data_1BS # _chem_comp.id 1BS _chem_comp.name "2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}pyrido[4,3-d]pyrimidin-4(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-28 _chem_comp.pdbx_modified_date 2013-03-01 _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 457.955 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1BS _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 4I10 _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 1BS CL1 CL1 CL 0 0 N N N 9.825 -11.910 4.132 -6.228 2.393 -1.191 CL1 1BS 1 1BS C1 C1 C 0 1 Y N N 10.102 -13.347 5.153 -4.684 1.731 -0.752 C1 1BS 2 1BS C2 C2 C 0 1 Y N N 11.027 -13.165 6.219 -3.943 2.324 0.258 C2 1BS 3 1BS C3 C3 C 0 1 Y N N 11.255 -14.216 7.075 -2.719 1.799 0.607 C3 1BS 4 1BS C4 C4 C 0 1 Y N N 10.619 -15.423 6.849 -2.227 0.673 -0.056 C4 1BS 5 1BS C5 C5 C 0 1 Y N N 9.682 -15.596 5.809 -2.974 0.081 -1.069 C5 1BS 6 1BS C6 C6 C 0 1 Y N N 9.427 -14.565 4.902 -4.204 0.611 -1.409 C6 1BS 7 1BS C9 C9 C 0 1 N N N 12.254 -14.100 8.223 -1.888 2.418 1.700 C9 1BS 8 1BS C10 C10 C 0 1 N N N 11.739 -14.937 9.406 -1.114 1.324 2.434 C10 1BS 9 1BS N11 N11 N 0 1 N N N 11.575 -16.311 8.928 -0.404 0.459 1.498 N11 1BS 10 1BS C12 C12 C 0 1 N N N 10.993 -16.557 7.791 -0.908 0.134 0.343 C12 1BS 11 1BS N13 N13 N 0 1 N N N 10.781 -17.797 7.318 -0.217 -0.706 -0.503 N13 1BS 12 1BS C14 C14 C 0 1 N N S 10.982 -19.065 8.053 1.040 -1.317 -0.063 C14 1BS 13 1BS C15 C15 C 0 1 N N N 9.623 -19.564 8.654 1.256 -2.635 -0.810 C15 1BS 14 1BS C27 C27 C 0 1 N N N 12.688 -14.889 10.619 -0.102 1.975 3.380 C27 1BS 15 1BS C28 C28 C 0 1 N N N 10.362 -14.336 9.836 -2.093 0.480 3.253 C28 1BS 16 1BS C7 C7 C 0 1 N N N 11.391 -20.074 7.082 2.183 -0.380 -0.356 C7 1BS 17 1BS N8 N8 N 0 1 N N N 11.349 -19.766 5.731 3.217 -0.346 0.506 N8 1BS 18 1BS C19 C19 C 0 1 N N N 11.965 -22.340 6.674 3.104 1.212 -1.766 C19 1BS 19 1BS N24 N24 N 0 1 N N N 11.716 -21.309 7.531 2.122 0.351 -1.434 N24 1BS 20 1BS O25 O25 O 0 1 N N N 12.256 -23.482 7.096 3.032 1.888 -2.777 O25 1BS 21 1BS C26 C26 C 0 1 Y N N 9.126 -18.601 9.742 0.185 -3.618 -0.413 C26 1BS 22 1BS C29 C29 C 0 1 Y N N 9.756 -18.623 11.013 -0.947 -3.759 -1.194 C29 1BS 23 1BS C30 C30 C 0 1 Y N N 9.397 -17.762 12.067 -1.929 -4.661 -0.830 C30 1BS 24 1BS C31 C31 C 0 1 Y N N 8.348 -16.854 11.831 -1.780 -5.422 0.314 C31 1BS 25 1BS C32 C32 C 0 1 Y N N 7.736 -16.865 10.572 -0.647 -5.281 1.095 C32 1BS 26 1BS C33 C33 C 0 1 Y N N 8.076 -17.699 9.493 0.337 -4.383 0.728 C33 