data_ARQ # _chem_comp.id ARQ _chem_comp.name "BENZOYLAMINO-BENZYL-METHYL-[2-HYDROXY-3-[1-METHYL-ETHYL-OXY-N-FORMAMIDYL]-4-PHENYL-BUTYL]-AMMONIUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H38 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _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 504.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ARQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3AID _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 ARQ C1 C1 C 0 1 N N N 1.474 1.321 11.354 5.314 -1.749 -0.197 C1 ARQ 1 ARQ C2 C2 C 0 1 N N N 0.562 0.252 12.036 4.860 -2.476 1.071 C2 ARQ 2 ARQ C3 C3 C 0 1 N N N 0.675 2.633 11.410 6.174 -0.543 0.187 C3 ARQ 3 ARQ C4 C4 C 0 1 N N N 1.852 1.006 9.891 6.135 -2.704 -1.065 C4 ARQ 4 ARQ O4 O4 O 0 1 N N N 2.664 1.554 12.108 4.151 -1.298 -0.939 O4 ARQ 5 ARQ C30 C30 C 0 1 N N N 3.511 0.571 12.400 3.278 -0.445 -0.371 C30 ARQ 6 ARQ O3 O3 O 0 1 N N N 3.399 -0.533 11.970 3.464 -0.052 0.764 O3 ARQ 7 ARQ N1 N1 N 0 1 N N N 4.497 0.994 13.193 2.199 -0.026 -1.060 N1 ARQ 8 ARQ C5 C5 C 0 1 N N S 5.716 0.269 13.558 1.249 0.902 -0.441 C5 ARQ 9 ARQ C6 C6 C 0 1 N N N 6.953 1.163 13.346 1.744 2.338 -0.629 C6 ARQ 10 ARQ C7 C7 C 0 1 Y N N 6.975 1.824 11.998 3.035 2.527 0.124 C7 ARQ 11 ARQ C8 C8 C 0 1 Y N N 6.815 1.051 10.826 4.243 2.275 -0.500 C8 ARQ 12 ARQ C9 C9 C 0 1 Y N N 6.791 1.701 9.574 5.427 2.449 0.192 C9 ARQ 13 ARQ C10 C10 C 0 1 Y N N 6.927 3.110 9.519 5.404 2.875 1.506 C10 ARQ 14 ARQ C11 C11 C 0 1 Y N N 7.114 3.232 11.941 3.012 2.958 1.437 C11 ARQ 15 ARQ C12 C12 C 0 1 Y N N 7.085 3.888 10.692 4.196 3.128 2.130 C12 ARQ 16 ARQ C13 C13 C 0 1 N N S 5.642 -0.319 14.998 -0.122 0.745 -1.102 C13 ARQ 17 ARQ O1 O1 O 0 1 N N N 5.248 0.651 15.980 -0.015 1.033 -2.497 O1 ARQ 18 ARQ C14 C14 C 0 1 N N N 4.669 -1.525 15.008 -0.616 -0.691 -0.914 C14 ARQ 19 ARQ N2 N2 N 1 1 N N R 4.998 -2.669 15.910 -2.005 -0.796 -1.381 N2 ARQ 20 ARQ C22 C22 C 0 1 N N N 5.441 -2.219 17.249 -2.072 -0.430 -2.802 C22 ARQ 21 ARQ C15 C15 C 0 1 N N N 3.718 -3.441 16.024 -2.477 -2.176 -1.209 C15 ARQ 22 ARQ C16 C16 C 0 1 Y N N 3.724 -4.695 16.883 -2.327 -2.581 0.235 C16 ARQ 23 ARQ C17 C17 C 0 1 Y N N 4.055 -5.940 16.308 -3.322 -2.276 1.145 C17 ARQ 24 ARQ C18 C18 C 0 1 Y N N 4.162 -7.106 17.109 -3.185 -2.648 2.469 C18 ARQ 25 ARQ C19 C19 C 0 1 Y N N 