data_4CD # _chem_comp.id 4CD _chem_comp.name "4-chloro-6-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 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 2009-10-22 _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 331.793 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4CD _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 3K97 _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 4CD N1 N1 N 0 1 N N N 67.465 78.967 22.812 -0.777 0.376 -0.812 N1 4CD 1 4CD C4 C4 C 0 1 N N R 67.982 79.893 23.865 -2.215 0.462 -1.104 C4 4CD 2 4CD C5 C5 C 0 1 Y N N 69.461 79.654 24.300 -3.010 0.161 0.140 C5 4CD 3 4CD C6 C6 C 0 1 Y N N 70.420 79.041 23.404 -2.448 0.366 1.386 C6 4CD 4 4CD C7 C7 C 0 1 Y N N 71.762 78.818 23.799 -3.177 0.090 2.528 C7 4CD 5 4CD C8 C8 C 0 1 Y N N 72.193 79.195 25.089 -4.468 -0.393 2.423 C8 4CD 6 4CD C10 C10 C 0 1 Y N N 69.923 80.035 25.624 -4.303 -0.317 0.036 C10 4CD 7 4CD C13 C13 C 0 1 Y N N 68.324 76.447 24.747 1.966 0.460 0.250 C13 4CD 8 4CD C15 C15 C 0 1 Y N N 67.197 75.553 26.745 4.093 -0.644 0.106 C15 4CD 9 4CD C17 C17 C 0 1 Y N N 65.886 76.674 24.994 2.104 -1.832 -0.523 C17 4CD 10 4CD C1 C1 C 0 1 N N N 67.823 81.283 23.221 -2.501 1.905 -1.573 C1 4CD 11 4CD C2 C2 C 0 1 N N N 67.944 81.046 21.717 -1.112 2.394 -2.060 C2 4CD 12 4CD C3 C3 C 0 1 N N N 67.377 79.648 21.512 -0.166 1.696 -1.052 C3 4CD 13 4CD C9 C9 C 0 1 Y N N 71.285 79.796 25.992 -5.030 -0.598 1.177 C9 4CD 14 4CD C11 C11 C 0 1 N N N 69.028 80.681 26.657 -4.918 -0.535 -1.322 C11 4CD 15 4CD C12 C12 C 0 1 Y N N 67.068 76.908 24.240 1.336 -0.698 -0.218 C12 4CD 16 4CD C14 C14 C 0 1 Y N N 68.388 75.771 25.998 3.333 0.483 0.410 C14 4CD 17 4CD C16 C16 C 0 1 Y N N 65.947 76.001 26.244 3.478 -1.797 -0.358 C16 4CD 18 4CD O1 O1 O 0 1 N N N 64.661 77.072 24.579 1.501 -2.960 -0.977 O1 4CD 19 4CD O2 O2 O 0 1 N N N 67.248 74.913 27.951 5.440 -0.614 0.266 O2 4CD 20 4CD C18 C18 C 0 1 N N N 67.005 77.631 22.925 -0.126 -0.727 -0.390 C18 4CD 21 4CD O3 O3 O 0 1 N N N 66.521 77.000 21.984 -0.747 -1.745 -0.151 O3 4CD 22 4CD CL1 CL1 CL 0 0 N N N 69.924 75.235 26.569 4.112 1.921 0.991 CL1 4CD 23 4CD H4 H4 H 0 1 N N N 67.427 79.749 24.804 -2.477 -0.244 -1.891 H4 4CD 24 4CD H6 H6 H 0 1 N N N 70.105 78.748 22.413 -1.439 0.743 1.468 H6 4CD 25 4CD H7 H7 H 0 1 N N N 72.457 78.359 23.112 -2.737 0.250 3.501 H7 4CD 26 4CD H8 H8 H 0 1 N N N 73.217 79.024 25.387 -5.037 -0.610 3.315 H8 4CD 27 4CD H13 H13 H 0 1 N N N 69.227 76.613 24.178 1.380 1.337 0.482 H13 4CD 28 4CD H1 H1 H 0 1 N N N 66.846 81.722 23.472 -3.220 1.908 -2.392 H1 4CD 29 4CD H1A H1A H 0 1 N N N 68.606 81.971 23.574 -2.857 2.516 -0.743 H1A 4CD 30 4CD H2 H2 H 0 1 N N N 67.374 81.795 21.148 -0.914 2.059 -3.078 H2 4CD 31 4CD H2A H2A H 0 1 N N N 68.992 81.104 21.387 -1.031 3.478 -1.984 H2A 4CD 32 4CD H3 H3 H 0 1 N N N 67.958 79.104 