data_518 # _chem_comp.id 518 _chem_comp.name "N-[4-(5-{[(1S)-1-cyclohexyl-2-(methylamino)-2-oxoethyl]carbamoyl}furan-2-yl)phenyl]-1-benzofuran-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H29 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-13 _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 499.558 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 518 _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 3I7I _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 518 C1 C1 C 0 1 Y N N -8.544 26.961 49.252 -2.982 -1.465 -0.082 C1 518 1 518 C2 C2 C 0 1 Y N N -8.822 25.861 50.053 -2.028 -0.468 0.093 C2 518 2 518 C3 C3 C 0 1 Y N N -8.335 25.794 51.335 -0.689 -0.763 -0.037 C3 518 3 518 C4 C4 C 0 1 Y N N -7.565 26.831 51.857 -0.289 -2.066 -0.344 C4 518 4 518 C5 C5 C 0 1 Y N N -7.257 27.922 51.047 -1.250 -3.066 -0.518 C5 518 5 518 C6 C6 C 0 1 Y N N -7.753 27.993 49.757 -2.587 -2.763 -0.388 C6 518 6 518 C7 C7 C 0 1 Y N N -7.015 26.713 53.223 1.145 -2.386 -0.484 C7 518 7 518 C8 C8 C 0 1 Y N N -6.504 25.563 53.770 1.661 -3.616 -0.780 C8 518 8 518 C9 C9 C 0 1 Y N N -6.073 25.851 55.073 3.052 -3.479 -0.818 C9 518 9 518 C10 C10 C 0 1 Y N N -6.344 27.179 55.256 3.330 -2.158 -0.541 C10 518 10 518 O11 O11 O 0 1 Y N N -6.911 27.678 54.138 2.159 -1.515 -0.347 O11 518 11 518 C12 C12 C 0 1 N N N -6.116 28.004 56.425 4.663 -1.556 -0.473 C12 518 12 518 O13 O13 O 0 1 N N N -5.691 27.566 57.479 5.651 -2.239 -0.673 O13 518 13 518 N14 N14 N 0 1 N N N -6.451 29.282 56.193 4.797 -0.245 -0.191 N14 518 14 518 C15 C15 C 0 1 N N S -6.399 30.409 57.100 6.131 0.358 -0.124 C15 518 15 518 C16 C16 C 0 1 N N N -7.781 30.986 56.899 6.707 0.150 1.253 C16 518 16 518 C17 C17 C 0 1 N N N -5.276 31.276 56.514 6.028 1.857 -0.413 C17 518 17 518 N18 N18 N 0 1 N N N -8.514 31.393 57.951 8.038 0.234 1.447 N18 518 18 518 O19 O19 O 0 1 N N N -8.268 31.055 55.783 5.972 -0.092 2.188 O19 518 19 518 N20 N20 N 0 1 N N N -9.037 26.970 47.943 -4.337 -1.163 0.055 N20 518 20 518 C21 C21 C 0 1 N N N -9.860 31.929 57.741 8.588 0.144 2.802 C21 518 21 518 C22 C22 C 0 1 N N N -5.739 32.650 56.021 5.453 2.067 -1.815 C22 518 22 518 C23 C23 C 0 1 N N N -4.617 33.171 55.120 5.351 3.566 -2.105 C23 518 23 518 C24 C24 C 0 1 N N N -3.290 33.258 55.891 4.432 4.223 -1.073 C24 518 24 518 C25 C25 C 0 1 N N N -2.936 31.956 56.626 5.007 4.013 0.329 C25 518 25 518 C26 C26 C 0 1 N N N -4.116 31.491 57.489 5.110 2.514 0.619 C26 518 26 518 C27 C27 C 0 1 N N N -10.085 27.660 47.487 -4.799 0.048 -0.315 C27 518 27 518 C28 C28 C 0 1 Y N N -10.429 27.496 46.062 -6.206 0.401 -0.079 C28 518 28 518 O29 O29 O 0 1 N N N -10.736 28.351 48.243 -4.052 0.848 -0.846 O29 518 29 518 O30 O30 O 0 1 Y N N -9.589 27.716 45.024 -7.122 -0.403 0.500 O30 518 30 518 C31 C31 C 0 1 Y N N -11.638 27.083 45.588 -6.778 1.589 -0.404 C31 518 31 518 C32 C32 C 0 1 Y N N -11.522 27.052 