data_1BC # _chem_comp.id 1BC _chem_comp.name "2-{(1S)-1-{[(1Z)-6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]amino}-2-[2-propyl-4-(1H-pyrazol-4-yl)thiophen-3-yl]ethyl}pyrimidin-4(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 Cl N6 O S" _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 521.077 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1BC _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 4I12 _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 1BC CL1 CL1 CL 0 0 N N N 9.981 -11.215 4.385 -6.844 0.204 0.074 CL1 1BC 1 1BC C1 C1 C 0 1 Y N N 10.298 -12.685 5.387 -5.120 0.263 0.266 C1 1BC 2 1BC C6 C6 C 0 1 Y N N 9.642 -13.908 5.111 -4.358 1.032 -0.598 C6 1BC 3 1BC C5 C5 C 0 1 Y N N 9.888 -15.033 5.921 -2.986 1.079 -0.449 C5 1BC 4 1BC C4 C4 C 0 1 Y N N 10.758 -14.868 6.995 -2.376 0.352 0.570 C4 1BC 5 1BC C12 C12 C 0 1 N N N 11.007 -16.047 7.881 -0.898 0.386 0.723 C12 1BC 6 1BC N11 N11 N 0 1 N N N 11.555 -15.835 8.999 -0.377 -0.242 1.850 N11 1BC 7 1BC C10 C10 C 0 1 N N N 11.538 -14.446 9.366 -1.040 -1.492 2.260 C10 1BC 8 1BC C28 C28 C 0 1 N N N 12.660 -14.537 10.469 -0.359 -2.044 3.514 C28 1BC 9 1BC C27 C27 C 0 1 N N N 10.511 -13.874 10.347 -0.942 -2.519 1.130 C27 1BC 10 1BC C9 C9 C 0 1 N N N 12.282 -13.505 8.492 -2.509 -1.200 2.560 C9 1BC 11 1BC C3 C3 C 0 1 Y N N 11.409 -13.644 7.266 -3.143 -0.417 1.443 C3 1BC 12 1BC C2 C2 C 0 1 Y N N 11.166 -12.523 6.485 -4.516 -0.453 1.284 C2 1BC 13 1BC N13 N13 N 0 1 N N N 10.719 -17.265 7.428 -0.131 0.971 -0.152 N13 1BC 14 1BC C14 C14 C 0 1 N N S 10.742 -18.469 8.195 1.322 0.981 0.037 C14 1BC 15 1BC C15 C15 C 0 1 N N N 9.286 -18.899 8.476 1.995 0.285 -1.148 C15 1BC 16 1BC C11 C11 C 0 1 Y N N 8.708 -17.992 9.558 1.605 -1.170 -1.164 C11 1BC 17 1BC C13 C13 C 0 1 Y N N 7.770 -16.801 9.445 2.332 -2.149 -0.491 C13 1BC 18 1BC C16 C16 C 0 1 Y N N 7.383 -16.080 10.543 1.840 -3.393 -0.614 C16 1BC 19 1BC S17 S17 S 0 1 Y N N 8.141 -16.876 11.843 0.396 -3.359 -1.617 S17 1BC 20 1BC C18 C18 C 0 1 Y N N 9.028 -18.132 10.981 0.535 -1.618 -1.818 C18 1BC 21 1BC C19 C19 C 0 1 N N N 9.894 -19.172 11.671 -0.415 -0.760 -2.613 C19 1BC 22 1BC C20 C20 C 0 1 N N N 10.004 -19.147 13.191 0.068 -0.671 -4.062 C20 1BC 23 1BC C21 C21 C 0 1 N N N 10.675 -20.455 13.636 -0.896 0.200 -4.869 C21 1BC 24 1BC C23 C23 C 0 1 Y N N 7.289 -16.307 8.149 3.554 -1.842 0.298 C23 1BC 25 1BC C24 C24 C 0 1 Y N N 7.033 -14.968 7.893 3.808 -2.240 1.577 C24 1BC 26 1BC N25 N25 N 0 1 Y N N 6.664 -14.940 6.568 5.019 -1.755 1.923 N25 1BC 27 1BC N26 N26 N 0 1 Y N N 6.728 -16.280 6.080 5.530 -1.038 0.833 N26 1BC 28 1BC C29 C29 C 0 1 Y N N 7.106 -17.129 7.060 4.661 -1.092 -0.142 C29 1BC 29 1BC C30 C30 C 0 1 N N N 11.381 -19.506 7.293 1.807 2.404 0.126 C30 1BC 30 1BC N31 N31 N 0 1 N N N 11.320 -20.803 7.605 0.904 3.345 0.127 N31 1BC 31 1BC C32 C32 C 0 1 N N N 