data_C73 # _chem_comp.id C73 _chem_comp.name "2-(carbamoylamino)-5-(4-chlorophenyl)-N-[(3S)-piperidin-3-yl]thiophene-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 Cl N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-12-01 _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 378.876 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C73 _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 3PA5 _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 C73 S01 S01 S 0 1 Y N N 17.589 -0.946 9.038 -1.261 2.150 -0.010 S01 C73 1 C73 C02 C02 C 0 1 Y N N 16.389 -1.560 10.086 0.439 2.021 0.062 C02 C73 2 C73 C03 C03 C 0 1 Y N N 16.859 -2.589 10.849 0.818 0.702 0.115 C03 C73 3 C73 C04 C04 C 0 1 Y N N 18.195 -2.904 10.527 -0.256 -0.192 0.098 C04 C73 4 C73 C05 C05 C 0 1 Y N N 18.724 -2.073 9.530 -1.454 0.404 0.033 C05 C73 5 C73 N06 N06 N 0 1 N N N 15.117 -1.014 10.186 1.313 3.096 0.066 N06 C73 6 C73 C07 C07 C 0 1 N N N 14.672 0.038 9.482 0.834 4.354 0.011 C07 C73 7 C73 N08 N08 N 0 1 N N N 13.384 0.381 9.794 1.685 5.400 0.014 N08 C73 8 C73 O09 O09 O 0 1 N N N 15.317 0.645 8.603 -0.365 4.547 -0.043 O09 C73 9 C73 C10 C10 C 0 1 N N N 15.987 -3.212 11.827 2.219 0.273 0.184 C10 C73 10 C73 O11 O11 O 0 1 N N N 14.851 -2.840 11.922 3.110 1.102 0.195 O11 C73 11 C73 N12 N12 N 0 1 N N N 16.534 -4.249 12.544 2.519 -1.040 0.234 N12 C73 12 C73 C13 C13 C 0 1 N N S 15.762 -4.894 13.628 3.918 -1.470 0.302 C13 C73 13 C73 C14 C14 C 0 1 N N N 16.118 -3.977 14.878 4.499 -1.545 -1.112 C14 C73 14 C73 N15 N15 N 0 1 N N N 15.552 -4.476 16.166 5.895 -1.996 -1.046 N15 C73 15 C73 C16 C16 C 0 1 N N N 16.032 -5.827 16.470 5.992 -3.341 -0.465 C16 C73 16 C73 C17 C17 C 0 1 N N N 15.749 -6.804 15.320 5.456 -3.319 0.968 C17 C73 17 C73 C18 C18 C 0 1 N N N 16.303 -6.279 13.959 3.997 -2.852 0.955 C18 C73 18 C73 C19 C19 C 0 1 Y N N 20.067 -2.067 8.980 -2.751 -0.304 0.000 C19 C73 19 C73 C20 C20 C 0 1 Y N N 20.548 -0.953 8.274 -2.790 -1.698 0.045 C20 C73 20 C73 C21 C21 C 0 1 Y N N 21.832 -0.938 7.777 -4.003 -2.354 0.015 C21 C73 21 C73 C22 C22 C 0 1 Y N N 22.678 -2.022 8.001 -5.182 -1.631 -0.060 C22 C73 22 C73 C23 C23 C 0 1 Y N N 22.226 -3.124 8.717 -5.150 -0.247 -0.105 C23 C73 23 C73 C24 C24 C 0 1 Y N N 20.923 -3.136 9.213 -3.943 0.420 -0.069 C24 C73 24 C73 CL25 CL25 CL 0 0 N N N 24.294 -2.010 7.369 -6.705 -2.462 -0.097 CL25 C73 25 C73 H04 H04 H 0 1 N N N 18.751 -3.701 10.998 -0.132 -1.265 0.133 H04 C73 26 C73 HN06 HN06 H 0 0 N N N 14.483 -1.437 10.833 2.270 2.942 0.109 HN06 C73 27 C73 HN08 HN08 H 0 0 N N N 12.937 1.135 9.313 2.642 5.246 0.057 HN08 C73 28 C73 HN0A HN0A H 0 0 N N N 12.890 -0.123 10.503 1.340 6.306 -0.026 HN0A C73 29 C73 HN12 HN12 H 0 0 N N N 17.458 -4.569 12.332 1.809 -1.701 0.224 HN12 C73 30 C73 H13 H13 H 0 1 N N N 14.698 -4.994 13.367 4.490 -0.754 0.893 H13 C73 31 C73 H14 H14 H 0 1 N N N 17.213 -3.943 14.976 3.918 -2.250 -1.706 H14 C73 32 C73 H14A H14A H 0 0 N N N 15.711 -2.972 14.692 4.457 -0.559 -1.575 H14A C73 33 C73 HN15 HN15 H 0 0 N N N 15.832 -3.860 16.902 6.329 -1.963 -1.956 HN15 C73 34 C73 H16 H16 H 0 1 N N N 17.118 -5.786 16.639 