data_AZL # _chem_comp.id AZL _chem_comp.name "1-ETHOXYCARBONYL-D-PHE-PRO-2(4-AMINOBUTYL)HYDRAZINE" _chem_comp.type peptide-like _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 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 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 Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1AE8 _chem_comp.pdbx_subcomponent_list "01F DPN PRO 01H" _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 C23 C23 C 0 1 N N N 16.770 -18.354 23.828 -3.265 1.699 -0.087 C 01F 1 AZL O23 O23 O 0 1 N N N 17.833 -18.734 23.383 -3.795 1.143 -1.028 O 01F 2 AZL O24 O24 O 0 1 N N N 15.667 -19.084 23.978 -3.618 2.958 0.237 O1 01F 3 AZL C24 C24 C 0 1 N N N 14.603 -19.408 23.099 -4.638 3.588 -0.582 C1 01F 4 AZL C25 C25 C 0 1 N N N 13.910 -20.709 23.556 -4.905 5.003 -0.065 C2 01F 5 AZL N9 N9 N 0 1 N N N 16.774 -17.026 24.138 -2.324 1.057 0.633 N DPN 6 AZL C15 C15 C 0 1 N N R 18.006 -16.279 24.020 -1.940 -0.312 0.281 CA DPN 7 AZL C14 C14 C 0 1 N N N 17.775 -14.922 23.334 -0.539 -0.581 0.768 C DPN 8 AZL O14 O14 O 0 1 N N N 16.860 -14.180 23.667 -0.039 0.139 1.605 O DPN 9 AZL C16 C16 C 0 1 N N N 18.591 -16.095 25.423 -2.907 -1.298 0.938 CB DPN 10 AZL C17 C17 C 0 1 Y N N 19.994 -15.576 25.413 -4.284 -1.116 0.355 CG DPN 11 AZL C18 C18 C 0 1 Y N N 21.054 -16.316 24.877 -4.665 -1.842 -0.758 CD1 DPN 12 AZL C22 C22 C 0 1 Y N N 20.253 -14.336 25.981 -5.169 -0.227 0.936 CD2 DPN 13 AZL C19 C19 C 0 1 Y N N 22.359 -15.824 24.916 -5.928 -1.675 -1.294 CE1 DPN 14 AZL C21 C21 C 0 1 Y N N 21.551 -13.839 26.029 -6.431 -0.057 0.398 CE2 DPN 15 AZL C20 C20 C 0 1 Y N N 22.606 -14.580 25.499 -6.811 -0.782 -0.716 CZ DPN 16 AZL N8 N8 N 0 1 N N N 18.665 -14.539 22.463 0.158 -1.623 0.272 N PRO 17 AZL C9 C9 C 0 1 N N S 18.536 -13.217 21.859 1.564 -1.932 0.569 CA PRO 18 AZL C8 C8 C 0 1 N N N 17.172 -13.036 21.135 2.446 -0.801 0.105 C PRO 19 AZL O8 O8 O 0 1 N N N 16.716 -13.959 20.514 1.955 0.173 -0.424 O PRO 20 AZL C10 C10 C 0 1 N N N 19.688 -13.094 20.863 1.921 -3.224 -0.197 CB PRO 21 AZL C11 C11 C 0 1 N N N 20.550 -14.346 21.015 0.536 -3.882 -0.431 CG PRO 22 AZL C12 C12 C 0 1 N N N 19.803 -15.289 21.949 -0.364 -2.642 -0.656 CD PRO 23 AZL N1 N1 N 0 1 N N N 10.571 -12.971 24.084 10.602 1.625 -0.243 N1 01H 24 AZL C2 C2 C 0 1 N N N 10.996 -12.161 22.997 9.189 1.908 -0.528 C2 01H 25 AZL C3 C3 C 0 1 N N N 12.330 -12.569 22.512 8.327 0.740 -0.044 C3 01H 26 AZL C4 C4 C 0 1 N N N 12.968 -11.561 21.589 6.855 1.036 -0.341 C4 01H 27 AZL C5 C5 C 0 1 N N N 14.450 -11.466 21.870 5.993 -0.132 0.143 C5 01H 28 AZL N6 N6 N 0 1 N N N 15.335 -11.525 20.724 4.580 0.152 -0.142 N6 01H 29 AZL N7 N7 N 0 1 N N N 16.647 -11.766 21.051 3.781 -0.873 0.278 N7 01H 30 AZL H241 H241 H 0 0 N N N 13.870 -18.588 23.100 -4.295 3.637 -1.615 H241 01F 31 AZL H242 H242 H 0 0 N N N 15.002 -19.548 22.084 -5.557 3.003 -0.531 H242 01F 32 AZL H251 H251 H 0 0 N N N 13.087 -20.949 22.866 -5.248 4.954 0.968 H251 01F 33 AZL H252 H252 H 0 0 N N N 14.640 -21.532 23.556 -3.987 5.587 -0.116 H252 01F 34 AZL H253 H253 H 0 0 N N N 13.509 -20.574 24.571 -5.671 5.476 -0.680 H253 01F 35 AZL HN9 HN9 H 0 1 N N N 15.935 -16.575 24.443 -1.901 1.502 1.385 H DPN 36 AZL H15 H15 H 0 1 N N N 18.715 -16.834 23.389 -1.978 -0.433 -0.802 HA DPN 37 AZL H161 H161 