data_N53 # _chem_comp.id N53 _chem_comp.name "N-[6,6-dimethyl-5-[(2S)-4-methyl-2-(phenylmethyl)piperazin-1-yl]carbonyl-2,4-dihydropyrrolo[3,4-c]pyrazol-3-yl]-3-phenoxy-benzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H36 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-04 _chem_comp.pdbx_modified_date 2014-09-05 _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 564.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N53 _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 4APP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 N53 C1 C1 C 0 1 Y N N 43.297 13.082 16.466 -8.578 0.775 0.179 C1 N53 1 N53 C2 C2 C 0 1 Y N N 42.409 12.669 15.423 -8.435 -0.057 1.281 C2 N53 2 N53 C3 C3 C 0 1 Y N N 42.641 11.442 14.734 -9.010 -1.313 1.276 C3 N53 3 N53 C4 C4 C 0 1 Y N N 43.754 10.628 15.112 -9.729 -1.742 0.175 C4 N53 4 N53 C5 C5 C 0 1 Y N N 44.633 11.013 16.168 -9.873 -0.915 -0.924 C5 N53 5 N53 C6 C6 C 0 1 Y N N 44.401 12.240 16.850 -9.300 0.342 -0.925 C6 N53 6 N53 C7 C7 C 0 1 Y N N 43.617 16.738 19.868 -4.502 1.045 0.077 C7 N53 7 N53 C8 C8 C 0 1 Y N N 43.566 16.178 18.560 -5.894 0.952 0.072 C8 N53 8 N53 C9 C9 C 0 1 Y N N 43.156 14.821 18.380 -6.661 2.099 0.189 C9 N53 9 N53 C10 C10 C 0 1 Y N N 42.814 14.018 19.523 -6.045 3.337 0.311 C10 N53 10 N53 C11 C11 C 0 1 Y N N 42.888 14.568 20.833 -4.666 3.431 0.317 C11 N53 11 N53 C12 C12 C 0 1 Y N N 43.296 15.927 21.004 -3.892 2.294 0.201 C12 N53 12 N53 C13 C13 C 0 1 Y N N 47.865 24.888 15.213 7.594 -0.121 0.279 C13 N53 13 N53 C14 C14 C 0 1 Y N N 47.302 25.977 14.467 8.184 -0.434 1.489 C14 N53 14 N53 C15 C15 C 0 1 Y N N 48.154 26.849 13.724 9.502 -0.090 1.725 C15 N53 15 N53 C16 C16 C 0 1 Y N N 49.565 26.619 13.719 10.230 0.568 0.751 C16 N53 16 N53 C17 C17 C 0 1 Y N N 50.135 25.521 14.444 9.640 0.881 -0.459 C17 N53 17 N53 C18 C18 C 0 1 Y N N 49.277 24.649 15.186 8.322 0.538 -0.695 C18 N53 18 N53 N19 N19 N 0 1 N N N 44.842 23.180 16.869 3.844 0.299 0.143 N19 N53 19 N53 C20 C20 C 0 1 N N S 45.540 23.891 15.784 5.248 0.677 0.369 C20 N53 20 N53 C21 C21 C 0 1 N N N 45.197 23.190 14.421 5.581 1.870 -0.533 C21 N53 21 N53 N22 N22 N 0 1 N N N 43.737 23.292 14.211 4.604 2.943 -0.301 N22 N53 22 N53 C23 C23 C 0 1 N N N 43.024 22.594 15.316 3.248 2.518 -0.672 C23 N53 23 N53 C24 C24 C 0 1 N N N 43.373 23.254 16.646 2.819 1.351 0.223 C24 N53 24 N53 C25 C25 C 0 1 Y N N 44.661 22.189 21.425 0.184 -2.626 -0.282 C25 N53 25 N53 C26 C26 C 0 1 N N N 44.642 21.457 19.219 1.053 -0.440 -0.089 C26 N53 26 N53 N27 N27 