data_UIZ
# 
_chem_comp.id                                    UIZ 
_chem_comp.name                                  (1R,3AS,4R,8AS,8BR)-4-(2-BENZO[1,3]DIOXOL-5-YLMETHYL)-1-BENZYL-3-OXO-DECAHYDRO-PYRROLO[3,4-A]PYRROZILIN-4-YL-BENZAMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H32 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        508.611 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UIZ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YP9 
_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 
UIZ N1   N1   N 0 1 N N N 10.266 67.352 7.021  8.101  -0.362  -5.186 N1   UIZ 1  
UIZ C3   C3   C 0 1 N N N 11.534 67.088 7.344  7.085  -1.016  -5.709 C3   UIZ 2  
UIZ N2   N2   N 0 1 N N N 12.245 66.372 6.432  7.117  -1.271  -7.076 N2   UIZ 3  
UIZ C4   C4   C 0 1 Y N N 12.150 67.516 8.558  6.008  -1.423  -4.821 C4   UIZ 4  
UIZ C5   C5   C 0 1 Y N N 13.491 67.187 8.833  4.910  -2.118  -5.329 C5   UIZ 5  
UIZ C6   C6   C 0 1 Y N N 14.084 67.597 10.022 3.877  -2.509  -4.477 C6   UIZ 6  
UIZ C7   C7   C 0 1 Y N N 13.342 68.348 10.954 3.940  -2.205  -3.115 C7   UIZ 7  
UIZ C10  C10  C 0 1 N N R 13.975 68.811 12.235 2.819  -2.630  -2.191 C10  UIZ 8  
UIZ C22  C22  C 0 1 N N S 14.512 70.248 12.289 2.957  -4.044  -1.623 C22  UIZ 9  
UIZ C20  C20  C 0 1 N N N 13.469 71.362 12.089 4.277  -4.442  -0.966 C20  UIZ 10 
UIZ O21  O21  O 0 1 N N N 12.411 71.328 11.420 5.388  -4.288  -1.452 O21  UIZ 11 
UIZ N19  N19  N 0 1 N N N 13.806 72.391 12.946 3.957  -5.065  0.246  N19  UIZ 12 
UIZ C23  C23  C 0 1 N N N 12.855 73.557 13.054 4.923  -5.725  1.103  C23  UIZ 13 
UIZ C24  C24  C 0 1 Y N N 12.964 74.617 11.969 5.076  -7.179  0.761  C24  UIZ 14 
UIZ C32  C32  C 0 1 Y N N 11.809 75.046 11.238 6.036  -7.564  -0.184 C32  UIZ 15 
UIZ C31  C31  C 0 1 Y N N 11.899 76.036 10.237 6.196  -8.911  -0.517 C31  UIZ 16 
UIZ C30  C30  C 0 1 Y N N 13.167 76.572 9.976  5.381  -9.828  0.114  C30  UIZ 17 
UIZ O29  O29  O 0 1 N N N 13.514 77.535 9.058  5.393  -11.175 -0.081 O29  UIZ 18 
UIZ C28  C28  C 0 1 N N N 14.959 77.710 9.204  4.353  -11.594 0.827  C28  UIZ 19 
UIZ O27  O27  O 0 1 N N N 15.459 76.831 10.246 3.744  -10.499 1.542  O27  UIZ 20 
UIZ C26  C26  C 0 1 Y N N 14.311 76.159 10.677 4.439  -9.442  1.041  C26  UIZ 21 
UIZ C25  C25  C 0 1 Y N N 14.218 75.177 11.682 4.262  -8.119  1.388  C25  UIZ 22 
UIZ C17  C17  C 0 1 N N S 14.694 71.939 14.007 2.522  -5.153  0.464  C17  UIZ 23 
UIZ C16  C16  C 0 1 N N R 14.806 70.397 13.809 1.978  -4.050  -0.443 C16  UIZ 24 
