data_3UP # _chem_comp.id 3UP _chem_comp.name "2-[(cyclopropylcarbonyl)amino]-N-(4-phenylpyridin-3-yl)pyridine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-05 _chem_comp.pdbx_modified_date 2016-01-29 _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 358.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UP _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 4RPS _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 3UP C1 C1 C 0 1 Y N N 77.315 -1.459 140.723 -0.720 0.305 -0.186 C1 3UP 1 3UP C2 C2 C 0 1 Y N N 77.614 -0.162 141.133 -1.947 0.830 0.225 C2 3UP 2 3UP C3 C3 C 0 1 Y N N 78.376 0.638 140.277 -3.091 0.054 0.083 C3 3UP 3 3UP N4 N4 N 0 1 Y N N 78.830 0.213 139.088 -3.024 -1.162 -0.433 N4 3UP 4 3UP C5 C5 C 0 1 Y N N 78.536 -1.040 138.725 -1.883 -1.689 -0.832 C5 3UP 5 3UP C6 C6 C 0 1 Y N N 77.793 -1.902 139.498 -0.701 -0.984 -0.732 C6 3UP 6 3UP C7 C7 C 0 1 N N N 76.444 -2.380 141.512 0.527 1.094 -0.055 C7 3UP 7 3UP N8 N8 N 0 1 N N N 78.792 1.957 140.524 -4.324 0.564 0.489 N8 3UP 8 3UP N9 N9 N 0 1 N N N 76.091 -1.949 142.743 1.701 0.570 -0.458 N9 3UP 9 3UP O10 O10 O 0 1 N N N 76.059 -3.445 141.036 0.491 2.214 0.416 O10 3UP 10 3UP C11 C11 C 0 1 N N N 78.596 2.743 141.608 -5.451 -0.139 0.262 C11 3UP 11 3UP C12 C12 C 0 1 N N N 78.864 4.213 141.373 -6.793 0.461 0.596 C12 3UP 12 3UP O13 O13 O 0 1 N N N 78.195 2.329 142.689 -5.386 -1.253 -0.213 O13 3UP 13 3UP C14 C14 C 0 1 N N N 79.940 4.871 142.187 -8.035 -0.386 0.314 C14 3UP 14 3UP C15 C15 C 0 1 N N N 78.525 5.170 142.478 -7.716 0.821 -0.570 C15 3UP 15 3UP C16 C16 C 0 1 Y N N 75.102 -2.508 143.587 2.889 1.275 -0.249 C16 3UP 16 3UP C17 C17 C 0 1 Y N N 74.621 -3.812 143.506 2.909 2.661 -0.323 C17 3UP 17 3UP N18 N18 N 0 1 Y N N 73.655 -4.314 144.276 4.028 3.330 -0.127 N18 3UP 18 3UP C19 C19 C 0 1 Y N N 73.127 -3.497 145.184 5.168 2.725 0.146 C19 3UP 19 3UP C20 C20 C 0 1 Y N N 73.522 -2.187 145.363 5.240 1.350 0.238 C20 3UP 20 3UP C21 C21 C 0 1 Y N N 74.529 -1.671 144.554 4.081 0.595 0.044 C21 3UP 21 3UP C22 C22 C 0 1 Y N N 74.955 -0.253 144.715 4.111 -0.885 0.139 C22 3UP 22 3UP C23 C23 C 0 1 Y N N 74.514 0.727 143.827 3.172 -1.554 0.923 C23 3UP 23 3UP C24 C24 C 0 1 Y N N 74.937 2.039 143.955 3.204 -2.931 1.007 C24 3UP 24 3UP C25 C25 C 0 1 Y N N 75.805 2.391 144.969 4.165 -3.647 0.317 C25 3UP 25 3UP C26 C26 C 0 1 Y N N 76.252 1.428 145.857 5.100 -2.988 -0.462 C26 3UP 26 3UP C27 C27 C 0 1 Y N N 75.830 0.117 145.734 5.074 -1.612 -0.559 C27 3UP 27 3UP H1 H1 H 0 1 N N N 77.267 0.214 142.084 -2.005 1.822 0.648 H1 3UP 28 3UP H2 H2 H 0 1 N N N 78.902 -1.395 137.773 -1.874 -2.686 -1.248 H2 3UP 29 3UP H3 H3 H 0 1 N N N 77.585 -2.906 139.157 0.229 -1.424 -1.061 H3 3UP 30 3UP H4 H4 H 0 1 N N N 79.314 2.381 139.784 -4.370 1.424 0.936 H4 3UP 31 3UP H5 H5 H 0 1 N N N 76.580 -1.151 143.095 1.722 -0.296 -0.893 H5 3UP 32 3UP H6 H6 H 0 1 N N N 78.729 4.578 140.344 -6.813 1.108 1.473 H6 3UP 33 3UP H7 H7 H 0 1 N N N 80.532 4.275 142.897 -7.882 -1.377 -0.113 H7 3UP 34 3UP H8 H8 H 0 1 N N N 80.580 5.640 141.730 -8.873 -0.297 1.005 H8 3UP 35 3UP