data_AZL
# 
_chem_comp.id                                    AZL 
_chem_comp.name                                  1-ETHOXYCARBONYL-D-PHE-PRO-2(4-AMINOBUTYL)HYDRAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H33 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        419.518 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AZL 
_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        1AE8 
_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 
AZL N1   N1   N 0 1 N N N 10.571 -12.971 24.084 1.419  0.029  -10.621 N1   AZL 1  
AZL C2   C2   C 0 1 N N N 10.996 -12.161 22.997 1.807  0.294  -9.229  C2   AZL 2  
AZL C3   C3   C 0 1 N N N 12.330 -12.569 22.512 0.641  -0.052 -8.301  C3   AZL 3  
AZL C4   C4   C 0 1 N N N 12.968 -11.561 21.589 1.045  0.223  -6.851  C4   AZL 4  
AZL C5   C5   C 0 1 N N N 14.450 -11.466 21.870 -0.119 -0.122 -5.922  C5   AZL 5  
AZL N6   N6   N 0 1 N N N 15.335 -11.525 20.724 0.268  0.142  -4.530  N6   AZL 6  
AZL N7   N7   N 0 1 N N N 16.647 -11.766 21.051 -0.807 -0.184 -3.754  N7   AZL 7  
AZL C8   C8   C 0 1 N N N 17.172 -13.036 21.135 -0.740 -0.042 -2.415  C8   AZL 8  
AZL O8   O8   O 0 1 N N N 16.716 -13.959 20.514 0.274  0.376  -1.900  O8   AZL 9  
AZL C9   C9   C 0 1 N N S 18.536 -13.217 21.859 -1.926 -0.402 -1.559  C9   AZL 10 
AZL N8   N8   N 0 1 N N N 18.665 -14.539 22.463 -1.626 -0.154 -0.141  N8   AZL 11 
AZL C10  C10  C 0 1 N N N 19.688 -13.094 20.863 -3.133 0.484  -1.934  C10  AZL 12 
AZL C11  C11  C 0 1 N N N 20.550 -14.346 21.015 -3.797 0.768  -0.561  C11  AZL 13 
AZL C12  C12  C 0 1 N N N 19.803 -15.289 21.949 -2.562 0.863  0.368   C12  AZL 14 
AZL C14  C14  C 0 1 N N N 17.775 -14.922 23.334 -0.653 -0.754 0.571   C14  AZL 15 
AZL O14  O14  O 0 1 N N N 16.860 -14.180 23.667 -0.001 -1.649 0.075   O14  AZL 16 
AZL C15  C15  C 0 1 N N R 18.006 -16.279 24.020 -0.374 -0.314 1.985   C15  AZL 17 
AZL N9   N9   N 0 1 N N N 16.774 -17.026 24.138 1.024  -0.595 2.317   N9   AZL 18 
AZL C16  C16  C 0 1 N N N 18.591 -16.095 25.423 -1.289 -1.076 2.946   C16  AZL 19 
AZL C17  C17  C 0 1 Y N N 19.994 -15.576 25.413 -1.110 -0.539 4.343   C17  AZL 20 
AZL C18  C18  C 0 1 Y N N 21.054 -16.316 24.877 -1.897 0.505  4.788   C18  AZL 21 
AZL C19  C19  C 0 1 Y N N 22.359 -15.824 24.916 -1.732 0.997  6.069   C19  AZL 22 
AZL C20  C20  C 0 1 Y N N 22.606 -14.580 25.499 -0.780 0.444  6.905   C20  AZL 23 
AZL C21  C21  C 0 1 Y N N 21.551 -13.839 26.029 0.006  -0.601 6.460   C21  AZL 24 
AZL C22  C22  C 0 1 Y N N 20.253 -14.336 25.981 -0.161 -1.096 5.180   C22  AZL 25 
AZL C23  C23  C 0 1 N N N 16.770 -18.354 23.828 1.676  0.186  3.201   C23  AZL 26 
AZL O23  O23  O 0 1 N N N 17.833 -18.734 23.383 1.104  1.123  3.722   O23  AZL 27 
AZL O24  O24  O 0 1 N N N 15.667 -19.084 23.978 2.962  -0.071 3.506   O24  AZL 28 
AZL C24  C24  C 0 1 N N N 14.603 -19.408 23.099 3.665  0.770  4.458   C24  AZL 29 
AZL C25  C25  C 0 1 N N N 13.910 -20.709 23.556 5.099  0.263  4.624   C25  AZL 30 
AZL HN11 1HN1 H 0 0 N N N 9.649  -12.689 24.419 1.295  -0.968 -10.703 HN11 AZL 31 
AZL HN12 2HN1 H 0 0 N N N 11.257 -12.975 24.838 2.213  0.270  -11.195 HN12 AZL 32 
AZL H21A 1H2  H 0 0 N N N 10.245 -12.155 22.172 2.060  1.348  -9.117  H21A AZL 33 
