data_SM6 # _chem_comp.id SM6 _chem_comp.name "ethyl 3-{[1-(hydroxyamino)-2H-inden-5-yl]amino}thieno[2,3-c]pyridine-2-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-12-07 _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 367.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SM6 _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 3PSB _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 SM6 C1 C1 C 0 1 N N N 80.732 4.877 -6.504 -3.509 -0.399 0.079 C1 SM6 1 SM6 C2 C2 C 0 1 N N N 80.862 5.700 -7.625 -3.330 0.530 -1.059 C2 SM6 2 SM6 C3 C3 C 0 1 N N N 82.030 6.448 -7.860 -1.974 0.713 -1.591 C3 SM6 3 SM6 C4 C4 C 0 1 N N N 83.071 6.344 -6.911 -0.944 0.030 -1.024 C4 SM6 4 SM6 C5 C5 C 0 1 N N N 82.941 5.514 -5.775 -1.148 -0.847 0.059 C5 SM6 5 SM6 C6 C6 C 0 1 N N N 81.765 4.766 -5.557 -2.365 -1.067 0.593 C6 SM6 6 SM6 C7 C7 C 0 1 N N N 79.459 4.199 -6.453 -4.825 -0.443 0.437 C7 SM6 7 SM6 C8 C8 C 0 1 N N N 78.711 4.735 -7.693 -5.567 0.495 -0.488 C8 SM6 8 SM6 C9 C9 C 0 1 N N N 79.651 5.676 -8.502 -4.520 1.066 -1.415 C9 SM6 9 SM6 N10 N10 N 0 1 N N N 84.218 7.018 -7.050 0.344 0.201 -1.527 N10 SM6 10 SM6 C11 C11 C 0 1 Y N N 84.664 8.150 -7.751 1.377 0.571 -0.677 C11 SM6 11 SM6 N12 N12 N 0 1 N N N 79.059 3.382 -5.566 -5.370 -1.194 1.442 N12 SM6 12 SM6 C13 C13 C 0 1 Y N N 83.845 9.313 -8.088 1.539 1.922 -0.173 C13 SM6 13 SM6 C14 C14 C 0 1 Y N N 84.550 10.299 -8.789 2.654 2.044 0.666 C14 SM6 14 SM6 S15 S15 S 0 1 Y N N 86.227 9.879 -9.077 3.474 0.498 0.813 S15 SM6 15 SM6 C16 C16 C 0 1 Y N N 85.992 8.351 -8.241 2.322 -0.300 -0.240 C16 SM6 16 SM6 C17 C17 C 0 1 N N N 87.123 7.472 -8.136 2.374 -1.673 -0.593 C17 SM6 17 SM6 O18 O18 O 0 1 N N N 86.968 6.327 -7.697 1.592 -2.120 -1.411 O18 SM6 18 SM6 C19 C19 C 0 1 Y N N 82.482 9.545 -7.798 0.761 3.080 -0.402 C19 SM6 19 SM6 C20 C20 C 0 1 Y N N 81.910 10.764 -8.235 1.119 4.253 0.192 C20 SM6 20 SM6 N21 N21 N 0 1 Y N N 82.600 11.708 -8.913 2.179 4.332 0.979 N21 SM6 21 SM6 C22 C22 C 0 1 Y N N 83.905 11.490 -9.192 2.941 3.292 1.230 C22 SM6 22 SM6 O23 O23 O 0 1 N N N 78.199 4.041 -4.625 -4.543 -2.032 2.228 O23 SM6 23 SM6 O24 O24 O 0 1 N N N 88.320 8.112 -8.083 3.291 -2.482 -0.023 O24 SM6 24 SM6 C25 C25 C 0 1 N N N 90.488 8.460 -9.121 4.244 -4.643 0.491 C25 SM6 25 SM6 C26 C26 C 0 1 N N N 89.541 7.460 -8.430 3.211 -3.874 -0.335 C26 SM6 26 SM6 H3 H3 H 0 1 N N N 82.127 7.077 -8.732 -1.797 1.381 -2.421 H3 SM6 27 SM6 H5 H5 H 0 1 N N N 83.752 5.451 -5.065 -0.296 -1.367 0.474 H5 SM6 28 SM6 H6 H6 H 0 1 N N N 81.662 4.129 -4.691 -2.472 -1.753 1.421 H6 SM6 29 SM6 H8 H8 H 0 1 N N N 78.403 3.891 -8.328 -6.312 -0.054 -1.063 H8 SM6 30 SM6 H9 H9 H 0 1 N N N 79.476 6.176 -9.443 -4.689 1.774 -2.212 H9 SM6 31 SM6 HN10 HN10 H 0 0 N N N 84.953 6.606 -6.512 0.518 0.062 -2.471 HN10 SM6 32 SM6 HN12 HN12 H 0 0 N N N 78.554 2.641 -6.008 -6.324 -1.153 1.616 HN12 SM6 33 SM6 H19 H19 H 0 1 N N N 81.895 8.815 -7.260 -0.108 3.036 -1.041 H19 SM6 34 SM6 H20 H20 H 0 1 N N N 80.869 