data_541 # _chem_comp.id 541 _chem_comp.name "(2R)-N-HYDROXY-2-[(3S)-3-METHYL-3-{4-[(2-METHYLQUINOLIN-4-YL)METHOXY]PHENYL}-2-OXOPYRROLIDIN-1-YL]PROPANAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-01 _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 433.500 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 541 _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 2FV5 _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 541 C20 C20 C 0 1 Y N N 51.860 26.443 48.447 -7.281 2.231 0.129 C20 541 1 541 C1 C1 C 0 1 Y N N 53.277 26.584 48.382 -6.627 3.327 0.600 C1 541 2 541 C2 C2 C 0 1 Y N N 53.863 27.783 47.884 -5.253 3.301 0.831 C2 541 3 541 C3 C3 C 0 1 Y N N 53.037 28.859 47.445 -4.526 2.175 0.592 C3 541 4 541 C21 C21 C 0 1 Y N N 51.616 28.747 47.496 -5.169 1.023 0.111 C21 541 5 541 C22 C22 C 0 1 Y N N 51.022 27.512 48.016 -6.565 1.049 -0.130 C22 541 6 541 N1 N1 N 0 1 Y N N 49.634 27.412 48.060 -7.181 -0.043 -0.594 N1 541 7 541 C4 C4 C 0 1 N N N 47.356 28.257 47.729 -7.261 -2.349 -1.360 C4 541 8 541 C5 C5 C 0 1 Y N N 48.810 28.428 47.652 -6.517 -1.147 -0.838 C5 541 9 541 C6 C6 C 0 1 Y N N 49.349 29.649 47.141 -5.144 -1.239 -0.627 C6 541 10 541 C7 C7 C 0 1 Y N N 50.779 29.822 47.064 -4.453 -0.159 -0.155 C7 541 11 541 C8 C8 C 0 1 N N N 51.431 31.122 46.508 -2.966 -0.234 0.081 C8 541 12 541 C9 C9 C 0 1 Y N N 50.157 31.656 44.502 -1.155 -1.545 -0.029 C9 541 13 541 O2 O2 O 0 1 N N N 50.499 31.998 45.833 -2.494 -1.538 -0.261 O2 541 14 541 C10 C10 C 0 1 Y N N 49.210 32.465 43.811 -0.414 -2.692 -0.273 C10 541 15 541 C11 C11 C 0 1 Y N N 48.814 32.145 42.481 0.947 -2.696 -0.036 C11 541 16 541 C12 C12 C 0 1 Y N N 49.377 31.012 41.815 1.570 -1.559 0.444 C12 541 17 541 C13 C13 C 0 1 Y N N 50.322 30.197 42.499 0.833 -0.416 0.693 C13 541 18 541 C14 C14 C 0 1 Y N N 50.719 30.517 43.827 -0.528 -0.405 0.452 C14 541 19 541 C15 C15 C 0 1 N N N 50.233 30.228 39.552 3.344 -1.396 2.211 C15 541 20 541 C16 C16 C 0 1 N N S 48.993 30.690 40.388 3.055 -1.566 0.701 C16 541 21 541 C17 C17 C 0 1 N N N 47.841 29.721 40.372 3.681 -2.861 0.179 C17 541 22 541 C18 C18 C 0 1 N N N 48.527 31.975 39.674 3.709 -0.361 0.061 C18 541 23 541 O3 O3 O 0 1 N N N 47.452 32.523 39.821 3.484 0.036 -1.063 O3 541 24 541 C19 C19 C 0 1 N N N 50.536 31.372 38.554 4.621 -0.527 2.191 C19 541 25 541 C23 C23 C 0 1 N N R 49.612 33.716 38.316 5.381 1.391 0.618 C23 541 26 541 C24 C24 C 0 1 N N N 50.611 34.473 39.167 6.266 1.115 -0.570 C24 541 27 541 N2 N2 N 0 1 N N N 50.083 35.509 39.836 7.096 2.073 -1.028 N2 541 28 541 O1 O1 O 0 1 N