data_PYN # _chem_comp.id PYN _chem_comp.name "3-PYRROLIDIN-1-YL-N-[6-(3-PYRROLIDIN-1-YL-PROPIONYLAMINO)-ACRIDIN-3-YL]-PROPIONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C27 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-02-27 _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 459.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PYN _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 1L1H _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 PYN C C C 0 1 Y N N 16.326 15.548 5.183 -2.518 -0.199 -1.087 C PYN 1 PYN C1 C1 C 0 1 Y N N 17.213 16.228 6.145 -1.094 -0.247 -0.738 C1 PYN 2 PYN C2 C2 C 0 1 Y N N 15.002 15.358 5.510 -3.466 0.029 -0.086 C2 PYN 3 PYN C3 C3 C 0 1 Y N N 14.541 15.834 6.725 -3.007 0.204 1.221 C3 PYN 4 PYN C4 C4 C 0 1 Y N N 15.495 16.459 7.647 -1.568 0.143 1.498 C4 PYN 5 PYN C5 C5 C 0 1 Y N N 14.980 16.995 8.850 -1.131 0.327 2.824 C5 PYN 6 PYN C6 C6 C 0 1 Y N N 13.640 16.909 9.163 -2.051 0.545 3.816 C6 PYN 7 PYN C7 C7 C 0 1 Y N N 12.746 16.174 8.306 -3.424 0.602 3.542 C7 PYN 8 PYN C8 C8 C 0 1 Y N N 13.215 15.666 7.122 -3.903 0.437 2.284 C8 PYN 9 PYN C9 C9 C 0 1 Y N N 16.857 15.098 3.981 -2.904 -0.385 -2.430 C9 PYN 10 PYN C10 C10 C 0 1 Y N N 18.197 15.261 3.693 -1.958 -0.605 -3.377 C10 PYN 11 PYN C11 C11 C 0 1 Y N N 19.033 16.070 4.535 -0.596 -0.653 -3.052 C11 PYN 12 PYN C12 C12 C 0 1 Y N N 18.562 16.495 5.765 -0.159 -0.479 -1.765 C12 PYN 13 PYN N N N 0 1 Y N N 16.784 16.595 7.353 -0.696 -0.076 0.518 N PYN 14 PYN N13 N13 N 0 1 N N N 13.051 17.534 10.308 -1.609 0.721 5.128 N13 PYN 15 PYN C14 C14 C 0 1 N N N 13.758 18.189 11.295 -0.538 0.036 5.576 C14 PYN 16 PYN C15 C15 C 0 1 N N N 12.841 18.745 12.403 0.012 0.315 6.951 C15 PYN 17 PYN C16 C16 C 0 1 N N N 13.660 19.554 13.374 1.222 -0.585 7.207 C16 PYN 18 PYN O14 O14 O 0 1 N N N 14.968 18.325 11.312 -0.015 -0.799 4.871 O14 PYN 19 PYN N1 N1 N 0 1 N N N 20.351 16.422 4.064 0.338 -0.883 -4.064 N1 PYN 20 PYN C17 C17 C 0 1 N N N 21.310 17.191 4.679 0.123 -0.397 -5.302 C17 PYN 21 PYN C18 C18 C 0 1 N N N 22.225 17.992 3.736 1.067 -0.748 -6.424 C18 PYN 22 PYN C19 C19 C 0 1 N N N 23.470 18.417 4.526 0.599 -0.072 -7.714 C19 PYN 23 PYN O1 O1 O 0 1 N N N 21.443 17.267 5.880 -0.828 0.322 -5.514 O1 PYN 24 PYN C21 C21 C 0 1 N N N 11.872 18.926 15.149 2.917 -1.209 8.729 C21 PYN 25 PYN N22 N22 N 0 1 N N N 13.232 19.559 14.775 1.760 -0.313 8.547 N22 PYN 26 PYN C23 C23 C 0 1 N N N 13.222 20.995 15.419 2.243 1.083 8.536 C23 PYN 27 PYN C24 C24 C 0 1 N N N 11.473 19.634 16.449 4.169 -0.317 8.861 C24 PYN 28 PYN C25 C25 C 0 1 N N N 12.403 20.782 16.708 3.582 1.044 9.314 C25 PYN 29 PYN C26 C26 C 0 1 N N N 25.518 19.844 4.294 1.014 0.264 -10.014 C26 PYN 30 PYN N27 N27 N 0 1 N N N 24.603 18.777 3.598 1.519 -0.415 -8.807 N27 PYN 31 PYN C28 C28 C 0 1 N N N 24.038 19.508 2.319 2.832 0.165 -8.455 C28 PYN 32 PYN