1BS 27 1BS C8 C8 C 0 1 Y N N 11.909 -22.051 5.208 4.272 1.303 -0.874 C8 1BS 28 1BS C16 C16 C 0 1 Y N N 11.619 -20.731 4.799 4.285 0.489 0.277 C16 1BS 29 1BS C17 C17 C 0 1 Y N N 11.621 -20.431 3.406 5.383 0.566 1.128 C17 1BS 30 1BS C18 C18 C 0 1 Y N N 11.929 -21.449 2.473 6.407 1.432 0.806 C18 1BS 31 1BS N20 N20 N 0 1 Y N N 12.237 -22.708 2.900 6.363 2.182 -0.282 N20 1BS 32 1BS C21 C21 C 0 1 Y N N 12.242 -23.034 4.243 5.347 2.148 -1.122 C21 1BS 33 1BS H1 H1 H 0 1 N N N 11.538 -12.223 6.352 -4.324 3.195 0.770 H1 1BS 34 1BS H2 H2 H 0 1 N N N 9.157 -16.535 5.713 -2.597 -0.790 -1.585 H2 1BS 35 1BS H3 H3 H 0 1 N N N 8.758 -14.689 4.063 -4.790 0.153 -2.192 H3 1BS 36 1BS H4 H4 H 0 1 N N N 13.235 -14.478 7.900 -1.186 3.129 1.264 H4 1BS 37 1BS H5 H5 H 0 1 N N N 12.349 -13.047 8.527 -2.539 2.936 2.403 H5 1BS 38 1BS H6 H6 H 0 1 N N N 10.455 -17.870 6.375 -0.563 -0.893 -1.390 H6 1BS 39 1BS H7 H7 H 0 1 N N N 11.727 -18.948 8.853 0.994 -1.510 1.009 H7 1BS 40 1BS H8 H8 H 0 1 N N N 8.872 -19.621 7.852 1.205 -2.456 -1.884 H8 1BS 41 1BS H9 H9 H 0 1 N N N 9.767 -20.562 9.093 2.234 -3.041 -0.555 H9 1BS 42 1BS H10 H10 H 0 1 N N N 12.274 -15.502 11.433 -0.628 2.599 4.102 H10 1BS 43 1BS H11 H11 H 0 1 N N N 13.674 -15.282 10.329 0.454 1.199 3.907 H11 1BS 44 1BS H12 H12 H 0 1 N N N 12.794 -13.849 10.960 0.590 2.589 2.804 H12 1BS 45 1BS H13 H13 H 0 1 N N N 9.959 -14.910 10.684 -2.870 0.088 2.597 H13 1BS 46 1BS H14 H14 H 0 1 N N N 10.498 -13.286 10.136 -1.558 -0.347 3.719 H14 1BS 47 1BS H15 H15 H 0 1 N N N 9.659 -14.388 8.991 -2.549 1.099 4.025 H15 1BS 48 1BS H16 H16 H 0 1 N N N 11.121 -18.838 5.437 3.207 -0.913 1.293 H16 1BS 49 1BS H17 H17 H 0 1 N N N 10.550 -19.336 11.180 -1.064 -3.165 -2.088 H17 1BS 50 1BS H18 H18 H 0 1 N N N 9.906 -17.797 13.019 -2.814 -4.772 -1.440 H18 1BS 51 1BS H19 H19 H 0 1 N N N 8.024 -16.168 12.600 -2.547 -6.127 0.599 H19 1BS 52 1BS H20 H20 H 0 1 N N N 6.927 -16.167 10.415 -0.530 -5.875 1.989 H20 1BS 53 1BS H21 H21 H 0 1 N N N 7.568 -17.651 8.541 1.224 -4.276 1.335 H21 1BS 54 1BS H22 H22 H 0 1 N N N 11.389 -19.433 3.065 5.432 -0.040 2.020 H22 1BS 55 1BS H23 H23 H 0 1 N N N 11.920 -21.228 1.416 7.264 1.501 1.459 H23 1BS 56 1BS H24 H24 H 0 1 N N N 12.499 -24.035 4.556 5.350 2.777 -2.001 H24 1BS 57 # 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 1BS C18 N20 DOUB Y N 1 1BS C18 C17 SING Y N 2 1BS N20 C21 SING Y N 3 1BS C17 C16 DOUB Y N 4 1BS CL1 C1 SING N N 5 1BS C21 C8 DOUB Y N 6 1BS C16 C8 SING Y N 7 1BS