data_3DW # _chem_comp.id 3DW _chem_comp.name ;3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-30 _chem_comp.pdbx_modified_date 2014-12-12 _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 387.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3DW _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 4QYG _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 3DW O2 O2 O 0 1 N N N -12.053 -24.027 42.952 -7.418 -3.004 -0.104 O2 3DW 1 3DW C22 C22 C 0 1 N N N -12.781 -23.156 42.437 -6.101 -2.727 -0.051 C22 3DW 2 3DW O1 O1 O 0 1 N N N -13.977 -22.996 42.751 -5.292 -3.631 0.011 O1 3DW 3 3DW C9 C9 C 0 1 Y N N -12.197 -22.255 41.399 -5.641 -1.323 -0.068 C9 3DW 4 3DW N3 N3 N 0 1 Y N N -13.017 -21.297 40.900 -6.534 -0.338 -0.137 N3 3DW 5 3DW C10 C10 C 0 1 Y N N -12.589 -20.434 39.971 -6.184 0.927 -0.155 C10 3DW 6 3DW C7 C7 C 0 1 Y N N -11.283 -20.515 39.509 -4.840 1.297 -0.103 C7 3DW 7 3DW N2 N2 N 0 1 Y N N -10.559 -19.772 38.612 -4.198 2.516 -0.108 N2 3DW 8 3DW C2 C2 C 0 1 Y N N -9.298 -20.260 38.559 -2.831 2.343 -0.040 C2 3DW 9 3DW C8 C8 C 0 1 Y N N -10.860 -22.380 40.975 -4.277 -1.045 -0.007 C8 3DW 10 3DW C6 C6 C 0 1 Y N N -10.419 -21.479 40.008 -3.866 0.284 -0.030 C6 3DW 11 3DW C1 C1 C 0 1 Y N N -9.187 -21.329 39.407 -2.563 0.964 0.010 C1 3DW 12 3DW C5 C5 C 0 1 Y N N -7.965 -22.001 39.550 -1.245 0.521 0.084 C5 3DW 13 3DW C4 C4 C 0 1 Y N N -6.878 -21.529 38.771 -0.230 1.478 0.104 C4 3DW 14 3DW C3 C3 C 0 1 Y N N -7.101 -20.431 37.924 -0.572 2.830 0.050 C3 3DW 15 3DW N1 N1 N 0 1 Y N N -8.274 -19.815 37.806 -1.828 3.214 -0.019 N1 3DW 16 3DW C11 C11 C 0 1 Y N N -5.513 -22.130 38.836 1.193 1.064 0.182 C11 3DW 17 3DW C16 C16 C 0 1 Y N N -5.149 -22.880 39.958 2.200 2.028 0.201 C16 3DW 18 3DW C15 C15 C 0 1 Y N N -3.894 -23.461 40.086 3.521 1.641 0.273 C15 3DW 19 3DW C14 C14 C 0 1 Y N N -2.927 -23.269 39.096 3.850 0.292 0.326 C14 3DW 20 3DW C13 C13 C 0 1 Y N N -3.275 -22.492 37.983 2.847 -0.671 0.307 C13 3DW 21 3DW C12 C12 C 0 1 Y N N -4.533 -21.919 37.853 1.524 -0.289 0.241 C12 3DW 22 3DW N4 N4 N 0 1 N N N -1.707 -23.865 39.244 5.189 -0.098 0.399 N4 3DW 23 3DW C20 C20 C 0 1 N N N -0.637 -23.486 38.310 5.960 0.456 -0.723 C20 3DW 24 3DW C19 C19 C 0 1 N N N 0.699 -24.036 38.823 7.433 0.073 -0.564 C19 3DW 25 3DW N5 N5 N 0 1 N N N 0.624 -25.476 39.138 7.554 -1.390 -0.517 N5 3DW 26 3DW C21 C21 C 0 1 N N N 1.923 -25.966 39.636 8.963 -1.800 -0.441 C21 3DW 27 3DW C18 C18 C 0 1 N N N -0.404 -25.676 40.167 6.783 -1.944 0.605 C18 3DW 28 3DW C17 C17 C 0 1 N N N -1.751 -25.293 39.575 5.310 -1.561 0.446 C17 3DW 29 3DW H1 H1 H 0 1 N N N -12.552 -24.519 43.593 -7.672 -3.937 -0.090 H1 3DW 30 3DW H2 H2 H 0 1 N N N -13.256 -19.679 39.583 -6.946 1.691 -0.211 H2 3DW 31 3DW H3 H3 H 0 1 N N N -10.906 -18.997 38.084 -4.645 3.375 -0.153 H3 3DW 32 3DW H4 H4 H 0 1 N N N -10.207 -23.139 41.380 -3.554 -1.845 0.052 H4 3DW 33 3DW H5 H5 H 0 1 N N N -7.856 -22.839 40.222 -1.015 -0.533 0.124 H5 3DW 34 3DW H6 H6 H 0 1 N N N -6.273 -20.066 37.335 0.209 3.575 0.066 H6 3DW 35 3DW H7 H7 H 0 1 N N N -5.868 -23.012 40.753 1.945 3.076 0.159 H7 3DW 36 3DW H8 H8 H 0 1 N N N -3.665 -24.063 40.953 4.302 2.388 0.288 H8 3DW 37 3DW H9 H9 H 0 1 N N N -2.544 -22.334 37.204 3.105 -1.719 0.348 H9 3DW 