data_N2A # _chem_comp.id N2A _chem_comp.name "N-[2-chloro-5-(1-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-6-oxo-1,6-dihydropyrimidin-5-yl)benzyl]-4-fluorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H33 Cl2 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-29 _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 663.569 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N2A _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 3MPE _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 N2A C1 C1 C 0 1 Y N N -10.481 9.278 -79.524 10.109 2.395 -0.633 C1 N2A 1 N2A C2 C2 C 0 1 Y N N -9.612 8.539 -80.314 9.017 1.549 -0.668 C2 N2A 2 N2A C3 C3 C 0 1 Y N N -8.353 8.215 -79.824 8.679 0.812 0.457 C3 N2A 3 N2A C4 C4 C 0 1 Y N N -7.958 8.665 -78.460 9.443 0.928 1.620 C4 N2A 4 N2A C5 C5 C 0 1 Y N N -8.865 9.401 -77.709 10.537 1.780 1.646 C5 N2A 5 N2A C6 C6 C 0 1 Y N N -10.116 9.703 -78.248 10.867 2.510 0.521 C6 N2A 6 N2A N13 N13 N 0 1 N N N -6.717 8.221 -78.249 8.869 0.079 2.564 N13 N2A 7 N2A C14 C14 C 0 1 N N N -6.385 7.571 -79.365 7.805 -0.524 2.001 C14 N2A 8 N2A N15 N15 N 0 1 N N N -7.319 7.544 -80.327 7.665 -0.102 0.730 N15 N2A 9 N2A C20 C20 C 0 1 N N N -7.285 6.918 -81.676 6.623 -0.532 -0.205 C20 N2A 10 N2A C22 C22 C 0 1 N N N -5.894 8.409 -77.032 9.342 -0.122 3.936 C22 N2A 11 N2A CL24 CL24 CL 0 0 N N N -12.100 9.697 -80.169 10.538 3.314 -2.043 CL24 N2A 12 N2A C26 C26 C 0 1 N N N -5.934 7.098 -82.362 6.716 -2.046 -0.415 C26 N2A 13 N2A C27 C27 C 0 1 N N N -6.013 6.542 -83.776 5.588 -2.498 -1.345 C27 N2A 14 N2A N28 N28 N 0 1 N N N -6.526 5.175 -83.689 4.292 -2.147 -0.751 N28 N2A 15 N2A C29 C29 C 0 1 N N N -6.790 4.522 -82.405 4.160 -0.694 -0.584 C29 N2A 16 N2A C30 C30 C 0 1 N N N -7.657 5.445 -81.559 5.246 -0.189 0.369 C30 N2A 17 N2A C37 C37 C 0 1 N N N -6.794 4.480 -84.932 3.183 -2.688 -1.549 C37 N2A 18 N2A C39 C39 C 0 1 N N N -6.077 3.132 -84.892 1.872 -2.522 -0.778 C39 N2A 19 N2A C41 C41 C 0 1 N N N -6.304 2.375 -86.194 0.717 -3.086 -1.609 C41 N2A 20 N2A N43 N43 N 0 1 N N N -7.732 2.104 -86.440 -0.538 -2.927 -0.871 N43 N2A 21 N2A C45 C45 C 0 1 N N N -8.414 1.112 -85.704 -1.273 -1.804 -1.025 C45 N2A 22 N2A C46 C46 C 0 1 N N N -9.858 0.875 -86.018 -2.485 -1.684 -0.294 C46 N2A 23 N2A C47 C47 C 0 1 N N N -10.429 1.657 -87.018 -2.853 -2.725 0.540 C47 N2A 24 N2A N48 N48 N 0 1 N N N -9.689 2.573 -87.657 -2.071 -3.800 0.636 N48 N2A 25 N2A C49 C49 C 0 1 N N N -8.389 2.791 -87.387 -0.960 -3.903 -0.045 C49 N2A 26 N2A O56 O56 O 0 1 N N N -7.803 0.468 -84.815 -0.904 -0.915 -1.773 O56 N2A 27 