AZL H22A 2H2  H 0 0 N N N 10.970 -11.077 23.259 2.671  -0.316 -8.971  H22A AZL 34 
AZL H31  1H3  H 0 1 N N N 13.005 -12.804 23.366 0.388  -1.106 -8.413  H31  AZL 35 
AZL H32  2H3  H 0 1 N N N 12.284 -13.573 22.029 -0.223 0.558  -8.559  H32  AZL 36 
AZL H41  1H4  H 0 1 N N N 12.759 -11.786 20.517 1.299  1.278  -6.739  H41  AZL 37 
AZL H42  2H4  H 0 1 N N N 12.467 -10.566 21.647 1.910  -0.387 -6.592  H42  AZL 38 
AZL H51  1H5  H 0 1 N N N 14.660 -10.542 22.457 -0.372 -1.176 -6.034  H51  AZL 39 
AZL H52  2H5  H 0 1 N N N 14.741 -12.249 22.608 -0.984 0.488  -6.181  H52  AZL 40 
AZL HN6  HN6  H 0 1 N N N 15.254 -10.677 20.162 0.392  1.140  -4.449  HN6  AZL 41 
AZL HN7  HN7  H 0 1 N N N 17.256 -10.969 21.239 -1.619 -0.518 -4.166  HN7  AZL 42 
AZL H9   H9   H 0 1 N N N 18.574 -12.426 22.643 -2.180 -1.453 -1.701  H9   AZL 43 
AZL H101 1H10 H 0 0 N N N 19.344 -12.924 19.815 -3.818 -0.050 -2.591  H101 AZL 44 
AZL H102 2H10 H 0 0 N N N 20.266 -12.148 20.978 -2.796 1.411  -2.398  H102 AZL 45 
AZL H111 1H11 H 0 0 N N N 20.816 -14.815 20.039 -4.448 -0.054 -0.264  H111 AZL 46 
AZL H112 2H11 H 0 0 N N N 21.588 -14.124 21.354 -4.346 1.710  -0.579  H112 AZL 47 
AZL H121 1H12 H 0 0 N N N 20.447 -15.720 22.750 -2.843 0.638  1.397   H121 AZL 48 
AZL H122 2H12 H 0 0 N N N 19.516 -16.253 21.468 -2.115 1.855  0.305   H122 AZL 49 
AZL H15  H15  H 0 1 N N N 18.725 -16.842 23.380 -0.562 0.755  2.076   H15  AZL 50 
AZL HN9  HN9  H 0 1 N N N 15.894 -16.609 24.444 1.480  -1.343 1.902   HN9  AZL 51 
AZL H161 1H16 H 0 0 N N N 17.932 -15.445 26.045 -2.327 -0.948 2.638   H161 AZL 52 
AZL H162 2H16 H 0 0 N N N 18.522 -17.041 26.008 -1.034 -2.135 2.928   H162 AZL 53 
AZL H18  H18  H 0 1 N N N 20.858 -17.299 24.417 -2.641 0.937  4.135   H18  AZL 54 
AZL H19  H19  H 0 1 N N N 23.188 -16.413 24.489 -2.347 1.814  6.417   H19  AZL 55 
AZL H20  H20  H 0 1 N N N 23.634 -14.182 25.540 -0.651 0.829  7.906   H20  AZL 56 
AZL H21  H21  H 0 1 N N N 21.744 -12.855 26.488 0.750  -1.033 7.113   H21  AZL 57 
AZL H22  H22  H 0 1 N N N 19.422 -13.741 26.396 0.453  -1.913 4.832   H22  AZL 58 
AZL H241 1H24 H 0 0 N N N 13.879 -18.566 22.993 3.154  0.735  5.420   H241 AZL 59 
AZL H242 2H24 H 0 0 N N N 14.942 -19.467 22.038 3.682  1.796  4.092   H242 AZL 60 
AZL H251 1H25 H 0 0 N N N 13.073 -20.963 22.864 5.627  0.895  5.339   H251 AZL 61 
AZL H252 2H25 H 0 0 N N N 14.633 -21.550 23.662 5.082  -0.762 4.990   H252 AZL 62 
AZL H253 3H25 H 0 0 N N N 13.570 -20.649 24.616 5.610  0.298  3.662   H253 AZL 63 
# 
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 
AZL N1  C2   SING N N 1  
AZL N1  HN11 SING N N 2  
AZL N1  HN12 SING N N 3  
AZL C2  C3   SING N N 4  
AZL C2  H21A SING N N 5  
AZL C2  H22A SING N N 6  
AZL C3  C4   SING N N 7  
AZL C3  H31  SING N N 8  
AZL C3  H32  SING N N 9  
AZL C4  C5   SING N N 10 
AZL C4  H41  SING N N 11 
AZL C4  H42  SING N N 12 
AZL C5  N6   SING N N 13 
AZL C5  H51  SING N N 14 
AZL C5  H52  SING N N 15 
AZL N6  N7   SING N N 16 
AZL N6  HN6  SING N N 17 
AZL N7  C8   SING N N 18 
AZL N7  HN7  SING N N 19 
AZL C8  O8   DOUB N N 20 
AZL C8  C9   SING N N 21 
AZL C9  N8   SING N N 22 
AZL C9  C10  SING N N 23 
AZL C9  H9   SING N N 24 
AZL N8  C12  SING N N 25 
