data_MJV # _chem_comp.id MJV _chem_comp.name "N-{2-[4-(5-chloro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]ethyl}-4-fluorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 Cl F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Halopemide _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-04-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 416.876 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MJV _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 6OHP _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 MJV C01 C1 C 0 1 Y N N 54.502 -18.524 1.729 7.120 0.448 -0.273 C01 MJV 1 MJV C02 C2 C 0 1 Y N N 53.279 -19.186 2.125 5.803 0.820 -0.047 C02 MJV 2 MJV C04 C3 C 0 1 N N N 51.302 -19.993 3.150 3.860 1.831 0.326 C04 MJV 3 MJV C07 C4 C 0 1 N N N 50.603 -21.757 1.378 2.288 -0.116 0.387 C07 MJV 4 MJV C08 C5 C 0 1 N N N 50.049 -21.573 -0.066 1.707 0.212 1.765 C08 MJV 5 MJV C09 C6 C 0 1 N N N 49.453 -22.807 -0.639 0.307 -0.395 1.881 C09 MJV 6 MJV C11 C7 C 0 1 N N N 49.198 -25.169 -0.578 -1.941 -0.303 0.987 C11 MJV 7 MJV C12 C8 C 0 1 N N N 48.430 -24.914 -1.877 -2.848 0.473 0.031 C12 MJV 8 MJV C14 C9 C 0 1 N N N 49.311 -24.081 -4.114 -5.212 0.567 -0.551 C14 MJV 9 MJV C16 C10 C 0 1 Y N N 50.260 -24.175 -5.373 -6.608 0.110 -0.387 C16 MJV 10 MJV C17 C11 C 0 1 Y N N 50.155 -23.284 -6.472 -7.626 0.676 -1.157 C17 MJV 11 MJV C18 C12 C 0 1 Y N N 50.991 -23.368 -7.616 -8.926 0.246 -1.000 C18 MJV 12 MJV C19 C13 C 0 1 Y N N 51.980 -24.372 -7.674 -9.223 -0.747 -0.079 C19 MJV 13 MJV C21 C14 C 0 1 Y N N 52.121 -25.280 -6.600 -8.216 -1.312 0.689 C21 MJV 14 MJV C22 C15 C 0 1 Y N N 51.263 -25.169 -5.472 -6.912 -0.893 0.536 C22 MJV 15 MJV C23 C16 C 0 1 N N N 50.800 -24.241 0.935 -0.041 -0.192 -0.509 C23 MJV 16 MJV C24 C17 C 0 1 N N N 51.492 -22.997 1.491 1.349 0.421 -0.696 C24 MJV 17 MJV C25 C18 C 0 1 Y N N 52.731 -20.198 1.280 4.806 -0.155 0.014 C25 MJV 18 MJV C26 C19 C 0 1 Y N N 53.418 -20.527 0.051 5.135 -1.492 -0.151 C26 MJV 19 MJV C27 C20 C 0 1 Y N N 54.619 -19.877 -0.339 6.449 -1.854 -0.375 C27 MJV 20 MJV C28 C21 C 0 1 Y N N 55.123 -18.889 0.521 7.438 -0.886 -0.442 C28 MJV 21 MJV F20 F1 F 0 1 N N N 52.773 -24.462 -8.734 -10.499 -1.164 0.072 F20 MJV 22 MJV N03 N1 N 0 1 N N N 52.395 -19.066 3.273 5.177 2.049 0.152 N03 MJV 23 MJV N06 N2 N 0 1 N N N 51.516 -20.682 1.940 3.605 0.512 0.249 N06 MJV 24 MJV N10 N3 N 0 1 N N N 50.212 -24.073 -0.421 -0.554 0.151 0.824 N10 MJV 25 MJV N13 N4 N 0 1 N N N 49.327 -24.995 -3.057 -4.232 0.020 0.194 N13 MJV 26 MJV O05 O1 O 0 1 N N N 50.380 -20.136 3.960 3.027 2.696 0.524 O05 MJV 27 MJV O15 O2 O 0 1 N N N 48.503 -23.159 -4.068 -4.949 1.438 -1.358 O15 MJV 28 MJV CL CL1 CL 0 0 N N N 56.700 -18.020 0.021 9.086 -1.352 -0.725 CL MJV 29 MJV H1 H1 H 0 1 N N N 54.934 -17.757 2.355 7.893 1.200 -0.321 H1 MJV 30 MJV H2 H2 H 0 1 N N N 49.747 -21.880 2.058 2.387 -1.197 0.281 H2 MJV 31 MJV H3 H3 H 0 1 N N N 50.876 -21.252 -0.717 2.350 -0.205 2.540 H3 MJV 32 MJV H4 H4 H 0 1 N N N 49.275 -20.792 -0.044 1.646 1.294 1.886 H4 MJV 33 MJV H5 H5 H 0 1 N N N 49.355 -22.658 -1.724 0.371 -1.478 1.774 H5 MJV 34 MJV H6 H6 H 0 1 N N N 48.455 -22.934 -0.194 -0.115 -0.151 2.855 H6 MJV 35 MJV H7 H7 H 0 1 N N N 48.503 -25.161 0.275 -2.262 -0.129 2.014 H7 MJV 36 MJV H8 H8 H 0 1 N N N 49.705 -26.144 -0.629 -2.003 -1.368 0.763 H8 MJV 37 MJV H9 H9 H 0 1 N N N 47.980 -23.911 -1.837 -2.786 1.538 0.255 H9 MJV 38 MJV H10 H10 H 0 1 N N N 47.636 -25.668 -1.978 -2.527 0.299 -0.996 H10 MJV 39 MJV H11 H11 H 0 1 N N N 49.406 -22.507 -6.437 -7.395 1.450 -1.875 H11 MJV 40 MJV H12 H12 H 0 1 N N N 50.871 -22.671 -8.433 -9.714 0.682 -1.595 H12 MJV 41 MJV H13 H13 H 0 1 N N N 52.875 -26.052 -6.636 -8.454 -2.085 1.405 H13 MJV 42 MJV H14 H14 H 0 1 N N N 51.381 -25.870 -4.659 -6.128 -1.334 1.134 H14 MJV 43 MJV H15 H15 H 0 1 N N N 49.992 -24.521 1.626 -0.716 0.199 -1.270 H15 MJV 44 MJV H16 H16 H 0 1 N N N 51.541 -25.053 0.889 0.025 -1.276 -0.604 H16 MJV 45 MJV H17 H17 H 0 1 N N N 51.734 -23.167 2.551 1.282 1.506 -0.614 H17 MJV 46 MJV H18 H18 H 0 1 N N N 52.420 -22.823 0.927 1.735 0.153 -1.679 H18 MJV 47 MJV H19 H19 H 0 1 N N N 53.005 -21.291 -0.591 4.366 -2.249 -0.104 H19 MJV 48 MJV H20 H20 H 0 1 N N N 55.124 -20.132 -1.259 6.706 -2.895 -0.504 H20 MJV 49 MJV H21 H21 H 0 1 N N N 52.527 -18.433 4.035 5.616 2.914 0.163 H21 MJV 50 MJV H23 H23 H 0 1 N N N 49.982 -25.749 -3.098 -4.442 -0.674 0.838 H23 MJV 51 # # 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 MJV F20 C19 SING N N 1 MJV C19 C18 DOUB Y N 2 MJV C19 C21 SING Y N 3 MJV C18 C17 SING Y N 4 MJV C21 C22 DOUB Y N 5 MJV C17 C16 DOUB Y N 6 MJV C22 C16 SING Y N 7 MJV C16 C14 SING N N 8 MJV C14 O15 DOUB N N 9 MJV C14 N13 SING N N 10 MJV N13 C12 SING N N 11 MJV C12 C11 SING N N 12 MJV C09 N10 SING N N 13 MJV C09 C08 SING N N 14 MJV C11 N10 SING N N 15 MJV N10 C23 SING N N 16 MJV C27 C26 DOUB Y N 17 MJV C27 C28 SING Y N 18 MJV C08 C07 SING N N 19 MJV CL C28 SING N N 20 MJV C26 C25 SING Y N 21 MJV C28 C01 DOUB Y N 22 MJV C23 C24 SING N N 23 MJV C25 N06 SING N N 24 MJV C25 C02 DOUB Y N 25 MJV C07 C24 SING N N 26 MJV C07 N06 SING N N 27 MJV C01 C02 SING Y N 28 MJV N06 C04 SING N N 29 MJV C02 N03 SING N N 30 MJV C04 N03 SING N N 31 MJV C04 O05 DOUB N N 32 MJV C01 H1 SING N N 33 MJV C07 H2 SING N N 34 MJV C08 H3 SING N N 35 MJV C08 H4 SING N N 36 MJV C09 H5 SING N N 37 MJV C09 H6 SING N N 38 MJV C11 H7 SING N N 39 MJV C11 H8 SING N N 40 MJV C12 H9 SING N N 41 MJV C12 H10 SING N N 42 MJV C17 H11 SING N N 43 MJV C18 H12 SING N N 44 MJV C21 H13 SING N N 45 MJV C22 H14 SING N N 46 MJV C23 H15 SING N N 47 MJV C23 H16 SING N N 48 MJV C24 H17 SING N N 49 MJV C24 H18 SING N N 50 MJV C26 H19 SING N N 51 MJV C27 H20 SING N N 52 MJV N03 H21 SING N N 53 MJV N13 H23 SING N N 54 # # 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 MJV SMILES ACDLabs 12.01 "c4c3NC(=O)N(C1CCN(CC1)CCNC(=O)c2ccc(cc2)F)c3ccc4Cl" MJV InChI InChI 1.03 "InChI=1S/C21H22ClFN4O2/c22-15-3-6-19-18(13-15)25-21(29)27(19)17-7-10-26(11-8-17)12-9-24-20(28)14-1-4-16(23)5-2-14/h1-6,13,17H,7-12H2,(H,24,28)(H,25,29)" MJV InChIKey InChI 1.03 NBHPRWLFLUBAIE-UHFFFAOYSA-N MJV SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(cc1)C(=O)NCCN2CCC(CC2)N3C(=O)Nc4cc(Cl)ccc34" MJV SMILES CACTVS 3.385 "Fc1ccc(cc1)C(=O)NCCN2CCC(CC2)N3C(=O)Nc4cc(Cl)ccc34" MJV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=O)NCCN2CCC(CC2)N3c4ccc(cc4NC3=O)Cl)F" MJV SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=O)NCCN2CCC(CC2)N3c4ccc(cc4NC3=O)Cl)F" # # 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 MJV "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-[4-(5-chloro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]ethyl}-4-fluorobenzamide" MJV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-[4-(5-chloranyl-2-oxidanylidene-3~{H}-benzimidazol-1-yl)piperidin-1-yl]ethyl]-4-fluoranyl-benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MJV "Create component" 2019-04-08 RCSB MJV "Modify synonyms" 2019-04-08 RCSB MJV "Initial release" 2020-02-19 RCSB MJV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MJV _pdbx_chem_comp_synonyms.name Halopemide _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##