H9 H9 H 0 1 N N N 78.113 6.161 142.238 -8.344 1.705 -0.460 H9 3UP 36 3UP H10 H10 H 0 1 N N N 78.065 4.797 143.405 -7.353 0.625 -1.578 H10 3UP 37 3UP H11 H11 H 0 1 N N N 75.062 -4.464 142.766 1.998 3.197 -0.544 H11 3UP 38 3UP H12 H12 H 0 1 N N N 72.343 -3.882 145.819 6.059 3.316 0.299 H12 3UP 39 3UP H13 H13 H 0 1 N N N 73.057 -1.572 146.119 6.178 0.865 0.462 H13 3UP 40 3UP H14 H14 H 0 1 N N N 73.835 0.460 143.031 2.421 -0.996 1.462 H14 3UP 41 3UP H15 H15 H 0 1 N N N 74.587 2.788 143.260 2.477 -3.451 1.614 H15 3UP 42 3UP H16 H16 H 0 1 N N N 76.134 3.415 145.069 4.187 -4.725 0.386 H16 3UP 43 3UP H17 H17 H 0 1 N N N 76.933 1.702 146.649 5.848 -3.552 -0.999 H17 3UP 44 3UP H18 H18 H 0 1 N N N 76.182 -0.627 146.434 5.801 -1.098 -1.171 H18 3UP 45 # 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 3UP C5 N4 DOUB Y N 1 3UP C5 C6 SING Y N 2 3UP N4 C3 SING Y N 3 3UP C6 C1 DOUB Y N 4 3UP C3 N8 SING N N 5 3UP C3 C2 DOUB Y N 6 3UP N8 C11 SING N N 7 3UP C1 C2 SING Y N 8 3UP C1 C7 SING N N 9 3UP O10 C7 DOUB N N 10 3UP C12 C11 SING N N 11 3UP C12 C14 SING N N 12 3UP C12 C15 SING N N 13 3UP C7 N9 SING N N 14 3UP C11 O13 DOUB N N 15 3UP C14 C15 SING N N 16 3UP N9 C16 SING N N 17 3UP C17 C16 DOUB Y N 18 3UP C17 N18 SING Y N 19 3UP C16 C21 SING Y N 20 3UP C23 C24 DOUB Y N 21 3UP C23 C22 SING Y N 22 3UP C24 C25 SING Y N 23 3UP N18 C19 DOUB Y N 24 3UP C21 C22 SING N N 25 3UP C21 C20 DOUB Y N 26 3UP C22 C27 DOUB Y N 27 3UP C25 C26 DOUB Y N 28 3UP C19 C20 SING Y N 29 3UP C27 C26 SING Y N 30 3UP C2 H1 SING N N 31 3UP C5 H2 SING N N 32 3UP C6 H3 SING N N 33 3UP N8 H4 SING N N 34 3UP N9 H5 SING N N 35 3UP C12 H6 SING N N 36 3UP C14 H7 SING N N 37 3UP C14 H8 SING N N 38 3UP C15 H9 SING N N 39 3UP C15 H10 SING N N 40 3UP C17 H11 SING N N 41 3UP C19 H12 SING N N 42 3UP C20 H13 SING N N 43 3UP C23 H14 SING N N 44 3UP C24 H15 SING N N 45 3UP C25 H16 SING N N 46 3UP C26 H17 SING N N 47 3UP C27 H18 SING N N 48 # 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 3UP SMILES ACDLabs 12.01 "O=C(Nc1nccc(c1)C(=O)Nc3c(c2ccccc2)ccnc3)C4CC4" 3UP InChI InChI 1.03 "InChI=1S/C21H18N4O2/c26-20(15-6-7-15)25-19-12-16(8-11-23-19)21(27)24-18-13-22-10-9-17(18)14-4-2-1-3-5-14/h1-5,8-13,15H,6-7H2,(H,24,27)(H,23,25,26)" 3UP InChIKey InChI 1.03 LJUDIYPNWBIDNH-UHFFFAOYSA-N 3UP SMILES_CANONICAL CACTVS 3.385 "O=C(Nc1cc(ccn1)C(=O)Nc2cnccc2c3ccccc3)C4CC4" 3UP SMILES CACTVS 3.385 "O=C(Nc1cc(ccn1)C(=O)Nc2cnccc2c3ccccc3)C4CC4" 3UP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccncc2NC(=O)c3ccnc(c3)NC(=O)C4CC4" 3UP SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccncc2NC(=O)c3ccnc(c3)NC(=O)C4CC4" # 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 3UP "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(cyclopropylcarbonyl)amino]-N-(4-phenylpyridin-3-yl)pyridine-4-carboxamide" 3UP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(cyclopropylcarbonylamino)-N-(4-phenylpyridin-3-yl)pyridine-4-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 3UP "Create component" 2014-11-05 RCSB 3UP "Initial release" 2016-02-03 RCSB #