data_9T9
# 
_chem_comp.id                                    9T9 
_chem_comp.name                                  "3-[(2H-1,3-benzodioxol-5-yl)methyl]-8-fluoro-6-{[2-(4-methylpiperazin-1-yl)ethyl]amino}-1-(1,3-thiazol-2-yl)[1]benzopyrano[2,3-c]pyrrol-9(2H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H28 F N5 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-07-26 
_chem_comp.pdbx_modified_date                    2018-09-14 
_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                        561.627 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9T9 
_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        6ACB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
9T9 C1  C1  C 0 1 Y N N 30.292 -30.648 -40.568 2.711  1.171  0.058  C1  9T9 1  
9T9 C2  C2  C 0 1 Y N N 30.528 -30.615 -41.948 2.653  -0.091 -0.530 C2  9T9 2  
9T9 C3  C3  C 0 1 Y N N 31.743 -30.124 -42.426 1.433  -0.656 -0.866 C3  9T9 3  
9T9 C4  C4  C 0 1 Y N N 32.712 -29.701 -41.533 0.247  0.028  -0.621 C4  9T9 4  
9T9 C5  C5  C 0 1 Y N N 32.508 -29.725 -40.144 0.311  1.301  -0.033 C5  9T9 5  
9T9 C6  C6  C 0 1 Y N N 31.273 -30.188 -39.716 1.547  1.865  0.306  C6  9T9 6  
9T9 O7  O1  O 0 1 N N N 33.893 -29.250 -42.082 -0.916 -0.584 -0.965 O7  9T9 7  
9T9 C8  C7  C 0 1 Y N N 34.961 -29.006 -41.280 -2.065 0.131  -0.969 C8  9T9 8  
9T9 C9  C8  C 0 1 Y N N 34.833 -28.808 -39.877 -2.135 1.481  -0.371 C9  9T9 9  
9T9 C10 C9  C 0 1 N N N 33.572 -29.283 -39.224 -0.931 2.070  0.233  C10 9T9 10 
9T9 C11 C10 C 0 1 Y N N 36.264 -28.905 -41.621 -3.290 -0.132 -1.441 C11 9T9 11 
9T9 N12 N1  N 0 1 Y N N 36.980 -28.645 -40.494 -4.116 0.932  -1.185 N12 9T9 12 
9T9 C13 C11 C 0 1 Y N N 36.141 -28.574 -39.415 -3.427 1.921  -0.534 C13 9T9 13 
9T9 O14 O2  O 0 1 N N N 33.410 -29.313 -37.999 -0.950 3.095  0.892  O14 9T9 14 
9T9 C15 C12 C 0 1 Y N N 36.748 -28.253 -38.136 -3.969 3.212  -0.092 C15 9T9 15 
9T9 C16 C13 C 0 1 N N N 36.784 -29.085 -43.016 -3.697 -1.401 -2.144 C16 9T9 16 
9T9 C17 C14 C 0 1 Y N N 37.042 -30.496 -43.483 -4.073 -2.444 -1.122 C17 9T9 17 
9T9 C18 C15 C 0 1 Y N N 38.336 -31.006 -43.497 -5.381 -2.540 -0.684 C18 9T9 18 
9T9 C19 C16 C 0 1 Y N N 38.534 -32.302 -43.911 -5.729 -3.497 0.255  C19 9T9 19 
9T9 C20 C17 C 0 1 Y N N 37.487 -33.091 -44.308 -4.758 -4.361 0.755  C20 9T9 20 
9T9 C21 C18 C 0 1 Y N N 36.194 -32.619 -44.301 -3.450 -4.260 0.311  C21 9T9 21 
9T9 C22 C19 C 0 1 Y N N 35.985 -31.311 -43.889 -3.111 -3.305 -0.630 C22 9T9 22 
9T9 O23 O3  O 0 1 N N N 39.695 -33.037 -43.888 -6.924 -3.796 0.843  O23 9T9 23 
9T9 C24 C20 C 0 1 N N N 39.358 -34.286 -44.494 -6.595 -4.579 2.006  C24 9T9 24 
