data_2CW # _chem_comp.id 2CW _chem_comp.name "4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3R)-3-hydroxy-2-methyl-1-nitroso-1-oxobutan-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-20 _chem_comp.pdbx_modified_date 2013-10-18 _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 389.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2CW _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 4MQY _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 2CW O01 O01 O 0 1 N N N 191.728 105.566 0.824 -7.354 1.374 -1.036 O01 2CW 1 2CW C02 C02 C 0 1 N N N 192.476 105.164 -0.065 -6.337 1.230 -0.400 C02 2CW 2 2CW N03 N03 N 0 1 N N N 193.147 105.967 -0.902 -5.791 2.279 0.245 N03 2CW 3 2CW O04 O04 O 0 1 N N N 192.963 107.405 -0.728 -6.323 3.374 0.187 O04 2CW 4 2CW C05 C05 C 0 1 N N S 192.703 103.667 -0.287 -5.682 -0.125 -0.324 C05 2CW 5 2CW N06 N06 N 0 1 N N N 192.464 102.943 0.971 -4.226 0.037 -0.291 N06 2CW 6 2CW C07 C07 C 0 1 N N N 193.295 103.203 1.989 -3.429 -1.048 -0.222 C07 2CW 7 2CW C08 C08 C 0 1 Y N N 193.032 102.498 3.157 -1.963 -0.884 -0.188 C08 2CW 8 2CW C09 C09 C 0 1 Y N N 193.236 103.099 4.393 -1.136 -2.010 -0.117 C09 2CW 9 2CW C10 C10 C 0 1 Y N N 192.972 102.393 5.562 0.221 -1.860 -0.086 C10 2CW 10 2CW C11 C11 C 0 1 Y N N 192.504 101.086 5.494 0.784 -0.578 -0.125 C11 2CW 11 2CW C12 C12 C 0 1 N N N 192.247 100.488 6.724 2.207 -0.419 -0.093 C12 2CW 12 2CW C13 C13 C 0 1 N N N 192.010 99.879 7.904 3.374 -0.289 -0.066 C13 2CW 13 2CW C14 C14 C 0 1 N N N 191.761 99.190 9.023 4.742 -0.137 -0.035 C14 2CW 14 2CW C15 C15 C 0 1 N N N 191.510 98.483 9.996 5.908 -0.007 -0.009 C15 2CW 15 2CW C16 C16 C 0 1 Y N N 191.235 97.685 11.125 7.331 0.152 0.023 C16 2CW 16 2CW C17 C17 C 0 1 Y N N 189.927 97.557 11.580 7.896 1.432 -0.016 C17 2CW 17 2CW C18 C18 C 0 1 Y N N 189.664 96.852 12.748 9.264 1.580 0.016 C18 2CW 18 2CW C19 C19 C 0 1 Y N N 190.708 96.273 13.461 10.085 0.459 0.087 C19 2CW 19 2CW C20 C20 C 0 1 Y N N 192.016 96.402 13.007 9.528 -0.816 0.126 C20 2CW 20 2CW C21 C21 C 0 1 Y N N 192.279 97.108 11.838 8.161 -0.973 0.100 C21 2CW 21 2CW N22 N22 N 0 1 N N N 190.456 95.599 14.579 11.470 0.613 0.119 N22 2CW 22 2CW C23 C23 C 0 1 Y N N 192.300 100.485 4.257 -0.045 0.549 -0.196 C23 2CW 23 2CW C24 C24 C 0 1 Y N N 192.564 101.190 3.089 -1.401 0.396 -0.233 C24 2CW 24 2CW O25 O25 O 0 1 N N N 194.230 104.000 1.927 -3.917 -2.161 -0.188 O25 2CW 25 2CW C26 C26 C 0 1 N N R 191.737 103.158 -1.359 -6.144 -0.845 0.945 C26 2CW 26 2CW O27 O27 O 0 1 N N N 191.838 103.983 -2.523 -7.564 -1.003 0.912 O27 2CW 27 2CW C28 C28 C 0 1 N N N 190.304 103.207 -0.821 -5.751 -0.018 2.171 C28 2CW 28 2CW C29 C29 C 0 1 N N N 194.143 103.431 -0.744 -6.075 -0.952 -1.550 C29 2CW 29 2CW H3 H3 H 0 1 N N N 191.715 102.287 1.062 -3.836 0.925 -0.318 H3 2CW 30 2CW H4 H4 H 0 1 N N N 193.600 104.115 4.446 -1.570 -2.998 -0.086 H4 2CW 31 2CW H5 H5 H 0 1 N N N 193.131 102.860 6.523 0.859 -2.729 -0.030 H5 2CW 32 2CW H6 H6 H 0 1 N N N 189.116 98.006 11.026 7.259 2.303 -0.071 H6 2CW 33 2CW H7 H7 H 0 1 N N N 188.648 96.754 13.102 9.700 2.567 -0.015 H7 2CW 34 2CW H8 H8 H 0 1 N N N 192.827 95.954 13.562 10.170 -1.683 0.180 H8 2CW 35 2CW H9 H9 H 0 1 N N N 193.295 97.208 11.484 7.729 -1.962 0.135 H9 2CW 36 2CW H10 H10 H 0 1 N N N 191.313 95.252 14.960 11.860 1.501 0.091 H10 2CW 37 2CW H11 H11 H 0 1 N N