11.850 -21.774 6.793 1.235 4.645 0.203 C32 1BC 32 1BC C33 C33 C 0 1 N N N 12.421 -21.413 5.559 2.715 4.972 0.288 C33 1BC 33 1BC C34 C34 C 0 1 N N N 12.460 -20.045 5.241 3.657 3.783 0.277 C34 1BC 34 1BC N35 N35 N 0 1 N N N 11.916 -19.142 6.114 3.125 2.597 0.202 N35 1BC 35 1BC O36 O36 O 0 1 N N N 11.788 -22.969 7.158 0.390 5.517 0.203 O36 1BC 36 1BC H1 H1 H 0 1 N N N 8.954 -13.978 4.281 -4.836 1.593 -1.387 H1 1BC 37 1BC H2 H2 H 0 1 N N N 9.421 -15.985 5.717 -2.389 1.677 -1.121 H2 1BC 38 1BC H3 H3 H 0 1 N N N 11.956 -16.554 9.566 0.378 0.122 2.337 H3 1BC 39 1BC H4 H4 H 0 1 N N N 12.331 -15.213 11.272 -0.432 -1.314 4.320 H4 1BC 40 1BC H5 H5 H 0 1 N N N 13.586 -14.925 10.019 -0.850 -2.969 3.817 H5 1BC 41 1BC H6 H6 H 0 1 N N N 12.847 -13.536 10.886 0.691 -2.244 3.300 H6 1BC 42 1BC H7 H7 H 0 1 N N N 10.051 -14.695 10.917 0.107 -2.719 0.911 H7 1BC 43 1BC H8 H8 H 0 1 N N N 11.012 -13.183 11.040 -1.432 -3.443 1.436 H8 1BC 44 1BC H9 H9 H 0 1 N N N 9.732 -13.333 9.789 -1.431 -2.126 0.239 H9 1BC 45 1BC H10 H10 H 0 1 N N N 13.316 -13.832 8.309 -3.043 -2.142 2.685 H10 1BC 46 1BC H11 H11 H 0 1 N N N 12.286 -12.479 8.889 -2.579 -0.625 3.484 H11 1BC 47 1BC H12 H12 H 0 1 N N N 11.622 -11.570 6.709 -5.119 -1.046 1.956 H12 1BC 48 1BC H13 H13 H 0 1 N N N 11.304 -18.360 9.134 1.571 0.453 0.958 H13 1BC 49 1BC H14 H14 H 0 1 N N N 8.689 -18.806 7.557 1.675 0.757 -2.076 H14 1BC 50 1BC H15 H15 H 0 1 N N N 9.268 -19.944 8.820 3.077 0.370 -1.051 H15 1BC 51 1BC H16 H16 H 0 1 N N N 6.745 -15.209 10.576 2.266 -4.279 -0.166 H16 1BC 52 1BC H17 H17 H 0 1 N N N 9.497 -20.159 11.392 -1.411 -1.202 -2.589 H17 1BC 53 1BC H18 H18 H 0 1 N N N 10.913 -19.060 11.272 -0.451 0.240 -2.180 H18 1BC 54 1BC H19 H19 H 0 1 N N N 10.613 -18.288 13.508 1.064 -0.229 -4.086 H19 1BC 55 1BC H20 H20 H 0 1 N N N 9.002 -19.070 13.637 0.104 -1.671 -4.495 H20 1BC 56 1BC H21 H21 H 0 1 N N N 10.768 -20.466 14.732 -0.551 0.263 -5.901 H21 1BC 57 1BC H22 H22 H 0 1 N N N 10.063 -21.310 13.312 -1.892 -0.243 -4.845 H22 1BC 58 1BC H23 H23 H 0 1 N N N 11.675 -20.527 13.182 -0.932 1.199 -4.437 H23 1BC 59 1BC H24 H24 H 0 1 N N N 7.107 -14.136 8.578 3.158 -2.836 2.200 H24 1BC 60 1BC H25 H25 H 0 1 N N N 6.400 -14.131 6.044 5.460 -1.880 2.778 H25 1BC 61 1BC H26 H26 H 0 1 N N N 7.234 -18.200 7.003 4.771 -0.635 -1.114 H26 1BC 62 1BC H27 H27 H 0 1 N N N 11.847 -21.919 4.769 2.970 5.617 -0.554 H27 1BC 63 1BC H28 H28 H 0 1 N N N 13.457 -21.783 5.554 2.888 5.532 1.207 H28 1BC 64 1BC H29 H29 H 0 1 N N N 12.913 -19.710 4.320 4.728 3.914 0.333 H29 1BC 65 # 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 1BC CL1 C1 SING N N 1 1BC C6 C1 DOUB Y N 2 1BC C6 C5 SING Y N 3 1BC C34 C33 SING N N 4 1BC C34 N35 DOUB N N 5 1BC C1 C2 SING Y N 6 1BC C33 C32 SING N N 7 1BC C5 C4 DOUB Y N 8 1BC N26 N25 SING Y N 9 1BC N26 C29 DOUB Y N 10 1BC N35 C30 SING N N 11 1BC