data_GAN
# 
_chem_comp.id                                    GAN 
_chem_comp.name                                  2-[3-BENZYL-5-(1-ALANYL-AMINOETHYL)-2,3,6,7-TETRAHYDRO-1H-AZEPIN-1-YL]-1-OXOPROPYL-VALINYL-VALINE-METHYLESTER 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H51 N5 O5" 
_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                        585.778 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GAN 
_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        1HBV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GAN N1   N1   N 0 1 N N N -4.428  16.771 18.898 -6.335 -0.173 -5.214 N1   GAN 1  
GAN C2   C2   C 0 1 N N S -4.368  17.218 20.328 -5.127 -0.399 -4.409 C2   GAN 2  
GAN C3   C3   C 0 1 N N N -3.362  18.372 20.475 -5.091 -1.855 -3.940 C3   GAN 3  
GAN C4   C4   C 0 1 N N N -5.760  17.700 20.729 -3.906 -0.109 -5.244 C4   GAN 4  
GAN O5   O5   O 0 1 N N N -6.283  18.590 20.058 -3.937 -0.284 -6.443 O5   GAN 5  
GAN N6   N6   N 0 1 N N N -6.357  17.156 21.779 -2.781 0.343  -4.657 N6   GAN 6  
GAN C7   C7   C 0 1 N N S -7.683  17.564 22.218 -1.594 0.624  -5.468 C7   GAN 7  
GAN C8   C8   C 0 1 N N N -8.705  16.717 21.472 -1.630 2.080  -5.937 C8   GAN 8  
GAN C9   C9   C 0 1 N N N -7.694  17.345 23.727 -0.354 0.393  -4.642 C9   GAN 9  
GAN C10  C10  C 0 1 N N N -7.053  18.271 24.548 0.519  -0.489 -5.015 C10  GAN 10 
GAN C11  C11  C 0 1 N N R -7.006  18.130 26.090 1.764  -0.717 -4.179 C11  GAN 11 
GAN C12  C12  C 0 1 N N N -5.896  19.021 26.648 2.432  0.624  -3.872 C12  GAN 12 
GAN C13  C13  C 0 1 Y N N -4.621  18.440 26.061 3.928  0.446  -3.848 C13  GAN 13 
GAN C14  C14  C 0 1 Y N N -3.837  19.234 25.219 4.662  0.609  -5.009 C14  GAN 14 
GAN C15  C15  C 0 1 Y N N -2.721  18.687 24.585 6.035  0.446  -4.987 C15  GAN 15 
GAN C16  C16  C 0 1 Y N N -2.398  17.352 24.789 6.673  0.120  -3.805 C16  GAN 16 
GAN C17  C17  C 0 1 Y N N -3.180  16.566 25.633 5.940  -0.040 -2.645 C17  GAN 17 
GAN C18  C18  C 0 1 Y N N -4.290  17.096 26.277 4.568  0.126  -2.665 C18  GAN 18 
GAN C19  C19  C 0 1 N N N -8.340  18.440 26.767 1.346  -1.397 -2.873 C19  GAN 19 
GAN C20  C20  C 0 1 N N N -8.308  16.071 24.274 -0.126 1.191  -3.373 C20  GAN 20 
GAN C21  C21  C 0 1 N N N -8.842  16.131 25.739 -0.283 0.246  -2.178 C21  GAN 21 
GAN N22  N22  N 0 1 N N N -9.322  17.468 26.209 0.967  -0.421 -1.868 N22  GAN 22 
GAN C23  C23  C 0 1 N N S -10.734 17.552 26.653 0.750  -1.163 -0.619 C23  GAN 23 
