data_0KQ # _chem_comp.id 0KQ _chem_comp.name "(2E,5R)-5-[3-(5-chloropyridin-3-yl)phenyl]-5-cyclopropyl-2-imino-3-methylimidazolidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-06 _chem_comp.pdbx_modified_date 2012-03-16 _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 340.807 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0KQ _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 4DJX _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 0KQ C1 C1 C 0 1 N N N 22.550 11.831 22.817 -2.686 -0.788 -0.858 C1 0KQ 1 0KQ C2 C2 C 0 1 N N R 22.373 10.662 21.814 -2.396 -0.064 0.439 C2 0KQ 2 0KQ N1 N1 N 0 1 N N N 22.591 9.454 22.684 -3.508 0.890 0.583 N1 0KQ 3 0KQ C3 C3 C 0 1 N N N 22.706 9.877 23.968 -4.319 0.712 -0.511 C3 0KQ 4 0KQ N2 N2 N 0 1 N N N 22.744 11.280 24.061 -3.829 -0.267 -1.340 N2 0KQ 5 0KQ N3 N3 N 0 1 N N N 22.849 9.112 25.043 -5.412 1.384 -0.732 N3 0KQ 6 0KQ C4 C4 C 0 1 N N N 22.951 12.064 25.277 -4.468 -0.689 -2.589 C4 0KQ 7 0KQ O1 O1 O 0 1 N N N 22.540 13.022 22.565 -2.016 -1.662 -1.365 O1 0KQ 8 0KQ C5 C5 C 0 1 Y N N 23.457 10.736 20.740 -1.082 0.669 0.351 C5 0KQ 9 0KQ C6 C6 C 0 1 N N N 20.914 10.747 21.348 -2.382 -1.049 1.610 C6 0KQ 10 0KQ C7 C7 C 0 1 Y N N 23.127 10.951 19.404 -1.059 2.052 0.390 C7 0KQ 11 0KQ C8 C8 C 0 1 Y N N 24.121 11.101 18.451 0.144 2.731 0.315 C8 0KQ 12 0KQ C9 C9 C 0 1 Y N N 25.453 11.063 18.827 1.328 2.032 0.200 C9 0KQ 13 0KQ C10 C10 C 0 1 Y N N 25.813 10.851 20.164 1.311 0.639 0.160 C10 0KQ 14 0KQ C11 C11 C 0 1 Y N N 24.802 10.662 21.106 0.097 -0.040 0.237 C11 0KQ 15 0KQ C12 C12 C 0 1 Y N N 27.244 10.852 20.588 2.581 -0.118 0.036 C12 0KQ 16 0KQ C13 C13 C 0 1 Y N N 28.184 11.705 20.024 2.573 -1.511 -0.010 C13 0KQ 17 0KQ C15 C15 C 0 1 Y N N 29.827 11.080 21.503 4.869 -1.580 -0.190 C15 0KQ 18 0KQ C16 C16 C 0 1 Y N N 27.667 10.040 21.644 3.803 0.554 -0.041 C16 0KQ 19 0KQ N5 N5 N 0 1 Y N N 29.445 11.828 20.456 3.699 -2.185 -0.120 N5 0KQ 20 0KQ C17 C17 C 0 1 N N N 20.201 9.473 20.996 -3.237 -0.707 2.831 C17 0KQ 21 0KQ C18 C18 C 0 1 N N N 19.771 10.272 22.186 -3.666 -1.833 1.889 C18 0KQ 22 0KQ C19 C19 C 0 1 Y N N 28.961 10.183 22.093 4.961 -0.199 -0.156 C19 0KQ 23 0KQ CL1 CL1 CL 0 0 N N N 29.510 9.203 23.420 6.509 0.580 -0.249 CL1 0KQ 24 0KQ H1 H1 H 0 1 N N N 22.979 9.654 25.874 -5.938 1.206 -1.527 H1 0KQ 25 0KQ H3 H3 H 0 1 N N N 23.081 11.386 26.133 -5.166 -1.500 -2.384 H3 0KQ 26 0KQ H4 H4 H 0 1 N N N 23.851 12.687 25.163 -5.008 0.153 -3.024 H4 0KQ 27 0KQ H5 H5 H 0 1 N N N 22.078 12.710 25.450 -3.707 -1.033 -3.289 H5 0KQ 28 0KQ H6 H6 H 0 1 N N N 20.692 11.603 20.693 -1.434 -1.557 1.786 H6 0KQ 29 0KQ H7 H7 H 0 1 N N N 22.089 11.001 19.109 -1.984 2.603 0.479 H7 0KQ 30 0KQ H8 H8 H 0 1 N N N 23.857 11.248 17.414 0.156 3.810 0.346 H8 0KQ 31 0KQ H9 H9 H 0 1 N N N 26.223 11.198 18.081 2.266 2.563 0.141 H9 0KQ 32 0KQ H10 H10 H 0 1 N N N 