data_32U
# 
_chem_comp.id                                    32U 
_chem_comp.name                                  D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H28 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2007-11-22 
_chem_comp.pdbx_modified_date                    2008-10-24 
_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                        394.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     32U 
_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        2ZDA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
32U N1   N1   N 0 1 N N N 18.534 -13.495 21.702 -1.697 0.608  -0.286 N1   32U 1  
32U C1   C1   C 0 1 N N S 18.402 -12.188 21.106 -0.289 0.768  -0.675 C1   32U 2  
32U C7   C7   C 0 1 N N N 17.055 -12.099 20.411 0.598  0.036  0.299  C7   32U 3  
32U O22  O22  O 0 1 N N N 16.607 -13.059 19.798 0.109  -0.565 1.232  O22  32U 4  
32U N23  N23  N 0 1 N N N 16.440 -10.894 20.488 1.936  0.048  0.133  N23  32U 5  
32U C24  C24  C 0 1 N N N 15.161 -10.826 19.749 2.798  -0.664 1.079  C24  32U 6  
32U C25  C25  C 0 1 Y N N 14.056 -10.814 20.821 4.239  -0.494 0.672  C25  32U 7  
32U C26  C26  C 0 1 Y N N 13.633 -12.011 21.385 4.821  -1.402 -0.195 C26  32U 8  
32U C27  C27  C 0 1 Y N N 12.636 -12.028 22.357 6.140  -1.252 -0.572 C27  32U 9  
32U C28  C28  C 0 1 Y N N 12.038 -10.838 22.783 6.886  -0.182 -0.077 C28  32U 10 
32U C21  C21  C 0 1 N N N 10.885 -10.829 23.903 8.301  -0.015 -0.478 C21  32U 11 
32U N46  N46  N 1 1 N N N 10.595 -9.697  24.528 9.039  -1.082 -0.776 N46  32U 12 
32U N47  N47  N 0 1 N N N 10.235 -11.934 24.195 8.836  1.203  -0.540 N47  32U 13 
32U C29  C29  C 0 1 Y N N 12.472 -9.648  22.210 6.293  0.730  0.796  C29  32U 14 
32U C30  C30  C 0 1 Y N N 13.472 -9.623  21.235 4.972  0.572  1.161  C30  32U 15 
32U C2   C2   C 0 1 N N N 19.493 -12.258 19.996 0.027  2.278  -0.644 C2   32U 16 
32U C3   C3   C 0 1 N N N 20.554 -13.151 20.684 -1.062 2.841  0.308  C3   32U 17 
32U C4   C4   C 0 1 N N N 19.715 -14.279 21.340 -2.276 1.943  -0.046 C4   32U 18 
32U C14  C14  C 0 1 N N N 17.642 -13.900 22.652 -2.353 -0.564 -0.172 C14  32U 19 
32U C5   C5   C 0 1 N N R 17.707 -15.263 23.293 -3.803 -0.580 0.238  C5   32U 20 
32U N13  N13  N 0 1 N N N 16.407 -15.969 23.217 -4.153 -1.912 0.748  N13  32U 21 
32U C33  C33  C 0 1 N N N 18.200 -15.178 24.766 -4.679 -0.251 -0.973 C33  32U 22 
32U O32  O32  O 0 1 N N N 16.747 -13.138 23.007 -1.776 -1.606 -0.400 O32  32U 23 
32U C6   C6   C 0 1 Y N N 19.633 -14.678 24.832 -6.118 -0.146 -0.538 C6   32U 24 
32U C8   C8   C 0 1 Y N N 20.702 -15.489 24.440 -6.925 -1.268 -0.544 C8   32U 25 
32U C9   C9   C 0 1 Y N N 22.008 -15.006 24.509 -8.245 -1.172 -0.145 C9   32U 26 