C29 C29 C 0 1 N N N 25.916 20.787 3.148 2.081 1.296 -10.438 C29 PYN 33 PYN C30 C30 C 0 1 N N N 25.425 20.160 1.846 3.376 0.749 -9.782 C30 PYN 34 PYN H21 1H2 H 0 1 N N N 14.325 14.836 4.813 -4.520 0.069 -0.317 H21 PYN 35 PYN H51 1H5 H 0 1 N N N 15.647 17.498 9.570 -0.077 0.292 3.059 H51 PYN 36 PYN H71 1H7 H 0 1 N N N 11.687 15.998 8.560 -4.116 0.780 4.352 H71 PYN 37 PYN H81 1H8 H 0 1 N N N 12.513 15.112 6.477 -4.966 0.485 2.098 H81 PYN 38 PYN H91 1H9 H 0 1 N N N 16.204 14.603 3.243 -3.949 -0.353 -2.704 H91 PYN 39 PYN H101 1H10 H 0 0 N N N 18.595 14.751 2.800 -2.261 -0.747 -4.403 H101 PYN 40 PYN H121 1H12 H 0 0 N N N 19.252 17.039 6.433 0.896 -0.521 -1.539 H121 PYN 41 PYN HN1 1HN H 0 1 N N N 12.039 17.511 10.431 -2.073 1.335 5.718 HN1 PYN 42 PYN H151 1H15 H 0 0 N N N 12.259 17.941 12.911 0.317 1.359 7.015 H151 PYN 43 PYN H152 2H15 H 0 0 N N N 11.984 19.326 11.989 -0.755 0.113 7.698 H152 PYN 44 PYN H161 1H16 H 0 0 N N N 13.737 20.604 13.007 0.918 -1.630 7.143 H161 PYN 45 PYN H162 2H16 H 0 0 N N N 14.726 19.234 13.315 1.990 -0.383 6.460 H162 PYN 46 PYN HN11 1HN1 H 0 0 N N N 20.652 16.073 3.154 1.141 -1.393 -3.875 HN11 PYN 47 PYN H181 1H18 H 0 0 N N N 21.703 18.854 3.259 2.070 -0.403 -6.175 H181 PYN 48 PYN H182 2H18 H 0 0 N N N 22.476 17.434 2.804 1.078 -1.829 -6.563 H182 PYN 49 PYN H191 1H19 H 0 0 N N N 23.774 17.638 5.264 -0.403 -0.417 -7.962 H191 PYN 50 PYN H192 2H19 H 0 0 N N N 23.243 19.245 5.238 0.588 1.008 -7.574 H192 PYN 51 PYN H211 1H21 H 0 0 N N N 11.890 17.814 15.221 2.787 -1.802 9.635 H211 PYN 52 PYN H212 2H21 H 0 0 N N N 11.104 18.983 14.343 3.017 -1.865 7.865 H212 PYN 53 PYN H231 1H23 H 0 0 N N N 12.842 21.804 14.752 2.409 1.419 7.513 H231 PYN 54 PYN H232 2H23 H 0 0 N N N 14.230 21.445 15.575 1.530 1.735 9.040 H232 PYN 55 PYN H241 1H24 H 0 0 N N N 11.425 18.930 17.312 4.848 -0.715 9.615 H241 PYN 56 PYN H242 2H24 H 0 0 N N N 10.405 19.953 16.442 4.674 -0.218 7.900 H242 PYN 57 PYN H251 1H25 H 0 0 N N N 11.878 21.704 17.051 3.409 1.056 10.390 H251 PYN 58 PYN H252 2H25 H 0 0 N N N 13.039 20.636 17.613 4.231 1.868 9.016 H252 PYN 59 PYN H261 1H26 H 0 0 N N N 26.379 19.415 4.857 0.863 -0.461 -10.813 H261 PYN 60 PYN H262 2H26 H 0 0 N N N 25.048 20.354 5.167 0.076 0.772 -9.789 H262 PYN 61 PYN H281 1H28 H 0 0 N N N 23.175 20.199 2.467 2.712 0.955 -7.714 H281 PYN 62 PYN H282 2H28 H 0 0 N N N 23.490 18.883 1.576 3.501 -0.609 -8.079 H282 PYN 63 PYN H291 1H29 H 0 0 N N N 27.007 21.019 3.135 2.180 1.324 -11.523 H291 PYN 64 PYN H292 2H29 H 0 0 N N N 25.547 21.829 3.295 1.839 2.284 -10.046 H292 PYN 65 PYN H301 1H30 H 0 0 N N N 25.355 20.855 0.977 3.825 -0.031 -10.397 H301 PYN 66 PYN H302 2H30 H 0 0 N N N 26.139 19.460 1.354 4.088 1.552 -9.593 H302 PYN 67 # 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 PYN C C1 DOUB Y N 1 PYN C C2 SING Y N 2 PYN C C9 SING Y N 3 PYN C1 C12 