data_UIR # _chem_comp.id UIR _chem_comp.name "(1R,3AS,4R,8AS,8BR)-4-(2-BENZO[1,3]DIOXOL-5-YL-1-CYCLOPROPYL-3-OXO-DECAHYDRO-PYRROLO[3,4-A]PYRROLIZIN-4-YL)-BENZAMIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-07-16 _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 458.552 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UIR _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 Y _chem_comp.pdbx_model_coordinates_db_code 1Y3V _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 UIR N1 N1 N 0 1 N N N -5.018 9.507 19.626 5.996 -1.757 1.161 N1 UIR 1 UIR C3 C3 C 0 1 N N N -3.704 9.277 19.627 5.123 -0.894 0.727 C3 UIR 2 UIR C4 C4 C 0 1 Y N N -3.118 8.054 20.097 3.756 -1.339 0.370 C4 UIR 3 UIR C9 C9 C 0 1 Y N N -3.864 7.106 20.824 3.401 -2.681 0.499 C9 UIR 4 UIR C8 C8 C 0 1 Y N N -3.263 5.915 21.295 2.126 -3.089 0.165 C8 UIR 5 UIR C7 C7 C 0 1 Y N N -1.905 5.663 21.035 1.201 -2.170 -0.297 C7 UIR 6 UIR C10 C10 C 0 1 N N R -1.180 4.448 21.580 -0.190 -2.623 -0.660 C10 UIR 7 UIR N11 N11 N 0 1 N N N -2.179 3.319 21.588 -0.650 -1.903 -1.858 N11 UIR 8 UIR C12 C12 C 0 1 N N N -2.486 2.854 20.195 -1.113 -3.008 -2.826 C12 UIR 9 UIR C13 C13 C 0 1 N N N -1.538 1.660 19.952 -2.193 -2.306 -3.684 C13 UIR 10 UIR C14 C14 C 0 1 N N N -0.729 1.407 21.207 -2.908 -1.394 -2.661 C14 UIR 11 UIR C15 C15 C 0 1 N N S -1.413 2.230 22.314 -1.883 -1.174 -1.538 C15 UIR 12 UIR C16 C16 C 0 1 N N R -0.307 2.926 23.176 -2.423 -1.739 -0.216 C16 UIR 13 UIR C18 C18 C 0 1 N N N 0.489 2.733 25.728 -3.845 -1.059 1.753 C18 UIR 14 UIR C17 C17 C 0 1 N N R -0.629 2.695 24.703 -2.815 -0.581 0.727 C17 UIR 15 UIR C42 C42 C 0 1 N N N 0.294 1.800 26.931 -4.451 -0.010 2.687 C42 UIR 16 UIR C41 C41 C 0 1 N N N 1.304 1.417 25.816 -5.294 -0.609 1.560 C41 UIR 17 UIR N19 N19 N 0 1 N N N -1.651 3.659 24.998 -1.574 -0.183 1.401 N19 UIR 18 UIR C20 C20 C 0 1 N N N -1.694 4.699 24.091 -0.623 -1.143 1.298 C20 UIR 19 UIR O21 O21 O 0 1 N N N -2.581 5.625 24.104 0.490 -1.070 1.774 O21 UIR 20 UIR C22 C22 C 0 1 N N S -0.621 4.452 23.011 -1.156 -2.303 0.489 C22 UIR 21 UIR C23 C23 C 0 1 N N N -2.716 3.721 26.091 -1.387 1.087 2.106 C23 UIR 22 UIR C24 C24 C 0 1 Y N N -2.467 4.852 27.096 -0.992 2.156 1.120 C24 UIR 23 UIR C25 C25 C 0 1 Y N N -1.250 4.900 27.794 0.337 2.327 0.783 C25 UIR 24 UIR C26 C26 C 0 1 Y N N -1.087 5.925 28.821 0.702 3.306 -0.127 C26 UIR 25 UIR O27 O27 O 0 1 N N N -0.355 5.780 30.022 1.919 3.672 -0.624 O27 UIR 26 UIR C28 C28 C 0 1 N N N -0.415 7.158 30.531 1.636 4.446 -1.804 C28 UIR 27 UIR O29 O29 O 0 1 N N N -1.617 7.791 29.972 0.333 5.001 -1.545 O29 UIR 28 UIR C30 C30 C 0 1 Y N N -2.126 6.847 29.097 -0.274 4.123 -0.694 C30 UIR 29 UIR C31 C31 C 0 1 Y N N -3.338 6.790 28.412 -1.604 3.949 -0.348 C31 UIR 30 UIR C32 C32 C 0 1 Y N N -3.496 5.799 27.410 -1.961 2.967 0.557 C32 UIR 31 UIR C6 C6 C 0 1 Y N N -1.140 6.593 20.291 1.547 -0.837 -0.427 C6 UIR 32 UIR C5 C5 C 0 1 Y N N -1.751 7.768 19.839 2.818 -0.416 -0.090 C5 UIR 33 UIR N2 N2 N 0 1 N N N -2.959 10.398 19.277 5.471 0.433 0.598 N2 UIR 34 UIR HN11 1HN1 H 0 0 N N N -5.353 9.356 20.578 ? ? ? HN11 UIR 35 UIR HN12 2HN1 H 0 0 N N N -5.434 10.376 19.292 5.751 -2.692 1.251 HN12 UIR 36 UIR H9 H9 H 0 1 N N N -4.931 7.299 21.027 4.122 -3.400 0.858 H9 UIR 37 UIR H8 H8 H 0 1 N N N -3.855 5.181 21.867 1.849 -4.129 0.264 H8 UIR 38 UIR H10 H10 H 0 1 N N N -0.286 4.385 20.916 -0.189 -3.695 -0.853 H10 UIR 39 UIR H121 1H12 H 0 0 N N N -2.408 3.656 19.424 -1.542 -3.852 -2.286 H121 UIR 40 UIR H122 2H12 H 0 0 N N N -3.562 2.617 20.025 -0.281 -3.334 -3.449 H122 UIR 41 UIR H131 1H13 H 0 0 N N N -0.893 1.806 19.054 -2.888 -3.035 -4.102 H131 UIR 42 UIR H132 2H13 H 0 0 N N N -2.082 0.750 19.608 -1.733 -1.712 -4.474 H132 UIR 43 UIR H141 1H14 H 0 0 N N N 0.358 1.629 21.091 -3.798 -1.888 -2.270 H141 UIR 44 UIR H142 2H14 H 0 0 N N N -0.617 0.326 21.457 -3.174 -0.443 -3.122 H142 UIR 45 UIR H15 H15 H 0 1 N N N -2.062 1.599 22.965 -1.655 -0.114 -1.433 H15 UIR 46 UIR H16 H16 H 0 1 N N N 0.712 2.575 22.890 -3.215 -2.476 -0.351 H16 UIR 47 UIR H18 H18 H 0 1 N N N 0.736 3.814 25.608 -3.677 -2.057 2.158 H18 UIR 48 UIR H17 H17 H 0 1 N N N -0.920 1.624 24.813 -3.215 0.254 0.153 H17 UIR 49 UIR H421 1H42 H 0 0 N N N -0.583 1.299 27.403 -4.682 -0.318 3.707 H421 UIR 50 UIR H422 2H42 H 0 0 N N N 0.354 1.921 28.038 -4.115 1.020 2.572 H422 UIR 51 UIR H411 1H41 H 0 0 N N N 2.386 1.149 25.782 -5.514 0.028 0.703 H411 UIR 52 UIR H412 2H41 H 0 0 N N N 1.459 0.533 25.154 -6.080 -1.311 1.838 H412 UIR 53 UIR H22 H22 H 0 1 N N N 0.183 5.216 23.129 -1.372 -3.175 1.106 H22 UIR 54 UIR H231 1H23 H 0 0 N N N -2.814 2.739 26.610 -2.318 1.371 2.596 H231 UIR 55 UIR H232 2H23 H 0 0 N N N -3.738 3.795 25.650 -0.602 0.976 2.854 H232 UIR 56 UIR H25 H25 H 0 1 N N N -0.461 4.169 27.548 1.092 1.696 1.228 H25 UIR 57 UIR H281 1H28 H 0 0 N N N 0.515 7.737 30.324 1.612 3.806 -2.686 H281 UIR 58 UIR H282 2H28 H 0 0 N N N -0.376 7.210 31.644 2.373 5.241 -1.927 H282 UIR 59 UIR H31 H31 H 0 1 N N N -4.143 7.504 28.654 -2.362 4.581 -0.786 H31 UIR 60 UIR H32 H32 H 0 1 N N N -4.450 5.764 26.857 -2.998 2.833 0.826 H32 UIR 61 UIR H6 H6 H 0 1 N N N -0.077 6.404 20.065 0.821 -0.124 -0.789 H6 UIR 62 UIR H5 H5 H 0 1 N N N -1.141 8.486 19.266 3.087 0.625 -0.192 H5 UIR 63 UIR HN2 HN2 H 0 1 N N N -1.974 10.336 19.534 4.822 1.075 0.271 HN2 UIR 64 # 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 UIR N1 C3 SING N N 1 UIR N1 HN11 SING N N 2 UIR N1 HN12 SING N N 3 UIR C3 C4 SING N N 4 UIR C3 N2 DOUB N N 5 UIR C4 C9 DOUB Y N 6 UIR C4 C5 SING Y N 7 UIR C9 C8 SING Y N 8 UIR C9 H9 SING N N 9 UIR C8 C7 DOUB Y N 10 UIR C8 H8 SING N N 11 UIR C7 C10 SING N N 12 UIR C7 C6 SING Y N 13 UIR C10 N11 SING N N 14 UIR C10 C22 SING N N 15 UIR C10 H10 SING N