UIZ C15  C15  C 0 1 N N S 13.654 69.585 14.471 2.081  -2.616  0.090  C15  UIZ 25 
UIZ C14  C14  C 0 1 N N N 14.271 68.649 15.537 0.768  -1.975  0.518  C14  UIZ 26 
UIZ C13  C13  C 0 1 N N N 13.314 67.473 15.516 0.953  -0.528  0.101  C13  UIZ 27 
UIZ C12  C12  C 0 1 N N N 13.006 67.282 14.003 1.689  -0.658  -1.222 C12  UIZ 28 
UIZ N11  N11  N 0 1 N N S 13.080 68.652 13.424 2.612  -1.779  -1.006 N11  UIZ 29 
UIZ C8   C8   C 0 1 Y N N 12.007 68.662 10.685 5.039  -1.509  -2.609 C8   UIZ 30 
UIZ C9   C9   C 0 1 Y N N 11.408 68.255 9.485  6.072  -1.118  -3.461 C9   UIZ 31 
UIZ C1   C1   C 0 1 N N N ?      ?      ?      2.076  -5.063  1.916  C1   UIZ 32 
UIZ C2   C2   C 0 1 Y N N ?      ?      ?      0.582  -5.200  2.051  C2   UIZ 33 
UIZ C11  C11  C 0 1 Y N N ?      ?      ?      -0.070 -4.559  3.094  C11  UIZ 34 
UIZ C18  C18  C 0 1 Y N N ?      ?      ?      -1.454 -4.685  3.220  C18  UIZ 35 
UIZ C19  C19  C 0 1 Y N N ?      ?      ?      -2.170 -5.451  2.300  C19  UIZ 36 
UIZ C21  C21  C 0 1 Y N N ?      ?      ?      -1.503 -6.091  1.255  C21  UIZ 37 
UIZ C27  C27  C 0 1 Y N N ?      ?      ?      -0.120 -5.965  1.130  C27  UIZ 38 
UIZ HN1  HN1  H 0 1 N N N 10.061 66.957 6.126  8.782  -0.140  -5.921 HN1  UIZ 39 
UIZ HN21 1HN2 H 0 0 N N N 13.175 66.231 6.771  7.892  -0.963  -7.655 HN21 UIZ 40 
UIZ HN22 2HN2 H 0 0 N N N 11.892 66.038 5.558  6.379  -1.781  -7.547 HN22 UIZ 41 
UIZ H5   H5   H 0 1 N N N 14.062 66.614 8.117  4.849  -2.360  -6.387 H5   UIZ 42 
UIZ H6   H6   H 0 1 N N N 15.112 67.340 10.230 3.026  -3.050  -4.881 H6   UIZ 43 
UIZ H10  H10  H 0 1 N N N 14.842 68.135 12.265 1.910  -2.634  -2.808 H10  UIZ 44 
UIZ H22  H22  H 0 1 N N N 15.298 70.357 11.527 2.707  -4.813  -2.364 H22  UIZ 45 
UIZ H231 1H23 H 0 0 N N N 11.834 73.150 13.012 4.591  -5.605  2.140  H231 UIZ 46 
UIZ H232 2H23 H 0 0 N N N 13.113 74.066 13.994 5.876  -5.195  1.003  H232 UIZ 47 
UIZ H32  H32  H 0 1 N N N 10.849 74.602 11.458 6.666  -6.819  -0.665 H32  UIZ 48 
UIZ H31  H31  H 0 1 N N N 11.026 76.367 9.694  6.937  -9.219  -1.247 H31  UIZ 49 
UIZ H281 1H28 H 0 0 N N N 15.454 77.465 8.252  3.576  -12.113 0.254  H281 UIZ 50 
UIZ H282 2H28 H 0 0 N N N 15.172 78.754 9.477  4.782  -12.293 1.553  H282 UIZ 51 
UIZ H25  H25  H 0 1 N N N 15.097 74.860 12.223 3.516  -7.828  2.120  H25  UIZ 52 
UIZ H17  H17  H 0 1 N N N 15.083 72.807 14.559 2.217  -6.131  0.070  H17  UIZ 53 
UIZ H16  H16  H 0 1 N N N 15.764 70.041 14.216 0.959  -4.276  -0.780 H16  UIZ 54 