N 0 1 N N N 44.948 22.928 19.295 2.209 -1.339 -0.166 N27 N53 27 N53 C28 C28 C 0 1 N N N 45.081 23.445 20.692 1.690 -2.703 -0.294 C28 N53 28 N53 N29 N29 N 0 1 Y N N 44.417 21.967 22.720 -0.903 -3.355 -0.349 N29 N53 29 N53 N30 N30 N 0 1 Y N N 44.053 20.619 22.817 -2.013 -2.505 -0.266 N30 N53 30 N53 C31 C31 C 0 1 Y N N 44.080 20.082 21.578 -1.554 -1.233 -0.147 C31 N53 31 N53 C32 C32 C 0 1 N N N 46.521 23.895 21.031 2.167 -3.318 -1.610 C32 N53 32 N53 C33 C33 C 0 1 N N N 44.083 24.567 21.054 2.174 -3.554 0.882 C33 N53 33 N53 C34 C34 C 0 1 N N N 45.073 23.735 18.223 3.507 -0.976 -0.135 C34 N53 34 N53 O35 O35 O 0 1 N N N 45.393 24.922 18.354 4.373 -1.799 -0.358 O35 N53 35 N53 C36 C36 C 0 1 N N N 43.348 22.816 12.874 4.987 4.167 -1.016 C36 N53 36 N53 C37 C37 C 0 1 N N N 47.055 24.034 16.110 6.159 -0.502 0.019 C37 N53 37 N53 N38 N38 N 0 1 N N N 43.726 18.676 21.241 -2.332 -0.082 -0.035 N38 N53 38 N53 C39 C39 C 0 1 N N N 44.021 18.134 20.052 -3.677 -0.175 -0.041 C39 N53 39 N53 O40 O40 O 0 1 N N N 44.607 18.777 19.188 -4.210 -1.263 -0.143 O40 N53 40 N53 O41 O41 O 0 1 N N N 43.040 14.409 16.985 -8.018 2.012 0.183 O41 N53 41 N53 C42 C42 C 0 1 Y N N 44.461 21.083 20.640 -0.192 -1.287 -0.162 C42 N53 42 N53 H2 H2 H 0 1 N N N 41.563 13.286 15.158 -7.874 0.277 2.141 H2 N53 43 N53 H6 H6 H 0 1 N N N 45.053 12.540 17.657 -9.413 0.987 -1.783 H6 N53 44 N53 H3 H3 H 0 1 N N N 41.983 11.131 13.936 -8.899 -1.960 2.133 H3 N53 45 N53 H4 H4 H 0 1 N N N 43.933 9.702 14.587 -10.177 -2.724 0.173 H4 N53 46 N53 H5 H5 H 0 1 N N N 45.464 10.381 16.446 -10.434 -1.252 -1.783 H5 N53 47 N53 H8 H8 H 0 1 N N N 43.837 16.779 17.704 -6.372 -0.012 -0.024 H8 N53 48 N53 H12 H12 H 0 1 N N N 43.363 16.346 21.997 -2.815 2.371 0.206 H12 N53 49 N53 H10 H10 H 0 1 N N N 42.500 12.994 19.386 -6.646 4.230 0.402 H10 N53 50 N53 H11 H11 H 0 1 N N N 42.638 13.963 21.692 -4.193 4.397 0.413 H11 N53 51 N53 H14 H14 H 0 1 N N N 46.234 26.137 14.468 7.616 -0.948 2.250 H14 N53 52 N53 H18 H18 H 0 1 N N N 49.694 23.811 15.725 7.861 0.782 -1.640 H18 N53 53 N53 H371 H371 H 0 0 N N N 47.494 23.025 16.091 6.036 -0.757 -1.033 H371 N53 54 N53 H372 H372 H 0 0 N N N 47.137 24.450 17.125 5.894 -1.361 0.635 H372 N53 55 N53 H15 H15 H 0 1 N N N 47.736 27.676 13.170 9.963 -0.335 2.671 H15 N53 56 N53 H16 H16 H 0 1 N N N 50.211 27.281 13.161 11.259 0.837 0.936 H16 N53 57 N53 H17 H17 H 0 1 N N N 51.202 25.354 14.430 10.208 1.395 -1.220 H17 N53 58 N53 H20 H20 H 0 1 N N N 45.128 24.909 15.728 5.389 0.955 1.413 H20 N53 59 N53 H241 