data_A53 # _chem_comp.id A53 _chem_comp.name "5-{5-[(S)-2-AMINO-3-(1H-INDOL-3-YL)-PROPOXYL]-PYRIDIN-3-YL}-3-[1-(1H-PYRROL-2-YL)-METH-(Z)-YLIDENE]-1,3-DIHYDRO-INDOL-2-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-05 _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 475.541 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A53 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 A53 C1 C1 C 0 1 Y N N -1.512 8.854 -19.498 8.010 -1.339 0.125 C1 A53 1 A53 C2 C2 C 0 1 Y N N -0.524 7.951 -19.404 8.979 -1.372 -0.867 C2 A53 2 A53 C3 C3 C 0 1 Y N N 0.666 8.433 -20.119 10.189 -1.687 -0.247 C3 A53 3 A53 C4 C4 C 0 1 Y N N 0.412 9.637 -20.652 9.950 -1.849 1.079 C4 A53 4 A53 N5 N5 N 0 1 Y N N -0.973 9.968 -20.288 8.631 -1.640 1.318 N5 A53 5 A53 C6 C6 C 0 1 N N N -2.871 8.733 -18.938 6.641 -1.056 -0.055 C6 A53 6 A53 C7 C7 C 0 1 N N N -4.065 9.603 -19.212 6.169 0.228 0.142 C7 A53 7 A53 C8 C8 C 0 1 N N N -4.237 10.815 -20.087 6.942 1.413 0.534 C8 A53 8 A53 N9 N9 N 0 1 N N N -5.497 11.236 -19.979 6.096 2.454 0.614 N9 A53 9 A53 C10 C10 C 0 1 Y N N -6.245 10.445 -19.099 4.796 2.076 0.306 C10 A53 10 A53 C11 C11 C 0 1 Y N N -5.376 9.389 -18.587 4.775 0.706 0.005 C11 A53 11 A53 O12 O12 O 0 1 N N N -3.367 11.316 -20.784 8.141 1.447 0.749 O12 A53 12 A53 C13 C13 C 0 1 Y N N -7.627 10.436 -18.610 3.609 2.801 0.258 C13 A53 13 A53 C14 C14 C 0 1 Y N N -8.109 9.474 -17.695 2.428 2.179 -0.083 C14 A53 14 A53 C15 C15 C 0 1 Y N N -7.281 8.448 -17.195 2.406 0.816 -0.383 C15 A53 15 A53 C16 C16 C 0 1 Y N N -5.937 8.423 -17.644 3.583 0.077 -0.333 C16 A53 16 A53 C17 C17 C 0 1 Y N N -7.801 7.405 -16.213 1.128 0.156 -0.750 C17 A53 17 A53 C18 C18 C 0 1 Y N N -9.168 7.299 -15.850 1.091 -0.801 -1.761 C18 A53 18 A53 N19 N19 N 0 1 Y N N -9.621 6.353 -14.969 -0.041 -1.390 -2.090 N19 A53 19 A53 C20 C20 C 0 1 Y N N -8.752 5.471 -14.403 -1.176 -1.103 -1.484 C20 A53 20 A53 C21 C21 C 0 1 Y N N -7.373 5.489 -14.695 -1.225 -0.161 -0.466 C21 A53 21 A53 C22 C22 C 0 1 Y N N -6.919 6.476 -15.610 -0.057 0.489 -0.089 C22 A53 22 A53 O23 O23 O 0 1 N N N -6.551 4.537 -14.064 -2.402 0.125 0.151 O23 A53 23 A53 C24 C24 C 0 1 N N N -5.887 3.594 -14.907 -3.399 -0.695 -0.461 C24 A53 24 A53 C25 C25 C 0 1 N N S -6.683 2.286 -14.922 -4.756 -0.420 0.191 C25 A53 25 A53 C26 C26 C 0 1 N N N -5.789 1.086 -15.284 -5.799 -1.385 -0.376 C26 A53 26 A53 N27 N27 N 0 1 N N N -7.791 2.422 -15.870 -5.163 0.963 -0.091 N27 A53 27 A53 C28 C28 C 0 1 Y N N -5.650 0.163 -14.085 -7.105 -1.197 0.352 C28 A53 28 A53 C29 C29 C 0 1 Y N N -6.701 -0.444 -13.383 -7.541 -1.907 1.405 C29 A53 29 A53 N30 N30 N 0 1 Y N N -6.203 -1.200 -12.376 -8.770 -1.451 1.799 N30 A53 30 A53 C31 C31 C 0 1 Y N N -4.817 -1.134 -12.359 -9.164 -0.411 0.988 C31 A53 31 A53 C32 C32 C 0 1 Y N N -4.426 -0.271 -13.446 -8.136 -0.202 0.050 C32 A53 32 A53 C33 C33 C 0 1 Y N N -3.846 -1.718 -11.545 -10.297 0.395 0.947 C33 A53 33 A53 C34 C34 C 0 1 Y N N -2.466 -1.460 -11.780 -10.403 1.380 -0.010 C34 A53 34 A53 C35 C35 C 0 1 Y N N -2.075 -0.606 -12.851 -9.388 1.578 -0.936 C35 A53 35 A53 C36 C36 C 0 1 Y N N -3.070 -0.011 -13.679 -8.267 0.798 -0.915 C36 A53 36 A53 H2 H2 H 0 1 N N N -0.593 7.009 -18.880 8.827 -1.181 -1.919 H2 A53 37 A53 H3 H3 H 0 1 N N N 1.601 7.900 -20.202 11.146 -1.789 -0.737 H3 A53 38 A53 H4 H4 H 0 1 N N N 1.091 10.243 -21.234 10.691 -2.103 1.823 H4 A53 39 A53 HN5 HN5 H 0 1 N N N -1.462 10.805 -20.535 8.198 -1.695 2.184 HN5 A53 40 A53 H6 H6 H 0 1 N N N -3.027 7.919 -18.246 5.960 -1.842 -0.346 H6 A53 41 A53 HN9 HN9 H 0 1 N N N -5.865 12.026 -20.470 6.360 3.356 0.855 HN9 A53 42 A53 H13 H13 H 0 1 N N N -8.306 11.198 -18.965 3.614 3.856 0.488 H13 A53 43 A53 H14 H14 H 0 1 N N N -9.138 9.526 -17.370 1.512 2.751 -0.117 H14 A53 44 A53 H16 H16 H 0 1 N N N -5.289 7.645 -17.268 3.572 -0.979 -0.560 H16 A53 45 A53 H18 H18 H 0 1 N N N -9.877 7.989 -16.284 2.000 -1.064 -2.281 H18 A53 46 A53 H20 H20 H 0 1 N N N -9.131 4.735 -13.709 -2.082 -1.610 -1.785 H20 A53 47 A53 H22 H22 H 0 1 N N N -5.868 6.519 -15.853 -0.063 1.227 0.699 H22 A53 48 A53 H241 1H24 H 0 0 N N N -4.873 3.406 -14.524 -3.138 -1.745 -0.328 H241 A53 49 A53 H242 2H24 H 0 0 N N N -5.820 3.996 -15.929 -3.454 -0.466 -1.525 H242 A53 50 A53 H25 H25 H 0 1 N N N -7.080 2.092 -13.915 -4.676 -0.563 1.269 H25 A53 51 A53 H261 1H26 H 0 0 N N N -4.794 1.451 -15.577 -5.943 -1.182 -1.437 H261 A53 52 A53 H262 2H26 H 0 0 N N N -6.244 0.532 -16.119 -5.454 -2.410 -0.246 H262 A53 53 A53 H271 1H27 H 0 0 N N N -7.679 3.266 -16.395 -5.223 1.049 -1.094 H271 A53 54 A53 H272 2H27 H 0 0 N N N -8.656 2.453 -15.370 -6.101 1.067 0.266 H272 A53 55 A53 H29 H29 H 0 1 N N N -7.750 -0.326 -13.611 -7.001 -2.718 1.872 H29 A53 56 A53 H30 H30 H 0 1 N N N -6.756 -1.731 -11.735 -9.286 -1.808 2.538 H30 A53 57 A53 H33 H33 H 0 1 N N N -4.142 -2.367 -10.735 -11.092 0.248 1.664 H33 A53 58 A53 H34 H34 H 0 1 N N N -1.716 -1.911 -11.147 -11.283 2.004 -0.040 H34 A53 59 A53 H35 H35 H 0 1 N N N -1.029 -0.410 -13.034 -9.486 2.355 -1.680 H35 A53 60 A53 H36 H36 H 0 1 N N N -2.778 0.642 -14.488 -7.482 0.957 -1.639 H36 A53 61 # 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 A53 C1 C2 DOUB Y N 1 A53 C1 N5 SING Y N 2 A53 C1 C6 SING N N 3 A53 C2 C3 SING Y N 4 A53 C2 H2 SING N N 5 A53 C3 C4 DOUB Y N 6 A53 C3 H3 SING N N 7 A53 C4 N5 SING Y N 8 A53 C4 H4 SING N N 9 A53 N5 HN5 SING N N 10 A53 C6 C7 DOUB N Z 11 A53 C6 H6 SING N N 12 A53 C7 C8 SING N N 