N 16 UIR N11 C12 SING N N 17 UIR N11 C15 SING N N 18 UIR C12 C13 SING N N 19 UIR C12 H121 SING N N 20 UIR C12 H122 SING N N 21 UIR C13 C14 SING N N 22 UIR C13 H131 SING N N 23 UIR C13 H132 SING N N 24 UIR C14 C15 SING N N 25 UIR C14 H141 SING N N 26 UIR C14 H142 SING N N 27 UIR C15 C16 SING N N 28 UIR C15 H15 SING N N 29 UIR C16 C17 SING N N 30 UIR C16 C22 SING N N 31 UIR C16 H16 SING N N 32 UIR C18 C17 SING N N 33 UIR C18 C42 SING N N 34 UIR C18 C41 SING N N 35 UIR C18 H18 SING N N 36 UIR C17 N19 SING N N 37 UIR C17 H17 SING N N 38 UIR C42 C41 SING N N 39 UIR C42 H421 SING N N 40 UIR C42 H422 SING N N 41 UIR C41 H411 SING N N 42 UIR C41 H412 SING N N 43 UIR N19 C20 SING N N 44 UIR N19 C23 SING N N 45 UIR C20 O21 DOUB N N 46 UIR C20 C22 SING N N 47 UIR C22 H22 SING N N 48 UIR C23 C24 SING N N 49 UIR C23 H231 SING N N 50 UIR C23 H232 SING N N 51 UIR C24 C25 DOUB Y N 52 UIR C24 C32 SING Y N 53 UIR C25 C26 SING Y N 54 UIR C25 H25 SING N N 55 UIR C26 O27 SING N N 56 UIR C26 C30 DOUB Y N 57 UIR O27 C28 SING N N 58 UIR C28 O29 SING N N 59 UIR C28 H281 SING N N 60 UIR C28 H282 SING N N 61 UIR O29 C30 SING N N 62 UIR C30 C31 SING Y N 63 UIR C31 C32 DOUB Y N 64 UIR C31 H31 SING N N 65 UIR C32 H32 SING N N 66 UIR C6 C5 DOUB Y N 67 UIR C6 H6 SING N N 68 UIR C5 H5 SING N N 69 UIR N2 HN2 SING N N 70 # 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 UIR SMILES ACDLabs 10.04 "O=C2N(C(C1CC1)C5C2C(c3ccc(C(=[N@H])N)cc3)N4CCCC45)Cc6ccc7OCOc7c6" UIR SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(cc1)[C@H]2[C@@H]3[C@H]([C@@H]4CCCN24)[C@@H](C5CC5)N(Cc6ccc7OCOc7c6)C3=O" UIR SMILES CACTVS 3.341 "NC(=N)c1ccc(cc1)[CH]2[CH]3[CH]([CH]4CCCN24)[CH](C5CC5)N(Cc6ccc7OCOc7c6)C3=O" UIR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@H]2[C@@H]3[C@H]([C@H]4[N@@]2CCC4)[C@H](N(C3=O)Cc5ccc6c(c5)OCO6)C7CC7)C(=N)N" UIR SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2C3C(C4N2CCC4)C(N(C3=O)Cc5ccc6c(c5)OCO6)C7CC7)C(=N)N" UIR InChI InChI 1.03 "InChI=1S/C27H30N4O3/c28-26(29)18-8-6-17(7-9-18)25-23-22(19-2-1-11-30(19)25)24(16-4-5-16)31(27(23)32)13-15-3-10-20-21(12-15)34-14-33-20/h3,6-10,12,16,19,22-25H,1-2,4-5,11,13-14H2,(H3,28,29)/t19-,22-,23-,24+,25-/m0/s1" UIR InChIKey InChI 1.03 XYMBMAVAMICSMV-FTSNLURZSA-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 UIR "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(1R,3aS,4R,8aS,8bR)-2-(1,3-benzodioxol-5-ylmethyl)-1-cyclopropyl-3-oxodecahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzenecarboximidamide" UIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(1R,3aS,4R,5S,8aS,8bR)-2-(1,3-benzodioxol-5-ylmethyl)-1-cyclopropyl-3-oxo-1,3a,4,6,7,8,8a,8b-octahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzenecarboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UIR "Create component" 2003-07-16 RCSB UIR "Modify descriptor" 2011-06-04 RCSB #