data_1J3 # _chem_comp.id 1J3 _chem_comp.name "4-{[(7R)-9-cyclopentyl-7-ethenyl-7-fluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl]amino}-3-methoxy-N-(4-methylpiperazin-1-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H37 F N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-12 _chem_comp.pdbx_modified_date 2013-05-24 _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 552.644 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1J3 _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 4J52 _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 1J3 C1 C1 C 0 1 N N N 30.893 -36.254 -20.997 2.416 5.053 -0.898 C1 1J3 1 1J3 O2 O2 O 0 1 N N N 31.640 -35.238 -20.301 1.430 4.018 -0.895 O2 1J3 2 1J3 C3 C3 C 0 1 Y N N 32.711 -35.595 -19.529 1.871 2.746 -0.709 C3 1J3 3 1J3 C4 C4 C 0 1 Y N N 33.341 -36.831 -19.673 3.217 2.501 -0.528 C4 1J3 4 1J3 C5 C5 C 0 1 Y N N 34.436 -37.155 -18.852 3.667 1.191 -0.336 C5 1J3 5 1J3 C6 C6 C 0 1 Y N N 34.866 -36.223 -17.888 2.753 0.134 -0.328 C6 1J3 6 1J3 C7 C7 C 0 1 Y N N 34.240 -34.991 -17.746 1.410 0.384 -0.509 C7 1J3 7 1J3 C8 C8 C 0 1 Y N N 33.149 -34.676 -18.568 0.961 1.686 -0.695 C8 1J3 8 1J3 N9 N9 N 0 1 N N N 32.424 -33.475 -18.499 -0.399 1.935 -0.872 N9 1J3 9 1J3 C10 C10 C 0 1 Y N N 32.513 -32.454 -17.568 -1.338 1.046 -0.370 C10 1J3 10 1J3 N11 N11 N 0 1 Y N N 31.698 -31.422 -17.716 -0.928 0.036 0.381 N11 1J3 11 1J3 C12 C12 C 0 1 Y N N 31.751 -30.383 -16.877 -1.791 -0.842 0.877 C12 1J3 12 1J3 C13 C13 C 0 1 Y N N 32.658 -30.394 -15.835 -3.136 -0.684 0.598 C13 1J3 13 1J3 N14 N14 N 0 1 N N N 32.720 -29.258 -14.997 -4.090 -1.600 1.065 N14 1J3 14 1J3 C15 C15 C 0 1 N N N 32.687 -27.933 -15.635 -4.120 -2.004 2.473 C15 1J3 15 1J3 C16 C16 C 0 1 N N N 32.872 -29.301 -13.647 -4.982 -2.098 0.181 C16 1J3 16 1J3 O17 O17 O 0 1 N N N 32.935 -28.243 -13.011 -5.864 -2.842 0.554 O17 1J3 17 1J3 C18 C18 C 0 1 N N R 32.924 -30.614 -12.919 -4.868 -1.722 -1.273 C18 1J3 18 1J3 F19 F19 F 0 1 N N N 33.121 -30.323 -11.582 -3.528 -1.797 -1.665 F19 1J3 19 1J3 C20 C20 C 0 1 N N N 34.110 -31.486 -13.284 -5.381 -0.303 -1.500 C20 1J3 20 1J3 N21 N21 N 0 1 N N N 34.476 -31.651 -14.692 -4.883 0.597 -0.456 N21 1J3 21 1J3 C22 C22 C 0 1 N N N 35.371 -32.826 -14.819 -5.686 0.480 0.768 C22 1J3 22 1J3 C23 C23 C 0 1 N N N 36.738 -32.567 -14.110 -5.150 1.436 1.862 C23 1J3 23 1J3 C24 C24 C 0 1 N N N 37.113 -33.935 -13.490 -6.386 1.641 2.773 C24 1J3 24 1J3 C25 C25 C 0 1 N N N 35.767 -34.537 -13.076 -7.574 1.703 1.791 C25 1J3 25 1J3 C26 