data_H8H # _chem_comp.id H8H _chem_comp.name "N-(5-CHLORO-1,3-BENZODIOXOL-4-YL)-7-[2-(4-METHYLPIPERAZIN-1-YL)ETHOXY]-5-(TETRAHYDRO-2H-PYRAN-4-YLOXY)QUINAZOLIN-4-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H32 Cl N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SARACATINIB _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-14 _chem_comp.pdbx_modified_date 2021-03-01 _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 542.026 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H8H _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 2H8H _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 H8H C1 C1 C 0 1 N N N 27.161 14.919 60.117 8.804 -0.614 -2.397 C1 H8H 1 H8H N2 N2 N 0 1 N N N 27.123 16.370 59.841 8.190 0.221 -1.356 N2 H8H 2 H8H C3 C3 C 0 1 N N N 26.423 16.591 58.548 6.974 0.877 -1.856 C3 H8H 3 H8H C4 C4 C 0 1 N N N 26.374 18.110 58.272 6.411 1.797 -0.771 C4 H8H 4 H8H N5 N5 N 0 1 N N N 25.709 18.843 59.376 6.122 1.008 0.435 N5 H8H 5 H8H C6 C6 C 0 1 N N N 26.019 20.240 59.119 5.508 1.843 1.476 C6 H8H 6 H8H C7 C7 C 0 1 N N N 24.755 21.044 58.887 4.044 2.108 1.120 C7 H8H 7 H8H O8 O8 O 0 1 N N N 23.639 20.203 59.086 3.315 0.879 1.157 O8 H8H 8 H8H C9 C9 C 0 1 Y N N 22.516 20.886 58.749 1.991 0.939 0.864 C9 H8H 9 H8H C10 C10 C 0 1 Y N N 21.305 20.187 58.736 1.227 -0.229 0.884 C10 H8H 10 H8H C11 C11 C 0 1 Y N N 20.126 20.825 58.389 -0.119 -0.194 0.590 C11 H8H 11 H8H O12 O12 O 0 1 N N N 18.923 20.176 58.346 -0.854 -1.334 0.612 O12 H8H 12 H8H C13 C13 C 0 1 N N N 18.893 18.997 59.145 -0.187 -2.528 1.027 C13 H8H 13 H8H C14 C14 C 0 1 N N N 17.671 19.153 60.050 -1.215 -3.529 1.563 C14 H8H 14 H8H C15 C15 C 0 1 N N N 17.215 17.825 60.671 -0.502 -4.833 1.931 C15 H8H 15 H8H O16 O16 O 0 1 N N N 17.182 16.762 59.711 0.179 -5.343 0.783 O16 H8H 16 H8H C17 C17 C 0 1 N N N 18.372 16.551 58.955 1.185 -4.469 0.267 C17 H8H 17 H8H C18 C18 C 0 1 N N N 18.704 17.837 58.173 0.540 -3.151 -0.169 C18 H8H 18 H8H C19 C19 C 0 1 Y N N 20.148 22.202 58.076 -0.724 1.033 0.267 C19 H8H 19 H8H C20 C20 C 0 1 Y N N 18.968 22.945 57.735 -2.099 1.130 -0.043 C20 H8H 20 H8H N21 N21 N 0 1 N N N 17.711 22.330 57.689 -2.906 0.011 -0.040 N21 H8H 21 H8H C22 C22 C 0 1 Y N N 16.527 23.007 57.288 -4.235 0.106 -0.471 C22 H8H 22 H8H C23 C23 C 0 1 Y N N 16.474 23.709 56.074 -5.152 0.860 0.255 C23 H8H 23 H8H O24 O24 O 0 1 N N N 17.397 23.943 55.071 -5.016 1.592 1.400 O24 H8H 24 H8H C25 C25 C 0 1 N N N 16.972 25.147 54.424 -6.356 1.796 1.886 C25 H8H 25 H8H O26 O26 O 0 1 N N N 15.554 24.965 54.483 -7.163 1.738 0.695 O26 H8H 26 H8H C27 C27 C 0 1 Y N N 15.296 24.347 55.685 -6.470 0.950 -0.178 C27 H8H 27 H8H C28 C28 C 0 1 Y N N 14.176 24.308 56.499 -6.866 0.288 -1.331 C28 H8H 28 H8H C29 C29 C 0 1 Y N N 14.207 23.604 57.694 -5.953 -0.460 -2.050 C29 H8H 29 H8H C30 C30 C 0 1 Y N N 15.364 22.949 58.083 -4.639 -0.549 -1.628 C30 H8H 30 H8H CL3 CL3 CL 0 0 N N N 15.356 22.094 59.607 -3.496 -1.484 -2.540 CL3 H8H 31 H8H N32 N32 N 0 1 Y N N 19.101 24.256 57.494 -2.593 2.327 -0.338 N32 H8H 32 H8H C33 C33 C 0 1 Y N N 