UIZ H15  H15  H 0 1 N N N 12.906 70.273 14.891 2.796  -2.549  0.921  H15  UIZ 55 
UIZ H141 1H14 H 0 0 N N N 15.298 68.350 15.279 0.586  -2.073  1.592  H141 UIZ 56 
UIZ H142 2H14 H 0 0 N N N 14.373 69.116 16.528 -0.087 -2.406  -0.016 H142 UIZ 57 
UIZ H131 1H13 H 0 0 N N N 13.772 66.573 15.951 -0.000 -0.000  -0.000 H131 UIZ 58 
UIZ H132 2H13 H 0 0 N N N 12.409 67.650 16.116 1.569  0.005   0.835  H132 UIZ 59 
UIZ H121 1H12 H 0 0 N N N 13.741 66.613 13.531 0.959  -0.866  -2.014 H121 UIZ 60 
UIZ H122 2H12 H 0 0 N N N 12.024 66.816 13.837 2.227  0.258   -1.481 H122 UIZ 61 
UIZ H8   H8   H 0 1 N N N 11.432 69.223 11.407 5.099  -1.268  -1.551 H8   UIZ 62 
UIZ H9   H9   H 0 1 N N N 10.379 68.511 9.277  6.922  -0.576  -3.055 H9   UIZ 63 
UIZ H11A 1H1  H 0 0 N N N ?      ?      ?      2.400  -4.107  2.343  H11A UIZ 64 
UIZ H12  2H1  H 0 1 N N N ?      ?      ?      2.573  -5.843  2.504  H12  UIZ 65 
UIZ H11  H11  H 0 1 N N N ?      ?      ?      0.479  -3.960  3.815  H11  UIZ 66 
UIZ H18  H18  H 0 1 N N N ?      ?      ?      -1.973 -4.187  4.033  H18  UIZ 67 
UIZ H19  H19  H 0 1 N N N ?      ?      ?      -3.247 -5.550  2.398  H19  UIZ 68 
UIZ H21  H21  H 0 1 N N N ?      ?      ?      -2.061 -6.688  0.540  H21  UIZ 69 
UIZ H27  H27  H 0 1 N N N ?      ?      ?      0.392  -6.467  0.313  H27  UIZ 70 
# 
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 
UIZ N1  C3   DOUB N N 1  
UIZ N1  HN1  SING N N 2  
UIZ C3  N2   SING N N 3  
UIZ C3  C4   SING N N 4  
UIZ N2  HN21 SING N N 5  
UIZ N2  HN22 SING N N 6  
UIZ C4  C5   DOUB Y N 7  
UIZ C4  C9   SING Y N 8  
UIZ C5  C6   SING Y N 9  
UIZ C5  H5   SING N N 10 
UIZ C6  C7   DOUB Y N 11 
UIZ C6  H6   SING N N 12 
UIZ C7  C10  SING N N 13 
UIZ C7  C8   SING Y N 14 
UIZ C10 C22  SING N N 15 
UIZ C10 N11  SING N N 16 
UIZ C10 H10  SING N N 17 
UIZ C22 C20  SING N N 18 
UIZ C22 C16  SING N N 19 
UIZ C22 H22  SING N N 20 
UIZ C20 O21  DOUB N N 21 
UIZ C20 N19  SING N N 22 
UIZ N19 C23  SING N N 23 
UIZ N19 C17  SING N N 24 
UIZ C23 C24  SING N N 25 
UIZ C23 H231 SING N N 26 
UIZ C23 H232 SING N N 27 
UIZ C24 C32  DOUB Y N 28 
UIZ C24 C25  SING Y N 29 
UIZ C32 C31  SING Y N 30 
UIZ C32 H32  SING N N 31 
UIZ C31 C30  DOUB Y N 32 
UIZ C31 H31  SING N N 33 
UIZ C30 O29  SING N N 34 
UIZ C30 C26  SING Y N 35 
UIZ O29 C28  SING N N 36 
UIZ C28 O27  SING N N 37 
UIZ C28 H281 SING N N 38 
UIZ C28 H282 SING N N 39 
UIZ O27 C26  SING N N 40 
UIZ C26 C25  DOUB Y N 41 