9T9 O25 O4  O 0 1 N N N 37.943 -34.339 -44.666 -5.345 -5.199 1.659  O25 9T9 25 
9T9 S26 S1  S 0 1 Y N N 35.815 -28.232 -36.684 -3.060 4.472  0.739  S26 9T9 26 
9T9 C27 C21 C 0 1 Y N N 37.203 -27.706 -35.829 -4.509 5.473  0.796  C27 9T9 27 
9T9 C28 C22 C 0 1 Y N N 38.243 -27.591 -36.663 -5.507 4.800  0.209  C28 9T9 28 
9T9 N29 N2  N 0 1 Y N N 38.001 -27.906 -37.979 -5.201 3.613  -0.256 N29 9T9 29 
9T9 F30 F1  F 0 1 N N N 30.998 -30.120 -38.393 1.598  3.087  0.881  F30 9T9 30 
9T9 N31 N3  N 0 1 N N N 29.603 -31.109 -42.856 3.830  -0.789 -0.782 N31 9T9 31 
9T9 C32 C23 C 0 1 N N N 28.333 -31.717 -42.496 5.123  -0.197 -0.429 C32 9T9 32 
9T9 C33 C24 C 0 1 N N N 28.458 -33.214 -42.244 6.247  -1.163 -0.808 C33 9T9 33 
9T9 N34 N4  N 0 1 N N N 27.986 -33.650 -40.917 7.543  -0.569 -0.455 N34 9T9 34 
9T9 C35 C25 C 0 1 N N N 28.180 -35.101 -40.688 8.652  -1.355 -1.015 C35 9T9 35 
9T9 C36 C26 C 0 1 N N N 27.071 -35.933 -41.339 9.978  -0.661 -0.693 C36 9T9 36 
9T9 N37 N5  N 0 1 N N N 25.756 -35.507 -40.864 10.115 -0.524 0.764  N37 9T9 37 
9T9 C38 C27 C 0 1 N N N 25.558 -34.103 -41.210 9.006  0.261  1.323  C38 9T9 38 
9T9 C39 C28 C 0 1 N N N 26.610 -33.232 -40.541 7.680  -0.432 1.001  C39 9T9 39 
9T9 C40 C29 C 0 1 N N N 24.688 -36.351 -41.433 10.206 -1.841 1.410  C40 9T9 40 
9T9 H1  H1  H 0 1 N N N 29.359 -31.027 -40.179 3.665  1.602  0.322  H1  9T9 41 
9T9 H2  H2  H 0 1 N N N 31.927 -30.074 -43.489 1.403  -1.635 -1.321 H2  9T9 42 
9T9 H3  H3  H 0 1 N N N 37.972 -28.524 -40.459 -5.053 0.978  -1.430 H3  9T9 43 
9T9 H4  H4  H 0 1 N N N 37.734 -28.535 -43.088 -4.552 -1.200 -2.789 H4  9T9 44 
9T9 H5  H5  H 0 1 N N N 36.049 -28.639 -43.702 -2.865 -1.766 -2.746 H5  9T9 45 
9T9 H6  H6  H 0 1 N N N 39.171 -30.394 -43.188 -6.131 -1.868 -1.074 H6  9T9 46 
9T9 H7  H7  H 0 1 N N N 35.369 -33.246 -44.606 -2.695 -4.928 0.698  H7  9T9 47 
9T9 H8  H8  H 0 1 N N N 34.981 -30.914 -43.882 -2.090 -3.227 -0.975 H8  9T9 48 
9T9 H9  H9  H 0 1 N N N 39.684 -35.113 -43.846 -6.473 -3.936 2.878  H9  9T9 49 
9T9 H10 H10 H 0 1 N N N 37.234 -27.497 -34.770 -4.580 6.460  1.229  H10 9T9 50 
9T9 H11 H11 H 0 1 N N N 39.216 -27.269 -36.322 -6.502 5.210  0.121  H11 9T9 51 
9T9 H12 H12 H 0 1 N N N 30.091 -31.803 -43.385 3.794  -1.668 -1.190 H12 9T9 52 
9T9 H13 H13 H 0 1 N N N 27.957 -31.235 -41.582 5.252  0.741  -0.970 H13 9T9 53 
9T9 H14 H14 H 0 1 N N N 27.618 -31.555 -43.316 5.155  -0.005 0.643  H14 9T9 54 
9T9 H15 H15 H 0 1 N N N 27.870 -33.742 -43.009 6.117  -2.101 -0.268 H15 9T9 55 
9T9 H16 H16 H 0 1 N N N 29.518 -33.492 -42.340 6.215  -1.354 -1.881 H16 9T9 56 
