data_BMW # _chem_comp.id BMW _chem_comp.name "3-[7-(1H-benzimidazol-5-yl)-2-(morpholin-4-yl)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]phenol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-29 _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 414.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BMW _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 3APF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 BMW C1 C1 C 0 1 Y N N 46.184 17.401 32.177 -3.148 0.388 0.124 C1 BMW 1 BMW C2 C2 C 0 1 Y N N 47.059 18.477 32.005 -4.528 0.180 0.179 C2 BMW 2 BMW N3 N3 N 0 1 Y N N 48.354 18.545 31.704 -5.303 -0.932 0.276 N3 BMW 3 BMW C5 C5 C 0 1 Y N N 48.719 19.828 31.672 -6.558 -0.590 0.290 C5 BMW 4 BMW N6 N6 N 0 1 Y N N 47.656 20.586 31.953 -6.677 0.762 0.205 N6 BMW 5 BMW C7 C7 C 0 1 Y N N 46.620 19.784 32.168 -5.398 1.282 0.132 C7 BMW 6 BMW C8 C8 C 0 1 Y N N 45.294 20.031 32.497 -4.885 2.568 0.032 C8 BMW 7 BMW C9 C9 C 0 1 Y N N 44.412 18.961 32.654 -3.522 2.763 -0.022 C9 BMW 8 BMW C10 C10 C 0 1 Y N N 44.850 17.640 32.502 -2.653 1.675 0.023 C10 BMW 9 BMW N11 N11 N 0 1 N N N 43.974 16.650 32.650 -1.270 1.886 -0.033 N11 BMW 10 BMW C12 C12 C 0 1 N N N 42.739 16.828 33.435 -0.626 3.199 -0.139 C12 BMW 11 BMW C13 C13 C 0 1 N N N 41.856 15.641 33.067 0.884 2.905 -0.165 C13 BMW 12 BMW C14 C14 C 0 1 Y N N 42.807 14.790 32.234 0.974 1.402 -0.068 C14 BMW 13 BMW C15 C15 C 0 1 Y N N 44.021 15.456 32.037 -0.315 0.886 0.011 C15 BMW 14 BMW N16 N16 N 0 1 Y N N 44.968 14.831 31.309 -0.460 -0.439 0.111 N16 BMW 15 BMW C17 C17 C 0 1 Y N N 44.747 13.606 30.792 0.592 -1.240 0.137 C17 BMW 16 BMW N18 N18 N 0 1 N N N 45.702 12.925 30.050 0.391 -2.606 0.241 N18 BMW 17 BMW C19 C19 C 0 1 N N N 45.346 11.664 29.410 1.673 -3.327 0.255 C19 BMW 18 BMW C20 C20 C 0 1 N N N 46.279 11.358 28.233 1.407 -4.825 0.431 C20 BMW 19 BMW O21 O21 O 0 1 N N N 47.624 11.747 28.410 0.543 -5.276 -0.615 O21 BMW 20 BMW C22 C22 C 0 1 N N N 47.612 13.143 28.511 -0.714 -4.596 -0.659 C22 BMW 21 BMW C23 C23 C 0 1 N N N 47.086 13.396 29.929 -0.470 -3.096 -0.845 C23 BMW 22 BMW N24 N24 N 0 1 Y N N 43.588 12.977 30.983 1.830 -0.778 0.068 N24 BMW 23 BMW C25 C25 C 0 1 Y N N 42.600 13.523 31.697 2.057 0.532 -0.044 C25 BMW 24 BMW C26 C26 C 0 1 Y N N 41.394 12.822 31.829 3.444 1.053 -0.121 C26 BMW 25 BMW C27 C27 C 0 1 Y N N 40.951 12.058 30.746 4.467 0.422 0.583 C27 BMW 26 BMW C28 C28 C 0 1 Y N N 40.608 12.877 32.980 3.728 2.172 -0.902 C28 BMW 27 BMW C29 C29 C 0 1 Y N N 39.409 12.166 33.041 5.020 2.654 -0.972 C29 BMW 28 BMW C30 C30 C 0 1 Y N N 38.985 11.398 31.961 6.034 2.030 -0.270 C30 BMW 29 BMW C31 C31 C 0 1 Y N N 39.762 11.335 30.801 5.760 0.913 0.507 C31 BMW 30 BMW O32 O32 O 0 1 N N N 39.363 10.598 29.711 6.761 0.300 1.191 O32 BMW 31 BMW H1 H1 H 0 1 N N N 46.540 16.388 32.059 -2.471 -0.452 0.163 H1 BMW 32 BMW H5 H5 H 0 1 N N N 49.712 20.194 31.454 -7.386 -1.281 0.360 H5 BMW 33 BMW HN6 HN6 H 0 1 N N N 47.643 21.585 31.994 -7.505 1.267 0.196 HN6 BMW 34 BMW H8 H8 H 0 1 N N N 44.947 21.045 32.631 -5.554 3.415 -0.005 H8 BMW 35 BMW H9 H9 H 0 1 N N N 43.377 19.155 32.896 -3.125 3.764 -0.101 H9 BMW 36 BMW H12 H12 H 0 1 N N N 42.957 16.836 34.513 -0.931 3.696 -1.060 H12 BMW 37 BMW H12A H12A H 0 0 N N N 42.246 17.778 33.181 -0.877 3.814 0.725 H12A BMW 38 BMW H13 H13 H 0 1 N N N 41.492 15.105 33.956 1.324 3.254 -1.100 H13 BMW 39 BMW H13A H13A H 0 0 N N N 40.967 15.948 32.496 1.378 3.373 0.687 H13A BMW 40 BMW H19 H19 H 0 1 N N N 45.427 10.854 30.149 2.196 -3.158 -0.686 H19 BMW 41 BMW H19A H19A H 0 0 N N N 