data_IMS # _chem_comp.id IMS _chem_comp.name "2-[1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-N-[(1S)-1-(HYDROXYMETHYL)PROPYL]ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 Cl N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-08 _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 428.909 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IMS _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 ? _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 IMS C2 C2 C 0 1 Y N N 249.721 105.722 -40.507 1.148 2.591 0.601 C2 IMS 1 IMS C3 C3 C 0 1 Y N N 248.817 105.236 -39.557 0.557 3.784 0.229 C3 IMS 2 IMS C4 C4 C 0 1 Y N N 248.818 105.798 -38.291 -0.615 3.782 -0.522 C4 IMS 3 IMS C5 C5 C 0 1 Y N N 249.695 106.832 -37.972 -1.201 2.594 -0.904 C5 IMS 4 IMS C6 C6 C 0 1 N N N 246.644 104.036 -39.319 0.292 6.002 0.073 C6 IMS 5 IMS C7 C7 C 0 1 Y N N 251.607 107.400 -40.956 0.908 -0.026 0.433 C7 IMS 6 IMS C8 C8 C 0 1 Y N N 252.158 108.355 -40.100 -0.034 -0.761 -0.174 C8 IMS 7 IMS C9 C9 C 0 1 N N N 251.829 109.084 -37.878 -2.040 -0.355 -1.456 C9 IMS 8 IMS O2 O2 O 0 1 N N N 251.466 109.424 -42.609 3.138 -0.439 -0.922 O2 IMS 9 IMS C18 C18 C 0 1 N N N 251.994 108.481 -43.154 3.263 -0.717 0.251 C18 IMS 10 IMS N2 N2 N 0 1 N N N 252.503 108.719 -44.368 4.443 -1.176 0.713 N2 IMS 11 IMS C19 C19 C 0 1 N N S 253.205 107.932 -45.367 5.575 -1.340 -0.203 C19 IMS 12 IMS C21 C21 C 0 1 N N N 252.118 107.374 -46.264 6.884 -1.255 0.583 C21 IMS 13 IMS C22 C22 C 0 1 N N N 251.034 108.389 -46.534 7.037 0.150 1.169 C22 IMS 14 IMS C20 C20 C 0 1 N N N 253.981 109.029 -46.119 5.480 -2.703 -0.892 C20 IMS 15 IMS O3 O3 O 0 1 N N N 254.859 108.599 -47.178 5.629 -3.739 0.081 O3 IMS 16 IMS C17 C17 C 0 1 N N N 252.017 107.156 -42.411 2.099 -0.549 1.194 C17 IMS 17 IMS C1 C1 C 0 1 Y N N 250.610 106.758 -40.191 0.559 1.384 0.224 C1 IMS 18 IMS C16 C16 C 0 1 N N N 253.250 109.325 -40.412 -0.070 -2.267 -0.204 C16 IMS 19 IMS N N N 0 1 Y N N 251.542 108.241 -38.931 -0.962 0.062 -0.764 N IMS 20 IMS C C C 0 1 Y N N 250.589 107.316 -38.917 -0.621 1.385 -0.539 C IMS 21 IMS O O O 0 1 N N N 247.953 104.203 -39.874 1.122 4.964 0.598 O IMS 22 IMS O1 O1 O 0 1 N N N 251.072 109.982 -37.544 -1.983 -0.460 -2.666 O1 IMS 23 IMS C10 C10 C 0 1 Y N N 253.064 109.042 -37.075 -3.292 -0.684 -0.745 C10 IMS 24 IMS C15 C15 C 0 1 Y N N 254.254 108.561 -37.581 -3.396 -0.462 0.630 C15 IMS 25 IMS C14 C14 C 0 1 Y N N 255.375 108.559 -36.781 -4.569 -0.767 1.287 C14 IMS 26 IMS C13 C13 C 0 1 Y N N 255.279 109.054 -35.490 -5.639 -1.301 0.588 C13 IMS 27 IMS CL CL CL 0 0 N N N 256.482 109.070 -34.588 -7.111 -1.688 1.424 CL IMS 28 IMS C12 C12 C 0 1 Y N N 254.075 109.545 -35.003 -5.540 -1.529 -0.775 C12 IMS 29 IMS C11 C11 C 0 1 Y N N 252.958 109.553 -35.803 -4.374 -1.223 -1.444 C11 IMS 30 IMS H2 H2 H 0 1 N N N 249.734 105.293 -41.498 2.057 2.594 1.183 H2 IMS 31 IMS H4 H4 H 0 1 N N N 248.131 105.430 -37.543 -1.069 4.719 -0.808 H4 IMS 32 IMS H5 H5 H 0 1 N N N 249.679 107.261 -36.981 -2.110 2.603 -1.486 H5 IMS 33 IMS H61 1H6 H 0 1 N N N 246.203 103.101 -39.695 0.708 6.972 0.345 H61 IMS 34 IMS H62 2H6 H 0 1 N N N 246.010 104.885 -39.613 0.248 5.917 -1.013 H62 IMS 35 IMS H63 3H6 H 0 1 N N N 246.713 103.993 -38.222 -0.712 5.908 0.486 H63 IMS 36 IMS HN2 HN2 H 0 1 N N N 252.368 109.667 -44.657 4.543 -1.398 1.652 HN2 IMS 37 IMS H19 H19 H 0 1 N N N 253.847 107.115 -45.005 5.550 -0.551 -0.955 H19 IMS 38 IMS H211 1H21 H 0 0 N N N 251.661 106.514 -45.753 7.722 -1.465 -0.082 H211 IMS 39 IMS H212 2H21 H 0 0 N N N 252.570 107.078 -47.222 6.871 -1.986 1.392 H212 IMS 40 IMS H221 1H22 H 0 0 N N N 250.310 107.970 -47.249 7.970 0.211 1.729 H221 IMS 