data_D92 # _chem_comp.id D92 _chem_comp.name "N-((1R,2S)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 Cl N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(-)-CIS-N1-[(5-CHLOROINDOL-2-YL)CARBONYL]-N2-[(5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDIN-2-YL)CARBONYL]-1,2-CYCLOHEXANEDIAMINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-03-16 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 472.003 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D92 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 D92 CL1 CL1 CL 0 0 N N N 14.077 7.718 26.568 5.612 6.692 2.796 CL1 D92 1 D92 C16 C16 C 0 1 N N N 12.327 7.837 26.504 3.977 6.161 2.915 C16 D92 2 D92 C17 C17 C 0 1 N N N 11.624 7.503 27.667 2.970 7.084 3.186 C17 D92 3 D92 C18 C18 C 0 1 N N N 10.240 7.542 27.708 1.634 6.684 3.289 C18 D92 4 D92 C12 C12 C 0 1 N N N 9.583 7.916 26.534 1.350 5.326 3.110 C12 D92 5 D92 N11 N11 N 0 1 N N N 8.236 8.027 26.352 0.148 4.656 3.154 N11 D92 6 D92 C15 C15 C 0 1 N N N 11.700 8.225 25.324 3.678 4.805 2.738 C15 D92 7 D92 C13 C13 C 0 1 N N N 10.293 8.264 25.335 2.339 4.378 2.837 C13 D92 8 D92 C14 C14 C 0 1 N N N 9.376 8.582 24.338 1.689 3.118 2.719 C14 D92 9 D92 C10 C10 C 0 1 N N N 8.116 8.428 24.990 0.385 3.359 2.920 C10 D92 10 D92 C9 C9 C 0 1 N N N 6.727 8.767 24.479 -0.712 2.357 2.898 C9 D92 11 D92 O19 O19 O 0 1 N N N 5.774 8.656 25.240 -1.868 2.729 3.081 O19 D92 12 D92 N7 N7 N 0 1 N N N 6.576 9.167 23.222 -0.332 1.048 2.644 N7 D92 13 D92 C1 C1 C 0 1 N N N 5.215 9.190 22.615 -1.299 -0.051 2.566 C1 D92 14 D92 C6 C6 C 0 1 N N N 5.307 9.870 21.207 -1.839 -0.162 1.131 C6 D92 15 D92 C5 C5 C 0 1 N N N 4.209 9.406 20.205 -0.813 -0.721 0.144 C5 D92 16 D92 C4 C4 C 0 1 N N N 2.931 8.947 20.956 -0.239 -2.051 0.621 C4 D92 17 D92 C3 C3 C 0 1 N N N 3.165 7.731 21.936 0.327 -1.959 2.037 C3 D92 18 D92 C2 C2 C 0 1 N N N 4.607 7.712 22.518 -0.715 -1.408 3.022 C2 D92 19 D92 N8 N8 N 0 1 N N N 5.398 6.750 21.700 -0.145 -1.320 4.369 N8 D92 20 D92 C20 C20 C 0 1 N N N 5.495 5.419 21.881 -0.905 -1.518 5.510 C20 D92 21 D92 O31 O31 O 0 1 N N N 4.937 4.830 22.778 -2.105 -1.781 5.520 O31 D92 22 D92 C21 C21 C 0 1 N N N 6.390 4.651 20.934 -0.203 -1.372 6.765 C21 D92 23 D92 S25 S25 S 0 1 N N N 6.540 2.929 21.034 -1.039 -1.593 8.254 S25 D92 24 D92 C24 C24 C 0 1 N N N 7.646 3.017 19.725 0.410 -1.261 9.076 C24 D92 25 D92 C26 C26 C 0 1 N N N 8.320 1.789 19.118 0.577 -1.268 10.560 C26 D92 26 D92 N27 N27 N 0 1 N N N 8.901 2.093 17.769 1.832 -0.602 10.985 N27 D92 27 D92 C30 C30 C 0 1 N N N 9.745 1.005 17.217 1.678 0.850 11.073 C30 D92 28 D92 C28 C28 C 0 1 N N N 9.574 3.433 17.584 2.977 -0.988 10.129 C28 D92 29 D92 C29 C29 C 0 1 N N N 8.802 