44.126 -8.176 1.493 0.014 C32 518 32 518 C33 C33 C 0 1 Y N N -10.202 27.464 43.845 -8.319 0.210 0.575 C33 518 33 518 C34 C34 C 0 1 Y N N -9.800 27.535 42.518 -9.558 -0.178 1.070 C34 518 34 518 C35 C35 C 0 1 Y N N -10.679 27.204 41.501 -10.626 0.690 1.005 C35 518 35 518 C36 C36 C 0 1 Y N N -11.977 26.795 41.774 -10.481 1.953 0.448 C36 518 36 518 C37 C37 C 0 1 Y N N -12.394 26.718 43.075 -9.271 2.359 -0.040 C37 518 37 518 H2 H2 H 0 1 N N N -9.425 25.053 49.665 -2.338 0.540 0.330 H2 518 38 518 H3 H3 H 0 1 N N N -8.551 24.929 51.945 0.051 0.012 0.098 H3 518 39 518 H5 H5 H 0 1 N N N -6.629 28.715 51.427 -0.944 -4.074 -0.756 H5 518 40 518 H6 H6 H 0 1 N N N -7.527 28.850 49.140 -3.330 -3.535 -0.523 H6 518 41 518 H8 H8 H 0 1 N N N -6.444 24.602 53.281 1.101 -4.523 -0.952 H8 518 42 518 H9 H9 H 0 1 N N N -5.623 25.170 55.780 3.770 -4.259 -1.025 H9 518 43 518 HN14 HN14 H 0 0 N N N -6.781 29.483 55.271 4.010 0.300 -0.032 HN14 518 44 518 H15 H15 H 0 1 N N N -6.194 30.251 58.169 6.779 -0.112 -0.863 H15 518 45 518 H17 H17 H 0 1 N N N -4.933 30.689 55.649 7.019 2.306 -0.356 H17 518 46 518 HN20 HN20 H 0 0 N N N -8.554 26.400 47.279 -4.947 -1.825 0.417 HN20 518 47 518 H21 H21 H 0 1 N N N -10.300 32.207 58.710 8.318 -0.816 3.241 H21 518 48 518 H21A H21A H 0 0 N N N -9.804 32.818 57.096 9.674 0.232 2.759 H21A 518 49 518 H22 H22 H 0 1 N N N -6.681 32.564 55.459 6.108 1.599 -2.550 H22 518 50 518 H22A H22A H 0 0 N N N -5.905 33.331 56.868 4.462 1.617 -1.873 H22A 518 51 518 H23 H23 H 0 1 N N N -4.493 32.484 54.270 6.342 4.015 -2.048 H23 518 52 518 H23A H23A H 0 0 N N N -4.886 34.174 54.756 4.941 3.716 -3.104 H23A 518 53 518 H24 H24 H 0 1 N N N -2.487 33.479 55.173 4.359 5.291 -1.279 H24 518 54 518 H24A H24A H 0 0 N N N -3.375 34.063 56.636 3.441 3.773 -1.130 H24A 518 55 518 H25 H25 H 0 1 N N N -2.700 31.177 55.886 5.999 4.462 0.387 H25 518 56 518 H25A H25A H 0 0 N N N -2.063 32.132 57.272 4.353 4.481 1.064 H25A 518 57 518 H26 H26 H 0 1 N N N -4.373 32.251 58.241 4.118 2.064 0.562 H26 518 58 518 H26A H26A H 0 0 N N N -3.871 30.557 58.017 5.519 2.364 1.618 H26A 518 59 518 H31 H31 H 0 1 N N N -12.509 26.829 46.173 -6.298 2.434 -0.875 H31 518 60 518 H34 H34 H 0 1 N N N -8.795 27.850 42.278 -9.684 -1.159 1.506 H34 518 61 518 H35 H35 H 0 1 N N N -10.348 27.265 40.475 -11.588 0.385 1.391 H35 518 62 518 H36 H36 H 0 1 N N N -12.650 26.540 40.969 -11.328 2.621 0.404 H36 518 63 518 H37 H37 H 0 1 N N N -13.401 26.398 43.296 -9.163 3.343 -0.473 H37 518 64 518 H28 H28 H 0 1 N N N -8.140 31.329 58.876 8.631 0.354 0.689 H28 518 65 518 H29 H29 H 0 1 N N N -10.488 31.165 57.259 8.182 0.950 3.413 H29 518 66 # 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 518 C1 C6 DOUB Y N 1 518 C1 C2 SING Y N 2 518 C2 C3 DOUB Y N 3 518 C2 H2 SING N N 4 518 C3 C4 SING Y N 5 518 C3 H3 SING N N 6 518 C4 C7 SING Y N 7 518 C5 C4 DOUB Y N 8 518 C5 H5 SING