20.753 -0.114 2.264 -0.123 H3 4CD 33 4CD H3A H3A H 0 1 N N N 66.331 79.702 21.176 0.829 1.580 -1.482 H3A 4CD 34 4CD H9 H9 H 0 1 N N N 71.626 80.080 26.977 -6.039 -0.975 1.096 H9 4CD 35 4CD H11 H11 H 0 1 N N N 68.550 79.901 27.268 -4.710 -1.552 -1.656 H11 4CD 36 4CD H11A H11A H 0 0 N N N 69.629 81.336 27.305 -5.996 -0.387 -1.261 H11A 4CD 37 4CD H11B H11B H 0 0 N N N 68.254 81.276 26.150 -4.493 0.174 -2.032 H11B 4CD 38 4CD H16 H16 H 0 1 N N N 65.044 75.831 26.812 4.072 -2.668 -0.593 H16 4CD 39 4CD HO1 HO1 H 0 1 N N N 64.010 76.820 25.224 1.418 -3.001 -1.940 HO1 4CD 40 4CD HO2 HO2 H 0 1 N N N 66.372 74.850 28.314 5.739 -0.891 1.143 HO2 4CD 41 # 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 4CD N1 C4 SING N N 1 4CD N1 C3 SING N N 2 4CD N1 C18 SING N N 3 4CD C4 C5 SING N N 4 4CD C4 C1 SING N N 5 4CD C5 C6 DOUB Y N 6 4CD C5 C10 SING Y N 7 4CD C6 C7 SING Y N 8 4CD C7 C8 DOUB Y N 9 4CD C8 C9 SING Y N 10 4CD C10 C9 DOUB Y N 11 4CD C10 C11 SING N N 12 4CD C13 C12 DOUB Y N 13 4CD C13 C14 SING Y N 14 4CD C15 C14 DOUB Y N 15 4CD C15 C16 SING Y N 16 4CD C15 O2 SING N N 17 4CD C17 C12 SING Y N 18 4CD C17 C16 DOUB Y N 19 4CD C17 O1 SING N N 20 4CD C1 C2 SING N N 21 4CD C2 C3 SING N N 22 4CD C12 C18 SING N N 23 4CD C14 CL1 SING N N 24 4CD C18 O3 DOUB N N 25 4CD C4 H4 SING N N 26 4CD C6 H6 SING N N 27 4CD C7 H7 SING N N 28 4CD C8 H8 SING N N 29 4CD C13 H13 SING N N 30 4CD C1 H1 SING N N 31 4CD C1 H1A SING N N 32 4CD C2 H2 SING N N 33 4CD C2 H2A SING N N 34 4CD C3 H3 SING N N 35 4CD C3 H3A SING N N 36 4CD C9 H9 SING N N 37 4CD C11 H11 SING N N 38 4CD C11 H11A SING N N 39 4CD C11 H11B SING N N 40 4CD C16 H16 SING N N 41 4CD O1 HO1 SING N N 42 4CD O2 HO2 SING N N 43 # 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 4CD SMILES ACDLabs 11.02 "O=C(c1cc(Cl)c(O)cc1O)N3C(c2c(cccc2)C)CCC3" 4CD SMILES_CANONICAL CACTVS 3.352 "Cc1ccccc1[C@H]2CCCN2C(=O)c3cc(Cl)c(O)cc3O" 4CD SMILES CACTVS 3.352 "Cc1ccccc1[CH]2CCCN2C(=O)c3cc(Cl)c(O)cc3O" 4CD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccccc1[C@H]2CCCN2C(=O)c3cc(c(cc3O)O)Cl" 4CD SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccccc1C2CCCN2C(=O)c3cc(c(cc3O)O)Cl" 4CD InChI InChI 1.03 "InChI=1S/C18H18ClNO3/c1-11-5-2-3-6-12(11)15-7-4-8-20(15)18(23)13-9-14(19)17(22)10-16(13)21/h2-3,5-6,9-10,15,21-22H,4,7-8H2,1H3/t15-/m1/s1" 4CD InChIKey InChI 1.03 SOMWPEIBCBZHBS-OAHLLOKOSA-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 4CD "SYSTEMATIC NAME" ACDLabs 11.02 "(5-chloro-2,4-dihydroxyphenyl)[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]methanone" 4CD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(5-chloro-2,4-dihydroxy-phenyl)-[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4CD "Create component" 2009-10-22 RCSB 4CD "Modify aromatic_flag" 2011-06-04 RCSB 4CD "Modify descriptor" 2011-06-04 RCSB #