4.648 18.163 2.801 -0.670 8.625 C29 D92 30 D92 C23 C23 C 0 1 N N N 7.853 4.307 19.304 1.426 -1.013 8.176 C23 D92 31 D92 N22 N22 N 0 1 N N N 7.146 5.251 19.980 1.076 -1.071 6.845 N22 D92 32 D92 H17 H17 H 0 1 N N N 12.172 7.209 28.550 3.209 8.136 3.323 H17 D92 33 D92 H18 H18 H 0 1 N N N 9.694 7.295 28.607 0.850 7.403 3.500 H18 D92 34 D92 HN11 HN11 H 0 0 N N N 7.506 7.865 27.016 -0.747 5.090 3.334 HN11 D92 35 D92 H15 H15 H 0 1 N N N 12.266 8.484 24.441 4.463 4.084 2.526 H15 D92 36 D92 H14 H14 H 0 1 N N N 9.571 8.875 23.317 2.159 2.167 2.510 H14 D92 37 D92 HN7 HN7 H 0 1 N N N 7.371 9.451 22.686 0.638 0.827 2.441 HN7 D92 38 D92 H1 H1 H 0 1 N N N 4.532 9.772 23.252 -2.114 0.240 3.238 H1 D92 39 D92 H61 1H6 H 0 1 N N N 5.202 10.956 21.347 -2.182 0.819 0.779 H61 D92 40 D92 H62 2H6 H 0 1 N N N 6.277 9.582 20.775 -2.717 -0.821 1.135 H62 D92 41 D92 H51 1H5 H 0 1 N N N 3.952 10.245 19.542 0.001 0.001 0.012 H51 D92 42 D92 H52 2H5 H 0 1 N N N 4.599 8.558 19.624 -1.282 -0.853 -0.837 H52 D92 43 D92 H41 1H4 H 0 1 N N N 2.562 9.796 21.550 -1.026 -2.815 0.595 H41 D92 44 D92 H42 2H4 H 0 1 N N N 2.213 8.611 20.193 0.547 -2.381 -0.068 H42 D92 45 D92 H31 1H3 H 0 1 N N N 2.452 7.811 22.770 0.662 -2.952 2.363 H31 D92 46 D92 H32 2H3 H 0 1 N N N 3.019 6.803 21.364 1.218 -1.318 2.035 H32 D92 47 D92 H2 H2 H 0 1 N N N 4.627 7.362 23.561 -1.536 -2.132 3.101 H2 D92 48 D92 HN8 HN8 H 0 1 N N N 5.913 7.134 20.934 0.828 -1.044 4.440 HN8 D92 49 D92 H261 1H26 H 0 0 N N N 9.129 1.461 19.787 -0.283 -0.807 11.060 H261 D92 50 D92 H262 2H26 H 0 0 N N N 7.562 1.001 19.000 0.614 -2.310 10.901 H262 D92 51 D92 H301 1H30 H 0 0 N N N 9.954 1.205 16.156 1.361 1.253 10.107 H301 D92 52 D92 H302 2H30 H 0 0 N N N 10.692 0.957 17.774 2.627 1.314 11.353 H302 D92 53 D92 H303 3H30 H 0 0 N N N 9.215 0.046 17.312 0.927 1.106 11.825 H303 D92 54 D92 H281 1H28 H 0 0 N N N 10.550 3.387 18.090 3.136 -2.068 10.247 H281 D92 55 D92 H282 2H28 H 0 0 N N N 9.638 3.598 16.498 3.895 -0.514 10.498 H282 D92 56 D92 H291 1H29 H 0 0 N N N 9.542 5.367 18.544 3.543 -1.226 8.041 H291 D92 57 D92 H292 2H29 H 0 0 N N N 8.183 5.048 17.346 2.972 0.399 8.450 H292 D92 58 # # 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 D92 CL1 C16 SING N N 1 D92 C16 C15 DOUB N N 2 D92 C16 C17 SING N N 3 D92 C17 C18 DOUB N N 4 D92 C17 H17 SING N N 5 D92 C18 C12 SING N N 6 D92 C18 H18 SING N N 7 D92 C12 C13 DOUB N N 8 D92 C12 N11 SING N N 9 D92 N11 C10 SING N N 10 D92 N11 HN11 SING N N 11 D92 C15 C13 SING N N 12 D92 C15 H15 SING N N 13 D92 C13 C14 SING N N 14 D92 C14 C10 DOUB N N 15 D92 C14 H14 SING N N 16 D92 C10 C9 SING N N 17 D92 C9 N7 SING N N 18 D92 C9 O19 DOUB N N 19 D92 N7 C1 SING N N 20 D92 N7 HN7 