N N 50.905 36.256 40.669 7.928 1.814 -2.145 O1 541 29 541 O4 O4 O 0 1 N N N 51.787 34.104 39.238 6.231 0.031 -1.114 O4 541 30 541 C25 C25 C 0 1 N N N 50.050 33.679 36.845 4.452 2.564 0.301 C25 541 31 541 N3 N3 N 0 1 N N N 49.509 32.359 38.828 4.580 0.201 0.917 N3 541 32 541 H20 H20 H 0 1 N N N 51.423 25.529 48.822 -8.346 2.269 -0.045 H20 541 33 541 H1 H1 H 0 1 N N N 53.911 25.775 48.713 -7.182 4.233 0.798 H1 541 34 541 H2 H2 H 0 1 N N N 54.938 27.877 47.839 -4.758 4.185 1.205 H2 541 35 541 H3 H3 H 0 1 N N N 53.490 29.765 47.071 -3.462 2.167 0.775 H3 541 36 541 H41 1H4 H 0 1 N N N 47.070 27.322 47.225 -7.609 -2.953 -0.522 H41 541 37 541 H42 2H4 H 0 1 N N N 46.860 29.106 47.236 -8.116 -2.020 -1.950 H42 541 38 541 H43 3H4 H 0 1 N N N 47.047 28.214 48.784 -6.596 -2.945 -1.985 H43 541 39 541 H6 H6 H 0 1 N N N 48.689 30.439 46.814 -4.625 -2.162 -0.838 H6 541 40 541 H81 1H8 H 0 1 N N N 52.182 30.815 45.765 -2.755 -0.035 1.132 H81 541 41 541 H82 2H8 H 0 1 N N N 51.867 31.674 47.354 -2.463 0.509 -0.538 H82 541 42 541 H10 H10 H 0 1 N N N 48.788 33.330 44.301 -0.900 -3.580 -0.648 H10 541 43 541 H11 H11 H 0 1 N N N 48.086 32.760 41.974 1.525 -3.589 -0.226 H11 541 44 541 H13 H13 H 0 1 N N N 50.740 29.331 42.007 1.321 0.470 1.068 H13 541 45 541 H14 H14 H 0 1 N N N 51.448 29.900 44.332 -1.103 0.489 0.643 H14 541 46 541 H151 1H15 H 0 0 N N N 50.029 29.284 39.025 3.535 -2.359 2.683 H151 541 47 541 H152 2H15 H 0 0 N N N 51.097 30.051 40.209 2.525 -0.875 2.708 H152 541 48 541 H171 1H17 H 0 0 N N N 48.146 28.798 39.858 3.262 -3.711 0.719 H171 541 49 541 H172 2H17 H 0 0 N N N 46.990 30.172 39.842 3.468 -2.965 -0.884 H172 541 50 541 H173 3H17 H 0 0 N N N 47.546 29.485 41.405 4.760 -2.831 0.333 H173 541 51 541 H191 1H19 H 0 0 N N N 50.524 31.032 37.508 5.508 -1.159 2.236 H191 541 52 541 H192 2H19 H 0 0 N N N 51.542 31.787 38.714 4.613 0.174 3.026 H192 541 53 541 H23 H23 H 0 1 N N N 48.639 34.226 38.365 5.998 1.639 1.481 H23 541 54 541 HN2 HN2 H 0 1 N N N 49.115 35.739 39.737 7.124 2.939 -0.593 HN2 541 55 541 HO1 HO1 H 0 1 N N N 51.730 36.427 40.230 8.437 2.620 -2.307 HO1 541 56 541 H251 1H25 H 0 0 N N N 50.645 32.772 36.663 5.048 3.449 0.079 H251 541 57 541 H252 2H25 H 0 0 N N N 50.658 34.568 36.621 3.834 2.316 -0.562 H252 541 58 541 H253 3H25 H 0 0 N N N 49.161 33.670 36.197 3.812 2.764 1.160 H253 541 59 # 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 541 C20 C1 SING Y N 1 541 C20 C22 DOUB Y N 2 541 C20 H20 SING N N 3 541 C1 C2 DOUB Y N 4 541 C1 H1 SING N N 5 541 C2 C3 SING Y N 6 541 C2 H2 SING N N 7 