13 A53 C7 C11 SING N N 14 A53 C8 N9 SING N N 15 A53 C8 O12 DOUB N N 16 A53 N9 C10 SING N N 17 A53 N9 HN9 SING N N 18 A53 C10 C11 DOUB Y N 19 A53 C10 C13 SING Y N 20 A53 C11 C16 SING Y N 21 A53 C13 C14 DOUB Y N 22 A53 C13 H13 SING N N 23 A53 C14 C15 SING Y N 24 A53 C14 H14 SING N N 25 A53 C15 C16 DOUB Y N 26 A53 C15 C17 SING Y N 27 A53 C16 H16 SING N N 28 A53 C17 C18 SING Y N 29 A53 C17 C22 DOUB Y N 30 A53 C18 N19 DOUB Y N 31 A53 C18 H18 SING N N 32 A53 N19 C20 SING Y N 33 A53 C20 C21 DOUB Y N 34 A53 C20 H20 SING N N 35 A53 C21 C22 SING Y N 36 A53 C21 O23 SING N N 37 A53 C22 H22 SING N N 38 A53 O23 C24 SING N N 39 A53 C24 C25 SING N N 40 A53 C24 H241 SING N N 41 A53 C24 H242 SING N N 42 A53 C25 C26 SING N N 43 A53 C25 N27 SING N N 44 A53 C25 H25 SING N N 45 A53 C26 C28 SING N N 46 A53 C26 H261 SING N N 47 A53 C26 H262 SING N N 48 A53 N27 H271 SING N N 49 A53 N27 H272 SING N N 50 A53 C28 C29 DOUB Y N 51 A53 C28 C32 SING Y N 52 A53 C29 N30 SING Y N 53 A53 C29 H29 SING N N 54 A53 N30 C31 SING Y N 55 A53 N30 H30 SING N N 56 A53 C31 C32 DOUB Y N 57 A53 C31 C33 SING Y N 58 A53 C32 C36 SING Y N 59 A53 C33 C34 DOUB Y N 60 A53 C33 H33 SING N N 61 A53 C34 C35 SING Y N 62 A53 C34 H34 SING N N 63 A53 C35 C36 DOUB Y N 64 A53 C35 H35 SING N N 65 A53 C36 H36 SING N N 66 # 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 A53 SMILES ACDLabs 10.04 "O=C3C(=C\c1cccn1)/c2cc(ccc2N3)c6cc(OCC(N)Cc5c4ccccc4nc5)cnc6" A53 SMILES_CANONICAL CACTVS 3.341 "N[C@H](COc1cncc(c1)c2ccc3NC(=O)\C(=C/c4[nH]ccc4)c3c2)Cc5c[nH]c6ccccc56" A53 SMILES CACTVS 3.341 "N[CH](COc1cncc(c1)c2ccc3NC(=O)C(=Cc4[nH]ccc4)c3c2)Cc5c[nH]c6ccccc56" A53 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)C[C@@H](COc3cc(cnc3)c4ccc5c(c4)/C(=C/c6ccc[nH]6)/C(=O)N5)N" A53 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)CC(COc3cc(cnc3)c4ccc5c(c4)C(=Cc6ccc[nH]6)C(=O)N5)N" A53 InChI InChI 1.03 "InChI=1S/C29H25N5O2/c30-21(10-20-15-33-27-6-2-1-5-24(20)27)17-36-23-11-19(14-31-16-23)18-7-8-28-25(12-18)26(29(35)34-28)13-22-4-3-9-32-22/h1-9,11-16,21,32-33H,10,17,30H2,(H,34,35)/b26-13-/t21-/m0/s1" A53 InChIKey InChI 1.03 DQMKXCKXZQEVJU-VHLXNKDGSA-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 A53 "SYSTEMATIC NAME" ACDLabs 10.04 "(3Z)-5-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)-3-(1H-pyrrol-2-ylmethylidene)-1,3-dihydro-2H-indol-2-one" A53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3Z)-5-[5-[(2S)-2-amino-3-(1H-indol-3-yl)propoxy]pyridin-3-yl]-3-(1H-pyrrol-2-ylmethylidene)-1H-indol-2-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 A53 "Create component" 2006-04-05 RCSB A53 "Modify aromatic_flag" 2011-06-04 RCSB A53 "Modify descriptor" 2011-06-04 RCSB #