data_U6B # _chem_comp.id U6B _chem_comp.name "4-AZANYL-N-[(2S)-1-AZANYLIDENE-3-[4-(4-CYANOPHENYL)PHENYL]PROPAN-2-YL]OXANE-4-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 U6B _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 4CDE _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 U6B C27 C27 C 0 1 N N N 25.937 77.494 36.255 -7.579 1.564 0.199 C27 U6B 1 U6B C9 C9 C 0 1 N N N 34.983 72.497 42.511 3.652 -2.836 0.335 C9 U6B 2 U6B C23 C23 C 0 1 Y N N 27.443 75.557 36.465 -5.910 0.019 1.111 C23 U6B 3 U6B C25 C25 C 0 1 Y N N 27.772 77.471 37.832 -5.457 1.179 -0.964 C25 U6B 4 U6B C22 C22 C 0 1 Y N N 28.538 74.947 37.051 -4.685 -0.604 1.028 C22 U6B 5 U6B C26 C26 C 0 1 Y N N 28.860 76.854 38.417 -4.233 0.554 -1.044 C26 U6B 6 U6B C2 C2 C 0 1 Y N N 31.407 75.775 39.253 -1.673 -0.753 -1.213 C2 U6B 7 U6B C4 C4 C 0 1 Y N N 30.704 73.616 38.632 -2.124 -1.908 0.856 C4 U6B 8 U6B C1 C1 C 0 1 Y N N 32.550 75.254 39.815 -0.446 -1.381 -1.289 C1 U6B 9 U6B C5 C5 C 0 1 Y N N 31.852 73.082 39.194 -0.895 -2.530 0.769 C5 U6B 10 U6B C24 C24 C 0 1 Y N N 27.057 76.825 36.849 -6.306 0.915 0.115 C24 U6B 11 U6B C21 C21 C 0 1 Y N N 29.271 75.584 38.041 -3.839 -0.341 -0.049 C21 U6B 12 U6B C3 C3 C 0 1 Y N N 30.456 74.975 38.649 -2.520 -1.013 -0.137 C3 U6B 13 U6B C6 C6 C 0 1 Y N N 32.788 73.900 39.787 -0.058 -2.268 -0.301 C6 U6B 14 U6B C12 C12 C 0 1 N N N 31.775 73.146 43.114 2.956 0.259 0.251 C12 U6B 15 U6B C15 C15 C 0 1 N N N 30.630 75.398 43.046 4.451 1.553 -1.249 C15 U6B 16 U6B C19 C19 C 0 1 N N N 31.703 74.613 45.137 3.131 2.721 0.517 C19 U6B 17 U6B C16 C16 C 0 1 N N N 29.893 76.442 43.867 5.605 1.447 -0.249 C16 U6B 18 U6B C18 C18 C 0 1 N N N 31.015 75.784 45.813 4.336 2.570 1.449 C18 U6B 19 U6B C14 C14 C 0 1 N N N 30.962 74.179 43.882 3.123 1.563 -0.486 C14 U6B 20 U6B C7 C7 C 0 1 N N N 34.044 73.372 40.404 1.283 -2.951 -0.390 C7 U6B 21 U6B C8 C8 C 0 1 N N S 33.754 72.753 41.753 2.338 -2.097 0.316 C8 U6B 22 U6B N28 N28 N 0 1 N N N 25.022 78.012 35.761 -8.590 2.079 0.267 N28 U6B 23 U6B N10 N10 N 0 1 N N N 36.125 72.556 42.003 4.681 -2.325 -0.228 N10 U6B 24 U6B N20 N20 N 0 1 N N N 29.691 73.596 44.296 2.014 1.738 -1.432 N20 U6B 25 U6B N11 N11 N 0 1 N N N 32.890 73.620 42.540 2.501 -0.830 -0.400 N11 U6B 26 U6B O13 O13 O 0 1 N N N 31.429 71.972 43.045 3.231 0.189 1.430 O13 U6B 27 U6B O17 O17 O 0 1 N N N 30.734 76.879 44.941 5.536 2.537 0.674 O17 U6B 28 U6B H9 H9 H 0 1 N N N 34.898 72.245 43.558 3.725 -3.795 0.826 H9 U6B 29 U6B H8 H8 H 0 1 N N N 33.238 71.796 41.585 2.019 -1.898 1.339 H8 U6B 30 U6B H10 H10 H 0 1 N N N 36.842 72.352 42.669 5.526 -2.800 -0.216 H10 U6B 31 U6B H23 H23 H 0 1 N N N 26.886 75.036 35.700 -6.566 -0.189 1.943 H23 U6B 32 U6B H22 H22 H 0 1 N N N 28.827 73.957 36.732 -4.379 -1.297 1.798 H22 U6B 33 U6B H25 H25 H 0 1 N N N 27.481 78.463 38.146 -5.761 1.872 -1.734 H25 U6B 34 U6B H26 H26 H 0 1 N N N 29.406 77.375 39.189 -3.577 0.757 -1.878 H26 U6B 35 U6B H2 H2 H 0 1 N N N 31.248 76.843 39.285 -1.973 -0.057 -1.982 H2 U6B 36 U6B H1 H1 H 0 1 N N N 33.266 75.914 40.282 0.211 -1.180 -2.122 H1 U6B 37 U6B H4 H4 H 0 1 N N N 29.986 72.955 38.170 -2.776 -2.114 1.691 H4 U6B 38 U6B H5 H5 H 0 1 N N N 32.015 72.015 39.167 -0.586 -3.223 1.538 H5 U6B 39 U6B H71C H71C H 0 0 N N N 34.479 72.609 39.742 1.225 -3.928 0.090 H71C U6B 40 U6B H72C H72C H 0 0 N N N 34.759 74.198 40.531 1.558 -3.076 -1.437 H72C U6B 41 U6B H11 H11 H 0 1 N N N 33.132 74.584 