C26 C 0 1 N N N 34.779 -34.092 -14.161 -7.129 0.965 0.516 C26 1J3 26 1J3 C27 C27 C 0 1 Y N N 33.513 -31.524 -15.696 -3.540 0.402 -0.188 C27 1J3 27 1J3 N28 N28 N 0 1 Y N N 33.393 -32.500 -16.579 -2.620 1.238 -0.651 N28 1J3 28 1J3 C29 C29 C 0 1 N N N 31.628 -31.388 -13.037 -5.683 -2.683 -2.099 C29 1J3 29 1J3 C30 C30 C 0 1 N N N 30.983 -31.827 -11.980 -5.101 -3.410 -3.021 C30 1J3 30 1J3 C31 C31 C 0 1 N N N 35.090 -38.488 -18.992 5.105 0.924 -0.142 C31 1J3 31 1J3 O32 O32 O 0 1 N N N 35.299 -38.973 -20.077 5.900 1.844 -0.149 O32 1J3 32 1J3 N33 N33 N 0 1 N N N 35.409 -39.182 -17.883 5.538 -0.339 0.043 N33 1J3 33 1J3 N34 N34 N 0 1 N N N 35.980 -40.426 -17.878 6.869 -0.586 0.222 N34 1J3 34 1J3 C35 C35 C 0 1 N N N 37.332 -40.375 -17.286 7.116 -1.226 1.522 C35 1J3 35 1J3 C36 C36 C 0 1 N N N 37.970 -41.760 -17.391 8.622 -1.412 1.717 C36 1J3 36 1J3 N37 N37 N 0 1 N N N 37.118 -42.709 -16.657 9.159 -2.230 0.621 N37 1J3 37 1J3 C38 C38 C 0 1 N N N 37.754 -44.026 -16.543 10.591 -2.495 0.813 C38 1J3 38 1J3 C39 C39 C 0 1 N N N 35.756 -42.775 -17.225 8.912 -1.590 -0.679 C39 1J3 39 1J3 C40 C40 C 0 1 N N N 35.116 -41.382 -17.154 7.406 -1.403 -0.875 C40 1J3 40 1J3 H1 H1 H 0 1 N N N 30.074 -35.785 -21.563 1.932 6.016 -1.056 H1 1J3 41 1J3 H2 H2 H 0 1 N N N 31.559 -36.788 -21.691 2.937 5.060 0.059 H2 1J3 42 1J3 H3 H3 H 0 1 N N N 30.475 -36.965 -20.269 3.132 4.870 -1.700 H3 1J3 43 1J3 H4 H4 H 0 1 N N N 32.990 -37.536 -20.412 3.922 3.319 -0.535 H4 1J3 44 1J3 H5 H5 H 0 1 N N N 35.699 -36.471 -17.246 3.098 -0.878 -0.180 H5 1J3 45 1J3 H6 H6 H 0 1 N N N 34.590 -34.283 -17.010 0.704 -0.433 -0.503 H6 1J3 46 1J3 H7 H7 H 0 1 N N N 31.749 -33.338 -19.224 -0.689 2.730 -1.347 H7 1J3 47 1J3 H8 H8 H 0 1 N N N 31.089 -29.540 -17.013 -1.450 -1.664 1.488 H8 1J3 48 1J3 H9 H9 H 0 1 N N N 32.742 -27.152 -14.862 -4.837 -1.386 3.013 H9 1J3 49 1J3 H10 H10 H 0 1 N N N 33.543 -27.834 -16.319 -4.417 -3.051 2.544 H10 1J3 50 1J3 H11 H11 H 0 1 N N N 31.751 -27.822 -16.202 -3.129 -1.877 2.908 H11 1J3 51 1J3 H12 H12 H 0 1 N N N 33.903 -32.491 -12.887 -5.041 0.051 -2.473 H12 1J3 52 1J3 H13 H13 H 0 1 N N N 34.987 -31.064 -12.772 -6.471 -0.308 -1.481 H13 1J3 53 1J3 H14 H14 H 0 1 N N N 35.560 -33.034 -15.882 -5.687 -0.550 1.126 H14 1J3 54 1J3 H15 H15 H 0 1 N N N 37.499 -32.247 -14.837 -4.335 0.970 2.417 H15 1J3 55 1J3 H16 H16 H 0 1 N N N 36.632 -31.801 -13.328 -4.831 2.382 1.426 H16 1J3 56 1J3 H17 H17 H 0 1 N N N 37.616 -34.575 -14.230 -6.500 0.799 3.457 H17 1J3 57 1J3 H18 H18 H 0 1 N N N 37.767 -33.802 -12.616 -6.301 2.575 3.328 H18 1J3 58 1J3 H19 H19 H 0 1 N N N 35.459 -34.153 -12.092 -8.443 1.209 2.224 H19 1J3 59 1J3 H20 H20 H 0 1 N N N 35.830 -35.635 -13.038 -7.812 2.741 1.558 H20 1J3 60 1J3 H21 H21 H 0 1 N N N 33.802 -33.862 -13.711 -7.150 1.644 -0.336 H21 1J3 61 1J3 H22 H22 H 0 1 N N N 34.659 -34.887 -14.912 -7.782 0.112 0.331 H22 1J3 62 1J3 H23 H23 H 0 1 N N N 31.222 -31.585 -14.018 -6.746 -2.772 -1.933 H23 1J3 63 1J3 H24 H24 H 0 1 N N N 30.061 -32.376 -12.100 -5.685 -4.099 -3.614 H24 1J3 64 1J3 H25 H25 H 0 1 N N N 31.375 -31.639 -10.991 -4.038 -3.321 -3.188 H25 1J3 65 1J3 H26 H26 H 0 1 N N N 35.215 -38.758 -16.999 4.903 -1.073 0.049 H26 1J3 66 1J3 H27 H27 H 0 1 N N N 37.946 -39.643 -17.831 6.721 -0.595 2.318 H27 1J3 67 1J3 H28 H28 H 0 1 N N N 37.261 -40.080 -16.229 6.622 -2.197 1.548 H28 1J3 68 1J3 H29 H29 H 0 1 N N N 38.039 -42.060 -18.447 9.112 -0.439 1.719 H29 1J3 69 1J3 H30 H30 H 0 1 N N N 38.977 -41.742 -16.948 8.806 -1.913 2.668 H30 1J3 70 1J3 H32 H32 H 0 1 N N N 37.091 -44.708 -15.990 10.738 -3.030 1.752 H32 1J3 71 1J3 H33 H33 H 0 1 N N N 37.940 -44.431 -17.548 10.962 -3.102 -0.012 H33 1J3 72 1J3 H34 H34 H 0 1 N N N 38.708 -43.927 -16.005 11.134 -1.551 0.844 H34 1J3 73 1J3 H35 H35 H 0 1 N N N 35.150 -43.489 -16.648 9.405 -0.618 -0.705 H35 1J3 74 1J3 H36 H36 H 0 1 N N N 35.809 -43.103 -18.274 9.307 -2.220 -1.476 H36 1J3 75 1J3 H37 H37 H 0 1 N N N 35.020 -41.072 -16.103 6.916 -2.377 -0.876 H37 1J3 76 1J3 H38 H38 H 0 1 N N N 34.120 -41.408 -17.621 7.222 -0.902 -1.825 H38 1J3 77 # 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 1J3 C1 O2 SING N N 1 1J3 O2 C3 SING N N 2 1J3 O32 C31 DOUB N N 3 1J3 C4 C3 DOUB Y N 4 1J3 C4 C5 SING Y N 5 1J3 C3 C8 SING Y N 6 1J3 C31 C5 SING N N 7 1J3 C31 N33 SING N N 8 1J3 C5 C6 DOUB Y N 9 1J3 C8 N9 SING N N 10 1J3 C8 C7 DOUB Y N 11 1J3 N9 C10 SING N N 12 1J3 C6 C7 SING Y N 13 1J3 N33 N34 SING N N 14 1J3 N34 C35 SING N N 15 1J3 N34 C40 SING N N 16 1J3 N11 C10 DOUB Y N 17 1J3 N11 C12 SING Y N 18 1J3 C10 N28 SING Y N 19 1J3 C36 C35 SING N N 20 1J3 C36 N37 SING N N 21 1J3 C39 C40 SING N N 22 1J3 C39 N37 SING N N 23 1J3 C12 C13 DOUB Y N 24 1J3 N37 C38 SING N N 25 1J3 N28 C27 DOUB Y N 26 1J3 C13 C27 SING Y N 27 1J3 C13 N14 SING N N 28 1J3 C27 N21 SING N N 29 1J3 C15 N14 SING N N 30 1J3 N14 C16 SING N N 31 1J3 C22 N21 SING N N 32 1J3 C22 C26 SING N N 33 1J3 C22 C23 SING N N 34 1J3 N21 C20 SING N N 35 1J3 C26 C25 SING N N 36 1J3 C23 C24 SING N N 37 1J3 C16 O17 DOUB N N 38 1J3 C16 C18 SING N N 39 