N 190.018 96.206 15.242 12.044 -0.167 0.168 H11 2CW 38 2CW H12 H12 H 0 1 N N N 191.936 99.470 4.204 0.388 1.538 -0.226 H12 2CW 39 2CW H13 H13 H 0 1 N N N 192.406 100.722 2.128 -2.041 1.264 -0.293 H13 2CW 40 2CW H14 H14 H 0 1 N N N 191.991 102.116 -1.605 -5.671 -1.825 1.000 H14 2CW 41 2CW H15 H15 H 0 1 N N N 192.727 103.953 -2.857 -8.052 -0.169 0.863 H15 2CW 42 2CW H16 H16 H 0 1 N N N 190.226 102.573 0.074 -6.225 0.962 2.116 H16 2CW 43 2CW H17 H17 H 0 1 N N N 190.046 104.244 -0.559 -6.081 -0.531 3.075 H17 2CW 44 2CW H18 H18 H 0 1 N N N 189.610 102.840 -1.592 -4.668 0.102 2.196 H18 2CW 45 2CW H19 H19 H 0 1 N N N 194.837 103.797 0.027 -5.746 -0.439 -2.454 H19 2CW 46 2CW H20 H20 H 0 1 N N N 194.305 102.355 -0.903 -5.601 -1.932 -1.495 H20 2CW 47 2CW H21 H21 H 0 1 N N N 194.322 103.971 -1.685 -7.158 -1.072 -1.575 H21 2CW 48 # 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 2CW O27 C26 SING N N 1 2CW C26 C28 SING N N 2 2CW C26 C05 SING N N 3 2CW N03 O04 DOUB N N 4 2CW N03 C02 SING N N 5 2CW C29 C05 SING N N 6 2CW C05 C02 SING N N 7 2CW C05 N06 SING N N 8 2CW C02 O01 DOUB N N 9 2CW N06 C07 SING N N 10 2CW O25 C07 DOUB N N 11 2CW C07 C08 SING N N 12 2CW C24 C08 DOUB Y N 13 2CW C24 C23 SING Y N 14 2CW C08 C09 SING Y N 15 2CW C23 C11 DOUB Y N 16 2CW C09 C10 DOUB Y N 17 2CW C11 C10 SING Y N 18 2CW C11 C12 SING N N 19 2CW C12 C13 TRIP N N 20 2CW C13 C14 SING N N 21 2CW C14 C15 TRIP N N 22 2CW C15 C16 SING N N 23 2CW C16 C17 DOUB Y N 24 2CW C16 C21 SING Y N 25 2CW C17 C18 SING Y N 26 2CW C21 C20 DOUB Y N 27 2CW C18 C19 DOUB Y N 28 2CW C20 C19 SING Y N 29 2CW C19 N22 SING N N 30 2CW N06 H3 SING N N 31 2CW C09 H4 SING N N 32 2CW C10 H5 SING N N 33 2CW C17 H6 SING N N 34 2CW C18 H7 SING N N 35 2CW C20 H8 SING N N 36 2CW C21 H9 SING N N 37 2CW N22 H10 SING N N 38 2CW N22 H11 SING N N 39 2CW C23 H12 SING N N 40 2CW C24 H13 SING N N 41 2CW C26 H14 SING N N 42 2CW O27 H15 SING N N 43 2CW C28 H16 SING N N 44 2CW C28 H17 SING N N 45 2CW C28 H18 SING N N 46 2CW C29 H19 SING N N 47 2CW C29 H20 SING N N 48 2CW C29 H21 SING N N 49 # 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 2CW SMILES ACDLabs 12.01 "O=NC(=O)C(NC(=O)c2ccc(C#CC#Cc1ccc(N)cc1)cc2)(C)C(O)C" 2CW InChI InChI 1.03 "InChI=1S/C22H19N3O4/c1-15(26)22(2,21(28)25-29)24-20(27)18-11-7-16(8-12-18)5-3-4-6-17-9-13-19(23)14-10-17/h7-15,26H,23H2,1-2H3,(H,24,27)/t15-,22+/m1/s1" 2CW InChIKey InChI 1.03 TVYJPPDJMQUKRB-QRQCRPRQSA-N 2CW SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@](C)(NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)N=O" 2CW SMILES CACTVS 3.385 "C[CH](O)[C](C)(NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)N=O" 2CW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]([C@@](C)(C(=O)N=O)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)O" 2CW SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(C)(C(=O)N=O)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)O" # 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 2CW "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3R)-3-hydroxy-2-methyl-1-nitroso-1-oxobutan-2-yl]benzamide" 2CW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S,3R)-2-methyl-1-nitroso-3-oxidanyl-1-oxidanylidene-butan-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2CW "Create component" 2013-09-20 RCSB 2CW "Initial release" 2013-10-23 RCSB #