data_0M5 # _chem_comp.id 0M5 _chem_comp.name "N-(4-chloro-3-fluorophenyl)-N'-{[(3R)-1-cyclopropylpyrrolidin-3-yl]methyl}ethanediamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 Cl F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-27 _chem_comp.pdbx_modified_date 2013-02-22 _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 339.792 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0M5 _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 4DVX _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 0M5 C01 C01 C 0 1 Y N N 24.414 -15.412 42.466 -4.872 -0.808 0.427 C01 0M5 1 0M5 C02 C02 C 0 1 Y N N 25.058 -15.185 43.698 -5.829 -0.105 -0.287 C02 0M5 2 0M5 C03 C03 C 0 1 Y N N 26.460 -15.188 43.732 -5.501 1.096 -0.891 C03 0M5 3 0M5 C04 C04 C 0 1 Y N N 27.228 -15.417 42.549 -4.219 1.597 -0.785 C04 0M5 4 0M5 C05 C05 C 0 1 Y N N 26.600 -15.656 41.289 -3.256 0.895 -0.070 C05 0M5 5 0M5 C06 C06 C 0 1 Y N N 25.178 -15.638 41.295 -3.586 -0.310 0.537 C06 0M5 6 0M5 C10 C10 C 0 1 N N R 29.040 -14.591 34.571 3.866 -0.386 0.631 C10 0M5 7 0M5 C11 C11 C 0 1 N N N 30.434 -14.788 33.953 3.983 -1.014 -0.776 C11 0M5 8 0M5 C15 C15 C 0 1 N N N 30.044 -10.355 32.447 8.499 -0.872 -0.892 C15 0M5 9 0M5 CL CL CL 0 0 N N N 24.170 -14.894 45.202 -7.442 -0.732 -0.424 CL 0M5 10 0M5 F F F 0 1 N N N 23.083 -15.423 42.353 -5.195 -1.977 1.021 F 0M5 11 0M5 N01 N01 N 0 1 N N N 27.422 -15.881 40.072 -1.958 1.402 0.039 N01 0M5 12 0M5 C07 C07 C 0 1 N N N 27.000 -15.675 38.714 -0.908 0.558 0.094 C07 0M5 13 0M5 O01 O01 O 0 1 N N N 25.857 -15.287 38.468 -1.080 -0.635 -0.047 O01 0M5 14 0M5 C08 C08 C 0 1 N N N 27.904 -15.915 37.412 0.467 1.092 0.329 C08 0M5 15 0M5 N02 N02 N 0 1 N N N 27.424 -15.706 36.107 1.517 0.249 0.384 N02 0M5 16 0M5 O O O 0 1 N N N 29.064 -16.305 37.611 0.639 2.285 0.470 O 0M5 17 0M5 C09 C09 C 0 1 N N N 28.256 -15.904 34.881 2.865 0.772 0.614 C09 0M5 18 0M5 C12 C12 C 0 1 N N N 30.638 -13.590 32.957 5.498 -1.318 -0.895 C12 0M5 19 0M5 N N N 0 1 N N N 29.403 -12.761 33.050 6.131 -0.161 -0.213 N 0M5 20 0M5 C13 C13 C 0 1 N N N 28.348 -13.657 33.552 5.278 0.133 0.962 C13 0M5 21 0M5 C14 C14 C 0 1 N N N 29.458 -11.359 33.473 7.504 -0.480 0.202 C14 0M5 22 0M5 C C C 0 1 N N N 28.543 -10.351 32.735 8.611 0.493 -0.209 C 0M5 23 0M5 H01 H01 H 0 1 N N N 26.968 -15.014 44.669 -6.249 1.641 -1.448 H01 0M5 24 0M5 H02 H02 H 0 1 N N N 28.306 -15.409 42.609 -3.964 2.534 -1.258 H02 0M5 25 0M5 H03 H03 H 0 1 N N N 24.657 -15.804 40.364 -2.839 -0.857 1.093 H03 0M5 26 0M5 H08 H08 H 0 1 N N N 29.159 -14.038 35.514 3.560 -1.139 1.357 H08 0M5 27 0M5 H09 H09 H 0 1 N N N 30.482 -15.746 33.414 3.399 -1.933 -0.839 H09 0M5 28 0M5 H10 H10 H 0 1 N N N 31.206 -14.770 34.737 3.668 -0.306 -1.543 H10 0M5 29 0M5 H17 H17 H 0 1 N N N 30.416 -10.716 31.477 9.250 -1.621 -0.644 H17 0M5 30 0M5 H16 H16 H 0 1 N N N 30.671 -9.520 32.793 8.136 -0.892 -1.920 H16 0M5 31 0M5 H04 H04 H 0 1 N N N 28.357 -16.207 40.211 -1.813 2.360 0.075 H04 0M5 32 0M5 H05 H05 H 0 1 N N N 26.476 -15.409 35.993 