UIZ C25 H25  SING N N 42 
UIZ C17 C16  SING N N 43 
UIZ C17 C1   SING N N 44 
UIZ C17 H17  SING N N 45 
UIZ C16 C15  SING N N 46 
UIZ C16 H16  SING N N 47 
UIZ C15 C14  SING N N 48 
UIZ C15 N11  SING N N 49 
UIZ C15 H15  SING N N 50 
UIZ C14 C13  SING N N 51 
UIZ C14 H141 SING N N 52 
UIZ C14 H142 SING N N 53 
UIZ C13 C12  SING N N 54 
UIZ C13 H131 SING N N 55 
UIZ C13 H132 SING N N 56 
UIZ C12 N11  SING N N 57 
UIZ C12 H121 SING N N 58 
UIZ C12 H122 SING N N 59 
UIZ C8  C9   DOUB Y N 60 
UIZ C8  H8   SING N N 61 
UIZ C9  H9   SING N N 62 
UIZ C1  C2   SING N N 63 
UIZ C1  H11A SING N N 64 
UIZ C1  H12  SING N N 65 
UIZ C2  C11  DOUB Y N 66 
UIZ C2  C27  SING Y N 67 
UIZ C11 C18  SING Y N 68 
UIZ C11 H11  SING N N 69 
UIZ C18 C19  DOUB Y N 70 
UIZ C18 H18  SING N N 71 
UIZ C19 C21  SING Y N 72 
UIZ C19 H19  SING N N 73 
UIZ C21 C27  DOUB Y N 74 
UIZ C21 H21  SING N N 75 
UIZ C27 H27  SING N N 76 
# 
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 
UIZ SMILES           ACDLabs              10.04 O=C2N(C(Cc1ccccc1)C5C2C(c3ccc(C(=[N@H])N)cc3)N4CCCC45)Cc6ccc7OCOc7c6 
UIZ InChI            InChI                1.02b 
InChI=1/C31H32N4O3/c32-30(33)22-11-9-21(10-12-22)29-28-27(23-7-4-14-34(23)29)24(15-19-5-2-1-3-6-19)35(31(28)36)17-20-8-13-25-26(16-20)38-18-37-25/h1-3,5-6,8-13,16,23-24,27-29H,4,7,14-15,17-18H2,(H3,32,33)/t23-,24?,27+,28-,29-/m0/s1/f/h32H,33H2/b32-30- 
UIZ InChIKey         InChI                1.02b APELQVQIJUTSME-JBWBWPBJDV 
UIZ SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(cc1)[C@H]2[C@@H]3[C@H]([C@@H]4CCCN24)[C@H](Cc5ccccc5)N(Cc6ccc7OCOc7c6)C3=O 
UIZ SMILES           CACTVS               3.341 NC(=N)c1ccc(cc1)[CH]2[CH]3[CH]([CH]4CCCN24)[CH](Cc5ccccc5)N(Cc6ccc7OCOc7c6)C3=O 
UIZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)[C@H]2[C@@H]3[C@H]([C@H]4[N@@]2CCC4)[C@@H](N(C3=O)Cc5ccc6c(c5)OCO6)Cc7ccccc7)\N 
UIZ SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)C2C3C(C4N2CCC4)C(N(C3=O)Cc5ccc6c(c5)OCO6)Cc7ccccc7)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 
UIZ "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1S,3aS,4R,8aS,8bR)-2-(1,3-benzodioxol-5-ylmethyl)-1-benzyl-3-oxodecahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzenecarboximidamide                                
UIZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(1S,3aS,4R,5S,8aS,8bR)-2-(1,3-benzodioxol-5-ylmethyl)-3-oxo-1-(phenylmethyl)-1,3a,4,6,7,8,8a,8b-octahydropyrrolo[4,3-a]pyrrolizin-4-yl]benzenecarboximidamide 
# 
