data_1BB # _chem_comp.id 1BB _chem_comp.name "2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}-4-oxo-1,4-dihydropyrimidine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 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 2012-11-21 _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 431.917 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1BB _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 4I0Z _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 1BB CL1 CL1 CL 0 0 N N N 9.718 -11.408 4.443 -5.918 2.152 -1.403 CL1 1BB 1 1BB C1 C1 C 0 1 Y N N 10.088 -12.739 5.532 -4.370 1.558 -0.887 C1 1BB 2 1BB C2 C2 C 0 1 Y N N 11.039 -12.546 6.579 -3.732 2.146 0.195 C2 1BB 3 1BB C3 C3 C 0 1 Y N N 11.264 -13.595 7.443 -2.505 1.675 0.604 C3 1BB 4 1BB C4 C4 C 0 1 Y N N 10.578 -14.749 7.189 -1.906 0.608 -0.070 C4 1BB 5 1BB C5 C5 C 0 1 Y N N 9.623 -14.923 6.154 -2.549 0.022 -1.155 C5 1BB 6 1BB C6 C6 C 0 1 Y N N 9.384 -13.908 5.244 -3.783 0.497 -1.555 C6 1BB 7 1BB C9 C9 C 0 1 N N N 12.223 -13.535 8.630 -1.785 2.289 1.776 C9 1BB 8 1BB C10 C10 C 0 1 N N N 11.702 -14.326 9.843 -0.998 1.209 2.516 C10 1BB 9 1BB N11 N11 N 0 1 N N N 11.427 -15.666 9.309 -0.179 0.428 1.595 N11 1BB 10 1BB C12 C12 C 0 1 N N N 10.907 -15.858 8.131 -0.586 0.127 0.396 C12 1BB 11 1BB N13 N13 N 0 1 N N N 10.645 -17.046 7.631 0.206 -0.635 -0.435 N13 1BB 12 1BB C14 C14 C 0 1 N N S 10.936 -18.205 8.460 1.465 -1.194 0.065 C14 1BB 13 1BB C15 C15 C 0 1 N N N 9.631 -18.703 9.175 1.806 -2.463 -0.719 C15 1BB 14 1BB C27 C27 C 0 1 N N N 12.798 -14.342 10.949 -0.090 1.871 3.554 C27 1BB 15 1BB C28 C28 C 0 1 N N N 10.406 -13.709 10.436 -1.978 0.276 3.230 C28 1BB 16 1BB C7 C7 C 0 1 N N N 11.363 -19.207 7.453 2.569 -0.183 -0.112 C7 1BB 17 1BB N8 N8 N 0 1 N N N 11.265 -18.960 6.089 3.543 -0.123 0.814 N8 1BB 18 1BB C11 C11 C 0 1 N N N 11.551 -19.877 5.132 4.562 0.757 0.710 C11 1BB 19 1BB C13 C13 C 0 1 N N N 11.874 -21.173 5.549 4.597 1.612 -0.375 C13 1BB 20 1BB C19 C19 C 0 1 N N N 11.960 -21.403 7.025 3.510 1.510 -1.362 C19 1BB 21 1BB N24 N24 N 0 1 N N N 11.696 -20.415 7.918 2.543 0.595 -1.158 N24 1BB 22 1BB O25 O25 O 0 1 N N N 12.224 -22.507 7.480 3.484 2.237 -2.341 O25 1BB 23 1BB C26 C26 C 0 1 Y N N 9.169 -17.783 10.334 0.771 -3.521 -0.437 C26 1BB 24 1BB C29 C29 C 0 1 Y N N 9.848 -17.813 11.556 -0.297 -3.690 -1.298 C29 1BB 25 1BB C30 C30 C 0 1 Y N N 9.547 -16.993 12.683 -1.247 -4.661 -1.039 C30 1BB 26 1BB C31 C31 C 0 1 Y N N 8.418 -16.130 12.548 -1.128 -5.463 0.081 C31 1BB 27 1BB C32 C32 C 0 1 Y N N 7.708 -16.120 11.324 -0.060 -5.293 0.942 C32 1BB 28 1BB C33 C33 C 0 1 Y N N 8.048 -16.926 10.201 0.893 -4.327 0.680 C33 1BB 29 1BB C8 C8 C 0 1 N N N 12.146 -22.099 4.686 5.655 2.565 -0.534 C8 1BB 30 1BB N9 N9 N 0 1 N N N 12.383 -22.938 3.889 6.493 3.320 -0.660 N9 1BB 31 1BB H1 H1 H 0 1 N N N 11.564 -11.609 6.690 -4.196 2.970 0.715 H1 1BB 32 1BB H2 H2 H 0 1 N N N 9.079 -15.853 6.076 -2.089 -0.803 -1.678 H2 1BB 33 1BB H3 H3 H 0 1 N N N 8.721 -14.011 4.398 -4.288 0.043 -2.394 H3 1BB 34 1BB H4 H4 H 0 1 N N N 13.192 -13.956 8.323 -1.099 3.057 1.418 H4 1BB 35 1BB H5 H5 H 0 1 N N N 12.356 -12.483 8.924 -2.511 2.738 2.454 H5 1BB 36 1BB H6 H6 H 0 1 N N N 10.260 -17.149 6.714 -0.069 -0.801 -1.350 H6 1BB 37 1BB H7 H7 H 0 1 N N N 11.727 -18.003 9.197 1.361 -1.437 1.122 H7 1BB 38 1BB H8 H8 H 0 1 N N N 8.824 -18.755 8.429 1.816 -2.239 -1.786 H8 1BB 39 1BB H9 H9 H 0 1 N N N 9.819 -19.707 9.582 2.788 -2.825 -0.415 H9 1BB 40 1BB H10 H10 H 0 1 N N N 12.433 -14.906 11.820 -0.698 2.432 4.263 H10 1BB 41 1BB H11 H11 H 0 1 N N N 13.707 -14.821 10.557 0.474 1.105 4.085 H11 1BB 42 1BB H12 H12 H 0 1 N N N 13.029 -13.310 11.251 0.601 2.549 3.052 H12 1BB 43 1BB H13 H13 H 0 1 N N N 10.075 -14.308 11.297 -2.686 -0.130 2.507 H13 1BB 44 1BB H14 H14 H 0 1 N N N 10.607 -12.678 10.762 -1.428 -0.541 3.697 H14 1BB 45 1BB H15 H15 H 0 1 N N N 9.618 -13.704 9.668 -2.519 0.833 3.995 H15 1BB 46 1BB H16 H16 H 0 1 N N N 10.966 -18.052 5.796 3.512 -0.725 1.574 H16 1BB 47 1BB H17 H17 H 0 1 N N N 11.530 -19.616 4.084 5.336 0.793 1.462 H17 1BB 48 1BB H18 H18 H 0 1 N N N 10.665 -18.513 11.654 -0.390 -3.064 -2.173 H18 1BB 49 1BB H19 H19 H 0 1 N N N 10.139 -17.023 13.586 -2.081 -4.793 -1.712 H19 1BB 50 1BB H20 H20 H 0 1 N N N 8.111 -15.495 13.366 -1.870 -6.221 0.283 H20 1BB 51 1BB H21 H21 H 0 1 N N N 6.857 -15.461 11.237 0.033 -5.920 1.817 H21 1BB 52 1BB H22 H22 H 0 1 N N N 7.476 -16.886 9.286 1.730 -4.198 1.350 H22 1BB 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 1BB N9 C8 TRIP N N 1 1BB CL1 C1 SING N N 2 1BB C8 C13 SING N N 3 1BB C11 C13 DOUB N N 4 1BB C11 N8 SING N N 5 1BB C6 C1 DOUB Y N 6 1BB C6 C5 SING Y N 7 1BB C1 C2 SING Y N 8 1BB C13 C19 SING N N 9 1BB N8 C7 SING N N 10 1BB C5 C4 DOUB Y N 11 1BB C2 C3 DOUB Y N 12 1BB C19 O25 DOUB N N 13 1BB C19 N24 SING N N 14 1BB C4 C3 SING Y N 15 1BB C4 C12 SING N N 16 1BB C3 C9 SING N N 17 1BB C7 N24 DOUB N N 18 1BB C7 C14 SING N N 19 1BB N13 C12 SING N N 20 1BB N13 C14 SING N N 21 1BB C12 N11 DOUB N N 22 1BB C14 C15 SING N N 23 1BB C9 C10 SING N N 24 1BB C15 C26 SING N N 25 1BB N11 C10 SING N N 26 1BB C10 C28 SING N N 27 1BB C10 C27 SING N N 28 1BB C33 C26 DOUB Y N 29 1BB C33 C32 SING Y N 30 1BB C26 C29 SING Y N 31 1BB C32 C31 DOUB Y N 32 1BB C29 C30 DOUB Y N 33 1BB C31 C30 SING Y N 34 1BB C2 H1 SING N N 35 1BB C5 H2 SING N N 36 1BB C6 H3 SING N N 37 1BB C9 H4 SING N N 38 1BB C9 H5 SING N N 39 1BB N13 H6 SING N N 40 1BB C14 H7 SING N N 41 1BB C15 H8 SING N N 42 1BB C15 H9 SING N N 43 1BB C27 H10 SING N N 44 1BB C27 H11 SING N N 45 1BB C27 H12 SING N N 46 1BB C28 H13 SING N N 47 1BB C28 H14 SING N N 48 1BB C28 H15 SING N N 49 1BB N8 H16 SING N N 50 1BB C11 H17 SING N N 51 1BB C29 H18 SING N N 52 1BB C30 H19 SING N N 53 1BB C31 H20 SING N N 54 1BB C32 H21 SING N N 55 1BB C33 H22 SING N N 56 # 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 1BB SMILES ACDLabs 12.01 "Clc4cc1c(C(=NC(C)(C)C1)NC(C2=NC(=O)C(C#N)=CN2)Cc3ccccc3)cc4" 1BB InChI InChI 1.03 "InChI=1S/C24H22ClN5O/c1-24(2)12-16-11-18(25)8-9-19(16)21(30-24)28-20(10-15-6-4-3-5-7-15)22-27-14-17(13-26)23(31)29-22/h3-9,11,14,20H,10,12H2,1-2H3,(H,28,30)(H,27,29,31)/t20-/m0/s1" 1BB InChIKey InChI 1.03 SSQLUPVACAMCTQ-FQEVSTJZSA-N 1BB SMILES_CANONICAL CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)C(=CN4)C#N" 1BB SMILES CACTVS 3.370 "CC1(C)Cc2cc(Cl)ccc2C(=N1)N[CH](Cc3ccccc3)C4=NC(=O)C(=CN4)C#N" 1BB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)C(=CN4)C#N)Cl)C" 1BB SMILES "OpenEye OEToolkits" 1.7.6 "CC1(Cc2cc(ccc2C(=N1)NC(Cc3ccccc3)C4=NC(=O)C(=CN4)C#N)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 1BB "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}-4-oxo-1,4-dihydropyrimidine-5-carbonitrile" 1BB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1S)-1-[(6-chloranyl-3,3-dimethyl-4H-isoquinolin-1-yl)amino]-2-phenyl-ethyl]-4-oxidanylidene-1H-pyrimidine-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1BB "Create component" 2012-11-21 RCSB 1BB "Initial release" 2013-03-06 RCSB #