1.379 -0.705 0.271 H05 0M5 33 0M5 H06 H06 H 0 1 N N N 27.604 -16.152 34.031 2.895 1.292 1.572 H06 0M5 34 0M5 H07 H07 H 0 1 N N N 28.968 -16.726 35.049 3.127 1.466 -0.184 H07 0M5 35 0M5 H11 H11 H 0 1 N N N 30.770 -13.965 31.931 5.745 -2.248 -0.384 H11 0M5 36 0M5 H12 H12 H 0 1 N N N 31.518 -12.998 33.247 5.800 -1.361 -1.941 H12 0M5 37 0M5 H13 H13 H 0 1 N N N 27.553 -13.076 34.043 5.246 1.208 1.139 H13 0M5 38 0M5 H14 H14 H 0 1 N N N 27.918 -14.243 32.726 5.667 -0.380 1.841 H14 0M5 39 0M5 H15 H15 H 0 1 N N N 29.662 -11.148 34.533 7.600 -0.973 1.169 H15 0M5 40 0M5 H H H 0 1 N N N 28.093 -9.513 33.287 9.435 0.641 0.488 H 0M5 41 0M5 H18 H18 H 0 1 N N N 27.837 -10.709 31.971 8.320 1.370 -0.787 H18 0M5 42 # 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 0M5 C15 C SING N N 1 0M5 C15 C14 SING N N 2 0M5 C C14 SING N N 3 0M5 C12 N SING N N 4 0M5 C12 C11 SING N N 5 0M5 N C14 SING N N 6 0M5 N C13 SING N N 7 0M5 C13 C10 SING N N 8 0M5 C11 C10 SING N N 9 0M5 C10 C09 SING N N 10 0M5 C09 N02 SING N N 11 0M5 N02 C08 SING N N 12 0M5 C08 O DOUB N N 13 0M5 C08 C07 SING N N 14 0M5 O01 C07 DOUB N N 15 0M5 C07 N01 SING N N 16 0M5 N01 C05 SING N N 17 0M5 C05 C06 DOUB Y N 18 0M5 C05 C04 SING Y N 19 0M5 C06 C01 SING Y N 20 0M5 F C01 SING N N 21 0M5 C01 C02 DOUB Y N 22 0M5 C04 C03 DOUB Y N 23 0M5 C02 C03 SING Y N 24 0M5 C02 CL SING N N 25 0M5 C03 H01 SING N N 26 0M5 C04 H02 SING N N 27 0M5 C06 H03 SING N N 28 0M5 C10 H08 SING N N 29 0M5 C11 H09 SING N N 30 0M5 C11 H10 SING N N 31 0M5 C15 H17 SING N N 32 0M5 C15 H16 SING N N 33 0M5 N01 H04 SING N N 34 0M5 N02 H05 SING N N 35 0M5 C09 H06 SING N N 36 0M5 C09 H07 SING N N 37 0M5 C12 H11 SING N N 38 0M5 C12 H12 SING N N 39 0M5 C13 H13 SING N N 40 0M5 C13 H14 SING N N 41 0M5 C14 H15 SING N N 42 0M5 C H SING N N 43 0M5 C H18 SING N N 44 # 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 0M5 SMILES ACDLabs 12.01 "Clc1ccc(cc1F)NC(=O)C(=O)NCC3CCN(C2CC2)C3" 0M5 InChI InChI 1.03 "InChI=1S/C16H19ClFN3O2/c17-13-4-1-11(7-14(13)18)20-16(23)15(22)19-8-10-5-6-21(9-10)12-2-3-12/h1,4,7,10,12H,2-3,5-6,8-9H2,(H,19,22)(H,20,23)/t10-/m1/s1" 0M5 InChIKey InChI 1.03 WJMIBQNZONFNCE-SNVBAGLBSA-N 0M5 SMILES_CANONICAL CACTVS 3.370 "Fc1cc(NC(=O)C(=O)NC[C@H]2CCN(C2)C3CC3)ccc1Cl" 0M5 SMILES CACTVS 3.370 "Fc1cc(NC(=O)C(=O)NC[CH]2CCN(C2)C3CC3)ccc1Cl" 0M5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)C(=O)NC[C@H]2CCN(C2)C3CC3)F)Cl" 0M5 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)C(=O)NCC2CCN(C2)C3CC3)F)Cl" # 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 0M5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-chloro-3-fluorophenyl)-N'-{[(3R)-1-cyclopropylpyrrolidin-3-yl]methyl}ethanediamide" 0M5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N'-(4-chloranyl-3-fluoranyl-phenyl)-N-[[(3R)-1-cyclopropylpyrrolidin-3-yl]methyl]ethanediamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0M5 "Create component" 2012-02-27 RCSB 0M5 "Other modification" 2012-11-08 RCSB 0M5 "Initial release" 2013-02-22 RCSB #