20.260 24.847 57.528 -1.831 3.407 -0.344 C33 H8H 33 H8H N34 N34 N 0 1 Y N N 21.381 24.210 57.821 -0.549 3.377 -0.065 N34 H8H 34 H8H C35 C35 C 0 1 Y N N 21.385 22.906 58.107 0.053 2.218 0.247 C35 H8H 35 H8H C36 C36 C 0 1 Y N N 22.564 22.241 58.441 1.416 2.154 0.554 C36 H8H 36 H8H C37 C37 C 0 1 N N N 26.344 18.543 60.684 7.338 0.352 0.935 C37 H8H 37 H8H C38 C38 C 0 1 N N N 26.387 17.028 60.957 7.902 -0.568 -0.150 C38 H8H 38 H8H H11 H11 H 0 1 N N N 27.677 14.740 61.072 9.069 0.008 -3.252 H11 H8H 39 H8H H12 H12 H 0 1 N N N 26.134 14.530 60.177 9.702 -1.088 -2.000 H12 H8H 40 H8H H13A H13A H 0 0 N N N 27.701 14.406 59.307 8.097 -1.382 -2.711 H13A H8H 41 H8H H31 H31 H 0 1 N N N 26.969 16.084 57.739 7.216 1.465 -2.742 H31 H8H 42 H8H H32 H32 H 0 1 N N N 25.400 16.191 58.607 6.233 0.121 -2.113 H32 H8H 43 H8H H41 H41 H 0 1 N N N 27.402 18.486 58.161 7.142 2.570 -0.533 H41 H8H 44 H8H H42 H42 H 0 1 N N N 25.817 18.286 57.340 5.493 2.262 -1.129 H42 H8H 45 H8H H61 H61 H 0 1 N N N 26.555 20.655 59.985 5.561 1.327 2.434 H61 H8H 46 H8H H62 H62 H 0 1 N N N 26.658 20.308 58.226 6.043 2.791 1.544 H62 H8H 47 H8H H71 H71 H 0 1 N N N 24.716 21.884 59.596 3.616 2.806 1.839 H71 H8H 48 H8H H72 H72 H 0 1 N N N 24.747 21.432 57.858 3.985 2.535 0.119 H72 H8H 49 H8H H10 H10 H 0 1 N N N 21.289 19.140 58.999 1.695 -1.170 1.133 H10 H8H 50 H8H H13 H13 H 0 1 N N N 19.809 18.867 59.740 0.533 -2.290 1.810 H13 H8H 51 H8H H141 H141 H 0 0 N N N 17.922 19.852 60.861 -1.699 -3.116 2.448 H141 H8H 52 H8H H142 H142 H 0 0 N N N 16.843 19.565 59.454 -1.964 -3.728 0.796 H142 H8H 53 H8H H151 H151 H 0 0 N N N 17.912 17.553 61.477 0.218 -4.641 2.726 H151 H8H 54 H8H H152 H152 H 0 0 N N N 16.206 17.957 61.088 -1.235 -5.564 2.273 H152 H8H 55 H8H H171 H171 H 0 0 N N N 19.202 16.308 59.634 1.928 -4.272 1.040 H171 H8H 56 H8H H172 H172 H 0 0 N N N 18.219 15.720 58.251 1.668 -4.938 -0.591 H172 H8H 57 H8H H181 H181 H 0 0 N N N 17.879 18.069 57.484 -0.173 -3.342 -0.970 H181 H8H 58 H8H H182 H182 H 0 0 N N N 19.630 17.687 57.599 1.312 -2.467 -0.522 H182 H8H 59 H8H HN21 HN21 H 0 0 N N N 17.643 21.367 57.951 -2.553 -0.840 0.261 HN21 H8H 60 H8H H251 H251 H 0 0 N N N 17.293 26.043 54.975 -6.637 1.003 2.578 H251 H8H 61 H8H H252 H252 H 0 0 N N N 17.335 25.205 53.387 -6.446 2.772 2.363 H252 H8H 62 H8H H28 H28 H 0 1 N N N 13.276 24.827 56.203 -7.890 0.358 -1.667 H28 H8H 63 H8H H29 H29 H 0 1 N N N 13.329 23.567 58.321 -6.266 -0.974 -2.947 H29 H8H 64 H8H H33 H33 H 0 1 N N N 20.308 25.903 57.307 -2.283 4.357 -0.590 H33 H8H 65 H8H H36 H36 H 0 1 N N N 23.504 22.772 58.460 2.016 3.052 0.546 H36 H8H 66 H8H H371 H371 H 0 0 N N N 27.372 18.935 60.680 8.080 1.108 1.192 H371 H8H 67 H8H H372 H372 H 0 0 N N N 25.767 19.034 61.482 7.096 -0.236 1.821 H372 H8H 68 H8H H381 H381 H 0 0 N N N 25.363 16.631 61.011 7.170 -1.341 -0.388 H381 H8H 69 H8H H382 H382 H 0 0 N N N 26.906 16.836 61.908 8.820 -1.034 0.208 H382 H8H 70 # # 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 H8H C1 N2 SING N N 1 H8H C1 H11 SING N N 2 H8H C1 H12 SING N N 3 H8H C1 H13A SING N N 