1J3 C24 C25 SING N N 40 1J3 C20 C18 SING N N 41 1J3 C29 C18 SING N N 42 1J3 C29 C30 DOUB N N 43 1J3 C18 F19 SING N N 44 1J3 C1 H1 SING N N 45 1J3 C1 H2 SING N N 46 1J3 C1 H3 SING N N 47 1J3 C4 H4 SING N N 48 1J3 C6 H5 SING N N 49 1J3 C7 H6 SING N N 50 1J3 N9 H7 SING N N 51 1J3 C12 H8 SING N N 52 1J3 C15 H9 SING N N 53 1J3 C15 H10 SING N N 54 1J3 C15 H11 SING N N 55 1J3 C20 H12 SING N N 56 1J3 C20 H13 SING N N 57 1J3 C22 H14 SING N N 58 1J3 C23 H15 SING N N 59 1J3 C23 H16 SING N N 60 1J3 C24 H17 SING N N 61 1J3 C24 H18 SING N N 62 1J3 C25 H19 SING N N 63 1J3 C25 H20 SING N N 64 1J3 C26 H21 SING N N 65 1J3 C26 H22 SING N N 66 1J3 C29 H23 SING N N 67 1J3 C30 H24 SING N N 68 1J3 C30 H25 SING N N 69 1J3 N33 H26 SING N N 70 1J3 C35 H27 SING N N 71 1J3 C35 H28 SING N N 72 1J3 C36 H29 SING N N 73 1J3 C36 H30 SING N N 74 1J3 C38 H32 SING N N 75 1J3 C38 H33 SING N N 76 1J3 C38 H34 SING N N 77 1J3 C39 H35 SING N N 78 1J3 C39 H36 SING N N 79 1J3 C40 H37 SING N N 80 1J3 C40 H38 SING N N 81 # 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 1J3 SMILES ACDLabs 12.01 "O=C(NN1CCN(CC1)C)c5ccc(Nc4nc3N(C2CCCC2)CC(F)(/C=C)C(=O)N(c3cn4)C)c(OC)c5" 1J3 InChI InChI 1.03 "InChI=1S/C28H37FN8O3/c1-5-28(29)18-37(20-8-6-7-9-20)24-22(35(3)26(28)39)17-30-27(32-24)31-21-11-10-19(16-23(21)40-4)25(38)33-36-14-12-34(2)13-15-36/h5,10-11,16-17,20H,1,6-9,12-15,18H2,2-4H3,(H,33,38)(H,30,31,32)/t28-/m1/s1" 1J3 InChIKey InChI 1.03 IVRPFXYSCCXTAK-MUUNZHRXSA-N 1J3 SMILES_CANONICAL CACTVS 3.370 "COc1cc(ccc1Nc2ncc3N(C)C(=O)[C@](F)(CN(C4CCCC4)c3n2)C=C)C(=O)NN5CCN(C)CC5" 1J3 SMILES CACTVS 3.370 "COc1cc(ccc1Nc2ncc3N(C)C(=O)[C](F)(CN(C4CCCC4)c3n2)C=C)C(=O)NN5CCN(C)CC5" 1J3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)NC(=O)c2ccc(c(c2)OC)Nc3ncc4c(n3)N(C[C@@](C(=O)N4C)(C=C)F)C5CCCC5" 1J3 SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)NC(=O)c2ccc(c(c2)OC)Nc3ncc4c(n3)N(CC(C(=O)N4C)(C=C)F)C5CCCC5" # 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 1J3 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(7R)-9-cyclopentyl-7-ethenyl-7-fluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl]amino}-3-methoxy-N-(4-methylpiperazin-1-yl)benzamide" 1J3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[(7R)-9-cyclopentyl-7-ethenyl-7-fluoranyl-5-methyl-6-oxidanylidene-8H-pyrimido[4,5-b][1,4]diazepin-2-yl]amino]-3-methoxy-N-(4-methylpiperazin-1-yl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1J3 "Create component" 2013-02-12 RCSB 1J3 "Initial release" 2013-05-29 RCSB #