data_4AH
# 
_chem_comp.id                                    4AH 
_chem_comp.name                                  
;{(1S)-1-[N'-[(2S)-2-HYDROXY-2-((1S,2R)-2-HYDROXY-INDAN-1-YLCARBAMOYL)-3-PHENYL-PROPYL]-N'-[4-(PYRIDINE-2-YL)-BENZYL]-HYDRAZINOCARBONYL]-2,2-DIMETHYL-PROPYL}-CARBAMIC ACID METHYL ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H45 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-08 
_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                        679.804 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4AH 
_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        2CEN 
_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 
4AH C1   C1   C 0 1 N N S 14.307 22.911 5.643  -3.303 -0.195 -0.436 C1   4AH 1  
4AH C2   C2   C 0 1 N N N 14.579 21.377 5.386  -2.893 0.487  0.844  C2   4AH 2  
4AH O3   O3   O 0 1 N N N 13.633 20.562 5.403  -2.247 -0.118 1.673  O3   4AH 3  
4AH N4   N4   N 0 1 N N N 15.833 20.926 5.189  -3.245 1.769  1.067  N4   4AH 4  
4AH C5   C5   C 0 1 N N S 16.129 19.496 4.990  -2.847 2.431  2.312  C5   4AH 5  
4AH C6   C6   C 0 1 Y N N 16.089 18.995 3.574  -1.479 3.060  2.158  C6   4AH 6  
4AH C7   C7   C 0 1 Y N N 15.250 19.411 2.489  -0.323 2.566  1.579  C7   4AH 7  
4AH C8   C8   C 0 1 Y N N 15.425 18.759 1.218  0.825  3.333  1.553  C8   4AH 8  
4AH C9   C9   C 0 1 Y N N 16.412 17.725 1.062  0.820  4.601  2.106  C9   4AH 9  
4AH C10  C10  C 0 1 Y N N 17.239 17.322 2.163  -0.332 5.096  2.683  C10  4AH 10 
4AH C11  C11  C 0 1 Y N N 17.054 17.978 3.412  -1.484 4.329  2.710  C11  4AH 11 
4AH C12  C12  C 0 1 N N N 17.799 17.732 4.704  -2.855 4.636  3.274  C12  4AH 12 
4AH C13  C13  C 0 1 N N R 17.523 19.022 5.517  -3.800 3.605  2.622  C13  4AH 13 
4AH O14  O14  O 0 1 N N N 18.573 19.914 5.168  -4.375 4.124  1.421  O14  4AH 14 
4AH C24  C24  C 0 1 N N N 14.111 23.182 7.176  -4.715 -0.763 -0.282 C24  4AH 15 
4AH C25  C25  C 0 1 Y N N 14.973 22.347 8.118  -5.118 -1.460 -1.557 C25  4AH 16 
4AH C26  C26  C 0 1 Y N N 16.381 22.604 8.236  -4.948 -2.826 -1.681 C26  4AH 17 
4AH C27  C27  C 0 1 Y N N 17.178 21.798 9.106  -5.317 -3.465 -2.850 C27  4AH 18 
4AH C28  C28  C 0 1 Y N N 16.577 20.735 9.859  -5.857 -2.737 -3.894 C28  4AH 19 
4AH C29  C29  C 0 1 Y N N 15.173 20.477 9.745  -6.028 -1.371 -3.769 C29  4AH 20 
4AH C30  C30  C 0 1 Y N N 14.375 21.280 8.877  -5.662 -0.733 -2.599 C30  4AH 21 
4AH O36  O36  O 0 1 N N N 15.412 23.717 5.222  -3.284 0.751  -1.507 O36  4AH 22 
4AH C41  C41  C 0 1 N N N 13.031 22.948 4.745  -2.326 -1.332 -0.743 C41  4AH 23 