25.064 10.455 22.133 0.078 -1.120 0.210 H10 0KQ 33 0KQ H11 H11 H 0 1 N N N 27.878 12.308 19.182 1.635 -2.043 0.045 H11 0KQ 34 0KQ H12 H12 H 0 1 N N N 30.830 11.182 21.890 5.769 -2.170 -0.279 H12 0KQ 35 0KQ H13 H13 H 0 1 N N N 26.999 9.321 22.095 3.845 1.633 -0.013 H13 0KQ 36 0KQ H14 H14 H 0 1 N N N 19.561 9.429 20.102 -2.852 -0.990 3.811 H14 0KQ 37 0KQ H15 H15 H 0 1 N N N 20.703 8.504 21.136 -3.810 0.220 2.801 H15 0KQ 38 0KQ H16 H16 H 0 1 N N N 18.814 10.814 22.167 -4.520 -1.647 1.238 H16 0KQ 39 0KQ H17 H17 H 0 1 N N N 19.956 9.889 23.201 -3.562 -2.857 2.248 H17 0KQ 40 0KQ H18 H18 H 0 1 N N N 22.642 8.506 22.371 -3.642 1.520 1.308 H18 0KQ 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 0KQ C8 C9 DOUB Y N 1 0KQ C8 C7 SING Y N 2 0KQ C9 C10 SING Y N 3 0KQ C7 C5 DOUB Y N 4 0KQ C13 N5 DOUB Y N 5 0KQ C13 C12 SING Y N 6 0KQ C10 C12 SING N N 7 0KQ C10 C11 DOUB Y N 8 0KQ N5 C15 SING Y N 9 0KQ C12 C16 DOUB Y N 10 0KQ C5 C11 SING Y N 11 0KQ C5 C2 SING N N 12 0KQ C17 C6 SING N N 13 0KQ C17 C18 SING N N 14 0KQ C6 C2 SING N N 15 0KQ C6 C18 SING N N 16 0KQ C15 C19 DOUB Y N 17 0KQ C16 C19 SING Y N 18 0KQ C2 N1 SING N N 19 0KQ C2 C1 SING N N 20 0KQ C19 CL1 SING N N 21 0KQ O1 C1 DOUB N N 22 0KQ N1 C3 SING N N 23 0KQ C1 N2 SING N N 24 0KQ C3 N2 SING N N 25 0KQ C3 N3 DOUB N N 26 0KQ N2 C4 SING N N 27 0KQ N3 H1 SING N N 28 0KQ C4 H3 SING N N 29 0KQ C4 H4 SING N N 30 0KQ C4 H5 SING N N 31 0KQ C6 H6 SING N N 32 0KQ C7 H7 SING N N 33 0KQ C8 H8 SING N N 34 0KQ C9 H9 SING N N 35 0KQ C11 H10 SING N N 36 0KQ C13 H11 SING N N 37 0KQ C15 H12 SING N N 38 0KQ C16 H13 SING N N 39 0KQ C17 H14 SING N N 40 0KQ C17 H15 SING N N 41 0KQ C18 H16 SING N N 42 0KQ C18 H17 SING N N 43 0KQ N1 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 0KQ SMILES ACDLabs 12.01 "O=C1N(C(=[N@H])NC1(c3cccc(c2cc(Cl)cnc2)c3)C4CC4)C" 0KQ InChI InChI 1.03 "InChI=1S/C18H17ClN4O/c1-23-16(24)18(13-5-6-13,22-17(23)20)14-4-2-3-11(7-14)12-8-15(19)10-21-9-12/h2-4,7-10,13H,5-6H2,1H3,(H2,20,22)/t18-/m1/s1" 0KQ InChIKey InChI 1.03 SZDQNTKTWBPIBH-GOSISDBHSA-N 0KQ SMILES_CANONICAL CACTVS 3.370 "CN1C(=N)N[C@@](C2CC2)(C1=O)c3cccc(c3)c4cncc(Cl)c4" 0KQ SMILES CACTVS 3.370 "CN1C(=N)N[C](C2CC2)(C1=O)c3cccc(c3)c4cncc(Cl)c4" 0KQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/1\N[C@@](C(=O)N1C)(c2cccc(c2)c3cc(cnc3)Cl)C4CC4" 0KQ SMILES "OpenEye OEToolkits" 1.7.6 "CN1C(=O)C(NC1=N)(c2cccc(c2)c3cc(cnc3)Cl)C4CC4" # 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 0KQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,5R)-5-[3-(5-chloropyridin-3-yl)phenyl]-5-cyclopropyl-2-imino-3-methylimidazolidin-4-one" 0KQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5R)-2-azanylidene-5-[3-(5-chloranylpyridin-3-yl)phenyl]-5-cyclopropyl-3-methyl-imidazolidin-4-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 0KQ "Create component" 2012-02-06 RCSB #