AZL N8  C14  SING N N 26 
AZL C10 C11  SING N N 27 
AZL C10 H101 SING N N 28 
AZL C10 H102 SING N N 29 
AZL C11 C12  SING N N 30 
AZL C11 H111 SING N N 31 
AZL C11 H112 SING N N 32 
AZL C12 H121 SING N N 33 
AZL C12 H122 SING N N 34 
AZL C14 O14  DOUB N N 35 
AZL C14 C15  SING N N 36 
AZL C15 N9   SING N N 37 
AZL C15 C16  SING N N 38 
AZL C15 H15  SING N N 39 
AZL N9  C23  SING N N 40 
AZL N9  HN9  SING N N 41 
AZL C16 C17  SING N N 42 
AZL C16 H161 SING N N 43 
AZL C16 H162 SING N N 44 
AZL C17 C18  DOUB Y N 45 
AZL C17 C22  SING Y N 46 
AZL C18 C19  SING Y N 47 
AZL C18 H18  SING N N 48 
AZL C19 C20  DOUB Y N 49 
AZL C19 H19  SING N N 50 
AZL C20 C21  SING Y N 51 
AZL C20 H20  SING N N 52 
AZL C21 C22  DOUB Y N 53 
AZL C21 H21  SING N N 54 
AZL C22 H22  SING N N 55 
AZL C23 O23  DOUB N N 56 
AZL C23 O24  SING N N 57 
AZL O24 C24  SING N N 58 
AZL C24 C25  SING N N 59 
AZL C24 H241 SING N N 60 
AZL C24 H242 SING N N 61 
AZL C25 H251 SING N N 62 
AZL C25 H252 SING N N 63 
AZL C25 H253 SING N N 64 
# 
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 
AZL SMILES           ACDLabs              10.04 O=C(NNCCCCN)C2N(C(=O)C(NC(=O)OCC)Cc1ccccc1)CCC2                                                                                                                                                 
AZL InChI            InChI                1.02b InChI=1/C21H33N5O4/c1-2-30-21(29)24-17(15-16-9-4-3-5-10-16)20(28)26-14-8-11-18(26)19(27)25-23-13-7-6-12-22/h3-5,9-10,17-18,23H,2,6-8,11-15,22H2,1H3,(H,24,29)(H,25,27)/t17-,18+/m1/s1/f/h24-25H 
AZL InChIKey         InChI                1.02b AEHSFPPTWRQOFS-HNBDTODHDC                                                                                                                                                                       
AZL SMILES_CANONICAL CACTVS               3.341 CCOC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NNCCCCN                                                                                                                                           
AZL SMILES           CACTVS               3.341 CCOC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NNCCCCN                                                                                                                                             
AZL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NNCCCCN                                                                                                                                           
AZL SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)NC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NNCCCCN                                                                                                                                                   
# 
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 
AZL "SYSTEMATIC NAME" ACDLabs              10.04 "ethyl {(1R)-2-[(2S)-2-{[2-(4-aminobutyl)hydrazino]carbonyl}pyrrolidin-1-yl]-1-benzyl-2-oxoethyl}carbamate (non-preferred name)" 
AZL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl N-[(2R)-1-[(2S)-2-[(4-aminobutylamino)carbamoyl]pyrrolidin-1-yl]-1-oxo-3-phenyl-propan-2-yl]carbamate"                    
# 