3.957 -7.006 18.505 -2.053 -3.325 2.884 C19 ARQ 26 ARQ C20 C20 C 0 1 Y N N 3.386 -4.632 18.248 -1.198 -3.263 0.648 C20 ARQ 27 ARQ C21 C21 C 0 1 Y N N 3.502 -5.791 19.063 -1.059 -3.631 1.973 C21 ARQ 28 ARQ N3 N3 N 0 1 N N N 6.121 -3.333 15.291 -2.795 0.050 -0.655 N3 ARQ 29 ARQ C23 C23 C 0 1 N N N 6.067 -4.033 14.140 -4.116 0.123 -0.911 C23 ARQ 30 ARQ O2 O2 O 0 1 N N N 5.015 -4.224 13.523 -4.605 -0.563 -1.787 O2 ARQ 31 ARQ C27 C27 C 0 1 Y N N 7.360 -4.579 13.674 -4.971 1.038 -0.125 C27 ARQ 32 ARQ C26 C26 C 0 1 Y N N 7.343 -5.490 12.582 -6.340 1.116 -0.387 C26 ARQ 33 ARQ C25 C25 C 0 1 Y N N 8.521 -6.101 12.123 -7.133 1.972 0.350 C25 ARQ 34 ARQ C24 C24 C 0 1 Y N N 9.714 -5.796 12.796 -6.573 2.751 1.347 C24 ARQ 35 ARQ C28 C28 C 0 1 Y N N 8.593 -4.222 14.279 -4.415 1.823 0.886 C28 ARQ 36 ARQ C29 C29 C 0 1 Y N N 9.781 -4.839 13.838 -5.217 2.679 1.612 C29 ARQ 37 ARQ H21A 1H2 H 0 0 N N N 1.141 -0.699 11.995 4.275 -1.795 1.690 H21A ARQ 38 ARQ H22 2H2 H 0 1 N N N 0.231 0.533 13.063 4.247 -3.335 0.797 H22 ARQ 39 ARQ H23 3H2 H 0 1 N N N -0.455 0.177 11.587 5.733 -2.814 1.628 H23 ARQ 40 ARQ H31 1H3 H 0 1 N N N 1.326 3.396 10.923 7.047 -0.882 0.745 H31 ARQ 41 ARQ H32 2H3 H 0 1 N N N -0.342 2.558 10.961 6.497 -0.025 -0.716 H32 ARQ 42 ARQ H33 3H3 H 0 1 N N N 0.344 2.914 12.437 5.589 0.138 0.806 H33 ARQ 43 ARQ H41 1H4 H 0 1 N N N 2.503 1.769 9.404 5.523 -3.564 -1.339 H41 ARQ 44 ARQ H42 2H4 H 0 1 N N N 2.319 -0.003 9.820 6.459 -2.187 -1.968 H42 ARQ 45 ARQ H43 3H4 H 0 1 N N N 0.933 0.835 9.282 7.008 -3.043 -0.508 H43 ARQ 46 ARQ HN1 HN1 H 0 1 N N N 4.325 1.941 13.433 2.050 -0.339 -1.966 HN1 ARQ 47 ARQ H5 H5 H 0 1 N N N 5.812 -0.555 12.861 1.168 0.683 0.623 H5 ARQ 48 ARQ H61 1H6 H 0 1 N N N 7.042 1.918 14.161 1.910 2.529 -1.689 H61 ARQ 49 ARQ H62 2H6 H 0 1 N N N 7.893 0.590 13.524 0.995 3.033 -0.248 H62 ARQ 50 ARQ H8 H8 H 0 1 N N N 6.710 -0.045 10.887 4.261 1.942 -1.527 H8 ARQ 51 ARQ H9 H9 H 0 1 N N N 6.667 1.114 8.648 6.370 2.251 -0.296 H9 ARQ 52 ARQ H10 H10 H 0 1 N N N 6.909 3.614 8.538 6.329 3.010 2.047 H10 ARQ 53 ARQ H11 H11 H 0 1 N N N 7.244 3.816 12.867 2.069 3.156 1.925 H11 ARQ 54 ARQ H12 H12 H 0 1 N N N 7.183 4.985 10.633 4.178 3.460 3.157 H12 ARQ 55 ARQ H13 H13 H 0 1 N N N 6.691 -0.707 15.134 -0.828 1.435 -0.641 H13 ARQ 56 ARQ HO1 HO1 H 0 1 N N N 4.272 0.697 16.063 0.652 