data_C18 # _chem_comp.id C18 _chem_comp.name "7-[(3-CHLOROBENZYL)OXY]-4-[(METHYLAMINO)METHYL]-2H-CHROMEN-2-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-07-13 _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 329.778 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C18 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _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 C18 O2C O2C O 0 1 N N N 54.572 155.118 24.115 5.072 -3.207 -0.346 O2C C18 1 C18 C2 C2 C 0 1 N N N 53.849 154.788 25.077 4.397 -2.210 -0.161 C2 C18 2 C18 O1 O1 O 0 1 N N N 53.403 155.746 25.975 3.072 -2.269 -0.367 O1 C18 3 C18 C9 C9 C 0 1 Y N N 52.592 155.381 27.053 2.280 -1.193 -0.176 C9 C18 4 C18 C10 C10 C 0 1 Y N N 52.224 154.044 27.250 2.843 0.025 0.250 C10 C18 5 C18 C4 C4 C 0 1 N N N 52.686 153.081 26.335 4.288 0.097 0.477 C4 C18 6 C18 N4C N4C N 0 1 N N N 51.420 151.257 27.425 5.228 2.222 -0.233 N4C C18 7 C18 C4C C4C C 0 1 N N N 52.388 151.605 26.419 4.937 1.378 0.933 C4C C18 8 C18 C4N C4N C 0 1 N N N 51.843 150.819 28.740 5.863 3.483 0.174 C4N C18 9 C18 C3 C3 C 0 1 N N N 53.491 153.455 25.263 5.027 -1.024 0.271 C3 C18 10 C18 C8 C8 C 0 1 Y N N 52.165 156.370 27.936 0.913 -1.271 -0.394 C8 C18 11 C18 C7 C7 C 0 1 Y N N 51.349 156.058 29.021 0.119 -0.155 -0.192 C7 C18 12 C18 C6 C6 C 0 1 Y N N 50.973 154.729 29.225 0.682 1.048 0.229 C6 C18 13 C18 C5 C5 C 0 1 Y N N 51.417 153.735 28.347 2.026 1.143 0.449 C5 C18 14 C18 O7C O7C O 0 1 N N N 50.913 157.050 29.884 -1.220 -0.233 -0.406 O7C C18 15 C18 C7B C7B C 0 1 N N N 51.098 158.396 29.642 -1.983 0.954 -0.180 C7B C18 16 C18 C1B C1B C 0 1 Y N N 50.158 159.150 30.555 -3.437 0.678 -0.467 C1B C18 17 C18 C6B C6B C 0 1 Y N N 50.640 160.136 31.417 -3.938 0.869 -1.741 C6B C18 18 C18 C5B C5B C 0 1 Y N N 49.747 160.795 32.263 -5.271 0.616 -2.005 C5B C18 19 C18 C4B C4B C 0 1 Y N N 48.383 160.478 32.237 -6.104 0.172 -0.996 C4B C18 20 C18 C3B C3B C 0 1 Y N N 47.901 159.493 31.371 -5.603 -0.020 0.280 C3B C18 21 C18 CL3 CL3 CL 0 0 N N N 46.596 159.179 31.341 -6.648 -0.578 1.548 CL3 C18 22 C18 C2B C2B C 0 1 Y N N 48.800 158.831 30.541 -4.267 0.228 0.542 C2B C18 23 C18 H3 H3 H 0 1 N N N 53.841 152.705 24.569 6.095 -1.007 0.433 H3 C18 24 C18 H4C1 H4C1 H 0 0 N N N 51.994 151.283 25.444 4.262 1.908 1.605 H4C1 C18 25 C18 H4C2 H4C2 H 0 0 N N N 53.328 151.104 26.693 5.865 1.149 1.457 H4C2 C18 26 C18 H4C H4C H 0 1 N N N 50.888 150.501 27.043 4.393 2.395 -0.772 H4C C18 27 C18 H4N1 H4N1 H 0 0 N N N 51.950 149.724 28.746 5.194 4.027 0.840 H4N1 C18 28 C18 H4N2 H4N2 H 0 0 N N N 52.809 151.283 28.988 6.797 3.268 0.692 H4N2 C18 29 C18 H4N3 H4N3 H 0 0 N N N 51.091 151.117 29.485 6.068 4.088 -0.709 H4N3 C18 30 C18 H5 H5 H 0 1 N N N 51.130 