H 0 0 N N N 17.961 -15.375 25.967 -2.566 -2.318 0.755 HB2 DPN 38 AZL H162 H162 H 0 0 N N N 18.589 -17.072 25.928 -2.940 -1.114 2.012 HB3 DPN 39 AZL H18 H18 H 0 1 N N N 20.860 -17.279 24.428 -3.975 -2.539 -1.210 HD1 DPN 40 AZL H22 H22 H 0 1 N N N 19.440 -13.753 26.389 -4.873 0.337 1.808 HD2 DPN 41 AZL H19 H19 H 0 1 N N N 23.171 -16.401 24.499 -6.225 -2.241 -2.164 HE1 DPN 42 AZL H21 H21 H 0 1 N N N 21.742 -12.876 26.478 -7.121 0.641 0.849 HE2 DPN 43 AZL H20 H20 H 0 1 N N N 23.613 -14.192 25.539 -7.798 -0.651 -1.134 HZ DPN 44 AZL H9 H9 H 0 1 N N N 18.574 -12.437 22.633 1.692 -2.086 1.640 HA PRO 45 AZL H101 H101 H 0 0 N N N 19.298 -13.022 19.837 2.402 -2.989 -1.146 HB2 PRO 46 AZL H102 H102 H 0 0 N N N 20.283 -12.194 21.078 2.557 -3.868 0.410 HB3 PRO 47 AZL H111 H111 H 0 0 N N N 20.707 -14.823 20.036 0.551 -4.520 -1.315 HG2 PRO 48 AZL H112 H112 H 0 0 N N N 21.531 -14.085 21.440 0.216 -4.443 0.447 HG3 PRO 49 AZL H121 H121 H 0 0 N N N 20.456 -15.613 22.773 -1.401 -2.878 -0.417 HD2 PRO 50 AZL H122 H122 H 0 0 N N N 19.462 -16.182 21.404 -0.281 -2.295 -1.686 HD3 PRO 51 AZL HN11 HN11 H 0 0 N N N 9.667 -12.672 24.390 11.192 2.382 -0.554 HN11 01H 52 AZL HN12 HN12 H 0 0 N N N 10.524 -13.926 23.790 10.742 1.436 0.738 HN12 01H 53 AZL H21A H21A H 0 0 N N N 10.273 -12.262 22.174 8.890 2.819 -0.011 H21A 01H 54 AZL H22A H22A H 0 0 N N N 11.044 -11.114 23.331 9.054 2.039 -1.602 H22A 01H 55 AZL H31 H31 H 0 1 N N N 12.987 -12.699 23.385 8.626 -0.171 -0.562 H31 01H 56 AZL H32 H32 H 0 1 N N N 12.220 -13.516 21.963 8.462 0.609 1.029 H32 01H 57 AZL H41 H41 H 0 1 N N N 12.816 -11.876 20.546 6.556 1.947 0.177 H41 01H 58 AZL H42 H42 H 0 1 N N N 12.504 -10.577 21.750 6.720 1.167 -1.415 H42 01H 59 AZL H51 H51 H 0 1 N N N 14.625 -10.499 22.365 6.292 -1.043 -0.375 H51 01H 60 AZL H52 H52 H 0 1 N N N 14.711 -12.311 22.524 6.128 -0.263 1.216 H52 01H 61 AZL HN6 HN6 H 0 1 N N N 15.023 -12.265 20.128 4.296 1.026 0.274 HN6 01H 62 AZL HN7 HN7 H 0 1 N N N 17.246 -10.987 21.236 4.174 -1.653 0.701 HN7 01H 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 12.01 "O=C(NNCCCCN)C2N(C(=O)C(NC(=O)OCC)Cc1ccccc1)CCC2" AZL SMILES_CANONICAL CACTVS 3.370 "CCOC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NNCCCCN" AZL SMILES CACTVS 3.370 "CCOC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NNCCCCN" AZL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCOC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NNCCCCN" AZL SMILES "OpenEye OEToolkits" 1.7.0 "CCOC(=O)NC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NNCCCCN" AZL InChI InChI 1.03 "InChI=1S/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" AZL InChIKey InChI 1.03 AEHSFPPTWRQOFS-MSOLQXFVSA-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 AZL "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl {(2R)-1-[(2S)-2-{[2-(4-aminobutyl)hydrazinyl]carbonyl}pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl}carbamate (non-preferred name)" AZL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "ethyl N-[(2R)-1-[(2S)-2-[(4-azanylbutylamino)carbamoyl]pyrrolidin-1-yl]-1-oxo-3-phenyl-propan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AZL "Create component" 1999-07-08 RCSB AZL "Modify subcomponent list" 2011-02-22 RCSB AZL "Modify descriptor" 2011-06-04 RCSB #