H241 H 0 0 N N N 42.852 22.732 17.462 1.863 0.957 -0.122 H241 N53 60 N53 H242 H242 H 0 0 N N N 43.058 24.308 16.626 2.727 1.694 1.254 H242 N53 61 N53 H211 H211 H 0 0 N N N 45.729 23.692 13.599 6.582 2.233 -0.299 H211 N53 62 N53 H212 H212 H 0 0 N N N 45.496 22.132 14.459 5.540 1.561 -1.577 H212 N53 63 N53 H231 H231 H 0 0 N N N 41.939 22.658 15.149 2.557 3.350 -0.540 H231 N53 64 N53 H232 H232 H 0 0 N N N 43.330 21.538 15.340 3.240 2.199 -1.714 H232 N53 65 N53 H361 H361 H 0 0 N N N 42.258 22.907 12.755 5.034 3.963 -2.086 H361 N53 66 N53 H362 H362 H 0 0 N N N 43.853 23.423 12.108 4.247 4.945 -0.827 H362 N53 67 N53 H363 H363 H 0 0 N N N 43.643 21.762 12.760 5.964 4.502 -0.667 H363 N53 68 N53 H261 H261 H 0 0 N N N 43.724 21.273 18.641 1.068 0.102 0.856 H261 N53 69 N53 H262 H262 H 0 0 N N N 45.477 20.902 18.767 1.077 0.265 -0.920 H262 N53 70 N53 H321 H321 H 0 0 N N N 46.762 24.809 20.468 1.810 -2.714 -2.444 H321 N53 71 N53 H322 H322 H 0 0 N N N 46.597 24.098 22.109 3.257 -3.348 -1.624 H322 N53 72 N53 H323 H323 H 0 0 N N N 47.228 23.098 20.757 1.775 -4.331 -1.702 H323 N53 73 N53 H331 H331 H 0 0 N N N 44.367 25.493 20.533 1.850 -4.586 0.742 H331 N53 74 N53 H332 H332 H 0 0 N N N 43.070 24.269 20.747 3.262 -3.519 0.933 H332 N53 75 N53 H333 H333 H 0 0 N N N 44.102 24.738 22.141 1.753 -3.165 1.810 H333 N53 76 N53 H30 H30 H 0 1 N N N 43.814 20.136 23.659 -2.944 -2.777 -0.290 H30 N53 77 N53 H38 H38 H 0 1 N N N 43.253 18.119 21.924 -1.906 0.785 0.046 H38 N53 78 # 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 N53 C1 C2 SING Y N 1 N53 C1 C6 DOUB Y N 2 N53 C1 O41 SING N N 3 N53 C2 C3 DOUB Y N 4 N53 C3 C4 SING Y N 5 N53 C4 C5 DOUB Y N 6 N53 C5 C6 SING Y N 7 N53 C7 C8 SING Y N 8 N53 C7 C12 DOUB Y N 9 N53 C7 C39 SING N N 10 N53 C8 C9 DOUB Y N 11 N53 C9 C10 SING Y N 12 N53 C9 O41 SING N N 13 N53 C10 C11 DOUB Y N 14 N53 C11 C12 SING Y N 15 N53 C13 C14 SING Y N 16 N53 C13 C18 DOUB Y N 17 N53 C13 C37 SING N N 18 N53 C14 C15 DOUB Y N 19 N53 C15 C16 SING Y N 20 N53 C16 C17 DOUB Y N 21 N53 C17 C18 SING Y N 22 N53 N19 C20 SING N N 23 N53 N19 C24 SING N N 24 N53 N19 C34 SING N N 25 N53 C20 C21 SING N N 26 N53 C20 C37 SING N N 27 N53 C21 N22 SING N N 28 N53 N22 C23 SING N N 29 N53 N22 C36 SING N N 30 N53 C23 C24 SING N N 31 N53 C25 C28 SING N N 32 N53 C25 N29 DOUB Y N 33 N53 C25 C42 SING Y N 34 N53 C26 N27 SING N N 35 N53 C26 C42 SING N N 36 N53 N27 C28 SING N N 37 N53 N27 C34 SING N N 38 N53 C28 C32 SING N N 39 N53 C28 C33 SING N N 40 N53 N29 N30 SING Y N 41 N53 N30 