41 IMS H222 2H22 H 0 0 N N N 251.482 109.300 -46.957 7.051 0.881 0.360 H222 IMS 42 IMS H223 3H22 H 0 0 N N N 250.520 108.636 -45.594 6.200 0.360 1.834 H223 IMS 43 IMS H201 1H20 H 0 0 N N N 254.638 109.489 -45.366 4.510 -2.798 -1.378 H201 IMS 44 IMS H202 2H20 H 0 0 N N N 253.235 109.700 -46.571 6.271 -2.789 -1.638 H202 IMS 45 IMS HO3 HO3 H 0 1 N N N 254.363 108.504 -47.983 5.564 -4.579 -0.393 HO3 IMS 46 IMS H171 1H17 H 0 0 N N N 251.317 106.451 -42.883 1.851 -1.512 1.640 H171 IMS 47 IMS H172 2H17 H 0 0 N N N 253.030 106.730 -42.444 2.367 0.157 1.980 H172 IMS 48 IMS H161 1H16 H 0 0 N N N 254.221 108.880 -40.150 -0.633 -2.635 0.654 H161 IMS 49 IMS H162 2H16 H 0 0 N N N 253.100 110.246 -39.830 -0.550 -2.601 -1.124 H162 IMS 50 IMS H163 3H16 H 0 0 N N N 253.234 109.563 -41.486 0.948 -2.656 -0.164 H163 IMS 51 IMS H15 H15 H 0 1 N N N 254.306 108.190 -38.594 -2.563 -0.046 1.176 H15 IMS 52 IMS H14 H14 H 0 1 N N N 256.314 108.178 -37.154 -4.653 -0.592 2.350 H14 IMS 53 IMS H12 H12 H 0 1 N N N 254.016 109.922 -33.993 -6.378 -1.946 -1.314 H12 IMS 54 IMS H11 H11 H 0 1 N N N 252.021 109.950 -35.442 -4.298 -1.400 -2.507 H11 IMS 55 # 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 IMS C2 C3 DOUB Y N 1 IMS C2 C1 SING Y N 2 IMS C2 H2 SING N N 3 IMS C3 C4 SING Y N 4 IMS C3 O SING N N 5 IMS C4 C5 DOUB Y N 6 IMS C4 H4 SING N N 7 IMS C5 C SING Y N 8 IMS C5 H5 SING N N 9 IMS C6 O SING N N 10 IMS C6 H61 SING N N 11 IMS C6 H62 SING N N 12 IMS C6 H63 SING N N 13 IMS C7 C8 DOUB Y N 14 IMS C7 C17 SING N N 15 IMS C7 C1 SING Y N 16 IMS C8 C16 SING N N 17 IMS C8 N SING Y N 18 IMS C9 N SING N N 19 IMS C9 O1 DOUB N N 20 IMS C9 C10 SING N N 21 IMS O2 C18 DOUB N N 22 IMS C18 N2 SING N N 23 IMS C18 C17 SING N N 24 IMS N2 C19 SING N N 25 IMS N2 HN2 SING N N 26 IMS C19 C21 SING N N 27 IMS C19 C20 SING N N 28 IMS C19 H19 SING N N 29 IMS C21 C22 SING N N 30 IMS C21 H211 SING N N 31 IMS C21 H212 SING N N 32 IMS C22 H221 SING N N 33 IMS C22 H222 SING N N 34 IMS C22 H223 SING N N 35 IMS C20 O3 SING N N 36 IMS C20 H201 SING N N 37 IMS C20 H202 SING N N 38 IMS O3 HO3 SING N N 39 IMS C17 H171 SING N N 40 IMS C17 H172 SING N N 41 IMS C1 C DOUB Y N 42 IMS C16 H161 SING N N 43 IMS C16 H162 SING N N 44 IMS C16 H163 SING N N 45 IMS N C SING Y N 46 IMS C10 C15 SING Y N 47 IMS C10 C11 DOUB Y N 48 IMS C15 C14 DOUB Y N 49 IMS C15 H15 SING N N 50 IMS C14 C13 SING Y N 51 IMS C14 H14 SING N N 52 IMS C13 CL SING N N 53 IMS C13 C12 DOUB Y N 54 IMS C12 C11 SING Y N 55 IMS C12 H12 SING N N 56 IMS C11 H11 SING N N 57 # 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 IMS SMILES ACDLabs 10.04 "Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)NC(CC)CO" IMS SMILES_CANONICAL CACTVS 3.341 "CC[C@@H](CO)NC(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c3ccc(OC)cc13" IMS SMILES CACTVS 3.341 "CC[CH](CO)NC(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c3ccc(OC)cc13" IMS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](CO)NC(=O)Cc1c(n(c2c1cc(cc2)OC)C(=O)c3ccc(cc3)Cl)C" IMS SMILES "OpenEye OEToolkits" 1.5.0 "CCC(CO)NC(=O)Cc1c(n(c2c1cc(cc2)OC)C(=O)c3ccc(cc3)Cl)C" IMS InChI InChI 1.03 "InChI=1S/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/t17-/m0/s1" IMS InChIKey InChI 1.03 GKJWXEORYGBJFS-KRWDZBQOSA-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 IMS "SYSTEMATIC NAME" ACDLabs 10.04 "2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}-N-[(1S)-1-(hydroxymethyl)propyl]acetamide" IMS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]-N-[(2S)-1-hydroxybutan-2-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IMS "Create component" 2006-02-08 RCSB IMS "Modify descriptor" 2011-06-04 RCSB #