data_MKR # _chem_comp.id MKR _chem_comp.name "1-{(3R,3AR)-3-[3-(4-ACETYLPIPERAZIN-1-YL)PROPYL]-8-FLUORO-3-PHENYL-3A,4-DIHYDRO-3H-PYRAZOLO[5,1-C][1,4]BENZOXAZIN-2-YL}ETHANONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-05-31 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 478.558 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MKR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 MKR C1 C1 C 0 1 Y N N 36.656 16.838 53.495 2.800 4.436 0.714 C1 MKR 1 MKR C2 C2 C 0 1 Y N N 37.893 17.043 52.825 2.287 3.187 1.026 C2 MKR 2 MKR C3 C3 C 0 1 Y N N 38.378 15.891 52.133 2.262 2.198 0.062 C3 MKR 3 MKR C4 C4 C 0 1 Y N N 37.609 14.713 52.122 2.747 2.442 -1.227 C4 MKR 4 MKR C5 C5 C 0 1 Y N N 36.379 14.516 52.800 3.262 3.695 -1.525 C5 MKR 5 MKR C6 C6 C 0 1 Y N N 35.903 15.621 53.516 3.286 4.683 -0.559 C6 MKR 6 MKR N2 N2 N 0 1 N N N 39.578 15.862 51.369 1.764 0.918 0.328 N2 MKR 7 MKR N12 N12 N 0 1 N N N 40.054 16.859 50.807 1.623 0.310 1.433 N12 MKR 8 MKR C8 C8 C 0 1 N N N 40.935 16.663 49.842 1.430 -0.977 1.354 C8 MKR 9 MKR C14 C14 C 0 1 N N R 41.135 15.030 49.749 1.343 -1.354 -0.115 C14 MKR 10 MKR C15 C15 C 0 1 N N R 40.134 14.683 50.877 1.388 0.024 -0.797 C15 MKR 11 MKR C18 C18 C 0 1 Y N N 40.874 14.457 48.278 2.523 -2.197 -0.526 C18 MKR 12 MKR C20 C20 C 0 1 N N N 41.649 17.764 49.051 1.322 -1.864 2.442 C20 MKR 13 MKR C9 C9 C 0 1 N N N 41.299 19.288 49.176 1.545 -1.365 3.846 C9 MKR 14 MKR O25 O25 O 0 1 N N N 42.627 17.357 48.431 1.048 -3.032 2.248 O25 MKR 15 MKR C26 C26 C 0 1 Y N N 39.807 15.101 47.520 3.569 -2.398 0.355 C26 MKR 16 MKR C27 C27 C 0 1 Y N N 39.385 14.713 46.157 4.651 -3.171 -0.022 C27 MKR 17 MKR C28 C28 C 0 1 Y N N 40.173 13.635 45.601 4.686 -3.745 -1.280 C28 MKR 18 MKR C29 C29 C 0 1 Y N N 41.266 13.041 46.323 3.639 -3.545 -2.160 C29 MKR 19 MKR C30 C30 C 0 1 Y N N 41.584 13.468 47.649 2.555 -2.774 -1.781 C30 MKR 20 MKR O1 O1 O 0 1 N N N 38.041 13.653 51.381 2.713 1.479 -2.182 O1 MKR 21 MKR F1 F1 F 0 1 N N N 36.089 17.799 54.164 2.820 5.412 1.647 F1 MKR 22 MKR C7 C7 C 0 1 N N N 38.855 14.069 50.331 2.540 0.110 -1.804 C7 MKR 23 MKR C10 C10 C 0 1 N N N 42.543 14.639 50.317 0.027 -2.073 -0.419 C10 MKR 24 MKR C11 C11 C 0 1 N N N 42.981 15.381 51.570 -1.146 -1.207 0.044 C11 MKR 25 MKR C12 C12 C 0 1 N N N 44.482 15.562 51.893 -2.463 -1.905 -0.301 C12 MKR 26 MKR N3 N3 N 0 1 N N N 44.695 15.493 53.386 -3.589 -1.074 0.143 N3 MKR 27 MKR C16 C16 C 0 1 N N N 44.782 16.892 53.929 -4.857 -1.809 0.046 C16 MKR 28 MKR C17 C17 C 0 1 N N N 45.534 14.515 54.086 -3.644 0.185 -0.613 C17 MKR 29 MKR C19 C19 C 0 1 N N N 46.074 17.445 53.269 -5.976 -0.979 0.684 C19 MKR 30 MKR C21 C21 C 0 1 N N N 46.989 14.987 53.744 -4.713 1.097 -0.002 C21 MKR 31 MKR N1 N1 N 0 1 N N N 47.193 16.513 53.824 -5.981 0.354 0.062 N1 MKR 32 MKR C22 C22 C 0 1 N N N 48.337 17.099 54.396 -7.117 0.880 -0.436 C22 MKR 33 MKR C24 C24 C 0 1 N N N 49.133 16.001 55.187 -7.080 2.195 -1.172 C24 MKR 34 MKR O2 O2 O 0 1 N N N 48.596 18.319 54.308 -8.170 0.296 -0.292 O2 MKR 35 MKR H2 H2 H 0 1 N N N 38.419 17.986 52.838 1.908 2.989 2.018 H2 MKR 36 MKR H5 H5 H 0 1 N N N 35.846 13.577 52.766 3.645 3.899 -2.514 H5 MKR 37 MKR H6 H6 H 0 1 N N N 34.982 15.556 54.076 3.688 5.657 -0.799 H6 MKR 38 MKR H15 H15 H 0 1 N N N 40.699 14.049 51.576 0.428 0.295 -1.238 H15 MKR 39 MKR H91 1H9 H 0 1 N N N 41.217 19.560 50.239 1.778 -0.300 3.820 H91 MKR 40 MKR H92 2H9 H 0 1 N N N 42.093 19.886 48.705 0.643 -1.525 4.436 H92 MKR 41 MKR H93 3H9 H 0 1 N N N 40.342 19.487 48.672 2.376 -1.908 4.297 H93 MKR 42 MKR H26 H26 H 0 1 N N N 39.286 15.923 47.989 3.541 -1.950 1.337 H26 MKR 43 MKR H27 H27 H 0 1 N N N 38.570 15.187 45.630 5.469 -3.328 0.666 H27 MKR 44 MKR H28 H28 H 0 1 N N N 39.934 13.265 44.615 5.532 -4.348 -1.574 H28 MKR 45 MKR H29 H29 H 0 1 N N N 41.853 12.263 45.858 3.667 -3.992 -3.142 H29 MKR 46 MKR H30 H30 H 0 1 N N N 42.406 12.999 48.169 1.736 -2.621 -2.468 H30 MKR 47 MKR H71 1H7 H 0 1 N N N 38.319 14.819 49.731 3.456 -0.261 -1.343 H71 MKR 48 MKR H72 2H7 H 0 1 N N N 39.109 13.201 49.705 2.302 -0.486 -2.684 H72 MKR 49 MKR H101 1H10 H 0 0 N N N 42.513 13.567 50.563 -0.052 -2.249 -1.492 H101 MKR 50 MKR H102 2H10 H 0 0 N N N 43.269 14.909 49.536 0.005 -3.027 0.108 H102 MKR 51 MKR H111 1H11 H 0 0 N N N 42.567 16.396 51.480 -1.085 -1.058 1.122 H111 MKR 52 MKR H112 2H11 H 0 0 N N N 42.622 14.735 52.385 -1.105 -0.241 -0.459 H112 MKR 53 MKR H121 1H12 H 0 0 N N N 45.059 14.763 51.405 -2.524 -2.054 -1.379 H121 MKR 54 MKR H122 2H12 H 0 0 N N N 44.818 16.542 51.523 -2.504 -2.872 0.202 H122 MKR 55 MKR H161 1H16 H 0 0 N N N 43.899 17.489 53.656 -5.092 -1.992 -1.002 H161 MKR 56 MKR H162 2H16 H 0 0 N N N 44.812 16.926 55.028 -4.766 -2.761 0.570 H162 MKR 57 MKR H171 1H17 H 0 0 N N N 45.349 14.523 55.170 -2.674 0.680 -0.567 H171 MKR 58 MKR H172 2H17 H 0 0 N N N 45.334 13.478 53.778 -3.897 -0.026 -1.652 H172 MKR 59 MKR H191 1H19 H 0 0 N N N 46.018 17.399 52.171 -6.936 -1.466 0.514 H191 MKR 60 MKR H192 2H19 H 0 0 N N N 46.250 18.506 53.500 -5.795 -0.882 1.755 H192 MKR 61 MKR H211 1H21 H 0 0 N N N 47.676 14.515 54.462 -4.411 1.393 1.003 H211 MKR 62 MKR H212 2H21 H 0 0 N N N 47.183 14.693 52.702 -4.839 1.982 -0.625 H212 MKR 63 MKR H241 1H24 H 0 0 N N N 49.319 15.138 54.531 -6.045 2.517 -1.287 H241 MKR 64 MKR H242 2H24 H 0 0 N N N 50.093 16.417 55.526 -7.534 2.073 -2.156 H242 MKR 65 MKR H243 3H24 H 0 0 N N N 48.544 15.678 56.058 -7.633 2.944 -0.607 H243 MKR 66 # 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 MKR C1 C2 DOUB Y N 1 MKR C1 C6 SING Y N 2 MKR C1 F1 SING N N 3 MKR C2 C3 SING Y N 4 MKR C2 H2 SING N N 5 MKR C3 N2 SING N N 6 MKR C3 C4 DOUB Y N 7 MKR C4 O1 SING N N 8 MKR C4 C5 SING