10.949 -8.015 0.525 5.137 0.016 H20 SM6 35 SM6 H22 H22 H 0 1 N N N 84.464 12.239 -9.732 3.798 3.401 1.879 H22 SM6 36 SM6 HO23 HO23 H 0 0 N N N 77.909 3.417 -3.970 -5.017 -2.524 2.912 HO23 SM6 37 SM6 H25 H25 H 0 1 N N N 91.427 7.953 -9.386 4.183 -5.704 0.252 H25 SM6 38 SM6 H25A H25A H 0 0 N N N 90.010 8.847 -10.033 5.243 -4.274 0.256 H25A SM6 39 SM6 H25B H25B H 0 0 N N N 90.703 9.294 -8.437 4.043 -4.496 1.552 H25B SM6 40 SM6 H26 H26 H 0 1 N N N 90.020 7.074 -7.518 2.212 -4.243 -0.101 H26 SM6 41 SM6 H26A H26A H 0 0 N N N 89.328 6.626 -9.115 3.412 -4.021 -1.396 H26A SM6 42 SM6 H8A H8A H 0 1 N N N 77.821 5.296 -7.370 -6.046 1.289 0.086 H8A SM6 43 # 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 SM6 C2 C1 SING N N 1 SM6 C1 C7 DOUB N N 2 SM6 C1 C6 SING N N 3 SM6 C9 C2 DOUB N N 4 SM6 C3 C2 SING N N 5 SM6 C3 C4 DOUB N N 6 SM6 C3 H3 SING N N 7 SM6 N10 C4 SING N N 8 SM6 C4 C5 SING N N 9 SM6 C5 C6 DOUB N N 10 SM6 C5 H5 SING N N 11 SM6 C6 H6 SING N N 12 SM6 C8 C7 SING N N 13 SM6 C7 N12 SING N N 14 SM6 C9 C8 SING N N 15 SM6 C8 H8 SING N N 16 SM6 C9 H9 SING N N 17 SM6 C11 N10 SING N N 18 SM6 N10 HN10 SING N N 19 SM6 C16 C11 DOUB Y N 20 SM6 C13 C11 SING Y N 21 SM6 N12 O23 SING N N 22 SM6 N12 HN12 SING N N 23 SM6 C14 C13 SING Y N 24 SM6 C13 C19 DOUB Y N 25 SM6 C22 C14 DOUB Y N 26 SM6 S15 C14 SING Y N 27 SM6 S15 C16 SING Y N 28 SM6 C16 C17 SING N N 29 SM6 C17 O24 SING N N 30 SM6 C17 O18 DOUB N N 31 SM6 C20 C19 SING Y N 32 SM6 C19 H19 SING N N 33 SM6 N21 C20 DOUB Y N 34 SM6 C20 H20 SING N N 35 SM6 C22 N21 SING Y N 36 SM6 C22 H22 SING N N 37 SM6 O23 HO23 SING N N 38 SM6 C26 O24 SING N N 39 SM6 C25 C26 SING N N 40 SM6 C25 H25 SING N N 41 SM6 C25 H25A SING N N 42 SM6 C25 H25B SING N N 43 SM6 C26 H26 SING N N 44 SM6 C26 H26A SING N N 45 SM6 C8 H8A SING N N 46 # 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 SM6 SMILES ACDLabs 12.01 "O=C(OCC)c2sc1cnccc1c2NC=4C=CC3=C(NO)CC=C3C=4" SM6 SMILES_CANONICAL CACTVS 3.370 "CCOC(=O)c1sc2cnccc2c1NC3=CC4=CCC(=C4C=C3)NO" SM6 SMILES CACTVS 3.370 "CCOC(=O)c1sc2cnccc2c1NC3=CC4=CCC(=C4C=C3)NO" SM6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCOC(=O)c1c(c2ccncc2s1)NC3=CC4=CCC(=C4C=C3)NO" SM6 SMILES "OpenEye OEToolkits" 1.7.0 "CCOC(=O)c1c(c2ccncc2s1)NC3=CC4=CCC(=C4C=C3)NO" SM6 InChI InChI 1.03 "InChI=1S/C19H17N3O3S/c1-2-25-19(23)18-17(14-7-8-20-10-16(14)26-18)21-12-4-5-13-11(9-12)3-6-15(13)22-24/h3-5,7-10,21-22,24H,2,6H2,1H3" SM6 InChIKey InChI 1.03 CROUIRAPWZHAFI-UHFFFAOYSA-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 SM6 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl 3-{[1-(hydroxyamino)-2H-inden-5-yl]amino}thieno[2,3-c]pyridine-2-carboxylate" SM6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "ethyl 3-[[1-(hydroxyamino)-2H-inden-5-yl]amino]thieno[2,3-c]pyridine-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SM6 "Create component" 2010-12-07 RCSB SM6 "Modify aromatic_flag" 2011-06-04 RCSB SM6 "Modify descriptor" 2011-06-04 RCSB #