9T9 H18 H18 H 0 1 N N N 28.180 -35.294 -39.605 8.648  -2.353 -0.577 H18 9T9 57 
9T9 H19 H19 H 0 1 N N N 29.148 -35.402 -41.114 8.534  -1.431 -2.095 H19 9T9 58 
9T9 H20 H20 H 0 1 N N N 27.220 -36.993 -41.086 10.804 -1.257 -1.082 H20 9T9 59 
9T9 H21 H21 H 0 1 N N N 27.119 -35.806 -42.431 9.993  0.326  -1.154 H21 9T9 60 
9T9 H23 H23 H 0 1 N N N 25.633 -33.986 -42.301 9.123  0.338  2.404  H23 9T9 61 
9T9 H24 H24 H 0 1 N N N 24.560 -33.786 -40.875 9.010  1.259  0.885  H24 9T9 62 
9T9 H25 H25 H 0 1 N N N 26.457 -32.187 -40.850 6.854  0.163  1.390  H25 9T9 63 
9T9 H26 H26 H 0 1 N N N 26.498 -33.312 -39.450 7.665  -1.420 1.462  H26 9T9 64 
9T9 H27 H27 H 0 1 N N N 23.711 -36.009 -41.060 11.075 -2.375 1.026  H27 9T9 65 
9T9 H28 H28 H 0 1 N N N 24.707 -36.277 -42.530 10.307 -1.710 2.487  H28 9T9 66 
9T9 H29 H29 H 0 1 N N N 24.849 -37.397 -41.134 9.304  -2.414 1.196  H29 9T9 67 
9T9 H30 H30 H 0 1 N N N 39.854 -34.369 -45.472 -7.363 -5.331 2.190  H30 9T9 68 
# 
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 
9T9 O25 C24 SING N N 1  
9T9 O25 C20 SING N N 2  
9T9 C24 O23 SING N N 3  
9T9 C20 C21 SING Y N 4  
9T9 C20 C19 DOUB Y N 5  
9T9 C21 C22 DOUB Y N 6  
9T9 C19 O23 SING N N 7  
9T9 C19 C18 SING Y N 8  
9T9 C22 C17 SING Y N 9  
9T9 C18 C17 DOUB Y N 10 
9T9 C17 C16 SING N N 11 
9T9 C16 C11 SING N N 12 
9T9 N31 C32 SING N N 13 
9T9 N31 C2  SING N N 14 
9T9 C32 C33 SING N N 15 
9T9 C3  C2  SING Y N 16 
9T9 C3  C4  DOUB Y N 17 
9T9 C33 N34 SING N N 18 
9T9 O7  C4  SING N N 19 
9T9 O7  C8  SING N N 20 
9T9 C2  C1  DOUB Y N 21 
9T9 C11 C8  DOUB Y N 22 
9T9 C11 N12 SING Y N 23 
9T9 C4  C5  SING Y N 24 
9T9 C40 N37 SING N N 25 
9T9 C36 N37 SING N N 26 
9T9 C36 C35 SING N N 27 
9T9 C8  C9  SING Y N 28 
9T9 C38 N37 SING N N 29 
9T9 C38 C39 SING N N 30 
9T9 N34 C35 SING N N 31 
9T9 N34 C39 SING N N 32 
9T9 C1  C6  SING Y N 33 
9T9 N12 C13 SING Y N 34 
9T9 C5  C6  DOUB Y N 35 
9T9 C5  C10 SING N N 36 
9T9 C9  C13 DOUB Y N 37 
9T9 C9  C10 SING N N 38 
9T9 C6  F30 SING N N 39 
9T9 C13 C15 SING N N 40 
9T9 C10 O14 DOUB N N 41 
9T9 C15 N29 DOUB Y N 42 
9T9 C15 S26 SING Y N 43 
9T9 N29 C28 SING Y N 44 
9T9 S26 C27 SING Y N 45 
9T9 C28 C27 DOUB Y N 46 
9T9 C1  H1  SING N N 47 
9T9 C3  H2  SING N N 48 
9T9 N12 H3  SING N N 49 
9T9 C16 H4  SING N N 50 
9T9 C16 H5  SING N N 51 
9T9 C18 H6  SING N N 52 
9T9 C21 H7  SING N N 53 
9T9 C22 H8  SING N N 54 
9T9 C24 H9  SING N N 55 
9T9 C27 H10 SING N N 56 
9T9 C28 H11 SING N N 57 
9T9 N31 H12 SING N N 58 
9T9 C32 H13 SING N N 59 
9T9 C32 H14 SING N N 60 
9T9 C33 H15 SING N N 61 
9T9 C33 H16 SING N N 62 
9T9 C35 H18 SING N N 63 
9T9 C35 H19 SING N N 64 
9T9 C36 H20 SING N N 65 