N2A O58 O58 O 0 1 N N N -5.235 7.006 -79.492 7.081 -1.328 2.557 O58 N2A 28 N2A C60 C60 C 0 1 Y N N -10.680 -0.150 -85.303 -3.333 -0.475 -0.421 C60 N2A 29 N2A C62 C62 C 0 1 Y N N -10.089 -1.350 -84.897 -2.857 0.762 0.011 C62 N2A 30 N2A C63 C63 C 0 1 Y N N -10.818 -2.328 -84.234 -3.651 1.884 -0.110 C63 N2A 31 N2A C64 C64 C 0 1 Y N N -12.160 -2.147 -83.964 -4.918 1.783 -0.659 C64 N2A 32 N2A C65 C65 C 0 1 Y N N -12.808 -0.879 -84.397 -5.395 0.557 -1.090 C65 N2A 33 N2A C66 C66 C 0 1 Y N N -12.038 0.073 -85.055 -4.607 -0.570 -0.980 C66 N2A 34 N2A CL73 CL73 CL 0 0 N N N -13.050 -3.439 -83.095 -5.911 3.199 -0.807 CL73 N2A 35 N2A C75 C75 C 0 1 N N N -14.272 -0.605 -84.143 -6.775 0.455 -1.686 C75 N2A 36 N2A N77 N77 N 0 1 N N N -14.421 0.289 -83.012 -7.776 0.544 -0.620 N77 N2A 37 N2A C79 C79 C 0 1 N N N -15.442 1.146 -82.899 -9.088 0.476 -0.920 C79 N2A 38 N2A O81 O81 O 0 1 N N N -16.348 1.227 -83.726 -9.441 0.340 -2.075 O81 N2A 39 N2A C83 C83 C 0 1 Y N N -15.472 2.069 -81.722 -10.097 0.566 0.155 C83 N2A 40 N2A C85 C85 C 0 1 Y N N -16.690 2.375 -81.126 -11.457 0.495 -0.152 C85 N2A 41 N2A C86 C86 C 0 1 Y N N -16.742 3.234 -80.033 -12.394 0.580 0.855 C86 N2A 42 N2A C87 C87 C 0 1 Y N N -15.569 3.792 -79.543 -11.989 0.734 2.172 C87 N2A 43 N2A C88 C88 C 0 1 Y N N -14.345 3.488 -80.134 -10.639 0.805 2.483 C88 N2A 44 N2A C89 C89 C 0 1 Y N N -14.294 2.629 -81.226 -9.694 0.715 1.484 C89 N2A 45 N2A F96 F96 F 0 1 N N N -15.624 4.621 -78.495 -12.911 0.816 3.155 F96 N2A 46 N2A H2 H2 H 0 1 N N N -9.912 8.219 -81.301 8.429 1.463 -1.569 H2 N2A 47 N2A H5 H5 H 0 1 N N N -8.604 9.737 -76.716 11.130 1.871 2.544 H5 N2A 48 N2A H6 H6 H 0 1 N N N -10.817 10.279 -77.663 11.719 3.173 0.542 H6 N2A 49 N2A H20 H20 H 0 1 N N N -8.023 7.428 -82.313 6.758 -0.023 -1.160 H20 N2A 50 N2A H22 H22 H 0 1 N N N -4.917 7.923 -77.171 8.856 0.595 4.597 H22 N2A 51 N2A H22A H22A H 0 0 N N N -5.746 9.484 -76.852 9.102 -1.135 4.258 H22A N2A 52 N2A H22B H22B H 0 0 N N N -6.408 7.960 -76.169 10.422 0.024 3.973 H22B N2A 53 N2A H26 H26 H 0 1 N N N -5.680 8.168 -82.400 7.679 -2.293 -0.864 H26 N2A 54 N2A H26A H26A H 0 0 N N N -5.159 6.559 -81.797 6.621 -2.553 0.545 H26A N2A 55 N2A H27 H27 H 0 1 N N N -6.687 7.160 -84.387 5.692 -2.001 -2.310 H27 N2A 56 N2A H27A H27A H 0 0 N N N -5.015 6.542 -84.238 5.643 -3.578 -1.485 H27A N2A 57 N2A H29 H29 H 0 1 N N N -7.315 3.570 -82.573 4.271 -0.206 -1.552 H29 N2A 58 N2A H29A H29A H 0 0 N N N -5.840 4.325 -81.886 3.178 -0.464 -0.171 H29A N2A 59 N2A H30 H30 H 0 1 N N N -7.544 5.148 -80.506 5.128 -0.666 1.342 H30 N2A 60 N2A