GAN C24  C24  C 0 1 N N N -11.512 16.770 25.572 2.009  -1.962 -0.276 C24  GAN 24 
GAN C25  C25  C 0 1 N N N -11.187 17.144 28.089 0.452  -0.194 0.494  C25  GAN 25 
GAN O26  O26  O 0 1 N N N -10.883 17.863 29.048 0.770  0.971  0.386  O26  GAN 26 
GAN N27  N27  N 0 1 N N N -11.916 16.021 28.246 -0.169 -0.622 1.611  N27  GAN 27 
GAN C28  C28  C 0 1 N N S -12.428 15.510 29.515 -0.459 0.320  2.695  C28  GAN 28 
GAN C29  C29  C 0 1 N N N -13.448 14.302 29.247 -1.839 0.942  2.473  C29  GAN 29 
GAN C30  C30  C 0 1 N N N -14.296 14.147 30.466 -2.912 -0.143 2.583  C30  GAN 30 
GAN C31  C31  C 0 1 N N N -12.794 12.971 28.962 -2.091 2.016  3.533  C31  GAN 31 
GAN C32  C32  C 0 1 N N N -11.297 15.075 30.450 -0.443 -0.409 4.013  C32  GAN 32 
GAN O33  O33  O 0 1 N N N -10.354 14.382 30.032 -0.702 -1.593 4.054  O33  GAN 33 
GAN N34  N34  N 0 1 N N N -11.405 15.449 31.711 -0.141 0.253  5.147  N34  GAN 34 
GAN C35  C35  C 0 1 N N S -10.458 15.095 32.766 -0.226 -0.430 6.440  C35  GAN 35 
GAN C37  C37  C 0 1 N N N -9.235  16.034 33.034 1.121  -1.078 6.763  C37  GAN 36 
GAN C38  C38  C 0 1 N N N -8.809  16.948 31.916 2.204  0.000  6.827  C38  GAN 37 
GAN C39  C39  C 0 1 N N N -8.081  15.070 33.178 1.032  -1.792 8.114  C39  GAN 38 
GAN C40  C40  C 0 1 N N N -11.390 15.250 33.991 -0.573 0.568  7.514  C40  GAN 39 
GAN O36  O36  O 0 1 N N N -12.024 16.312 34.142 -0.734 1.731  7.229  O36  GAN 40 
GAN O41  O41  O 0 1 N N N -11.890 14.167 34.625 -0.705 0.165  8.788  O41  GAN 41 
GAN C42  C42  C 0 1 N N N -12.454 13.101 33.796 -1.040 1.127  9.822  C42  GAN 42 
GAN HN11 1HN1 H 0 0 N N N -5.095  16.005 18.800 -7.118 -0.476 -4.653 HN11 GAN 43 
GAN HN12 2HN1 H 0 0 N N N -3.507  16.524 18.535 -6.281 -0.802 -6.001 HN12 GAN 44 
GAN H2   H2   H 0 1 N N N -4.041  16.375 20.981 -5.140 0.261  -3.542 H2   GAN 45 
GAN H31  1H3  H 0 1 N N N -3.317  18.704 21.538 -5.974 -2.064 -3.336 H31  GAN 46 
GAN H32  2H3  H 0 1 N N N -2.355  18.102 20.078 -5.079 -2.515 -4.807 H32  GAN 47 
GAN H33  3H3  H 0 1 N N N -3.589  19.215 19.782 -4.195 -2.022 -3.343 H33  GAN 48 
GAN HN6  HN6  H 0 1 N N N -5.804  16.434 22.242 -2.756 0.482  -3.697 HN6  GAN 49 
GAN H7   H7   H 0 1 N N N -7.935  18.628 22.003 -1.581 -0.036 -6.335 H7   GAN 50 
GAN H81  1H8  H 0 1 N N N -9.721  17.029 21.808 -1.642 2.741  -5.070 H81  GAN 51 
GAN H82  2H8  H 0 1 N N N -8.582  16.767 20.364 -0.747 2.289  -6.541 H82  GAN 52 
GAN H83  3H8  H 0 1 N N N -8.528  15.622 21.591 -2.526 2.247  -6.534 H83  GAN 53 