C31 SING Y N 42 N53 C31 N38 SING N N 43 N53 C31 C42 DOUB Y N 44 N53 C34 O35 DOUB N N 45 N53 N38 C39 SING N N 46 N53 C39 O40 DOUB N N 47 N53 C2 H2 SING N N 48 N53 C6 H6 SING N N 49 N53 C3 H3 SING N N 50 N53 C4 H4 SING N N 51 N53 C5 H5 SING N N 52 N53 C8 H8 SING N N 53 N53 C12 H12 SING N N 54 N53 C10 H10 SING N N 55 N53 C11 H11 SING N N 56 N53 C14 H14 SING N N 57 N53 C18 H18 SING N N 58 N53 C37 H371 SING N N 59 N53 C37 H372 SING N N 60 N53 C15 H15 SING N N 61 N53 C16 H16 SING N N 62 N53 C17 H17 SING N N 63 N53 C20 H20 SING N N 64 N53 C24 H241 SING N N 65 N53 C24 H242 SING N N 66 N53 C21 H211 SING N N 67 N53 C21 H212 SING N N 68 N53 C23 H231 SING N N 69 N53 C23 H232 SING N N 70 N53 C36 H361 SING N N 71 N53 C36 H362 SING N N 72 N53 C36 H363 SING N N 73 N53 C26 H261 SING N N 74 N53 C26 H262 SING N N 75 N53 C32 H321 SING N N 76 N53 C32 H322 SING N N 77 N53 C32 H323 SING N N 78 N53 C33 H331 SING N N 79 N53 C33 H332 SING N N 80 N53 C33 H333 SING N N 81 N53 N30 H30 SING N N 82 N53 N38 H38 SING N N 83 # 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 N53 SMILES ACDLabs 12.01 "O=C(c2cccc(Oc1ccccc1)c2)Nc3c6c(nn3)C(N(C(=O)N5C(Cc4ccccc4)CN(C)CC5)C6)(C)C" N53 InChI InChI 1.03 "InChI=1S/C33H36N6O3/c1-33(2)29-28(22-39(33)32(41)38-18-17-37(3)21-25(38)19-23-11-6-4-7-12-23)30(36-35-29)34-31(40)24-13-10-16-27(20-24)42-26-14-8-5-9-15-26/h4-16,20,25H,17-19,21-22H2,1-3H3,(H2,34,35,36,40)/t25-/m0/s1" N53 InChIKey InChI 1.03 VGRHRLOVUZTBHT-VWLOTQADSA-N N53 SMILES_CANONICAL CACTVS 3.385 "CN1CCN([C@H](C1)Cc2ccccc2)C(=O)N3Cc4c([nH]nc4C3(C)C)NC(=O)c5cccc(Oc6ccccc6)c5" N53 SMILES CACTVS 3.385 "CN1CCN([CH](C1)Cc2ccccc2)C(=O)N3Cc4c([nH]nc4C3(C)C)NC(=O)c5cccc(Oc6ccccc6)c5" N53 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1(c2c(c([nH]n2)NC(=O)c3cccc(c3)Oc4ccccc4)CN1C(=O)N5CCN(C[C@@H]5Cc6ccccc6)C)C" N53 SMILES "OpenEye OEToolkits" 1.9.2 "CC1(c2c(c([nH]n2)NC(=O)c3cccc(c3)Oc4ccccc4)CN1C(=O)N5CCN(CC5Cc6ccccc6)C)C" # 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 N53 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(5-{[(2S)-2-benzyl-4-methylpiperazin-1-yl]carbonyl}-6,6-dimethyl-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl)-3-phenoxybenzamide" N53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[6,6-dimethyl-5-[(2S)-4-methyl-2-(phenylmethyl)piperazin-1-yl]carbonyl-2,4-dihydropyrrolo[3,4-c]pyrazol-3-yl]-3-phenoxy-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 N53 "Create component" 2012-04-04 EBI N53 "Modify descriptor" 2014-09-05 RCSB #