data_W2C # _chem_comp.id W2C _chem_comp.name "(2S,4S)-N-[(2S)-1-azanylidene-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-oxidanyl-piperidine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-31 _chem_comp.pdbx_modified_date 2014-09-05 _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 376.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W2C _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 4CDF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 W2C C27 C27 C 0 1 N N N 25.189 75.373 34.291 -7.439 1.799 0.256 C27 W2C 1 W2C C9 C9 C 0 1 N N N 34.241 72.360 41.706 3.453 -3.383 0.168 C9 W2C 2 W2C C23 C23 C 0 1 Y N N 27.227 76.282 35.386 -5.945 -0.027 0.921 C23 W2C 3 W2C C25 C25 C 0 1 Y N N 26.677 73.975 35.499 -5.259 1.503 -0.824 C25 W2C 4 W2C C22 C22 C 0 1 Y N N 28.363 76.040 36.136 -4.759 -0.711 0.786 C22 W2C 5 W2C C26 C26 C 0 1 Y N N 27.813 73.757 36.243 -4.073 0.817 -0.957 C26 W2C 6 W2C C2 C2 C 0 1 Y N N 30.455 75.385 38.240 -1.593 -0.619 -1.236 C2 W2C 7 W2C C4 C4 C 0 1 Y N N 30.497 73.257 37.222 -2.277 -2.143 0.503 C4 W2C 8 W2C C1 C1 C 0 1 Y N N 31.584 75.043 38.963 -0.405 -1.309 -1.366 C1 W2C 9 W2C C5 C5 C 0 1 Y N N 31.620 72.918 37.938 -1.086 -2.826 0.364 C5 W2C 10 W2C C24 C24 C 0 1 Y N N 26.380 75.242 35.067 -6.205 1.086 0.117 C24 W2C 11 W2C C21 C21 C 0 1 Y N N 28.686 74.772 36.582 -3.816 -0.294 -0.154 C21 W2C 12 W2C C3 C3 C 0 1 Y N N 29.888 74.492 37.358 -2.538 -1.033 -0.299 C3 W2C 13 W2C C6 C6 C 0 1 Y N N 32.183 73.801 38.820 -0.152 -2.411 -0.568 C6 W2C 14 W2C C12 C12 C 0 1 N N N 31.047 73.175 42.241 2.958 -0.295 0.706 C12 W2C 15 W2C C17 C17 C 0 1 N N N 28.830 75.236 45.188 4.913 3.494 0.409 C17 W2C 16 W2C C15 C15 C 0 1 N N N 31.041 74.547 44.193 4.627 1.156 -0.416 C15 W2C 17 W2C C18 C18 C 0 1 N N N 28.241 74.958 43.824 3.541 3.387 1.079 C18 W2C 18 W2C C14 C14 C 0 1 N N S 30.301 74.292 42.894 3.263 1.117 0.278 C14 W2C 19 W2C C16 C16 C 0 1 N N S 30.321 75.519 45.104 4.942 2.596 -0.831 C16 W2C 20 W2C C7 C7 C 0 1 N N N 33.396 73.377 39.596 1.147 -3.161 -0.715 C7 W2C 21 W2C C8 C8 C 0 1 N N S 33.048 72.699 40.922 2.194 -2.558 0.224 C8 W2C 22 W2C N28 N28 N 0 1 N N N 24.193 75.447 33.692 -8.418 2.364 0.367 N28 W2C 23 W2C N10 N10 N 0 1 N N N 35.303 72.035 41.125 4.554 -2.846 -0.204 N10 W2C 24 W2C N19 N19 N 0 1 N N N 28.945 73.863 43.189 3.288 1.991 1.458 N19 W2C 25 W2C N11 N11 N 0 1 N N N 32.211 73.604 41.654 2.490 -1.185 -0.191 N11 W2C 26 W2C O13 O13 O 0 1 N N N 30.630 72.023 42.288 3.135 -0.632 1.858 O13 W2C 27 W2C O20 O20 O 0 1 N N N 30.560 76.822 44.602 3.963 3.047 -1.770 O20 W2C 28 W2C H9 H9 H 0 1 N N N 34.204 72.391 42.785 3.428 -4.426 0.447 H9 W2C 29 W2C H8 H8 H 0 1 N N N 32.489 71.778 40.702 1.807 -2.554 1.244 H8 W2C 30 W2C H10 H10 H 0 1 N N N 36.037 71.830 41.773 5.365 -3.377 -0.240 H10 W2C 31 W2C H23 H23 H 0 1 N N N 27.004 77.284 35.051 -6.677 -0.353 1.645 H23 W2C 32 W2C H22 H22 H 0 1 N N N 29.016 76.865 36.380 -4.558 -1.572 1.407 H22 W2C 33 W2C H25 H25 H 0 1 N N N 26.022 73.152 35.256 -5.458 2.364 -1.445 H25 W2C 34 W2C H26 H26 H 0 1 N N N 28.031 72.753 36.575 -3.342 1.139 -1.684 H26 W2C 35 W2C H2 H2 H 0 1 N N N 30.014 76.362 38.369 -1.788 0.243 -1.857 H2 W2C 36 W2C H1 H1 H 0 1 N N N 32.007 75.758 39.653 0.327 -0.990 -2.092 H1 W2C 37 W2C H4 H4 H 0 1 N N N 30.078 72.539 36.533 -3.005 -2.468 1.231 H4 W2C 38 W2C H5 H5 H 0 1 N N N 32.064 71.943 37.803 -0.882 -3.686 0.985 H5 W2C 39 W2C H71C H71C H 0 0 N N N 33.976 72.672 38.983 0.992 -4.209 -0.461 H71C W2C 40 W2C H72C H72C H 0 0 N N N 34.007 74.267 39.807 1.496 -3.085 -1.745 H72C W2C 41 W2C H14 H14 H 0 1 N N N 30.310 75.192 42.262 2.494 1.461 -0.413 H14 W2C 42 W2C H11 H11 H 0 1 N N N 32.480 74.564 41.738 2.349 -0.916 -1.113 H11 W2C 43 W2C H171 H171 H 0 0 N N N 28.324 76.110 45.624 5.094 4.528 0.114 H171 W2C 44 W2C H172 H172 H 0 0 N N N 28.668 74.359 45.833 5.685 3.174 1.108 H172 W2C 45 W2C H181 H181 H 0 0 N N N 27.179 74.692 43.934 3.522 4.014 1.970 H181 W2C 46 W2C H182 H182 H 0 0 N N N 28.331 75.859 43.199 2.770 3.721 0.384 H182 W2C 47 W2C H16 H16 H 0 1 N N N 30.747 75.427 46.114 5.931 2.636 -1.286 H16 W2C 48 W2C H151 H151 H 0 0 N N N 31.158 73.590 44.723 5.395 0.799 0.270 H151 W2C 49 W2C H152 H152 H 0 0 N N N 32.033 74.958 43.956 4.604 0.520 -1.300 H152 W2C 50 W2C H19 H19 H 0 1 N N N 28.967 73.075 43.804 3.967 1.670 2.132 H19 W2C 51 W2C H20 H20 H 0 1 N N N 31.496 76.978 44.558 4.098 3.956 -2.073 H20 W2C 52 # 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 W2C C27 C24 SING N N 1 W2C C27 N28 TRIP N N 2 W2C C9 C8 SING N N 3 W2C C9 N10 DOUB N N 4 W2C C9 H9 SING N N 5 W2C C23 C22 DOUB Y N 6 W2C C23 C24 SING Y N 7 W2C C25 C26 SING Y N 8 W2C C25 C24 DOUB Y N 9 W2C C22 C21 SING Y N 10 W2C C26 C21 DOUB Y N 11 W2C C2 C1 SING Y N 12 W2C C2 C3 DOUB Y N 13 W2C C4 C5 DOUB Y N 14 W2C C4 C3 SING Y N 15 W2C C1 C6 DOUB Y N 16 W2C C5 C6 SING Y N 17 W2C C21 C3 SING N N 18 W2C C6 C7 SING N N 19 W2C C12 C14 SING N N 20 W2C C12 N11 SING N N 21 W2C C12 O13 DOUB N N 22 W2C C17 C18 SING N N 23 W2C C17 C16 SING N N 24 W2C C15 C14 SING N N 25 W2C C15 C16 SING N N 26 W2C C18 N19 SING N N 27 W2C C14 N19 SING N N 28 W2C C16 O20 SING N N 29 W2C C7 C8 SING N N 30 W2C C8 N11 SING N N 31 W2C C8 H8 SING N N 32 W2C N10 H10 SING N N 33 W2C C23 H23 SING N N 34 W2C C22 H22 SING N N 35 W2C C25 H25 SING N N 36 W2C C26 H26 SING N N 37 W2C C2 H2 SING N N 38 W2C C1 H1 SING N N 39 W2C C4 H4 SING N N 40 W2C C5 H5 SING N N 41 W2C C7 H71C SING N N 42 W2C C7 H72C SING N N 43 W2C C14 H14 SING N N 44 W2C N11 H11 SING N N 45 W2C C17 H171 SING N N 46 W2C C17 H172 SING N N 47 W2C C18 H181 SING N N 48 W2C C18 H182 SING N N 49 W2C C16 H16 SING N N 50 W2C C15 H151 SING N N 51 W2C C15 H152 SING N N 52 W2C N19 H19 SING N N 53 W2C O20 H20 SING N N 54 # 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 W2C SMILES ACDLabs 12.01 "O=C(NC(C=[N@H])Cc2ccc(c1ccc(C#N)cc1)cc2)C3NCCC(O)C3" W2C InChI InChI 1.03 "InChI=1S/C22H24N4O2/c23-13-16-3-7-18(8-4-16)17-5-1-15(2-6-17)11-19(14-24)26-22(28)21-12-20(27)9-10-25-21/h1-8,14,19-21,24-25,27H,9-12H2,(H,26,28)/b24-14+/t19-,20-,21-/m0/s1" W2C InChIKey InChI 1.03 IOCQAXABAZCRSK-QCXLXSPFSA-N W2C SMILES_CANONICAL CACTVS 3.385 "O[C@H]1CCN[C@@H](C1)C(=O)N[C@@H](Cc2ccc(cc2)c3ccc(cc3)C#N)C=N" W2C SMILES CACTVS 3.385 "O[CH]1CCN[CH](C1)C(=O)N[CH](Cc2ccc(cc2)c3ccc(cc3)C#N)C=N" W2C SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C/[C@H](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[C@@H]3C[C@H](CCN3)O" W2C SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC(C=N)NC(=O)C2CC(CCN2)O)c3ccc(cc3)C#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 W2C "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,4S)-N-[(2S,3E)-1-(4'-cyanobiphenyl-4-yl)-3-iminopropan-2-yl]-4-hydroxypiperidine-2-carboxamide" W2C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4S)-N-[(2S)-1-azanylidene-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-oxidanyl-piperidine-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 W2C "Create component" 2013-10-31 EBI W2C "Initial release" 2014-03-19 RCSB W2C "Modify descriptor" 2014-09-05 RCSB #