data_288 # _chem_comp.id 288 _chem_comp.name "5-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID{[CYCLOPENTYL-(2-HYDROXY-ETHYL)-CARBAMOYL]-METHYL}-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-21 _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 365.854 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 288 _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 288 C1 C1 C 0 1 Y N N 68.181 -71.099 81.724 3.624 -0.155 -0.568 C1 288 1 288 C2 C2 C 0 1 Y N N 66.912 -70.745 82.280 3.031 -0.302 0.702 C2 288 2 288 C3 C3 C 0 1 Y N N 67.916 -71.698 80.465 2.593 -0.314 -1.526 C3 288 3 288 C4 C4 C 0 1 Y N N 69.376 -70.809 82.460 4.998 0.095 -0.667 C4 288 4 288 N5 N5 N 0 1 Y N N 65.969 -71.119 81.390 1.690 -0.536 0.504 N5 288 5 288 C6 C6 C 0 1 Y N N 66.845 -70.122 83.551 3.822 -0.197 1.842 C6 288 6 288 C7 C7 C 0 1 Y N N 66.569 -71.693 80.291 1.434 -0.538 -0.853 C7 288 7 288 C8 C8 C 0 1 Y N N 69.285 -70.189 83.714 5.754 0.194 0.466 C8 288 8 288 C9 C9 C 0 1 Y N N 68.025 -69.847 84.255 5.171 0.048 1.720 C9 288 9 288 C10 C10 C 0 1 N N N 65.811 -72.204 79.128 0.117 -0.754 -1.471 C10 288 10 288 CL11 CL11 CL 0 0 N N N 70.710 -69.826 84.608 7.457 0.504 0.340 CL11 288 11 288 N12 N12 N 0 1 N N N 66.418 -72.774 78.039 -0.964 -0.973 -0.697 N12 288 12 288 O13 O13 O 0 1 N N N 64.591 -72.104 79.151 0.004 -0.735 -2.682 O13 288 13 288 C14 C14 C 0 1 N N N 65.546 -73.233 76.933 -2.275 -1.188 -1.313 C14 288 14 288 C15 C15 C 0 1 N N R 64.943 -74.620 77.195 -3.340 -1.297 -0.220 C15 288 15 288 N16 N16 N 0 1 N N N 64.061 -75.185 76.264 -3.282 -0.108 0.641 N16 288 16 288 O17 O17 O 0 1 N N N 65.233 -75.213 78.224 -3.099 -2.466 0.566 O17 288 17 288 C18 C18 C 0 1 N N N 63.730 -74.409 75.022 -3.927 0.983 -0.102 C18 288 18 288 C19 C19 C 0 1 N N N 63.459 -76.536 76.500 -4.134 -0.387 1.804 C19 288 19 288 C20 C20 C 0 1 N N N 64.324 -75.017 73.735 -4.308 2.123 0.859 C20 288 20 288 C21 C21 C 0 1 N N N 62.211 -74.254 74.787 -2.940 1.582 -1.125 C21 288 21 288 C22 C22 C 0 1 N N N 62.498 -76.523 77.713 -5.595 -0.476 1.358 C22 288 22 288 C23 C23 C 0 1 N N N 63.146 -75.190 72.759 -3.539 3.374 0.387 C23 288 23 288 C24 C24 C 0 1 N N N 62.102 -74.148 73.244 -3.250 3.099 -1.110 C24 288 24 288 O25 O25 O 0 1 N N N 61.948 -77.823 77.911 -5.773 -1.635 0.541 O25 288 25 288 H3 H3 H 0 1 N N N 68.641 -72.102 79.738 2.707 -0.266 -2.598 H3 288 26 288 H4 H4 H 0 1 N N N 70.371 -71.064 82.059 5.459 0.209 -1.637 H4 288 27 288 HN5 HN5 H 0 1 N N N 64.967 -70.989 81.526 1.033 -0.677 1.204 HN5 288 28 288 H6 H6 H 0 1 N N N 65.872 -69.850 83.994 3.378 -0.308 2.821 H6 288 29 288 H9 H9 H 0 1 N N N 67.962 -69.358 85.242 5.783 0.129 2.606 H9 288 30 288 H12 H12 H 0 1 N N N 67.435 -72.850 78.051 -0.873 -0.988 0.269 H12 288 31 288 H141 1H14 H 0 0 N N N 66.088 -73.209 75.959 -2.256 -2.109 -1.895 H141 288 32 288 H142 2H14 H 0 0 N N N 64.749 -72.484 76.714 -2.511 -0.349 -1.968 H142 288 33 288 H15 H15 H 0 1 N N N 64.897 -75.642 76.753 -4.326 -1.365 -0.679 H15 288 34 288 H17 H17 H 0 1 N N N 64.860 -76.071 78.386 -2.256 -2.328 1.020 H17 288 35 288 H18 H18 H 0 1 N N N 64.194 -73.414 75.218 -4.816 0.612 -0.613 H18 288 36 288 H191 1H19 H 0 0 N N N 64.245 -77.320 76.610 -4.026 0.415 2.535 H191 288 37 288 H192 2H19 H 0 0 N N N 62.955 -76.924 75.584 -3.834 -1.332 2.256 H192 288 38 288 H201 1H20 H 0 0 N N N 64.896 -75.958 73.912 -5.382 2.305 0.814 H201 288 39 288 H202 2H20 H 0 0 N N N 65.167 -74.423 73.312 -4.015 1.866 1.877 H202 288 40 288 H211 1H21 H 0 0 N N N 61.738 -73.412 75.345 -1.911 1.400 -0.814 H211 288 41 288 H212 2H21 H 0 0 N N N 61.586 -75.057 75.243 -3.119 1.166 -2.117 H212 288 42 288 H221 1H22 H 0 0 N N N 61.706 -75.745 77.611 -5.855 0.415 0.786 H221 288 43 288 H222 2H22 H 0 0 N N N 62.992 -76.133 78.634 -6.239 -0.546 2.234 H222 288 44 288 H231 1H23 H 0 0 N N N 62.756 -76.232 72.691 -4.156 4.265 0.499 H231 288 45 288 H232 2H23 H 0 0 N N N 63.424 -75.095 71.683 -2.608 3.481 0.942 H232 288 46 288 H241 1H24 H 0 0 N N N 62.241 -73.120 72.834 -4.126 3.320 -1.720 H241 288 47 288 H242 2H24 H 0 0 N N N 61.074 -74.290 72.836 -2.387 3.673 -1.448 H242 288 48 288 H25 H25 H 0 1 N N N 61.358 -77.815 78.656 -6.705 -1.653 0.282 H25 288 49 # 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 288 C1 C2 SING Y N 1 288 C1 C3 SING Y N 2 288 C1 C4 DOUB Y N 3 288 C2 N5 SING Y N 4 288 C2 C6 DOUB Y N 5 288 C3 C7 DOUB Y N 6 288 C3 H3 SING N N 7 288 C4 C8 SING Y N 8 288 C4 H4 SING N N 9 288 N5 C7 SING Y N 10 288 N5 HN5 SING N N 11 288 C6 C9 SING Y N 12 288 C6 H6 SING N N 13 288 C7 C10 SING N N 14 288 C8 C9 DOUB Y N 15 288 C8 CL11 SING N N 16 288 C9 H9 SING N N 17 288 C10 N12 SING N N 18 288 C10 O13 DOUB N N 19 288 N12 C14 SING N N 20 288 N12 H12 SING N N 21 288 C14 C15 SING N N 22 288 C14 H141 SING N N 23 288 C14 H142 SING N N 24 288 C15 N16 SING N N 25 288 C15 O17 SING N N 26 288 C15 H15 SING N N 27 288 N16 C18 SING N N 28 288 N16 C19 SING N N 29 288 O17 H17 SING N N 30 288 C18 C20 SING N N 31 288 C18 C21 SING N N 32 288 C18 H18 SING N N 33 288 C19 C22 SING N N 34 288 C19 H191 SING N N 35 288 C19 H192 SING N N 36 288 C20 C23 SING N N 37 288 C20 H201 SING N N 38 288 C20 H202 SING N N 39 288 C21 C24 SING N N 40 288 C21 H211 SING N N 41 288 C21 H212 SING N N 42 288 C22 O25 SING N N 43 288 C22 H221 SING N N 44 288 C22 H222 SING N N 45 288 C23 C24 SING N N 46 288 C23 H231 SING N N 47 288 C23 H232 SING N N 48 288 C24 H241 SING N N 49 288 C24 H242 SING N N 50 288 O25 H25 SING N N 51 # 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 288 SMILES ACDLabs 10.04 "Clc1cc2c(cc1)nc(c2)C(=O)NCC(O)N(C3CCCC3)CCO" 288 SMILES_CANONICAL CACTVS 3.341 "OCCN([C@H](O)CNC(=O)c1[nH]c2ccc(Cl)cc2c1)C3CCCC3" 288 SMILES CACTVS 3.341 "OCCN([CH](O)CNC(=O)c1[nH]c2ccc(Cl)cc2c1)C3CCCC3" 288 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)cc([nH]2)C(=O)NCC(N(CCO)C3CCCC3)O" 288 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)cc([nH]2)C(=O)NCC(N(CCO)C3CCCC3)O" 288 InChI InChI 1.03 "InChI=1S/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/t17-/m1/s1" 288 InChIKey InChI 1.03 VXABTOCIIZSEPD-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 288 "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N-{(2R)-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxyethyl}-1H-indole-2-carboxamide" 288 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-N-[2-(cyclopentyl-(2-hydroxyethyl)amino)-2-hydroxy-ethyl]-1H-indole-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 288 "Create component" 2004-10-21 RCSB 288 "Modify descriptor" 2011-06-04 RCSB #