GAN H10  H10  H 0 1 N N N -6.591  19.100 23.987 0.361  -1.060 -5.918 H10  GAN 54 
GAN H11  H11  H 0 1 N N N -6.789  17.060 26.318 2.459  -1.358 -4.721 H11  GAN 55 
GAN H121 1H12 H 0 0 N N N -6.037  20.108 26.446 2.164  1.348  -4.642 H121 GAN 56 
GAN H122 2H12 H 0 0 N N N -5.891  19.102 27.760 2.094  0.985  -2.901 H122 GAN 57 
GAN H14  H14  H 0 1 N N N -4.099  20.292 25.054 4.163  0.863  -5.932 H14  GAN 58 
GAN H15  H15  H 0 1 N N N -2.095  19.309 23.923 6.608  0.572  -5.893 H15  GAN 59 
GAN H16  H16  H 0 1 N N N -1.521  16.916 24.281 7.746  -0.007 -3.788 H16  GAN 60 
GAN H17  H17  H 0 1 N N N -2.916  15.507 25.793 6.439  -0.295 -1.721 H17  GAN 61 
GAN H18  H18  H 0 1 N N N -4.896  16.462 26.946 3.995  0.000  -1.759 H18  GAN 62 
GAN H191 1H19 H 0 0 N N N -8.286  18.427 27.880 2.180  -1.991 -2.497 H191 GAN 63 
GAN H192 2H19 H 0 0 N N N -8.656  19.503 26.658 0.500  -2.056 -3.068 H192 GAN 64 
GAN H201 1H20 H 0 0 N N N -9.118  15.722 23.592 -0.862 1.993  -3.306 H201 GAN 65 
GAN H202 2H20 H 0 0 N N N -7.582  15.230 24.172 0.878  1.612  -3.379 H202 GAN 66 
GAN H211 1H21 H 0 0 N N N -9.644  15.370 25.880 -1.039 -0.502 -2.412 H211 GAN 67 
GAN H212 2H21 H 0 0 N N N -8.068  15.739 26.439 -0.606 0.820  -1.310 H212 GAN 68 
GAN H23  H23  H 0 1 N N N -10.943 18.642 26.757 -0.090 -1.845 -0.743 H23  GAN 69 
GAN H241 1H24 H 0 0 N N N -12.573 16.833 25.905 2.878  -1.305 -0.312 H241 GAN 70 
GAN H242 2H24 H 0 0 N N N -11.336 17.128 24.530 1.912  -2.381 0.724  H242 GAN 71 
GAN H243 3H24 H 0 0 N N N -11.144 15.730 25.404 2.135  -2.770 -0.997 H243 GAN 72 
GAN HN7  HN7  H 0 1 N N N -12.087 15.536 27.365 -0.423 -1.554 1.698  HN7  GAN 73 
GAN H28  H28  H 0 1 N N N -12.973 16.337 30.026 0.295  1.106  2.705  H28  GAN 74 
GAN H29  H29  H 0 1 N N N -14.025 14.569 28.331 -1.880 1.393  1.482  H29  GAN 75 
GAN H301 1H30 H 0 0 N N N -15.005 13.307 30.279 -3.895 0.299  2.425  H301 GAN 76 
GAN H302 2H30 H 0 0 N N N -13.697 14.010 31.396 -2.733 -0.908 1.828  H302 GAN 77 
GAN H303 3H30 H 0 0 N N N -14.810 15.091 30.759 -2.872 -0.594 3.574  H303 GAN 78 
GAN H311 1H31 H 0 0 N N N -13.503 12.131 28.775 -1.989 1.578  4.526  H311 GAN 79 
GAN H312 2H31 H 0 0 N N N -12.077 13.066 28.113 -1.364 2.820  3.415  H312 GAN 80 
GAN H313 3H31 H 0 0 N N N -12.087 12.704 29.782 -3.098 2.416  3.414  H313 GAN 81 
GAN HN4  HN4  H 0 1 N N N -12.233 16.021 31.872 0.132  1.183  5.107  HN4  GAN 82 
GAN H35  H35  H 0 1 N N N -9.973  14.122 32.517 -0.997 -1.198 6.395  H35  GAN 83 