152.708 28.521 2.457 2.078 0.775 H5 C18 31 C18 H6 H6 H 0 1 N N N 50.340 154.469 30.060 0.051 1.911 0.383 H6 C18 32 C18 H8 H8 H 0 1 N N N 52.471 157.393 27.777 0.469 -2.200 -0.721 H8 C18 33 C18 H7B1 H7B1 H 0 0 N N N 52.140 158.680 29.851 -1.871 1.265 0.858 H7B1 C18 34 C18 H7B2 H7B2 H 0 0 N N N 50.890 158.633 28.588 -1.627 1.746 -0.838 H7B2 C18 35 C18 H2B H2B H 0 1 N N N 48.441 158.059 29.876 -3.875 0.075 1.537 H2B C18 36 C18 H6B H6B H 0 1 N N N 51.691 160.386 31.429 -3.288 1.217 -2.530 H6B C18 37 C18 H5B H5B H 0 1 N N N 50.110 161.553 32.941 -5.662 0.766 -3.001 H5B C18 38 C18 H4B H4B H 0 1 N N N 47.699 160.999 32.891 -7.145 -0.025 -1.202 H4B C18 39 # 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 C18 O2C C2 DOUB N N 1 C18 C2 C3 SING N N 2 C18 C2 O1 SING N N 3 C18 O1 C9 SING N N 4 C18 C9 C8 SING Y N 5 C18 C9 C10 DOUB Y N 6 C18 C10 C5 SING Y N 7 C18 C10 C4 SING N N 8 C18 C4 C4C SING N N 9 C18 C4 C3 DOUB N N 10 C18 N4C C4N SING N N 11 C18 N4C H4C SING N N 12 C18 N4C C4C SING N N 13 C18 C4C H4C1 SING N N 14 C18 C4C H4C2 SING N N 15 C18 C4N H4N1 SING N N 16 C18 C4N H4N2 SING N N 17 C18 C4N H4N3 SING N N 18 C18 C3 H3 SING N N 19 C18 C8 C7 DOUB Y N 20 C18 C8 H8 SING N N 21 C18 C7 O7C SING N N 22 C18 C7 C6 SING Y N 23 C18 C6 H6 SING N N 24 C18 C6 C5 DOUB Y N 25 C18 C5 H5 SING N N 26 C18 O7C C7B SING N N 27 C18 C7B C1B SING N N 28 C18 C7B H7B1 SING N N 29 C18 C7B H7B2 SING N N 30 C18 C1B C2B SING Y N 31 C18 C1B C6B DOUB Y N 32 C18 C6B C5B SING Y N 33 C18 C6B H6B SING N N 34 C18 C5B C4B DOUB Y N 35 C18 C5B H5B SING N N 36 C18 C4B C3B SING Y N 37 C18 C4B H4B SING N N 38 C18 C3B CL3 SING N N 39 C18 C3B C2B DOUB Y N 40 C18 C2B H2B SING N N 41 # 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 C18 SMILES ACDLabs 10.04 "Clc1cccc(c1)COc3ccc2c(OC(=O)C=C2CNC)c3" C18 SMILES_CANONICAL CACTVS 3.341 "CNCC1=CC(=O)Oc2cc(OCc3cccc(Cl)c3)ccc12" C18 SMILES CACTVS 3.341 "CNCC1=CC(=O)Oc2cc(OCc3cccc(Cl)c3)ccc12" C18 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNCC1=CC(=O)Oc2c1ccc(c2)OCc3cccc(c3)Cl" C18 SMILES "OpenEye OEToolkits" 1.5.0 "CNCC1=CC(=O)Oc2c1ccc(c2)OCc3cccc(c3)Cl" C18 InChI InChI 1.03 "InChI=1S/C18H16ClNO3/c1-20-10-13-8-18(21)23-17-9-15(5-6-16(13)17)22-11-12-3-2-4-14(19)7-12/h2-9,20H,10-11H2,1H3" C18 InChIKey InChI 1.03 JMGUSOLCNQVZCT-UHFFFAOYSA-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 C18 "SYSTEMATIC NAME" ACDLabs 10.04 "7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one" C18 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "7-[(3-chlorophenyl)methoxy]-4-(methylaminomethyl)chromen-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C18 "Create component" 2007-07-13 RCSB C18 "Modify descriptor" 2011-06-04 RCSB #