data_IM8 # _chem_comp.id IM8 _chem_comp.name "2-[1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-N-[(1R)-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 2006-02-06 _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 IM8 _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 IM8 C2 C2 C 0 1 Y N N 252.823 108.812 -41.305 1.209 -2.456 -0.657 C2 IM8 1 IM8 C3 C3 C 0 1 Y N N 252.542 108.203 -42.591 0.657 -3.679 -0.325 C3 IM8 2 IM8 C4 C4 C 0 1 Y N N 251.799 106.957 -42.653 -0.516 -3.738 0.421 C4 IM8 3 IM8 C5 C5 C 0 1 Y N N 251.337 106.314 -41.499 -1.142 -2.583 0.837 C5 IM8 4 IM8 C6 C6 C 0 1 N N N 252.927 108.220 -45.030 0.467 -5.908 -0.238 C6 IM8 5 IM8 C7 C7 C 0 1 Y N N 252.550 108.592 -38.854 0.882 0.145 -0.411 C7 IM8 6 IM8 C8 C8 C 0 1 Y N N 251.892 107.592 -38.117 -0.086 0.830 0.215 C8 IM8 7 IM8 C9 C9 C 0 1 N N N 250.682 105.522 -38.509 -2.082 0.317 1.476 C9 IM8 8 IM8 C C C 0 1 Y N N 251.625 106.936 -40.256 -0.603 -1.345 0.512 C IM8 9 IM8 C1 C1 C 0 1 Y N N 252.336 108.126 -40.186 0.579 -1.281 -0.246 C1 IM8 10 IM8 C10 C10 C 0 1 Y N N 249.315 105.114 -39.012 -3.342 0.626 0.771 C10 IM8 11 IM8 C11 C11 C 0 1 Y N N 248.466 106.005 -39.728 -4.444 1.107 1.482 C11 IM8 12 IM8 C12 C12 C 0 1 Y N N 247.197 105.559 -40.197 -5.617 1.395 0.817 C12 IM8 13 IM8 C13 C13 C 0 1 Y N N 246.759 104.227 -39.950 -5.705 1.206 -0.552 C13 IM8 14 IM8 C14 C14 C 0 1 Y N N 247.591 103.332 -39.230 -4.615 0.730 -1.263 C14 IM8 15 IM8 C15 C15 C 0 1 Y N N 248.857 103.772 -38.768 -3.435 0.444 -0.611 C15 IM8 16 IM8 C16 C16 C 0 1 N N N 251.835 107.551 -36.631 -0.173 2.332 0.292 C16 IM8 17 IM8 C17 C17 C 0 1 N N N 253.443 109.783 -38.381 2.057 0.731 -1.150 C17 IM8 18 IM8 C18 C18 C 0 1 N N N 253.039 110.634 -37.312 3.211 0.909 -0.198 C18 IM8 19 IM8 N N N 0 1 Y N N 251.346 106.619 -38.945 -0.988 -0.042 0.776 N IM8 20 IM8 O O O 0 1 N N N 253.026 108.840 -43.768 1.263 -4.827 -0.728 O IM8 21 IM8 O1 O1 O 0 1 N N N 251.205 104.810 -37.661 -2.031 0.387 2.689 O1 IM8 22 IM8 O2 O2 O 0 1 N N N 253.018 110.177 -36.159 3.092 0.591 0.966 O2 IM8 23 IM8 O3 O3 O 0 1 N N N 250.642 113.553 -39.316 6.878 -0.015 -0.878 O3 IM8 24 IM8 CL CL CL 0 0 N N N 245.235 103.680 -40.515 -7.186 1.569 -1.382 CL IM8 25 IM8 N2 N2 N 0 1 N N N 252.772 111.927 -37.544 4.377 1.421 -0.641 N2 IM8 26 IM8 C19 C19 C 0 1 N N R 252.894 112.653 -38.822 5.499 1.594 0.285 C19 IM8 27 IM8 C20 C20 C 0 1 N N N 251.577 112.528 -39.619 6.283 0.284 0.386 C20 IM8 28 IM8 C21 C21 C 0 1 N N N 253.313 114.084 -38.474 6.421 2.700 -0.233 C21 IM8 29 IM8 C22 C22 C 0 1 N N N 253.071 115.150 -39.464 5.674 4.035 -0.216 C22 IM8 30 IM8 H2 H2 H 0 1 N N N 253.374 109.737 -41.216 2.120 -2.410 -1.236 H2 IM8 31 IM8 H4 H4 H 0 1 N N N 251.597 106.514 -43.617 -0.940 -4.698 0.676 H4 IM8 32 IM8 H5 H5 H 0 1 N N N 250.786 105.386 -41.552 -2.052 -2.640 1.415 H5 IM8 33 IM8 H61 1H6 H 0 1 N N N 252.005 107.621 -45.073 0.915 -6.855 -0.538 H61 IM8 34 IM8 H62 2H6 H 0 1 N N N 253.797 107.566 -45.186 0.416 -5.858 0.850 H62 IM8 35 IM8 H63 3H6 H 0 1 N N N 252.901 108.989 -45.816 -0.539 -5.835 -0.652 H63 IM8 36 IM8 H11 H11 H 0 1 N N N 248.784 107.020 -39.916 -4.377 1.254 2.550 H11 IM8 37 IM8 H12 H12 H 0 1 N N N 246.561 106.238 -40.745 -6.470 1.767 1.366 H12 IM8 38 IM8 H14 H14 H 0 1 N N N 247.262 102.322 -39.035 -4.690 0.585 -2.331 H14 IM8 39 IM8 H15 H15 H 0 1 N N N 249.489 103.087 -38.223 -2.586 0.073 -1.166 H15 IM8 40 IM8 H161 1H16 H 0 0 N N N 251.304 106.643 -36.310 -0.745 2.707 -0.557 H161 IM8 41 IM8 H162 2H16 H 0 0 N N N 251.302 108.439 -36.260 -0.667 2.621 1.219 H162 IM8 42 IM8 H163 3H16 H 0 0 N N N 252.857 107.541 -36.224 0.831 2.756 0.268 H163 IM8 43 IM8 H171 1H17 H 0 0 N N N 253.432 110.458 -39.250 1.778 1.699 -1.567 H171 IM8 44 IM8 H172 2H17 H 0 0 N N N 254.394 109.333 -38.059 2.351 0.059 -1.956 H172 IM8 45 IM8 HO3 HO3 H 0 1 N N N 250.433 113.528 -38.390 7.361 -0.846 -0.771 HO3 IM8 46 IM8 HN2 HN2 H 0 1 N N N 252.454 112.461 -36.761 4.472 1.675 -1.572 HN2 IM8 47 IM8 H19 H19 H 0 1 N N N 253.660 112.234 -39.491 5.120 1.868 1.269 H19 IM8 48 IM8 H201 1H20 H 0 0 N N N 251.828 112.616 -40.686 7.063 0.385 1.140 H201 IM8 49 IM8 H202 2H20 H 0 0 N N N 251.117 111.559 -39.375 5.607 -0.523 0.669 H202 IM8 50 IM8 H211 1H21 H 0 0 N N N 254.408 114.035 -38.386 6.730 2.469 -1.252 H211 IM8 51 IM8 H212 2H21 H 0 0 N N N 252.753 114.363 -37.570 7.301 2.769 0.407 H212 IM8 52 IM8 H221 1H22 H 0 0 N N N 252.125 114.954 -39.989 6.331 4.824 -0.585 H221 IM8 53 IM8 H222 2H22 H 0 0 N N N 253.897 115.170 -40.190 4.794 3.967 -0.856 H222 IM8 54 IM8 H223 3H22 H 0 0 N N N 253.011 116.121 -38.951 5.365 4.267 0.803 H223 IM8 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 IM8 C2 C3 SING Y N 1 IM8 C2 C1 DOUB Y N 2 IM8 C2 H2 SING N N 3 IM8 C3 C4 DOUB Y N 4 IM8 C3 O SING N N 5 IM8 C4 C5 SING Y N 6 IM8 C4 H4 SING N N 7 IM8 C5 C DOUB Y N 8 IM8 C5 H5 SING N N 9 IM8 C6 O SING N N 10 IM8 C6 H61 SING N N 11 IM8 C6 H62 SING N N 12 IM8 C6 H63 SING N N 13 IM8 C7 C8 DOUB Y N 14 IM8 C7 C1 SING Y N 15 IM8 C7 C17 SING N N 16 IM8 C8 C16 SING N N 17 IM8 C8 N SING Y N 18 IM8 C9 C10 SING N N 19 IM8 C9 N SING N N 20 IM8 C9 O1 DOUB N N 21 IM8 C C1 SING Y N 22 IM8 C N SING Y N 23 IM8 C10 C11 SING Y N 24 IM8 C10 C15 DOUB Y N 25 IM8 C11 C12 DOUB Y N 26 IM8 C11 H11 SING N N 27 IM8 C12 C13 SING Y N 28 IM8 C12 H12 SING N N 29 IM8 C13 C14 DOUB Y N 30 IM8 C13 CL SING N N 31 IM8 C14 C15 SING Y N 32 IM8 C14 H14 SING N N 33 IM8 C15 H15 SING N N 34 IM8 C16 H161 SING N N 35 IM8 C16 H162 SING N N 36 IM8 C16 H163 SING N N 37 IM8 C17 C18 SING N N 38 IM8 C17 H171 SING N N 39 IM8 C17 H172 SING N N 40 IM8 C18 O2 DOUB N N 41 IM8 C18 N2 SING N N 42 IM8 O3 C20 SING N N 43 IM8 O3 HO3 SING N N 44 IM8 N2 C19 SING N N 45 IM8 N2 HN2 SING N N 46 IM8 C19 C20 SING N N 47 IM8 C19 C21 SING N N 48 IM8 C19 H19 SING N N 49 IM8 C20 H201 SING N N 50 IM8 C20 H202 SING N N 51 IM8 C21 C22 SING N N 52 IM8 C21 H211 SING N N 53 IM8 C21 H212 SING N N 54 IM8 C22 H221 SING N N 55 IM8 C22 H222 SING N N 56 IM8 C22 H223 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 IM8 SMILES ACDLabs 10.04 "Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)NC(CC)CO" IM8 SMILES_CANONICAL CACTVS 3.341 "CC[C@H](CO)NC(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c3ccc(OC)cc13" IM8 SMILES CACTVS 3.341 "CC[CH](CO)NC(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c3ccc(OC)cc13" IM8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](CO)NC(=O)Cc1c(n(c2c1cc(cc2)OC)C(=O)c3ccc(cc3)Cl)C" IM8 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(CO)NC(=O)Cc1c(n(c2c1cc(cc2)OC)C(=O)c3ccc(cc3)Cl)C" IM8 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-/m1/s1" IM8 InChIKey InChI 1.03 GKJWXEORYGBJFS-QGZVFWFLSA-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 IM8 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}-N-[(1R)-1-(hydroxymethyl)propyl]acetamide" IM8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]-N-[(2R)-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 IM8 "Create component" 2006-02-06 RCSB IM8 "Modify descriptor" 2011-06-04 RCSB #