GAN H37  H37  H 0 1 N N N -9.512  16.693 33.889 1.372  -1.800 5.987  H37  GAN 84 
GAN H381 1H38 H 0 0 N N N -7.937  17.617 32.106 3.164  -0.461 7.057  H381 GAN 85 
GAN H382 2H38 H 0 0 N N N -8.618  16.345 30.997 2.267  0.508  5.865  H382 GAN 86 
GAN H383 3H38 H 0 0 N N N -9.680  17.560 31.586 1.952  0.722  7.604  H383 GAN 87 
GAN H391 1H39 H 0 0 N N N -7.209  15.739 33.368 0.781  -1.070 8.891  H391 GAN 88 
GAN H392 2H39 H 0 0 N N N -8.233  14.276 33.946 0.261  -2.560 8.069  H392 GAN 89 
GAN H393 3H39 H 0 0 N N N -7.949  14.372 32.317 1.992  -2.254 8.344  H393 GAN 90 
GAN H421 1H42 H 0 0 N N N -12.866 12.207 34.319 -1.103 0.619  10.784 H421 GAN 91 
GAN H422 2H42 H 0 0 N N N -13.234 13.529 33.125 -0.268 1.896  9.868  H422 GAN 92 
GAN H423 3H42 H 0 0 N N N -11.694 12.773 33.049 -2.000 1.589  9.592  H423 GAN 93 
# 
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 
GAN N1  C2   SING N N 1  
GAN N1  HN11 SING N N 2  
GAN N1  HN12 SING N N 3  
GAN C2  C3   SING N N 4  
GAN C2  C4   SING N N 5  
GAN C2  H2   SING N N 6  
GAN C3  H31  SING N N 7  
GAN C3  H32  SING N N 8  
GAN C3  H33  SING N N 9  
GAN C4  O5   DOUB N N 10 
GAN C4  N6   SING N N 11 
GAN N6  C7   SING N N 12 
GAN N6  HN6  SING N N 13 
GAN C7  C8   SING N N 14 
GAN C7  C9   SING N N 15 
GAN C7  H7   SING N N 16 
GAN C8  H81  SING N N 17 
GAN C8  H82  SING N N 18 
GAN C8  H83  SING N N 19 
GAN C9  C10  DOUB N N 20 
GAN C9  C20  SING N N 21 
GAN C10 C11  SING N N 22 
GAN C10 H10  SING N N 23 
GAN C11 C12  SING N N 24 
GAN C11 C19  SING N N 25 
GAN C11 H11  SING N N 26 
GAN C12 C13  SING N N 27 
GAN C12 H121 SING N N 28 
GAN C12 H122 SING N N 29 
GAN C13 C14  DOUB Y N 30 
GAN C13 C18  SING Y N 31 
GAN C14 C15  SING Y N 32 
GAN C14 H14  SING N N 33 
GAN C15 C16  DOUB Y N 34 
GAN C15 H15  SING N N 35 
GAN C16 C17  SING Y N 36 
GAN C16 H16  SING N N 37 
GAN C17 C18  DOUB Y N 38 
GAN C17 H17  SING N N 39 
GAN C18 H18  SING N N 40 
GAN C19 N22  SING N N 41 
GAN C19 H191 SING N N 42 
GAN C19 H192 SING N N 43 
GAN C20 C21  SING N N 44 
GAN C20 H201 SING N N 45 
GAN C20 H202 SING N N 46 
GAN C21 N22  SING N N 47 
GAN C21 H211 SING N N 48 
GAN C21 H212 SING N N 49 
GAN N22 C23  SING N N 50 
GAN C23 C24  SING N N 51 
GAN C23 C25  SING N N 52 
GAN C23 H23  SING N N 53 
GAN C24 H241 SING N N 54 
GAN C24 H242 SING N N 55 
GAN C24 H243 SING N N 56 
GAN C25 O26  DOUB N N 57 
GAN C25 N27  SING N N 58 
GAN N27 C28  SING N N 59 
GAN N27 HN7  SING N N 60 
GAN C28 C29  SING N N 61 
GAN C28 C32  SING N N 62 