44.313 11.732 29.038 2.284 -2.966 1.083 H19A BMW 42 BMW H20 H20 H 0 1 N N N 46.267 10.270 28.074 2.350 -5.369 0.385 H20 BMW 43 BMW H20A H20A H 0 0 N N N 45.891 11.895 27.354 0.932 -4.999 1.396 H20A BMW 44 BMW H22 H22 H 0 1 N N N 48.618 13.566 28.373 -1.305 -4.975 -1.492 H22 BMW 45 BMW H22A H22A H 0 0 N N N 46.958 13.596 27.752 -1.251 -4.764 0.275 H22A BMW 46 BMW H23 H23 H 0 1 N N N 47.121 14.475 30.140 -1.423 -2.567 -0.821 H23 BMW 47 BMW H23A H23A H 0 0 N N N 47.716 12.855 30.650 0.019 -2.923 -1.804 H23A BMW 48 BMW H27 H27 H 0 1 N N N 41.545 12.027 29.845 4.253 -0.447 1.187 H27 BMW 49 BMW H28 H28 H 0 1 N N N 40.928 13.470 33.824 2.938 2.661 -1.452 H28 BMW 50 BMW H29 H29 H 0 1 N N N 38.804 12.212 33.935 5.239 3.521 -1.578 H29 BMW 51 BMW H30 H30 H 0 1 N N N 38.056 10.851 32.019 7.043 2.411 -0.329 H30 BMW 52 BMW HO32 HO32 H 0 0 N N N 38.539 10.166 29.904 7.208 -0.399 0.694 HO32 BMW 53 # 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 BMW C1 C2 DOUB Y N 1 BMW C1 C10 SING Y N 2 BMW C2 N3 SING Y N 3 BMW C2 C7 SING Y N 4 BMW N3 C5 DOUB Y N 5 BMW C5 N6 SING Y N 6 BMW N6 C7 SING Y N 7 BMW C7 C8 DOUB Y N 8 BMW C8 C9 SING Y N 9 BMW C9 C10 DOUB Y N 10 BMW C10 N11 SING N N 11 BMW N11 C12 SING N N 12 BMW N11 C15 SING N N 13 BMW C12 C13 SING N N 14 BMW C13 C14 SING N N 15 BMW C14 C15 SING Y N 16 BMW C14 C25 DOUB Y N 17 BMW C15 N16 DOUB Y N 18 BMW N16 C17 SING Y N 19 BMW C17 N18 SING N N 20 BMW C17 N24 DOUB Y N 21 BMW N18 C19 SING N N 22 BMW N18 C23 SING N N 23 BMW C19 C20 SING N N 24 BMW C20 O21 SING N N 25 BMW O21 C22 SING N N 26 BMW C22 C23 SING N N 27 BMW N24 C25 SING Y N 28 BMW C25 C26 SING Y N 29 BMW C26 C27 DOUB Y N 30 BMW C26 C28 SING Y N 31 BMW C27 C31 SING Y N 32 BMW C28 C29 DOUB Y N 33 BMW C29 C30 SING Y N 34 BMW C30 C31 DOUB Y N 35 BMW C31 O32 SING N N 36 BMW C1 H1 SING N N 37 BMW C5 H5 SING N N 38 BMW N6 HN6 SING N N 39 BMW C8 H8 SING N N 40 BMW C9 H9 SING N N 41 BMW C12 H12 SING N N 42 BMW C12 H12A SING N N 43 BMW C13 H13 SING N N 44 BMW C13 H13A SING N N 45 BMW C19 H19 SING N N 46 BMW C19 H19A SING N N 47 BMW C20 H20 SING N N 48 BMW C20 H20A SING N N 49 BMW C22 H22 SING N N 50 BMW C22 H22A SING N N 51 BMW C23 H23 SING N N 52 BMW C23 H23A SING N N 53 BMW C27 H27 SING N N 54 BMW C28 H28 SING N N 55 BMW C29 H29 SING N N 56 BMW C30 H30 SING N N 57 BMW O32 HO32 SING N N 58 # 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 BMW SMILES ACDLabs 12.01 "n1c4c(c(nc1N2CCOCC2)c3cccc(O)c3)CCN4c6ccc5ncnc5c6" BMW SMILES_CANONICAL CACTVS 3.370 "Oc1cccc(c1)c2nc(nc3N(CCc23)c4ccc5[nH]cnc5c4)N6CCOCC6" BMW SMILES CACTVS 3.370 "Oc1cccc(c1)c2nc(nc3N(CCc23)c4ccc5[nH]cnc5c4)N6CCOCC6" BMW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)c2c3c(nc(n2)N4CCOCC4)N(CC3)c5ccc6c(c5)nc[nH]6" BMW SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)c2c3c(nc(n2)N4CCOCC4)N(CC3)c5ccc6c(c5)nc[nH]6" BMW InChI InChI 1.03 "InChI=1S/C23H22N6O2/c30-17-3-1-2-15(12-17)21-18-6-7-29(16-4-5-19-20(13-16)25-14-24-19)22(18)27-23(26-21)28-8-10-31-11-9-28/h1-5,12-14,30H,6-11H2,(H,24,25)" BMW InChIKey InChI 1.03 NBBUAPYZXMAOGM-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 BMW "SYSTEMATIC NAME" ACDLabs 12.01 "3-[7-(1H-benzimidazol-5-yl)-2-(morpholin-4-yl)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]phenol" BMW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-[7-(1H-benzimidazol-5-yl)-2-morpholin-4-yl-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BMW "Create component" 2010-10-29 PDBJ BMW "Modify aromatic_flag" 2011-06-04 RCSB BMW "Modify descriptor" 2011-06-04 RCSB #