C2 C3 DOUB Y N 12 1BC N25 C24 SING Y N 13 1BC C32 O36 DOUB N N 14 1BC C32 N31 SING N N 15 1BC C4 C3 SING Y N 16 1BC C4 C12 SING N N 17 1BC C29 C23 SING Y N 18 1BC C3 C9 SING N N 19 1BC C30 N31 DOUB N N 20 1BC C30 C14 SING N N 21 1BC N13 C12 DOUB N N 22 1BC N13 C14 SING N N 23 1BC C12 N11 SING N N 24 1BC C24 C23 DOUB Y N 25 1BC C23 C13 SING N N 26 1BC C14 C15 SING N N 27 1BC C15 C11 SING N N 28 1BC C9 C10 SING N N 29 1BC N11 C10 SING N N 30 1BC C10 C27 SING N N 31 1BC C10 C28 SING N N 32 1BC C13 C11 SING Y N 33 1BC C13 C16 DOUB Y N 34 1BC C11 C18 DOUB Y N 35 1BC C16 S17 SING Y N 36 1BC C18 C19 SING N N 37 1BC C18 S17 SING Y N 38 1BC C19 C20 SING N N 39 1BC C20 C21 SING N N 40 1BC C6 H1 SING N N 41 1BC C5 H2 SING N N 42 1BC N11 H3 SING N N 43 1BC C28 H4 SING N N 44 1BC C28 H5 SING N N 45 1BC C28 H6 SING N N 46 1BC C27 H7 SING N N 47 1BC C27 H8 SING N N 48 1BC C27 H9 SING N N 49 1BC C9 H10 SING N N 50 1BC C9 H11 SING N N 51 1BC C2 H12 SING N N 52 1BC C14 H13 SING N N 53 1BC C15 H14 SING N N 54 1BC C15 H15 SING N N 55 1BC C16 H16 SING N N 56 1BC C19 H17 SING N N 57 1BC C19 H18 SING N N 58 1BC C20 H19 SING N N 59 1BC C20 H20 SING N N 60 1BC C21 H21 SING N N 61 1BC C21 H22 SING N N 62 1BC C21 H23 SING N N 63 1BC C24 H24 SING N N 64 1BC N25 H25 SING N N 65 1BC C29 H26 SING N N 66 1BC C33 H27 SING N N 67 1BC C33 H28 SING N N 68 1BC C34 H29 SING N N 69 # 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 1BC SMILES ACDLabs 12.01 "O=C1N=C(N=CC1)C(/N=C3/c2ccc(Cl)cc2CC(N3)(C)C)Cc5c(scc5c4cnnc4)CCC" 1BC InChI InChI 1.03 "InChI=1S/C27H29ClN6OS/c1-4-5-23-20(21(15-36-23)17-13-30-31-14-17)11-22(26-29-9-8-24(35)33-26)32-25-19-7-6-18(28)10-16(19)12-27(2,3)34-25/h6-7,9-10,13-15,22H,4-5,8,11-12H2,1-3H3,(H,30,31)(H,32,34)/t22-/m0/s1" 1BC InChIKey InChI 1.03 SHQGADSMADPNBQ-QFIPXVFZSA-N 1BC SMILES_CANONICAL CACTVS 3.370 "CCCc1scc(c1C[C@H](N=C2NC(C)(C)Cc3cc(Cl)ccc23)C4=NC(=O)CC=N4)c5c[nH]nc5" 1BC SMILES CACTVS 3.370 "CCCc1scc(c1C[CH](N=C2NC(C)(C)Cc3cc(Cl)ccc23)C4=NC(=O)CC=N4)c5c[nH]nc5" 1BC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCc1c(c(cs1)c2c[nH]nc2)C[C@@H](C3=NC(=O)CC=N3)/N=C\4/c5ccc(cc5CC(N4)(C)C)Cl" 1BC SMILES "OpenEye OEToolkits" 1.7.6 "CCCc1c(c(cs1)c2c[nH]nc2)CC(C3=NC(=O)CC=N3)N=C4c5ccc(cc5CC(N4)(C)C)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 1BC "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(1S)-1-{[(1Z)-6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]amino}-2-[2-propyl-4-(1H-pyrazol-4-yl)thiophen-3-yl]ethyl}pyrimidin-4(5H)-one" 1BC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1S)-1-[(Z)-(6-chloranyl-3,3-dimethyl-2,4-dihydroisoquinolin-1-ylidene)amino]-2-[2-propyl-4-(1H-pyrazol-4-yl)thiophen-3-yl]ethyl]-5H-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 1BC "Create component" 2012-11-21 RCSB 1BC "Initial release" 2013-03-06 RCSB #