32U C10  C10  C 0 1 Y N N 22.270 -13.718 24.967 -8.758 0.047  0.260  C10  32U 27 
32U C11  C11  C 0 1 Y N N 21.197 -12.907 25.362 -7.950 1.169  0.266  C11  32U 28 
32U C12  C12  C 0 1 Y N N 19.899 -13.391 25.291 -6.629 1.071  -0.129 C12  32U 29 
32U H1   H1   H 0 1 N N N 18.491 -11.352 21.815 -0.136 0.378  -1.681 H1   32U 30 
32U HN23 HN23 H 0 0 N N N 16.817 -10.121 20.998 2.327  0.529  -0.613 HN23 32U 31 
32U H124 H124 H 0 0 N N N 15.116 -9.915  19.134 2.653  -0.257 2.080  H124 32U 32 
32U H224 H224 H 0 0 N N N 15.047 -11.678 19.062 2.543  -1.723 1.077  H224 32U 33 
32U H26  H26  H 0 1 N N N 14.083 -12.940 21.066 4.243  -2.230 -0.577 H26  32U 34 
32U H27  H27  H 0 1 N N N 12.322 -12.968 22.785 6.594  -1.961 -1.248 H27  32U 35 
32U H146 H146 H 0 0 N N N 11.197 -8.987  24.161 9.967  -0.972 -1.038 H146 32U 36 
32U H246 H246 H 0 0 N N N 9.901  -9.575  25.237 8.650  -1.969 -0.730 H246 32U 37 
32U H147 H147 H 0 0 N N N 9.569  -11.713 24.908 8.298  1.981  -0.323 H147 32U 38 
32U H247 H247 H 0 0 N N N 10.380 -12.832 23.780 9.763  1.313  -0.803 H247 32U 39 
32U H29  H29  H 0 1 N N N 12.024 -8.718  22.527 6.866  1.561  1.183  H29  32U 40 
32U H30  H30  H 0 1 N N N 13.789 -8.684  20.806 4.510  1.280  1.834  H30  32U 41 
32U H12  H12  H 0 1 N N N 19.887 -11.266 19.732 1.023  2.453  -0.237 H12  32U 42 
32U H22  H22  H 0 1 N N N 19.132 -12.647 19.033 -0.067 2.715  -1.638 H22  32U 43 
32U H13  H13  H 0 1 N N N 21.272 -13.556 19.956 -0.771 2.717  1.351  H13  32U 44 
32U H23  H23  H 0 1 N N N 21.165 -12.598 21.413 -1.273 3.887  0.085  H23  32U 45 
32U H14  H14  H 0 1 N N N 19.491 -15.109 20.653 -2.773 2.313  -0.942 H14  32U 46 
32U H24  H24  H 0 1 N N N 20.204 -14.808 22.172 -2.976 1.905  0.789  H24  32U 47 
32U H5   H5   H 0 1 N N N 18.441 -15.849 22.721 -3.968 0.163  1.018  H5   32U 48 
32U H113 H113 H 0 0 N N N 16.059 -16.128 24.141 -4.009 -2.619 0.042  H113 32U 49 
32U H213 H213 H 0 0 N N N 15.754 -15.410 22.707 -3.634 -2.126 1.586  H213 32U 50 
32U H133 H133 H 0 0 N N N 17.553 -14.482 25.320 -4.360 0.697  -1.405 H133 32U 51 
32U H233 H233 H 0 0 N N N 18.158 -16.184 25.209 -4.581 -1.041 -1.718 H233 32U 52 
32U H8   H8   H 0 1 N N N 20.516 -16.491 24.083 -6.525 -2.220 -0.859 H8   32U 53 
32U H9   H9   H 0 1 N N N 22.827 -15.640 24.203 -8.876 -2.048 -0.149 H9   32U 54 
32U H10  H10  H 0 1 N N N 23.284 -13.349 25.017 -9.789 0.122  0.571  H10  32U 55 
32U H11  H11  H 0 1 N N N 21.381 -11.905 25.722 -8.351 2.121  0.582  H11  32U 56 
32U H12A H12A H 0 0 N N N 19.080 -12.758 25.597 -5.997 1.947  -0.120 H12A 32U 57 
# 
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 
32U C24 N23  SING N N 1  
32U C24 C25  SING N N 2  
32U O22 C7   DOUB N N 3  