Y N 9 MKR C5 C6 DOUB Y N 10 MKR C5 H5 SING N N 11 MKR C6 H6 SING N N 12 MKR N2 N12 SING N N 13 MKR N2 C15 SING N N 14 MKR N12 C8 DOUB N N 15 MKR C8 C20 SING N N 16 MKR C8 C14 SING N N 17 MKR C14 C18 SING N N 18 MKR C14 C10 SING N N 19 MKR C14 C15 SING N N 20 MKR C15 C7 SING N N 21 MKR C15 H15 SING N N 22 MKR C18 C26 DOUB Y N 23 MKR C18 C30 SING Y N 24 MKR C20 O25 DOUB N N 25 MKR C20 C9 SING N N 26 MKR C9 H91 SING N N 27 MKR C9 H92 SING N N 28 MKR C9 H93 SING N N 29 MKR C26 C27 SING Y N 30 MKR C26 H26 SING N N 31 MKR C27 C28 DOUB Y N 32 MKR C27 H27 SING N N 33 MKR C28 C29 SING Y N 34 MKR C28 H28 SING N N 35 MKR C29 C30 DOUB Y N 36 MKR C29 H29 SING N N 37 MKR C30 H30 SING N N 38 MKR O1 C7 SING N N 39 MKR C7 H71 SING N N 40 MKR C7 H72 SING N N 41 MKR C10 C11 SING N N 42 MKR C10 H101 SING N N 43 MKR C10 H102 SING N N 44 MKR C11 C12 SING N N 45 MKR C11 H111 SING N N 46 MKR C11 H112 SING N N 47 MKR C12 N3 SING N N 48 MKR C12 H121 SING N N 49 MKR C12 H122 SING N N 50 MKR N3 C16 SING N N 51 MKR N3 C17 SING N N 52 MKR C16 C19 SING N N 53 MKR C16 H161 SING N N 54 MKR C16 H162 SING N N 55 MKR C17 C21 SING N N 56 MKR C17 H171 SING N N 57 MKR C17 H172 SING N N 58 MKR C19 N1 SING N N 59 MKR C19 H191 SING N N 60 MKR C19 H192 SING N N 61 MKR C21 N1 SING N N 62 MKR C21 H211 SING N N 63 MKR C21 H212 SING N N 64 MKR N1 C22 SING N N 65 MKR C22 O2 DOUB N N 66 MKR C22 C24 SING N N 67 MKR C24 H241 SING N N 68 MKR C24 H242 SING N N 69 MKR C24 H243 SING N N 70 # 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 MKR SMILES ACDLabs 10.04 "O=C(N1CCN(CC1)CCCC3(C(=NN2c4c(OCC23)ccc(F)c4)C(=O)C)c5ccccc5)C" MKR SMILES_CANONICAL CACTVS 3.341 "CC(=O)N1CCN(CCC[C@]2([C@@H]3COc4ccc(F)cc4N3N=C2C(C)=O)c5ccccc5)CC1" MKR SMILES CACTVS 3.341 "CC(=O)N1CCN(CCC[C]2([CH]3COc4ccc(F)cc4N3N=C2C(C)=O)c5ccccc5)CC1" MKR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)C1=NN2c3cc(ccc3OC[C@H]2[C@@]1(CCCN4CCN(CC4)C(=O)C)c5ccccc5)F" MKR SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)C1=NN2c3cc(ccc3OCC2C1(CCCN4CCN(CC4)C(=O)C)c5ccccc5)F" MKR InChI InChI 1.03 "InChI=1S/C27H31FN4O3/c1-19(33)26-27(21-7-4-3-5-8-21,11-6-12-30-13-15-31(16-14-30)20(2)34)25-18-35-24-10-9-22(28)17-23(24)32(25)29-26/h3-5,7-10,17,25H,6,11-16,18H2,1-2H3/t25-,27+/m0/s1" MKR InChIKey InChI 1.03 BWKAHABETZLDBG-AHKZPQOWSA-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 MKR "SYSTEMATIC NAME" ACDLabs 10.04 "1-{(3R,3aR)-3-[3-(4-acetylpiperazin-1-yl)propyl]-8-fluoro-3-phenyl-3a,4-dihydro-3H-pyrazolo[5,1-c][1,4]benzoxazin-2-yl}ethanone" MKR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(3R,3aR)-3-[3-(4-ethanoylpiperazin-1-yl)propyl]-8-fluoro-3-phenyl-3a,4-dihydropyrazolo[5,1-c][1,4]benzoxazin-2-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MKR "Create component" 2007-05-31 RCSB MKR "Modify descriptor" 2011-06-04 RCSB #