9T9 C36 H21 SING N N 66 
9T9 C38 H23 SING N N 67 
9T9 C38 H24 SING N N 68 
9T9 C39 H25 SING N N 69 
9T9 C39 H26 SING N N 70 
9T9 C40 H27 SING N N 71 
9T9 C40 H28 SING N N 72 
9T9 C40 H29 SING N N 73 
9T9 C24 H30 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 
9T9 SMILES           ACDLabs              12.01 "c1c(c7c(cc1NCCN2CCN(CC2)C)Oc3c(c(nc3Cc5cc4OCOc4cc5)c6nccs6)C7=O)F"                                                                                                                                    
9T9 InChI            InChI                1.03  "InChI=1S/C29H28FN5O4S/c1-34-7-9-35(10-8-34)6-4-31-18-14-19(30)24-23(15-18)39-28-20(12-17-2-3-21-22(13-17)38-16-37-21)33-26(25(28)27(24)36)29-32-5-11-40-29/h2-3,5,11,13-15,31,33H,4,6-10,12,16H2,1H3" 
9T9 InChIKey         InChI                1.03  PRRCSWFEDVEDKN-UHFFFAOYSA-N                                                                                                                                                                            
9T9 SMILES_CANONICAL CACTVS               3.385 "CN1CCN(CCNc2cc(F)c3C(=O)c4c([nH]c(Cc5ccc6OCOc6c5)c4Oc3c2)c7sccn7)CC1"                                                                                                                                 
9T9 SMILES           CACTVS               3.385 "CN1CCN(CCNc2cc(F)c3C(=O)c4c([nH]c(Cc5ccc6OCOc6c5)c4Oc3c2)c7sccn7)CC1"                                                                                                                                 
9T9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)CCNc2cc3c(c(c2)F)C(=O)c4c(c([nH]c4c5nccs5)Cc6ccc7c(c6)OCO7)O3"                                                                                                                             
9T9 SMILES           "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)CCNc2cc3c(c(c2)F)C(=O)c4c(c([nH]c4c5nccs5)Cc6ccc7c(c6)OCO7)O3"                                                                                                                             
# 
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 
9T9 "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(2H-1,3-benzodioxol-5-yl)methyl]-8-fluoro-6-{[2-(4-methylpiperazin-1-yl)ethyl]amino}-1-(1,3-thiazol-2-yl)[1]benzopyrano[2,3-c]pyrrol-9(2H)-one" 
9T9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-(1,3-benzodioxol-5-ylmethyl)-8-fluoranyl-6-[2-(4-methylpiperazin-1-yl)ethylamino]-1-(1,3-thiazol-2-yl)-2~{H}-chromeno[2,3-c]pyrrol-9-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 
9T9 "Create component" 2018-07-26 PDBJ 
9T9 "Initial release"  2018-09-19 RCSB 
# 