H30A H30A H 0 0 N N N -8.700 5.330 -81.889 5.157 0.892 0.481 H30A N2A 61 N2A H37 H37 H 0 1 N N N -7.877 4.324 -85.047 3.120 -2.150 -2.494 H37 N2A 62 N2A H37A H37A H 0 0 N N N -6.424 5.075 -85.780 3.359 -3.746 -1.744 H37A N2A 63 N2A H39 H39 H 0 1 N N N -4.999 3.300 -84.754 1.936 -3.061 0.168 H39 N2A 64 N2A H39A H39A H 0 0 N N N -6.471 2.537 -84.054 1.697 -1.464 -0.583 H39A N2A 65 N2A H41 H41 H 0 1 N N N -5.915 2.982 -87.025 0.654 -2.547 -2.555 H41 N2A 66 N2A H41A H41A H 0 0 N N N -5.770 1.415 -86.139 0.893 -4.144 -1.804 H41A N2A 67 N2A H47 H47 H 0 1 N N N -11.469 1.525 -87.279 -3.768 -2.666 1.111 H47 N2A 68 N2A H49 H49 H 0 1 N N N -7.857 3.543 -87.951 -0.361 -4.796 0.062 H49 N2A 69 N2A H62 H62 H 0 1 N N N -9.043 -1.520 -85.104 -1.869 0.842 0.440 H62 N2A 70 N2A H63 H63 H 0 1 N N N -10.330 -3.241 -83.926 -3.283 2.843 0.225 H63 N2A 71 N2A H66 H66 H 0 1 N N N -12.494 0.997 -85.379 -4.979 -1.525 -1.321 H66 N2A 72 N2A H75 H75 H 0 1 N N N -14.714 -0.138 -85.036 -6.926 1.269 -2.395 H75 N2A 73 N2A H75A H75A H 0 0 N N N -14.787 -1.553 -83.927 -6.878 -0.500 -2.202 H75A N2A 74 N2A HN77 HN77 H 0 0 N N N -13.733 0.264 -82.287 -7.494 0.652 0.302 HN77 N2A 75 N2A H85 H85 H 0 1 N N N -17.601 1.943 -81.514 -11.774 0.375 -1.178 H85 N2A 76 N2A H86 H86 H 0 1 N N N -17.689 3.465 -79.568 -13.447 0.526 0.618 H86 N2A 77 N2A H88 H88 H 0 1 N N N -13.435 3.920 -79.744 -10.329 0.926 3.510 H88 N2A 78 N2A H89 H89 H 0 1 N N N -13.346 2.396 -81.689 -8.643 0.766 1.728 H89 N2A 79 # 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 N2A C1 C2 DOUB Y N 1 N2A C1 C6 SING Y N 2 N2A C1 CL24 SING N N 3 N2A C2 C3 SING Y N 4 N2A C3 C4 DOUB Y N 5 N2A C3 N15 SING N N 6 N2A C4 C5 SING Y N 7 N2A C4 N13 SING N N 8 N2A C5 C6 DOUB Y N 9 N2A N13 C14 SING N N 10 N2A N13 C22 SING N N 11 N2A C14 N15 SING N N 12 N2A C14 O58 DOUB N N 13 N2A N15 C20 SING N N 14 N2A C20 C26 SING N N 15 N2A C20 C30 SING N N 16 N2A C26 C27 SING N N 17 N2A C27 N28 SING N N 18 N2A N28 C29 SING N N 19 N2A N28 C37 SING N N 20 N2A C29 C30 SING N N 21 N2A C37 C39 SING N N 22 N2A C39 C41 SING N N 23 N2A C41 N43 SING N N 24 N2A N43 C45 SING N N 25 N2A N43 C49 SING N N 26 N2A C45 C46 SING N N 27 N2A C45 O56 DOUB N N 28 N2A C46 C47 DOUB N N 29 N2A C46 C60 SING N N 30 N2A C47 N48 SING N N 31 N2A N48 C49 DOUB N N 32 N2A C60 C62 DOUB Y N 33 N2A C60 C66 SING Y N 34 N2A C62 C63 SING Y N 35 N2A C63 C64 DOUB Y N 36 N2A C64 C65 SING Y N 37 N2A C64 CL73 SING N N 38 N2A C65 C66 DOUB Y N 39 N2A C65 C75 SING N N 40 N2A C75 N77 SING N N 41 N2A N77 C79 SING N N 42 N2A C79 O81 DOUB N N 43 N2A C79 