SING N N 21 D92 C1 C6 SING N N 22 D92 C1 C2 SING N N 23 D92 C1 H1 SING N N 24 D92 C6 C5 SING N N 25 D92 C6 H61 SING N N 26 D92 C6 H62 SING N N 27 D92 C5 C4 SING N N 28 D92 C5 H51 SING N N 29 D92 C5 H52 SING N N 30 D92 C4 C3 SING N N 31 D92 C4 H41 SING N N 32 D92 C4 H42 SING N N 33 D92 C3 C2 SING N N 34 D92 C3 H31 SING N N 35 D92 C3 H32 SING N N 36 D92 C2 N8 SING N N 37 D92 C2 H2 SING N N 38 D92 N8 C20 SING N N 39 D92 N8 HN8 SING N N 40 D92 C20 C21 SING N N 41 D92 C20 O31 DOUB N N 42 D92 C21 N22 DOUB N N 43 D92 C21 S25 SING N N 44 D92 S25 C24 SING N N 45 D92 C24 C26 SING N N 46 D92 C24 C23 DOUB N N 47 D92 C26 N27 SING N N 48 D92 C26 H261 SING N N 49 D92 C26 H262 SING N N 50 D92 N27 C30 SING N N 51 D92 N27 C28 SING N N 52 D92 C30 H301 SING N N 53 D92 C30 H302 SING N N 54 D92 C30 H303 SING N N 55 D92 C28 C29 SING N N 56 D92 C28 H281 SING N N 57 D92 C28 H282 SING N N 58 D92 C29 C23 SING N N 59 D92 C29 H291 SING N N 60 D92 C29 H292 SING N N 61 D92 C23 N22 SING N N 62 # # 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 D92 SMILES ACDLabs 10.04 "Clc1cc2cc(nc2cc1)C(=O)NC5CCCCC5NC(=O)c3nc4c(s3)CN(CC4)C" D92 SMILES_CANONICAL CACTVS 3.341 "CN1CCc2nc(sc2C1)C(=O)N[C@@H]3CCCC[C@@H]3NC(=O)c4[nH]c5ccc(Cl)cc5c4" D92 SMILES CACTVS 3.341 "CN1CCc2nc(sc2C1)C(=O)N[CH]3CCCC[CH]3NC(=O)c4[nH]c5ccc(Cl)cc5c4" D92 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@@]1CCc2c(sc(n2)C(=O)N[C@@H]3CCCC[C@@H]3NC(=O)c4cc5cc(ccc5[nH]4)Cl)C1" D92 SMILES "OpenEye OEToolkits" 1.5.0 "CN1CCc2c(sc(n2)C(=O)NC3CCCCC3NC(=O)c4cc5cc(ccc5[nH]4)Cl)C1" D92 InChI InChI 1.03 "InChI=1S/C23H26ClN5O2S/c1-29-9-8-18-20(12-29)32-23(28-18)22(31)27-17-5-3-2-4-16(17)26-21(30)19-11-13-10-14(24)6-7-15(13)25-19/h6-7,10-11,16-17,25H,2-5,8-9,12H2,1H3,(H,26,30)(H,27,31)/t16-,17+/m0/s1" D92 InChIKey InChI 1.03 ARPFWVKYXJZULB-DLBZAZTESA-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 D92 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1R,2S)-2-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}cyclohexyl]-5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide" D92 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R)-N-[(1R,2S)-2-[(5-chloro-1H-indol-2-yl)carbonylamino]cyclohexyl]-5-methyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-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 D92 "Create component" 2007-03-16 RCSB D92 "Modify descriptor" 2011-06-04 RCSB D92 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D92 _pdbx_chem_comp_synonyms.name "(-)-CIS-N1-[(5-CHLOROINDOL-2-YL)CARBONYL]-N2-[(5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDIN-2-YL)CARBONYL]-1,2-CYCLOHEXANEDIAMINE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##