SING Y N 4 PYN C1 N SING Y N 5 PYN C2 C3 DOUB Y N 6 PYN C2 H21 SING N N 7 PYN C3 C4 SING Y N 8 PYN C3 C8 SING Y N 9 PYN C4 C5 SING Y N 10 PYN C4 N DOUB Y N 11 PYN C5 C6 DOUB Y N 12 PYN C5 H51 SING N N 13 PYN C6 C7 SING Y N 14 PYN C6 N13 SING N N 15 PYN C7 C8 DOUB Y N 16 PYN C7 H71 SING N N 17 PYN C8 H81 SING N N 18 PYN C9 C10 DOUB Y N 19 PYN C9 H91 SING N N 20 PYN C10 C11 SING Y N 21 PYN C10 H101 SING N N 22 PYN C11 C12 DOUB Y N 23 PYN C11 N1 SING N N 24 PYN C12 H121 SING N N 25 PYN N13 C14 SING N N 26 PYN N13 HN1 SING N N 27 PYN C14 C15 SING N N 28 PYN C14 O14 DOUB N N 29 PYN C15 C16 SING N N 30 PYN C15 H151 SING N N 31 PYN C15 H152 SING N N 32 PYN C16 N22 SING N N 33 PYN C16 H161 SING N N 34 PYN C16 H162 SING N N 35 PYN N1 C17 SING N N 36 PYN N1 HN11 SING N N 37 PYN C17 C18 SING N N 38 PYN C17 O1 DOUB N N 39 PYN C18 C19 SING N N 40 PYN C18 H181 SING N N 41 PYN C18 H182 SING N N 42 PYN C19 N27 SING N N 43 PYN C19 H191 SING N N 44 PYN C19 H192 SING N N 45 PYN C21 N22 SING N N 46 PYN C21 C24 SING N N 47 PYN C21 H211 SING N N 48 PYN C21 H212 SING N N 49 PYN N22 C23 SING N N 50 PYN C23 C25 SING N N 51 PYN C23 H231 SING N N 52 PYN C23 H232 SING N N 53 PYN C24 C25 SING N N 54 PYN C24 H241 SING N N 55 PYN C24 H242 SING N N 56 PYN C25 H251 SING N N 57 PYN C25 H252 SING N N 58 PYN C26 N27 SING N N 59 PYN C26 C29 SING N N 60 PYN C26 H261 SING N N 61 PYN C26 H262 SING N N 62 PYN N27 C28 SING N N 63 PYN C28 C30 SING N N 64 PYN C28 H281 SING N N 65 PYN C28 H282 SING N N 66 PYN C29 C30 SING N N 67 PYN C29 H291 SING N N 68 PYN C29 H292 SING N N 69 PYN C30 H301 SING N N 70 PYN C30 H302 SING N N 71 # 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 PYN SMILES ACDLabs 10.04 "O=C(Nc4cc3nc2cc(NC(=O)CCN1CCCC1)ccc2cc3cc4)CCN5CCCC5" PYN SMILES_CANONICAL CACTVS 3.341 "O=C(CCN1CCCC1)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC5)cc4nc3c2" PYN SMILES CACTVS 3.341 "O=C(CCN1CCCC1)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC5)cc4nc3c2" PYN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc3ccc(cc3n2)NC(=O)CCN4CCCC4)NC(=O)CCN5CCCC5" PYN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc2c1cc3ccc(cc3n2)NC(=O)CCN4CCCC4)NC(=O)CCN5CCCC5" PYN InChI InChI 1.03 "InChI=1S/C27H33N5O2/c33-26(9-15-31-11-1-2-12-31)28-22-7-5-20-17-21-6-8-23(19-25(21)30-24(20)18-22)29-27(34)10-16-32-13-3-4-14-32/h5-8,17-19H,1-4,9-16H2,(H,28,33)(H,29,34)" PYN InChIKey InChI 1.03 WQSTTZVZUNIDBE-UHFFFAOYSA-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 PYN "SYSTEMATIC NAME" ACDLabs 10.04 "N,N'-acridine-3,6-diylbis(3-pyrrolidin-1-ylpropanamide)" PYN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-pyrrolidin-1-yl-N-[6-(3-pyrrolidin-1-ylpropanoylamino)acridin-3-yl]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 PYN "Create component" 2002-02-27 RCSB PYN "Modify descriptor" 2011-06-04 RCSB #