C16 N8 SING N N 8 1BS C6 C1 DOUB Y N 9 1BS C6 C5 SING Y N 10 1BS C1 C2 SING Y N 11 1BS C8 C19 SING N N 12 1BS N8 C7 SING N N 13 1BS C5 C4 DOUB Y N 14 1BS C2 C3 DOUB Y N 15 1BS C19 O25 DOUB N N 16 1BS C19 N24 SING N N 17 1BS C4 C3 SING Y N 18 1BS C4 C12 SING N N 19 1BS C3 C9 SING N N 20 1BS C7 N24 DOUB N N 21 1BS C7 C14 SING N N 22 1BS N13 C12 SING N N 23 1BS N13 C14 SING N N 24 1BS C12 N11 DOUB N N 25 1BS C14 C15 SING N N 26 1BS C9 C10 SING N N 27 1BS C15 C26 SING N N 28 1BS N11 C10 SING N N 29 1BS C10 C28 SING N N 30 1BS C10 C27 SING N N 31 1BS C33 C26 DOUB Y N 32 1BS C33 C32 SING Y N 33 1BS C26 C29 SING Y N 34 1BS C32 C31 DOUB Y N 35 1BS C29 C30 DOUB Y N 36 1BS C31 C30 SING Y N 37 1BS C2 H1 SING N N 38 1BS C5 H2 SING N N 39 1BS C6 H3 SING N N 40 1BS C9 H4 SING N N 41 1BS C9 H5 SING N N 42 1BS N13 H6 SING N N 43 1BS C14 H7 SING N N 44 1BS C15 H8 SING N N 45 1BS C15 H9 SING N N 46 1BS C27 H10 SING N N 47 1BS C27 H11 SING N N 48 1BS C27 H12 SING N N 49 1BS C28 H13 SING N N 50 1BS C28 H14 SING N N 51 1BS C28 H15 SING N N 52 1BS N8 H16 SING N N 53 1BS C29 H17 SING N N 54 1BS C30 H18 SING N N 55 1BS C31 H19 SING N N 56 1BS C32 H20 SING N N 57 1BS C33 H21 SING N N 58 1BS C17 H22 SING N N 59 1BS C18 H23 SING N N 60 1BS C21 H24 SING N N 61 # 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 1BS SMILES ACDLabs 12.01 "Clc1cc2c(cc1)C(=NC(C)(C)C2)NC(C4=NC(=O)c3cnccc3N4)Cc5ccccc5" 1BS InChI InChI 1.03 "InChI=1S/C26H24ClN5O/c1-26(2)14-17-13-18(27)8-9-19(17)23(32-26)30-22(12-16-6-4-3-5-7-16)24-29-21-10-11-28-15-20(21)25(33)31-24/h3-11,13,15,22H,12,14H2,1-2H3,(H,30,32)(H,29,31,33)/t22-/m0/s1" 1BS InChIKey InChI 1.03 DQYKHJYAOKSEPD-QFIPXVFZSA-N 1BS SMILES_CANONICAL CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)c5cnccc5N4" 1BS SMILES CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[CH](Cc3ccccc3)C4=NC(=O)c5cnccc5N4" 1BS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)c5cnccc5N4)Cl)C" 1BS SMILES "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)NC(Cc3ccccc3)C4=NC(=O)c5cnccc5N4)Cl)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 1BS "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}pyrido[4,3-d]pyrimidin-4(1H)-one" 1BS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1S)-1-[(6-chloranyl-3,3-dimethyl-4H-isoquinolin-1-yl)amino]-2-phenyl-ethyl]-1H-pyrido[4,3-d]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1BS "Create component" 2012-11-28 RCSB 1BS "Initial release" 2013-03-06 RCSB #