N N 9 518 C6 C5 SING Y N 10 518 C6 H6 SING N N 11 518 C7 C8 DOUB Y N 12 518 C7 O11 SING Y N 13 518 C8 C9 SING Y N 14 518 C8 H8 SING N N 15 518 C9 C10 DOUB Y N 16 518 C9 H9 SING N N 17 518 C10 C12 SING N N 18 518 O11 C10 SING Y N 19 518 C12 O13 DOUB N N 20 518 N14 C12 SING N N 21 518 N14 C15 SING N N 22 518 N14 HN14 SING N N 23 518 C15 H15 SING N N 24 518 C16 C15 SING N N 25 518 C16 N18 SING N N 26 518 C17 C15 SING N N 27 518 C17 C26 SING N N 28 518 C17 H17 SING N N 29 518 O19 C16 DOUB N N 30 518 N20 C1 SING N N 31 518 N20 HN20 SING N N 32 518 C21 N18 SING N N 33 518 C21 H21 SING N N 34 518 C21 H21A SING N N 35 518 C22 C17 SING N N 36 518 C22 H22 SING N N 37 518 C22 H22A SING N N 38 518 C23 C22 SING N N 39 518 C23 C24 SING N N 40 518 C23 H23 SING N N 41 518 C23 H23A SING N N 42 518 C24 C25 SING N N 43 518 C24 H24 SING N N 44 518 C24 H24A SING N N 45 518 C25 C26 SING N N 46 518 C25 H25 SING N N 47 518 C25 H25A SING N N 48 518 C26 H26 SING N N 49 518 C26 H26A SING N N 50 518 C27 N20 SING N N 51 518 C27 O29 DOUB N N 52 518 C28 C27 SING N N 53 518 O30 C28 SING Y N 54 518 C31 C28 DOUB Y N 55 518 C31 H31 SING N N 56 518 C32 C31 SING Y N 57 518 C33 O30 SING Y N 58 518 C33 C32 SING Y N 59 518 C34 C33 DOUB Y N 60 518 C34 H34 SING N N 61 518 C35 C34 SING Y N 62 518 C35 C36 DOUB Y N 63 518 C35 H35 SING N N 64 518 C36 C37 SING Y N 65 518 C36 H36 SING N N 66 518 C37 C32 DOUB Y N 67 518 C37 H37 SING N N 68 518 N18 H28 SING N N 69 518 C21 H29 SING N N 70 # 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 518 SMILES ACDLabs 11.02 "O=C(c4oc(c3ccc(NC(=O)c1oc2ccccc2c1)cc3)cc4)NC(C(=O)NC)C5CCCCC5" 518 SMILES_CANONICAL CACTVS 3.352 "CNC(=O)[C@@H](NC(=O)c1oc(cc1)c2ccc(NC(=O)c3oc4ccccc4c3)cc2)C5CCCCC5" 518 SMILES CACTVS 3.352 "CNC(=O)[CH](NC(=O)c1oc(cc1)c2ccc(NC(=O)c3oc4ccccc4c3)cc2)C5CCCCC5" 518 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CNC(=O)[C@H](C1CCCCC1)NC(=O)c2ccc(o2)c3ccc(cc3)NC(=O)c4cc5ccccc5o4" 518 SMILES "OpenEye OEToolkits" 1.7.0 "CNC(=O)C(C1CCCCC1)NC(=O)c2ccc(o2)c3ccc(cc3)NC(=O)c4cc5ccccc5o4" 518 InChI InChI 1.03 "InChI=1S/C29H29N3O5/c1-30-29(35)26(19-7-3-2-4-8-19)32-27(33)24-16-15-23(36-24)18-11-13-21(14-12-18)31-28(34)25-17-20-9-5-6-10-22(20)37-25/h5-6,9-17,19,26H,2-4,7-8H2,1H3,(H,30,35)(H,31,34)(H,32,33)/t26-/m0/s1" 518 InChIKey InChI 1.03 JFDVHGPZDKQUGQ-SANMLTNESA-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 518 "SYSTEMATIC NAME" ACDLabs 11.02 "N-[4-(5-{[(1S)-1-cyclohexyl-2-(methylamino)-2-oxoethyl]carbamoyl}furan-2-yl)phenyl]-1-benzofuran-2-carboxamide" 518 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[4-[5-[[(1S)-1-cyclohexyl-2-(methylamino)-2-oxo-ethyl]carbamoyl]furan-2-yl]phenyl]-1-benzofuran-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 518 "Create component" 2009-07-13 RCSB 518 "Modify aromatic_flag" 2011-06-04 RCSB 518 "Modify descriptor" 2011-06-04 RCSB #