data_B84 # _chem_comp.id B84 _chem_comp.name "(2R)-3-cyclopentyl-N-(5-methoxy[1,3]thiazolo[5,4-b]pyridin-2-yl)-2-{4-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 N5 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-14 _chem_comp.pdbx_modified_date 2011-06-04 _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 543.701 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B84 _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 3IMX _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 B84 S1 S1 S 0 1 N N N 4.087 5.900 -16.113 -4.966 -0.064 0.517 S1 B84 1 B84 O2 O2 O 0 1 N N N 5.329 5.456 -16.650 -5.869 0.619 -0.341 O2 B84 2 B84 O3 O3 O 0 1 N N N 3.968 6.497 -14.828 -5.115 -0.103 1.930 O3 B84 3 B84 N4 N4 N 0 1 N N N 3.418 6.915 -17.218 -4.935 -1.638 0.006 N4 B84 4 B84 C5 C5 C 0 1 N N N 2.255 7.776 -16.808 -4.540 -2.721 0.920 C5 B84 5 B84 C8 C8 C 0 1 N N N 2.266 9.071 -17.624 -5.615 -3.812 0.875 C8 B84 6 B84 N11 N11 N 0 1 N N N 2.284 8.729 -19.070 -5.832 -4.224 -0.518 N11 B84 7 B84 C12 C12 C 0 1 N N N 3.584 8.073 -19.399 -6.346 -3.112 -1.328 C12 B84 8 B84 C15 C15 C 0 1 N N N 3.668 6.703 -18.696 -5.307 -1.992 -1.372 C15 B84 9 B84 C18 C18 C 0 1 N N N 2.252 10.015 -19.783 -6.728 -5.386 -0.590 C18 B84 10 B84 C22 C22 C 0 1 Y N N 3.055 4.495 -16.025 -3.371 0.618 0.205 C22 B84 11 B84 C23 C23 C 0 1 Y N N 3.256 3.434 -16.909 -3.106 1.231 -1.005 C23 B84 12 B84 C25 C25 C 0 1 Y N N 2.463 2.298 -16.793 -1.855 1.765 -1.250 C25 B84 13 B84 C27 C27 C 0 1 Y N N 1.466 2.222 -15.803 -0.869 1.687 -0.285 C27 B84 14 B84 C28 C28 C 0 1 Y N N 1.246 3.301 -14.925 -1.134 1.075 0.926 C28 B84 15 B84 C30 C30 C 0 1 Y N N 2.043 4.437 -15.041 -2.386 0.544 1.172 C30 B84 16 B84 C32 C32 C 0 1 N N R 0.683 0.917 -15.679 0.495 2.269 -0.553 C32 B84 17 B84 C34 C34 C 0 1 N N N 1.043 0.176 -14.346 0.800 3.352 0.484 C34 B84 18 B84 C37 C37 C 0 1 N N N 2.576 0.028 -14.107 -0.184 4.511 0.313 C37 B84 19 B84 C39 C39 C 0 1 N N N 2.862 -0.513 -12.707 0.030 5.552 1.426 C39 B84 20 B84 C42 C42 C 0 1 N N N 4.192 -1.248 -12.871 0.415 6.872 0.727 C42 B84 21 B84 C45 C45 C 0 1 N N N 4.023 -1.957 -14.239 -0.168 6.730 -0.701 C45 B84 22 B84 C48 C48 C 0 1 N N N 3.259 -0.932 -15.108 0.078 5.236 -1.023 C48 B84 23 B84 C51 C51 C 0 1 N N N -0.803 1.035 -15.792 1.533 1.179 -0.460 C51 B84 24 B84 O52 O52 O 0 1 N N N -1.354 2.130 -15.898 1.191 0.032 -0.268 O52 B84 25 B84 N53 N53 N 0 1 N N N -1.511 -0.127 -15.757 2.840 1.481 -0.591 N53 B84 26 B84 C55 C55 C 0 1 Y N N -2.829 -0.153 -16.093 3.799 0.497 -0.413 C55 B84 27 B84 S56 S56 S 0 1 Y N N -3.869 1.227 -16.511 3.454 -1.181 -0.016 S56 B84 28 B84 C57 C57 C 0 1 Y N N -5.346 0.295 -16.797 5.178 -1.550 -0.014 C57 B84 29 B84 N58 N58 N 0 1 Y N N -6.567 0.606 -17.151 5.824 -2.691 0.214 N58 B84 30 B84 C59 C59 C 0 1 Y N N -7.530 -0.316 -17.298 7.140 -2.768 0.169 C59 B84 31 B84 C60 C60 C 0 1 Y N N -7.232 -1.684 -17.062 7.908 -1.645 -0.122 C60 B84 32 B84 C62 C62 C 0 1 Y N N -5.945 -2.064 -16.685 7.288 -0.442 -0.365 C62 B84 33 B84 C64 C64 C 0 1 Y N N -4.926 -1.045 -16.536 5.877 -0.377 -0.313 C64 B84 34 B84 N65 N65 N 0 1 Y N N -3.633 -1.183 -16.187 5.069 0.681 -0.520 N65 B84 35 B84 O66 O66 O 0 1 N N N -8.790 0.051 -17.663 7.751 -3.956 0.410 O66 B84 36 B84 C67 C67 C 0 1 N N N -8.759 1.272 -18.442 6.907 -5.072 0.704 C67 B84 37 B84 H5 H5 H 0 1 N N N 1.315 7.235 -16.992 -3.583 -3.136 0.604 H5 B84 38 B84 H5A H5A H 0 1 N N N 2.336 8.016 -15.738 -4.456 -2.331 1.935 H5A B84 39 B84 H8 H8 H 0 1 N N N 1.366 9.661 -17.394 -5.286 -4.671 1.461 H8 B84 40 B84 H8A H8A H 0 1 N N N 3.160 9.660 -17.372 -6.545 -3.424 1.289 H8A B84 41 B84 H12 H12 H 0 1 N N N 3.656 7.930 -20.487 -6.548 -3.462 -2.341 H12 B84 42 B84 H12A H12A H 0 0 N N N 4.412 8.711 -19.056 -7.266 -2.733 -0.884 H12A B84 43 B84 H15 H15 H 0 1 N N N 4.665 6.264 -18.848 -5.730 -1.121 -1.872 H15 B84 44 B84 H15A H15A H 0 0 N N N 2.910 6.022 -19.110 -4.425 -2.336 -1.912 H15A B84 45 B84 H18 H18 H 0 1 N N N 2.263 9.834 -20.868 -7.691 -5.130 -0.147 H18 B84 46 B84 H18A H18A H 0 0 N N N 1.337 10.561 -19.512 -6.872 -5.670 -1.633 H18A B84 47 B84 H18B H18B H 0 0 N N N 3.132 10.612 -19.502 -6.287 -6.220 -0.044 H18B B84 48 B84 H23 H23 H 0 1 N N N 4.017 3.495 -17.673 -3.877 1.292 -1.760 H23 B84 49 B84 H25 H25 H 0 1 N N N 2.613 1.468 -17.467 -1.648 2.243 -2.196 H25 B84 50 B84 H28 H28 H 0 1 N N N 0.472 3.248 -14.174 -0.363 1.013 1.680 H28 B84 51 B84 H30 H30 H 0 1 N N N 1.887 5.275 -14.378 -2.595 0.069 2.120 H30 B84 52 B84 H32 H32 H 0 1 N N N 1.001 0.334 -16.556 0.515 2.705 -1.551 H32 B84 53 B84 H34 H34 H 0 1 N N N 0.621 0.753 -13.510 0.700 2.935 1.486 H34 B84 54 B84 H34A H34A H 0 0 N N N 0.605 -0.832 -14.386 1.817 3.716 0.341 H34A B84 55 B84 H37 H37 H 0 1 N N N 2.984 1.041 -14.240 -1.208 4.139 0.342 H37 B84 56 B84 H39 H39 H 0 1 N N N 2.939 0.299 -11.969 -0.891 5.685 1.995 H39 B84 57 B84 H39A H39A H 0 0 N N N 2.066 -1.192 -12.367 0.835 5.231 2.088 H39A B84 58 B84 H42 H42 H 0 1 N N N 5.045 -0.553 -12.874 -0.036 7.722 1.241 H42 B84 59 B84 H42A H42A H 0 0 N N N 4.364 -1.967 -12.057 1.499 6.981 0.688 H42A B84 60 B84 H45 H45 H 0 1 N N N 4.999 -2.206 -14.682 -1.235 6.956 -0.706 H45 B84 61 B84 H45A H45A H 0 0 N N N 3.455 -2.893 -14.135 0.367 7.370 -1.402 H45A B84 62 B84 H48 H48 H 0 1 N N N 2.512 -1.434 -15.740 1.108 5.080 -1.346 H48 B84 63 B84 H48A H48A H 0 0 N N N 3.950 -0.385 -15.766 -0.618 4.890 -1.787 H48A B84 64 B84 HN53 HN53 H 0 0 N N N -1.056 -0.973 -15.480 3.109 2.387 -0.810 HN53 B84 65 B84 H60 H60 H 0 1 N N N -8.004 -2.431 -17.175 8.985 -1.718 -0.156 H60 B84 66 B84 H62 H62 H 0 1 N N N -5.711 -3.103 -16.507 7.869 0.440 -0.592 H62 B84 67 B84 H67 H67 H 0 1 N N N -9.784 1.552 -18.727 6.320 -4.858 1.597 H67 B84 68 B84 H67A H67A H 0 0 N N N -8.312 2.078 -17.842 6.238 -5.252 -0.137 H67A B84 69 B84 H67B H67B H 0 0 N N N -8.157 1.113 -19.349 7.521 -5.956 0.875 H67B B84 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 B84 S1 O2 DOUB N N 1 B84 S1 O3 DOUB N N 2 B84 S1 N4 SING N N 3 B84 S1 C22 SING N N 4 B84 N4 C5 SING N N 5 B84 N4 C15 SING N N 6 B84 C5 C8 SING N N 7 B84 C8 N11 SING