0.431 -2.856 HO1 ARQ 57 ARQ H141 1H14 H 0 0 N N N 3.637 -1.164 15.230 0.013 -1.370 -1.489 H141 ARQ 58 ARQ H142 2H14 H 0 0 N N N 4.538 -1.902 13.966 -0.568 -0.957 0.142 H142 ARQ 59 ARQ H221 1H22 H 0 0 N N N 5.686 -3.073 17.922 -1.306 -0.974 -3.354 H221 ARQ 60 ARQ H222 2H22 H 0 0 N N N 6.296 -1.507 17.172 -3.055 -0.685 -3.197 H222 ARQ 61 ARQ H223 3H22 H 0 0 N N N 4.688 -1.541 17.715 -1.905 0.642 -2.910 H223 ARQ 62 ARQ H151 1H15 H 0 0 N N N 2.907 -2.759 16.374 -3.526 -2.240 -1.497 H151 ARQ 63 ARQ H152 2H15 H 0 0 N N N 3.350 -3.696 15.002 -1.886 -2.843 -1.836 H152 ARQ 64 ARQ H17 H17 H 0 1 N N N 4.231 -6.002 15.221 -4.206 -1.747 0.821 H17 ARQ 65 ARQ H18 H18 H 0 1 N N N 4.402 -8.080 16.651 -3.962 -2.409 3.181 H18 ARQ 66 ARQ H19 H19 H 0 1 N N N 4.151 -7.873 19.157 -1.946 -3.615 3.919 H19 ARQ 67 ARQ H20 H20 H 0 1 N N N 3.032 -3.679 18.676 -0.421 -3.502 -0.063 H20 ARQ 68 ARQ H21 H21 H 0 1 N N N 3.237 -5.747 20.133 -0.175 -4.160 2.297 H21 ARQ 69 ARQ HN3 HN3 H 0 1 N N N 7.032 -3.144 15.636 -2.405 0.597 0.044 HN3 ARQ 70 ARQ H26 H26 H 0 1 N N N 6.391 -5.728 12.077 -6.778 0.509 -1.165 H26 ARQ 71 ARQ H25 H25 H 0 1 N N N 8.509 -6.794 11.265 -8.192 2.033 0.149 H25 ARQ 72 ARQ H24 H24 H 0 1 N N N 10.632 -6.327 12.495 -7.198 3.420 1.921 H24 ARQ 73 ARQ H28 H28 H 0 1 N N N 8.627 -3.470 15.085 -3.356 1.767 1.094 H28 ARQ 74 ARQ H29 H29 H 0 1 N N N 10.747 -4.577 14.300 -4.787 3.290 2.391 H29 ARQ 75 # 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 ARQ C1 C2 SING N N 1 ARQ C1 C3 SING N N 2 ARQ C1 C4 SING N N 3 ARQ C1 O4 SING N N 4 ARQ C2 H21A SING N N 5 ARQ C2 H22 SING N N 6 ARQ C2 H23 SING N N 7 ARQ C3 H31 SING N N 8 ARQ C3 H32 SING N N 9 ARQ C3 H33 SING N N 10 ARQ C4 H41 SING N N 11 ARQ C4 H42 SING N N 12 ARQ C4 H43 SING N N 13 ARQ O4 C30 SING N N 14 ARQ C30 O3 DOUB N N 15 ARQ C30 N1 SING N N 16 ARQ N1 C5 SING N N 17 ARQ N1 HN1 SING N N 18 ARQ C5 C6 SING N N 19 ARQ C5 C13 SING N N 20 ARQ C5 H5 SING N N 21 ARQ C6 C7 SING N N 22 ARQ C6 H61 SING N N 23 ARQ C6 H62 SING N N 24 ARQ C7 C8 DOUB Y N 25 ARQ C7 C11 SING Y N 26 ARQ C8 C9 SING Y N 27 ARQ C8 H8 SING N N 28 ARQ C9 C10 DOUB Y N 29 ARQ C9 H9 SING N N 30 ARQ C10 C12 SING Y N 31 ARQ C10 H10 SING N N 32 ARQ C11 C12 DOUB Y N 33 ARQ C11 H11 SING N N 34 ARQ C12 H12 SING N N 35 ARQ C13 O1 SING N N 36 ARQ C13 C14 SING N N 37 ARQ C13 H13 SING N N 38 ARQ O1 HO1 SING N N 39 ARQ C14 N2 SING N N 40 ARQ C14 H141 SING N N 41 ARQ C14 H142 SING N N 42 ARQ N2 C22 SING N N 43 ARQ N2 C15 SING N N 44 ARQ N2 N3 SING N N 45 ARQ C22 H221 SING N N 46 ARQ C22 H222 SING N N 47 ARQ C22 H223 SING N N 48 ARQ C15 C16 SING N N 49 ARQ C15 H151 SING N N 50 ARQ C15 H152 SING N N 51 ARQ C16 C17 DOUB Y N 52 ARQ C16 C20 SING Y N 53 ARQ C17 C18 SING Y N 54 ARQ C17 H17 SING N N 55 ARQ C18 C19 DOUB Y N 56 ARQ C18 H18 SING N N 57 ARQ C19 C21 SING Y N 58 ARQ C19 H19 SING N N 59 ARQ C20 C21 DOUB Y N 60 ARQ C20 H20 SING N N 61 ARQ C21 H21 SING N N 62 ARQ N3 C23 SING N N 63 ARQ N3 HN3 SING N N 64 ARQ C23 O2 DOUB N N 65 ARQ C23 C27 SING N N 66 ARQ C27 C26 DOUB Y N 67 ARQ C27 C28 SING Y N 68 ARQ C26 C25 SING Y N 69 ARQ C26 H26 SING N N 70 ARQ C25 C24 DOUB Y N 71 ARQ C25 H25 SING N N 72 ARQ C24 C29 SING Y N 73 ARQ C24 H24 SING N N 74 ARQ C28 C29 DOUB Y N 75 ARQ C28 H28 SING N N 76 ARQ C29 H29 SING N N 77 # 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 ARQ SMILES ACDLabs 10.04 "O=C(OC(C)(C)C)NC(Cc1ccccc1)C(O)C[N+](NC(=O)c2ccccc2)(Cc3ccccc3)C" ARQ SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[N@@+](C)(Cc2ccccc2)NC(=O)c3ccccc3" ARQ SMILES CACTVS 3.341 "CC(C)(C)OC(=O)N[CH](Cc1ccccc1)[CH](O)C[N+](C)(Cc2ccccc2)NC(=O)c3ccccc3" ARQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)[C@H](C[N@@+](C)(Cc2ccccc2)NC(=O)c3ccccc3)O" ARQ SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)NC(Cc1ccccc1)C(C[N+](C)(Cc2ccccc2)NC(=O)c3ccccc3)O" ARQ InChI InChI 1.03 "InChI=1S/C30H37N3O4/c1-30(2,3)37-29(36)31-26(20-23-14-8-5-9-15-23)27(34)22-33(4,21-24-16-10-6-11-17-24)32-28(35)25-18-12-7-13-19-25/h5-19,26-27,34H,20-22H2,1-4H3,(H-,31,32,35,36)/p+1/t26-,27-,33+/m0/s1" ARQ InChIKey InChI 1.03 KTCIZECZUWZDHY-ZTMGNVKNSA-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 ARQ "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-1-benzyl-1-{(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}-1-methyl-2-(phenylcarbonyl)diazanium" ARQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(R)-benzamido-[(2S,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-phenyl-butyl]-methyl-(phenylmethyl)azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ARQ "Create component" 1999-07-08 EBI ARQ "Modify descriptor" 2011-06-04 RCSB #