42.654 2.280 -0.774 -1.343 H11 U6B 42 U6B H151 H151 H 0 0 N N N 29.995 75.092 42.201 4.549 2.476 -1.821 H151 U6B 43 U6B H152 H152 H 0 0 N N N 31.564 75.836 42.663 4.476 0.699 -1.926 H152 U6B 44 U6B H161 H161 H 0 0 N N N 29.638 77.300 43.227 5.530 0.506 0.295 H161 U6B 45 U6B H162 H162 H 0 0 N N N 28.971 76.004 44.277 6.554 1.483 -0.783 H162 U6B 46 U6B H191 H191 H 0 0 N N N 32.726 74.909 44.863 2.213 2.701 1.103 H191 U6B 47 U6B H192 H192 H 0 0 N N N 31.742 73.767 45.839 3.202 3.667 -0.020 H192 U6B 48 U6B H181 H181 H 0 0 N N N 30.065 75.428 46.237 4.371 3.414 2.138 H181 U6B 49 U6B H182 H182 H 0 0 N N N 31.665 76.146 46.623 4.244 1.643 2.015 H182 U6B 50 U6B H201 H201 H 0 0 N N N 29.160 74.277 44.800 1.127 1.750 -0.952 H201 U6B 51 U6B H202 H202 H 0 0 N N N 29.179 73.305 43.488 2.137 2.574 -1.984 H202 U6B 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 U6B C27 C24 SING N N 1 U6B C27 N28 TRIP N N 2 U6B C9 C8 SING N N 3 U6B C9 N10 DOUB N N 4 U6B C9 H9 SING N N 5 U6B C23 C22 DOUB Y N 6 U6B C23 C24 SING Y N 7 U6B C25 C26 SING Y N 8 U6B C25 C24 DOUB Y N 9 U6B C22 C21 SING Y N 10 U6B C26 C21 DOUB Y N 11 U6B C2 C1 SING Y N 12 U6B C2 C3 DOUB Y N 13 U6B C4 C5 DOUB Y N 14 U6B C4 C3 SING Y N 15 U6B C1 C6 DOUB Y N 16 U6B C5 C6 SING Y N 17 U6B C21 C3 SING N N 18 U6B C6 C7 SING N N 19 U6B C12 C14 SING N N 20 U6B C12 N11 SING N N 21 U6B C12 O13 DOUB N N 22 U6B C15 C16 SING N N 23 U6B C15 C14 SING N N 24 U6B C19 C18 SING N N 25 U6B C19 C14 SING N N 26 U6B C16 O17 SING N N 27 U6B C18 O17 SING N N 28 U6B C14 N20 SING N N 29 U6B C7 C8 SING N N 30 U6B C8 N11 SING N N 31 U6B C8 H8 SING N N 32 U6B N10 H10 SING N N 33 U6B C23 H23 SING N N 34 U6B C22 H22 SING N N 35 U6B C25 H25 SING N N 36 U6B C26 H26 SING N N 37 U6B C2 H2 SING N N 38 U6B C1 H1 SING N N 39 U6B C4 H4 SING N N 40 U6B C5 H5 SING N N 41 U6B C7 H71C SING N N 42 U6B C7 H72C SING N N 43 U6B N11 H11 SING N N 44 U6B C15 H151 SING N N 45 U6B C15 H152 SING N N 46 U6B C16 H161 SING N N 47 U6B C16 H162 SING N N 48 U6B C19 H191 SING N N 49 U6B C19 H192 SING N N 50 U6B C18 H181 SING N N 51 U6B C18 H182 SING N N 52 U6B N20 H201 SING N N 53 U6B N20 H202 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 U6B SMILES ACDLabs 12.01 "O=C(NC(C=[N@H])Cc2ccc(c1ccc(C#N)cc1)cc2)C3(N)CCOCC3" U6B InChI InChI 1.03 "InChI=1S/C22H24N4O2/c23-14-17-3-7-19(8-4-17)18-5-1-16(2-6-18)13-20(15-24)26-21(27)22(25)9-11-28-12-10-22/h1-8,15,20,24H,9-13,25H2,(H,26,27)/b24-15+/t20-/m0/s1" U6B InChIKey InChI 1.03 DARWOCJYMDFZES-UDIPQKBFSA-N U6B SMILES_CANONICAL CACTVS 3.385 "NC1(CCOCC1)C(=O)N[C@@H](Cc2ccc(cc2)c3ccc(cc3)C#N)C=N" U6B SMILES CACTVS 3.385 "NC1(CCOCC1)C(=O)N[CH](Cc2ccc(cc2)c3ccc(cc3)C#N)C=N" U6B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C/[C@H](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)C3(CCOCC3)N" U6B SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC(C=N)NC(=O)C2(CCOCC2)N)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 U6B "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-N-[(2S,3E)-1-(4'-cyanobiphenyl-4-yl)-3-iminopropan-2-yl]tetrahydro-2H-pyran-4-carboxamide" U6B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-azanyl-N-[(2S)-1-azanylidene-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]oxane-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 U6B "Create component" 2013-10-31 EBI U6B "Initial release" 2014-03-19 RCSB U6B "Modify descriptor" 2014-09-05 RCSB #