH1 HC42 2HC4 H 0 0 N N N 11.100 -11.221 21.790 -1.964 1.540 8.435 HC42 IH1 56 IH1 HC5 HC5 H 0 1 N N N 12.970 -11.160 24.438 -3.400 -1.035 7.651 HC5 IH1 57 IH1 HC61 1HC6 H 0 0 N N N 12.822 -13.675 23.931 -0.519 -0.496 8.500 HC61 IH1 58 IH1 HC62 2HC6 H 0 0 N N N 11.645 -13.401 22.677 -1.226 -2.099 8.187 HC62 IH1 59 IH1 HN9 HN9 H 0 1 N N N 15.364 -12.544 21.897 1.146 -0.144 4.980 HN9 IH1 60 IH1 HC71 1HC7 H 0 0 N N N 13.413 -14.154 21.636 -1.713 -1.428 5.850 HC71 IH1 61 IH1 HC72 2HC7 H 0 0 N N N 14.543 -13.350 22.624 0.022 -1.276 6.209 HC72 IH1 62 IH1 H111 1H11 H 0 0 N N N 9.447 -13.086 24.611 -3.736 -1.891 11.106 H111 IH1 63 IH1 H112 2H11 H 0 0 N N N 10.997 -13.638 24.602 -3.793 -2.492 9.538 H112 IH1 64 IH1 HN10 HN10 H 0 0 N N N 10.976 -10.124 24.432 -2.198 1.100 10.202 HN10 IH1 65 # 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 IH1 C27 C28 DOUB Y N 1 IH1 C27 C26 SING Y N 2 IH1 C27 BR SING N N 3 IH1 C28 C29 SING Y N 4 IH1 C28 HC28 SING N N 5 IH1 C29 C24 DOUB Y N 6 IH1 C29 HC29 SING N N 7 IH1 C24 C25 SING Y N 8 IH1 C24 S SING N N 9 IH1 C25 C26 DOUB Y N 10 IH1 C25 HC25 SING N N 11 IH1 C26 HC26 SING N N 12 IH1 S O1 DOUB N N 13 IH1 S O2 DOUB N N 14 IH1 S C23 SING N N 15 IH1 C23 C22 SING N N 16 IH1 C23 H231 SING N N 17 IH1 C23 H232 SING N N 18 IH1 C22 N20 SING N N 19 IH1 C22 H221 SING N N 20 IH1 C22 H222 SING N N 21 IH1 C13 C14 SING N N 22 IH1 C13 N18 SING N N 23 IH1 C13 C12 SING N N 24 IH1 C13 HC13 SING N N 25 IH1 C14 C15 DOUB N N 26 IH1 C14 HC14 SING N N 27 IH1 C15 C16 SING N N 28 IH1 C15 HC15 SING N N 29 IH1 C16 N17 SING N N 30 IH1 C16 H161 SING N N 31 IH1 C16 H162 SING N N 32 IH1 C19 N17 SING Y N 33 IH1 C19 O19 DOUB N N 34 IH1 C19 N20 SING Y N 35 IH1 C21 N18 SING Y N 36 IH1 C21 O21 DOUB N N 37 IH1 C21 N20 SING Y N 38 IH1 N17 N18 SING Y N 39 IH1 C12 O12 DOUB N N 40 IH1 C12 N9 SING N N 41 IH1 C1 C2 SING N N 42 IH1 C1 N9 SING N N 43 IH1 C1 HC11 SING N N 44 IH1 C1 HC12 SING N N 45 IH1 C2 C3 SING N N 46 IH1 C2 C7 SING N N 47 IH1 C2 HC2 SING N N 48 IH1 C3 C4 SING N N 49 IH1 C3 HC31 SING N N 50 IH1 C3 HC32 SING N N 51 IH1 C4 C5 SING N N 52 IH1 C4 HC41 SING N N 53 IH1 C4 HC42 SING N N 54 IH1 C5 C6 SING N N 55 IH1 C5 C8 SING N N 56 IH1 C5 HC5 SING N N 57 IH1 C6 C7 SING N N 58 IH1 C6 HC61 SING N N 59 IH1 C6 HC62 SING N N 60 IH1 N9 HN9 SING N N 61 IH1 C7 HC71 SING N N 62 IH1 C7 HC72 SING N N 63 IH1 C8 N11 SING N N 64 IH1 C8 N10 DOUB N N 65 IH1 N11 H111 SING N N 66 IH1 N11 H112 SING N N 67 IH1 N10 HN10 SING N N 68 # 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 IH1 SMILES ACDLabs 10.04 "Brc1ccc(cc1)S(=O)(=O)CCN2C(=O)N4N(C2=O)CC=CC4C(=O)NCC3CCC(C(=[N@H])N)CC3" IH1 SMILES_CANONICAL CACTVS 3.341 "NC(=N)[C@@H]1CC[C@H](CC1)CNC(=O)[C@@H]2C=CCN3N2C(=O)N(CC[S](=O)(=O)c4ccc(Br)cc4)C3=O" IH1 SMILES CACTVS 3.341 "NC(=N)[CH]1CC[CH](CC1)CNC(=O)[CH]2C=CCN3N2C(=O)N(CC[S](=O)(=O)c4ccc(Br)cc4)C3=O" IH1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1S(=O)(=O)CCN2C(=O)N3CC=C[C@H](N3C2=O)C(=O)NCC4CCC(CC4)C(=N)N)Br" IH1 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1S(=O)(=O)CCN2C(=O)N3CC=CC(N3C2=O)C(=O)NCC4CCC(CC4)C(=N)N)Br" IH1 InChI InChI 1.03 "InChI=1S/C23H29BrN6O5S/c24-17-7-9-18(10-8-17)36(34,35)13-12-28-22(32)29-11-1-2-19(30(29)23(28)33)21(31)27-14-15-3-5-16(6-4-15)20(25)26/h1-2,7-10,15-16,19H,3-6,11-14H2,(H3,25,26)(H,27,31)/t15-,16-,19-/m0/s1" IH1 InChIKey InChI 1.03 CAGDDDRYEVLPOJ-BXWFABGCSA-N # 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 IH1 "SYSTEMATIC NAME" ACDLabs 10.04 "(5S)-2-{2-[(4-bromophenyl)sulfonyl]ethyl}-N-[(trans-4-carbamimidoylcyclohexyl)methyl]-1,3-dioxo-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxamide" IH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8S)-2-[2-(4-bromophenyl)sulfonylethyl]-N-[(4-carbamimidoylcyclohexyl)methyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazine-8-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IH1 "Create component" 1999-10-13 RCSB IH1 "Modify descriptor" 2011-06-04 RCSB #