541 C3 C21 DOUB Y N 8 541 C3 H3 SING N N 9 541 C21 C22 SING Y N 10 541 C21 C7 SING Y N 11 541 C22 N1 SING Y N 12 541 N1 C5 DOUB Y N 13 541 C4 C5 SING N N 14 541 C4 H41 SING N N 15 541 C4 H42 SING N N 16 541 C4 H43 SING N N 17 541 C5 C6 SING Y N 18 541 C6 C7 DOUB Y N 19 541 C6 H6 SING N N 20 541 C7 C8 SING N N 21 541 C8 O2 SING N N 22 541 C8 H81 SING N N 23 541 C8 H82 SING N N 24 541 C9 O2 SING N N 25 541 C9 C10 SING Y N 26 541 C9 C14 DOUB Y N 27 541 C10 C11 DOUB Y N 28 541 C10 H10 SING N N 29 541 C11 C12 SING Y N 30 541 C11 H11 SING N N 31 541 C12 C13 DOUB Y N 32 541 C12 C16 SING N N 33 541 C13 C14 SING Y N 34 541 C13 H13 SING N N 35 541 C14 H14 SING N N 36 541 C15 C16 SING N N 37 541 C15 C19 SING N N 38 541 C15 H151 SING N N 39 541 C15 H152 SING N N 40 541 C16 C17 SING N N 41 541 C16 C18 SING N N 42 541 C17 H171 SING N N 43 541 C17 H172 SING N N 44 541 C17 H173 SING N N 45 541 C18 O3 DOUB N N 46 541 C18 N3 SING N N 47 541 C19 N3 SING N N 48 541 C19 H191 SING N N 49 541 C19 H192 SING N N 50 541 C23 C24 SING N N 51 541 C23 C25 SING N N 52 541 C23 N3 SING N N 53 541 C23 H23 SING N N 54 541 C24 N2 SING N N 55 541 C24 O4 DOUB N N 56 541 N2 O1 SING N N 57 541 N2 HN2 SING N N 58 541 O1 HO1 SING N N 59 541 C25 H251 SING N N 60 541 C25 H252 SING N N 61 541 C25 H253 SING N N 62 # 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 541 SMILES ACDLabs 10.04 "O=C(NO)C(N4C(=O)C(c3ccc(OCc1c2ccccc2nc(c1)C)cc3)(C)CC4)C" 541 SMILES_CANONICAL CACTVS 3.341 "C[C@@H](N1CC[C@](C)(C1=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)C(=O)NO" 541 SMILES CACTVS 3.341 "C[CH](N1CC[C](C)(C1=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)C(=O)NO" 541 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(c2ccccc2n1)COc3ccc(cc3)[C@@]4(CCN(C4=O)[C@H](C)C(=O)NO)C" 541 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(c2ccccc2n1)COc3ccc(cc3)C4(CCN(C4=O)C(C)C(=O)NO)C" 541 InChI InChI 1.03 "InChI=1S/C25H27N3O4/c1-16-14-18(21-6-4-5-7-22(21)26-16)15-32-20-10-8-19(9-11-20)25(3)12-13-28(24(25)30)17(2)23(29)27-31/h4-11,14,17,31H,12-13,15H2,1-3H3,(H,27,29)/t17-,25+/m1/s1" 541 InChIKey InChI 1.03 YDMIPBHQKFOFQW-NSYGIPOTSA-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 541 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide" 541 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-N-hydroxy-2-[(3S)-3-methyl-3-[4-[(2-methylquinolin-4-yl)methoxy]phenyl]-2-oxo-pyrrolidin-1-yl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 541 "Create component" 2006-02-01 RCSB 541 "Modify descriptor" 2011-06-04 RCSB #