N N 8 B84 N11 C12 SING N N 9 B84 N11 C18 SING N N 10 B84 C12 C15 SING N N 11 B84 C22 C23 DOUB Y N 12 B84 C22 C30 SING Y N 13 B84 C23 C25 SING Y N 14 B84 C25 C27 DOUB Y N 15 B84 C27 C28 SING Y N 16 B84 C27 C32 SING N N 17 B84 C28 C30 DOUB Y N 18 B84 C32 C34 SING N N 19 B84 C32 C51 SING N N 20 B84 C34 C37 SING N N 21 B84 C37 C39 SING N N 22 B84 C37 C48 SING N N 23 B84 C39 C42 SING N N 24 B84 C42 C45 SING N N 25 B84 C45 C48 SING N N 26 B84 C51 O52 DOUB N N 27 B84 C51 N53 SING N N 28 B84 N53 C55 SING N N 29 B84 C55 S56 SING Y N 30 B84 C55 N65 DOUB Y N 31 B84 S56 C57 SING Y N 32 B84 C57 N58 DOUB Y N 33 B84 C57 C64 SING Y N 34 B84 N58 C59 SING Y N 35 B84 C59 C60 DOUB Y N 36 B84 C59 O66 SING N N 37 B84 C60 C62 SING Y N 38 B84 C62 C64 DOUB Y N 39 B84 C64 N65 SING Y N 40 B84 O66 C67 SING N N 41 B84 C5 H5 SING N N 42 B84 C5 H5A SING N N 43 B84 C8 H8 SING N N 44 B84 C8 H8A SING N N 45 B84 C12 H12 SING N N 46 B84 C12 H12A SING N N 47 B84 C15 H15 SING N N 48 B84 C15 H15A SING N N 49 B84 C18 H18 SING N N 50 B84 C18 H18A SING N N 51 B84 C18 H18B SING N N 52 B84 C23 H23 SING N N 53 B84 C25 H25 SING N N 54 B84 C28 H28 SING N N 55 B84 C30 H30 SING N N 56 B84 C32 H32 SING N N 57 B84 C34 H34 SING N N 58 B84 C34 H34A SING N N 59 B84 C37 H37 SING N N 60 B84 C39 H39 SING N N 61 B84 C39 H39A SING N N 62 B84 C42 H42 SING N N 63 B84 C42 H42A SING N N 64 B84 C45 H45 SING N N 65 B84 C45 H45A SING N N 66 B84 C48 H48 SING N N 67 B84 C48 H48A SING N N 68 B84 N53 HN53 SING N N 69 B84 C60 H60 SING N N 70 B84 C62 H62 SING N N 71 B84 C67 H67 SING N N 72 B84 C67 H67A SING N N 73 B84 C67 H67B SING N N 74 # 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 B84 SMILES ACDLabs 11.02 "O=S(=O)(N1CCN(C)CC1)c2ccc(cc2)C(C(=O)Nc3nc4ccc(nc4s3)OC)CC5CCCC5" B84 SMILES_CANONICAL CACTVS 3.352 "COc1ccc2nc(NC(=O)[C@H](CC3CCCC3)c4ccc(cc4)[S](=O)(=O)N5CCN(C)CC5)sc2n1" B84 SMILES CACTVS 3.352 "COc1ccc2nc(NC(=O)[CH](CC3CCCC3)c4ccc(cc4)[S](=O)(=O)N5CCN(C)CC5)sc2n1" B84 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)S(=O)(=O)c2ccc(cc2)[C@@H](CC3CCCC3)C(=O)Nc4nc5ccc(nc5s4)OC" B84 SMILES "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)S(=O)(=O)c2ccc(cc2)C(CC3CCCC3)C(=O)Nc4nc5ccc(nc5s4)OC" B84 InChI InChI 1.03 "InChI=1S/C26H33N5O4S2/c1-30-13-15-31(16-14-30)37(33,34)20-9-7-19(8-10-20)21(17-18-5-3-4-6-18)24(32)29-26-27-22-11-12-23(35-2)28-25(22)36-26/h7-12,18,21H,3-6,13-17H2,1-2H3,(H,27,29,32)/t21-/m1/s1" B84 InChIKey InChI 1.03 GMGMDWSPSKXMJH-OAQYLSRUSA-N # 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 B84 "SYSTEMATIC NAME" ACDLabs 11.02 "(2R)-3-cyclopentyl-N-(5-methoxy[1,3]thiazolo[5,4-b]pyridin-2-yl)-2-{4-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}propanamide" B84 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-3-cyclopentyl-N-(5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)-2-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B84 "Create component" 2009-08-14 RCSB B84 "Modify aromatic_flag" 2011-06-04 RCSB B84 "Modify descriptor" 2011-06-04 RCSB #