38 3DW H10 H10 H 0 1 N N N -4.759 -21.308 36.992 0.746 -1.037 0.226 H10 3DW 39 3DW H11 H11 H 0 1 N N N -0.581 -22.390 38.240 5.578 0.052 -1.661 H11 3DW 40 3DW H12 H12 H 0 1 N N N -0.850 -23.906 37.316 5.864 1.542 -0.729 H12 3DW 41 3DW H13 H13 H 0 1 N N N 1.466 -23.882 38.050 8.002 0.459 -1.410 H13 3DW 42 3DW H14 H14 H 0 1 N N N 0.981 -23.488 39.734 7.822 0.500 0.361 H14 3DW 43 3DW H16 H16 H 0 1 N N N 1.847 -27.039 39.865 9.414 -1.383 0.460 H16 3DW 44 3DW H17 H17 H 0 1 N N N 2.693 -25.809 38.867 9.024 -2.888 -0.407 H17 3DW 45 3DW H18 H18 H 0 1 N N N 2.197 -25.415 40.548 9.496 -1.433 -1.318 H18 3DW 46 3DW H19 H19 H 0 1 N N N -0.420 -26.731 40.477 6.878 -3.030 0.611 H19 3DW 47 3DW H20 H20 H 0 1 N N N -0.187 -25.041 41.039 7.165 -1.540 1.543 H20 3DW 48 3DW H21 H21 H 0 1 N N N -2.549 -25.483 40.308 4.741 -1.946 1.292 H21 3DW 49 3DW H22 H22 H 0 1 N N N -1.941 -25.882 38.666 4.921 -1.988 -0.479 H22 3DW 50 # 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 3DW N1 C3 DOUB Y N 1 3DW N1 C2 SING Y N 2 3DW C12 C13 DOUB Y N 3 3DW C12 C11 SING Y N 4 3DW C3 C4 SING Y N 5 3DW C13 C14 SING Y N 6 3DW C20 C19 SING N N 7 3DW C20 N4 SING N N 8 3DW C2 N2 SING Y N 9 3DW C2 C1 DOUB Y N 10 3DW N2 C7 SING Y N 11 3DW C4 C11 SING N N 12 3DW C4 C5 DOUB Y N 13 3DW C19 N5 SING N N 14 3DW C11 C16 DOUB Y N 15 3DW C14 N4 SING N N 16 3DW C14 C15 DOUB Y N 17 3DW N5 C21 SING N N 18 3DW N5 C18 SING N N 19 3DW N4 C17 SING N N 20 3DW C1 C5 SING Y N 21 3DW C1 C6 SING Y N 22 3DW C7 C10 DOUB Y N 23 3DW C7 C6 SING Y N 24 3DW C17 C18 SING N N 25 3DW C16 C15 SING Y N 26 3DW C10 N3 SING Y N 27 3DW C6 C8 DOUB Y N 28 3DW N3 C9 DOUB Y N 29 3DW C8 C9 SING Y N 30 3DW C9 C22 SING N N 31 3DW C22 O1 DOUB N N 32 3DW C22 O2 SING N N 33 3DW O2 H1 SING N N 34 3DW C10 H2 SING N N 35 3DW N2 H3 SING N N 36 3DW C8 H4 SING N N 37 3DW C5 H5 SING N N 38 3DW C3 H6 SING N N 39 3DW C16 H7 SING N N 40 3DW C15 H8 SING N N 41 3DW C13 H9 SING N N 42 3DW C12 H10 SING N N 43 3DW C20 H11 SING N N 44 3DW C20 H12 SING N N 45 3DW C19 H13 SING N N 46 3DW C19 H14 SING N N 47 3DW C21 H16 SING N N 48 3DW C21 H17 SING N N 49 3DW C21 H18 SING N N 50 3DW C18 H19 SING N N 51 3DW C18 H20 SING N N 52 3DW C17 H21 SING N N 53 3DW C17 H22 SING N N 54 # 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 3DW SMILES ACDLabs 12.01 "O=C(O)c5ncc2c(c1cc(cnc1n2)c3ccc(cc3)N4CCN(C)CC4)c5" 3DW InChI InChI 1.03 "InChI=1S/C22H21N5O2/c1-26-6-8-27(9-7-26)16-4-2-14(3-5-16)15-10-18-17-11-19(22(28)29)23-13-20(17)25-21(18)24-12-15/h2-5,10-13H,6-9H2,1H3,(H,24,25)(H,28,29)" 3DW InChIKey InChI 1.03 AVGXCPYDUVBUKP-UHFFFAOYSA-N 3DW SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]c5cnc(cc5c4c3)C(O)=O" 3DW SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]c5cnc(cc5c4c3)C(O)=O" 3DW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(cc2)c3cc4c5cc(ncc5[nH]c4nc3)C(=O)O" 3DW SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(cc2)c3cc4c5cc(ncc5[nH]c4nc3)C(=O)O" # 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 3DW "SYSTEMATIC NAME" ACDLabs 12.01 ;3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylic acid ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3DW "Create component" 2014-07-30 RCSB 3DW "Initial release" 2014-12-17 RCSB #