GAN C28 H28  SING N N 63 
GAN C29 C30  SING N N 64 
GAN C29 C31  SING N N 65 
GAN C29 H29  SING N N 66 
GAN C30 H301 SING N N 67 
GAN C30 H302 SING N N 68 
GAN C30 H303 SING N N 69 
GAN C31 H311 SING N N 70 
GAN C31 H312 SING N N 71 
GAN C31 H313 SING N N 72 
GAN C32 O33  DOUB N N 73 
GAN C32 N34  SING N N 74 
GAN N34 C35  SING N N 75 
GAN N34 HN4  SING N N 76 
GAN C35 C37  SING N N 77 
GAN C35 C40  SING N N 78 
GAN C35 H35  SING N N 79 
GAN C37 C38  SING N N 80 
GAN C37 C39  SING N N 81 
GAN C37 H37  SING N N 82 
GAN C38 H381 SING N N 83 
GAN C38 H382 SING N N 84 
GAN C38 H383 SING N N 85 
GAN C39 H391 SING N N 86 
GAN C39 H392 SING N N 87 
GAN C39 H393 SING N N 88 
GAN C40 O36  DOUB N N 89 
GAN C40 O41  SING N N 90 
GAN O41 C42  SING N N 91 
GAN C42 H421 SING N N 92 
GAN C42 H422 SING N N 93 
GAN C42 H423 SING N N 94 
# 
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 
GAN SMILES           ACDLabs              10.04 O=C(OC)C(NC(=O)C(NC(=O)C(N1CCC(=CC(C1)Cc2ccccc2)C(NC(=O)C(N)C)C)C)C(C)C)C(C)C 
GAN InChI            InChI                1.02b 
;InChI=1/C32H51N5O5/c1-19(2)27(31(40)36-28(20(3)4)32(41)42-8)35-30(39)23(7)37-15-14-26(22(6)34-29(38)21(5)33)17-25(18-37)16-24-12-10-9-11-13-24/h9-13,17,19-23,25,27-28H,14-16,18,33H2,1-8H3,(H,34,38)(H,35,39)(H,36,40)/t21-,22-,23-,25+,27-,28-/m0/s1/f/h34-36H
;
GAN InChIKey         InChI                1.02b AAROLUGLGDXGEZ-IRASDSGZDX 
GAN SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)N1CCC(=C[C@H](C1)Cc2ccccc2)[C@H](C)NC(=O)[C@H](C)N)C(C)C)C(C)C 
GAN SMILES           CACTVS               3.341 COC(=O)[CH](NC(=O)[CH](NC(=O)[CH](C)N1CCC(=C[CH](C1)Cc2ccccc2)[CH](C)NC(=O)[CH](C)N)C(C)C)C(C)C 
GAN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)OC)NC(=O)[C@H](C)[N@@]1CCC(=C[C@H](C1)Cc2ccccc2)[C@H](C)NC(=O)[C@H](C)N 
GAN SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)NC(C(C)C)C(=O)OC)NC(=O)C(C)N1CCC(=CC(C1)Cc2ccccc2)C(C)NC(=O)C(C)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 
GAN "SYSTEMATIC NAME" ACDLabs              10.04 "methyl N-[(2S)-2-{(3R)-5-[(1S)-1-(L-alanylamino)ethyl]-3-benzyl-2,3,6,7-tetrahydro-1H-azepin-1-yl}propanoyl]-L-valyl-L-valinate"                                                                     
GAN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2S)-2-[[(2S)-2-[[(2S)-2-[(1R,3R)-5-[(1S)-1-[[(2S)-2-aminopropanoyl]amino]ethyl]-3-(phenylmethyl)-2,3,6,7-tetrahydroazepin-1-yl]propanoyl]amino]-3-methyl-butanoyl]amino]-3-methyl-butanoate" 
# 