C83 SING N N 44 N2A C83 C85 DOUB Y N 45 N2A C83 C89 SING Y N 46 N2A C85 C86 SING Y N 47 N2A C86 C87 DOUB Y N 48 N2A C87 C88 SING Y N 49 N2A C87 F96 SING N N 50 N2A C88 C89 DOUB Y N 51 N2A C2 H2 SING N N 52 N2A C5 H5 SING N N 53 N2A C6 H6 SING N N 54 N2A C20 H20 SING N N 55 N2A C22 H22 SING N N 56 N2A C22 H22A SING N N 57 N2A C22 H22B SING N N 58 N2A C26 H26 SING N N 59 N2A C26 H26A SING N N 60 N2A C27 H27 SING N N 61 N2A C27 H27A SING N N 62 N2A C29 H29 SING N N 63 N2A C29 H29A SING N N 64 N2A C30 H30 SING N N 65 N2A C30 H30A SING N N 66 N2A C37 H37 SING N N 67 N2A C37 H37A SING N N 68 N2A C39 H39 SING N N 69 N2A C39 H39A SING N N 70 N2A C41 H41 SING N N 71 N2A C41 H41A SING N N 72 N2A C47 H47 SING N N 73 N2A C49 H49 SING N N 74 N2A C62 H62 SING N N 75 N2A C63 H63 SING N N 76 N2A C66 H66 SING N N 77 N2A C75 H75 SING N N 78 N2A C75 H75A SING N N 79 N2A N77 HN77 SING N N 80 N2A C85 H85 SING N N 81 N2A C86 H86 SING N N 82 N2A C88 H88 SING N N 83 N2A C89 H89 SING N N 84 # 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 N2A SMILES ACDLabs 12.01 "Fc1ccc(cc1)C(=O)NCc2c(Cl)ccc(c2)C3=CN=CN(C3=O)CCCN6CCC(N5c4cc(Cl)ccc4N(C5=O)C)CC6" N2A SMILES_CANONICAL CACTVS 3.370 "CN1C(=O)N(C2CCN(CCCN3C=NC=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" N2A SMILES CACTVS 3.370 "CN1C(=O)N(C2CCN(CCCN3C=NC=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" N2A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C=NC=C(C4=O)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)Cl" N2A SMILES "OpenEye OEToolkits" 1.7.0 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C=NC=C(C4=O)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)Cl" N2A InChI InChI 1.03 "InChI=1S/C34H33Cl2FN6O3/c1-40-30-10-6-25(35)18-31(30)43(34(40)46)27-11-15-41(16-12-27)13-2-14-42-21-38-20-28(33(42)45)23-5-9-29(36)24(17-23)19-39-32(44)22-3-7-26(37)8-4-22/h3-10,17-18,20-21,27H,2,11-16,19H2,1H3,(H,39,44)" N2A InChIKey InChI 1.03 UUSUCXDJVSXCBL-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 N2A "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-chloro-5-(1-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-6-oxo-1,6-dihydropyrimidin-5-yl)benzyl]-4-fluorobenzamide" N2A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[[2-chloro-5-[1-[3-[4-(6-chloro-3-methyl-2-oxo-benzimidazol-1-yl)piperidin-1-yl]propyl]-6-oxo-pyrimidin-5-yl]phenyl]methyl]-4-fluoro-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 N2A "Create component" 2010-04-29 RCSB N2A "Modify aromatic_flag" 2011-06-04 RCSB N2A "Modify descriptor" 2011-06-04 RCSB #