32U C2  C3   SING N N 4  
32U C2  C1   SING N N 5  
32U C7  N23  SING N N 6  
32U C7  C1   SING N N 7  
32U C3  C4   SING N N 8  
32U C25 C30  DOUB N N 9  
32U C25 C26  SING N N 10 
32U C1  N1   SING N N 11 
32U C30 C29  SING Y N 12 
32U C4  N1   SING Y N 13 
32U C26 C27  DOUB Y N 14 
32U N1  C14  SING N N 15 
32U C29 C28  DOUB Y N 16 
32U C27 C28  SING N N 17 
32U C14 O32  DOUB N N 18 
32U C14 C5   SING N N 19 
32U C28 C21  SING N N 20 
32U N13 C5   SING N N 21 
32U C5  C33  SING N N 22 
32U C21 N47  SING N N 23 
32U C21 N46  DOUB N N 24 
32U C8  C9   DOUB Y N 25 
32U C8  C6   SING N N 26 
32U C9  C10  SING Y N 27 
32U C33 C6   SING N N 28 
32U C6  C12  DOUB N N 29 
32U C10 C11  DOUB N N 30 
32U C12 C11  SING N N 31 
32U C1  H1   SING N N 32 
32U N23 HN23 SING N N 33 
32U C24 H124 SING N N 34 
32U C24 H224 SING N N 35 
32U C26 H26  SING N N 36 
32U C27 H27  SING N N 37 
32U N46 H146 SING N N 38 
32U N46 H246 SING N N 39 
32U N47 H147 SING N N 40 
32U N47 H247 SING N N 41 
32U C29 H29  SING N N 42 
32U C30 H30  SING N N 43 
32U C2  H12  SING N N 44 
32U C2  H22  SING N N 45 
32U C3  H13  SING N N 46 
32U C3  H23  SING N N 47 
32U C4  H14  SING N N 48 
32U C4  H24  SING Y N 49 
32U C5  H5   SING Y N 50 
32U N13 H113 SING Y N 51 
32U N13 H213 SING N N 52 
32U C33 H133 SING Y N 53 
32U C33 H233 SING N N 54 
32U C8  H8   SING Y N 55 
32U C9  H9   SING N N 56 
32U C10 H10  SING N N 57 
32U C11 H11  SING Y N 58 
32U C12 H12A SING N N 59 
# 
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 
32U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[NH2+])\N)cc1)C3N(C(=O)C(N)Cc2ccccc2)CCC3 
32U InChI            InChI                1.02b 
InChI=1/C22H27N5O2/c23-18(13-15-5-2-1-3-6-15)22(29)27-12-4-7-19(27)21(28)26-14-16-8-10-17(11-9-16)20(24)25/h1-3,5-6,8-11,18-19H,4,7,12-14,23H2,(H3,24,25)(H,26,28)/p+1/t18-,19+/m1/s1/fC22H28N5O2/h26H,24-25H2/q+1 
32U InChIKey         InChI                1.02b VZFTWWJAUZOJDH-DYLQGRJNDC 
32U SMILES_CANONICAL CACTVS               3.341 N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3ccc(cc3)C(N)=[NH2+] 
32U SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3ccc(cc3)C(N)=[NH2+] 
32U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3ccc(cc3)C(=[NH2+])N)N 
32U SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3ccc(cc3)C(=[NH2+])N)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 
32U "SYSTEMATIC NAME" ACDLabs              10.04 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide                                                       
32U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[4-[[[(2S)-1-[(2R)-2-amino-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]methyl]phenyl]methylidene]azanium 
# 