5.404 -4.038 -1.062 H16 C73 35 C73 H16A H16A H 0 0 N N N 15.520 -6.188 17.374 7.034 -3.659 -0.458 H16A C73 36 C73 H17 H17 H 0 1 N N N 16.231 -7.766 15.549 5.513 -4.321 1.394 H17 C73 37 C73 H17A H17A H 0 0 N N N 14.661 -6.935 15.230 6.053 -2.633 1.569 H17A C73 38 C73 H18 H18 H 0 1 N N N 16.002 -6.976 13.163 3.625 -2.793 1.978 H18 C73 39 C73 H18A H18A H 0 0 N N N 17.400 -6.224 14.021 3.394 -3.559 0.387 H18A C73 40 C73 H20 H20 H 0 1 N N N 19.905 -0.099 8.119 -1.871 -2.263 0.103 H20 C73 41 C73 H21 H21 H 0 1 N N N 22.183 -0.086 7.214 -4.034 -3.433 0.050 H21 C73 42 C73 H23 H23 H 0 1 N N N 22.880 -3.966 8.888 -6.073 0.311 -0.164 H23 C73 43 C73 H24 H24 H 0 1 N N N 20.576 -3.985 9.784 -3.920 1.499 -0.100 H24 C73 44 # 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 C73 S01 C05 SING Y N 1 C73 S01 C02 SING Y N 2 C73 C02 N06 SING N N 3 C73 C02 C03 DOUB Y N 4 C73 C04 C03 SING Y N 5 C73 C03 C10 SING N N 6 C73 C05 C04 DOUB Y N 7 C73 C04 H04 SING N N 8 C73 C19 C05 SING Y N 9 C73 C07 N06 SING N N 10 C73 N06 HN06 SING N N 11 C73 O09 C07 DOUB N N 12 C73 C07 N08 SING N N 13 C73 N08 HN08 SING N N 14 C73 N08 HN0A SING N N 15 C73 C10 O11 DOUB N N 16 C73 C10 N12 SING N N 17 C73 N12 C13 SING N N 18 C73 N12 HN12 SING N N 19 C73 C13 C18 SING N N 20 C73 C13 C14 SING N N 21 C73 C13 H13 SING N N 22 C73 C14 N15 SING N N 23 C73 C14 H14 SING N N 24 C73 C14 H14A SING N N 25 C73 N15 C16 SING N N 26 C73 N15 HN15 SING N N 27 C73 C17 C16 SING N N 28 C73 C16 H16 SING N N 29 C73 C16 H16A SING N N 30 C73 C18 C17 SING N N 31 C73 C17 H17 SING N N 32 C73 C17 H17A SING N N 33 C73 C18 H18 SING N N 34 C73 C18 H18A SING N N 35 C73 C20 C19 DOUB Y N 36 C73 C19 C24 SING Y N 37 C73 C21 C20 SING Y N 38 C73 C20 H20 SING N N 39 C73 C21 C22 DOUB Y N 40 C73 C21 H21 SING N N 41 C73 CL25 C22 SING N N 42 C73 C22 C23 SING Y N 43 C73 C23 C24 DOUB Y N 44 C73 C23 H23 SING N N 45 C73 C24 H24 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 C73 SMILES ACDLabs 12.01 "O=C(Nc2sc(cc2C(=O)NC1CCCNC1)c3ccc(Cl)cc3)N" C73 SMILES_CANONICAL CACTVS 3.370 "NC(=O)Nc1sc(cc1C(=O)N[C@H]2CCCNC2)c3ccc(Cl)cc3" C73 SMILES CACTVS 3.370 "NC(=O)Nc1sc(cc1C(=O)N[CH]2CCCNC2)c3ccc(Cl)cc3" C73 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2cc(c(s2)NC(=O)N)C(=O)N[C@H]3CCCNC3)Cl" C73 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2cc(c(s2)NC(=O)N)C(=O)NC3CCCNC3)Cl" C73 InChI InChI 1.03 "InChI=1S/C17H19ClN4O2S/c18-11-5-3-10(4-6-11)14-8-13(16(25-14)22-17(19)24)15(23)21-12-2-1-7-20-9-12/h3-6,8,12,20H,1-2,7,9H2,(H,21,23)(H3,19,22,24)/t12-/m0/s1" C73 InChIKey InChI 1.03 MZBVMTJFZZINAF-LBPRGKRZSA-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 C73 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(carbamoylamino)-5-(4-chlorophenyl)-N-[(3S)-piperidin-3-yl]thiophene-3-carboxamide" C73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-(aminocarbonylamino)-5-(4-chlorophenyl)-N-[(3S)-piperidin-3-yl]thiophene-3-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 C73 "Create component" 2010-12-01 RCSB C73 "Modify aromatic_flag" 2011-06-04 RCSB C73 "Modify descriptor" 2011-06-04 RCSB #