4 H8H N2 C3 SING N N 5 H8H N2 C38 SING N N 6 H8H C3 C4 SING N N 7 H8H C3 H31 SING N N 8 H8H C3 H32 SING N N 9 H8H C4 N5 SING N N 10 H8H C4 H41 SING N N 11 H8H C4 H42 SING N N 12 H8H N5 C6 SING N N 13 H8H N5 C37 SING N N 14 H8H C6 C7 SING N N 15 H8H C6 H61 SING N N 16 H8H C6 H62 SING N N 17 H8H C7 O8 SING N N 18 H8H C7 H71 SING N N 19 H8H C7 H72 SING N N 20 H8H O8 C9 SING N N 21 H8H C9 C10 SING Y N 22 H8H C9 C36 DOUB Y N 23 H8H C10 C11 DOUB Y N 24 H8H C10 H10 SING N N 25 H8H C11 O12 SING N N 26 H8H C11 C19 SING Y N 27 H8H O12 C13 SING N N 28 H8H C13 C14 SING N N 29 H8H C13 C18 SING N N 30 H8H C13 H13 SING N N 31 H8H C14 C15 SING N N 32 H8H C14 H141 SING N N 33 H8H C14 H142 SING N N 34 H8H C15 O16 SING N N 35 H8H C15 H151 SING N N 36 H8H C15 H152 SING N N 37 H8H O16 C17 SING N N 38 H8H C17 C18 SING N N 39 H8H C17 H171 SING N N 40 H8H C17 H172 SING N N 41 H8H C18 H181 SING N N 42 H8H C18 H182 SING N N 43 H8H C19 C20 DOUB Y N 44 H8H C19 C35 SING Y N 45 H8H C20 N21 SING N N 46 H8H C20 N32 SING Y N 47 H8H N21 C22 SING N N 48 H8H N21 HN21 SING N N 49 H8H C22 C23 SING Y N 50 H8H C22 C30 DOUB Y N 51 H8H C23 O24 SING N N 52 H8H C23 C27 DOUB Y N 53 H8H O24 C25 SING N N 54 H8H C25 O26 SING N N 55 H8H C25 H251 SING N N 56 H8H C25 H252 SING N N 57 H8H O26 C27 SING N N 58 H8H C27 C28 SING Y N 59 H8H C28 C29 DOUB Y N 60 H8H C28 H28 SING N N 61 H8H C29 C30 SING Y N 62 H8H C29 H29 SING N N 63 H8H C30 CL3 SING N N 64 H8H N32 C33 DOUB Y N 65 H8H C33 N34 SING Y N 66 H8H C33 H33 SING N N 67 H8H N34 C35 DOUB Y N 68 H8H C35 C36 SING Y N 69 H8H C36 H36 SING N N 70 H8H C37 C38 SING N N 71 H8H C37 H371 SING N N 72 H8H C37 H372 SING N N 73 H8H C38 H381 SING N N 74 H8H C38 H382 SING N N 75 # # 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 H8H SMILES ACDLabs 10.04 "Clc2ccc1OCOc1c2Nc6ncnc5c6c(OC3CCOCC3)cc(OCCN4CCN(C)CC4)c5" H8H InChI InChI 1.03 "InChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31)" H8H InChIKey InChI 1.03 OUKYUETWWIPKQR-UHFFFAOYSA-N H8H SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CCOc2cc(OC3CCOCC3)c4c(Nc5c(Cl)ccc6OCOc56)ncnc4c2)CC1" H8H SMILES CACTVS 3.385 "CN1CCN(CCOc2cc(OC3CCOCC3)c4c(Nc5c(Cl)ccc6OCOc56)ncnc4c2)CC1" H8H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)CCOc2cc3c(c(c2)OC4CCOCC4)c(ncn3)Nc5c(ccc6c5OCO6)Cl" H8H SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)CCOc2cc3c(c(c2)OC4CCOCC4)c(ncn3)Nc5c(ccc6c5OCO6)Cl" # # 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 H8H "SYSTEMATIC NAME" ACDLabs 10.04 "N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine" H8H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-(5-chloranyl-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(oxan-4-yloxy)quinazolin-4-amine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H8H "Create component" 2006-06-14 RCSB H8H "Modify descriptor" 2011-06-04 RCSB H8H "Modify name" 2015-06-24 RCSB H8H "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id H8H _pdbx_chem_comp_synonyms.name SARACATINIB _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##