4AH N42  N42  N 0 1 N N N 12.078 23.955 4.385  -0.953 -0.811 -0.745 N42  4AH 24 
4AH N43  N43  N 0 1 N N N 11.414 24.711 5.321  -0.134 -1.860 -0.437 N43  4AH 25 
4AH C44  C44  C 0 1 N N N 11.548 23.428 3.108  -0.648 -0.431 -2.131 C44  4AH 26 
4AH C45  C45  C 0 1 N N N 10.540 24.436 6.309  0.640  -1.809 0.665  C45  4AH 27 
4AH O46  O46  O 0 1 N N N 10.362 23.295 6.766  0.676  -0.799 1.335  O46  4AH 28 
4AH C47  C47  C 0 1 N N S 9.762  25.660 6.829  1.462  -3.008 1.065  C47  4AH 29 
4AH C48  C48  C 0 1 N N N 9.690  25.905 8.376  0.641  -3.901 1.997  C48  4AH 30 
4AH C49  C49  C 0 1 N N N 8.913  24.767 9.046  0.226  -3.101 3.234  C49  4AH 31 
4AH C50  C50  C 0 1 N N N 11.077 26.002 9.031  -0.609 -4.391 1.264  C50  4AH 32 
4AH N51  N51  N 0 1 N N N 8.392  25.586 6.293  2.673  -2.561 1.757  N51  4AH 33 
4AH C54  C54  C 0 1 N N N 7.821  26.484 5.474  3.771  -3.341 1.766  C54  4AH 34 
4AH O55  O55  O 0 1 N N N 8.467  27.484 5.107  3.757  -4.416 1.199  O55  4AH 35 
4AH O56  O56  O 0 1 N N N 6.544  26.254 5.089  4.884  -2.931 2.402  O56  4AH 36 
4AH C78  C78  C 0 1 Y N N 10.034 23.470 2.997  0.723  0.194  -2.191 C78  4AH 37 
4AH C79  C79  C 0 1 Y N N 9.422  24.451 2.158  1.824  -0.589 -2.488 C79  4AH 38 
4AH C80  C80  C 0 1 Y N N 7.999  24.518 2.051  3.081  -0.022 -2.543 C80  4AH 39 
4AH C81  C81  C 0 1 Y N N 7.166  23.603 2.791  3.240  1.341  -2.300 C81  4AH 40 
4AH C82  C82  C 0 1 Y N N 9.215  22.550 3.730  0.874  1.548  -1.954 C82  4AH 41 
4AH C83  C83  C 0 1 Y N N 7.791  22.617 3.632  2.127  2.124  -2.002 C83  4AH 42 
4AH C91  C91  C 0 1 N N N 5.855  27.158 4.232  6.068  -3.772 2.411  C91  4AH 43 
4AH C92  C92  C 0 1 N N N 8.926  27.210 8.731  1.485  -5.102 2.427  C92  4AH 44 
4AH C93  C93  C 0 1 Y N N 3.421  22.855 3.340  6.049  3.749  -2.956 C93  4AH 45 
4AH C94  C94  C 0 1 Y N N 4.841  22.786 3.432  4.770  3.219  -2.927 C94  4AH 46 
4AH C95  C95  C 0 1 Y N N 5.677  23.682 2.684  4.589  1.955  -2.358 C95  4AH 47 
4AH C96  C96  C 0 1 Y N N 5.056  24.654 1.837  5.695  1.284  -1.841 C96  4AH 48 
4AH N97  N97  N 0 1 Y N N 3.637  24.718 1.747  6.895  1.826  -1.897 N97  4AH 49 
4AH C98  C98  C 0 1 Y N N 2.816  23.824 2.495  7.097  3.017  -2.427 C98  4AH 50 
4AH H4   H4   H 0 1 N N N 16.587 21.583 5.177  -3.762 2.252  0.404  H4   4AH 51 
4AH H5   H5   H 0 1 N N N 15.299 19.079 5.578  -2.845 1.718  3.136  H5   4AH 52 
4AH H7   H7   H 0 1 N N N 14.511 20.188 2.621  -0.319 1.576  1.147  H7   4AH 53 
4AH H8   H8   H 0 1 N N N 14.812 19.048 0.377  1.725  2.944  1.101  H8   4AH 54 
4AH H9   H9   H 0 1 N N N 16.533 17.245 0.102  1.717  5.202  2.086  H9   4AH 55 
4AH H10  H10  H 0 1 N N N 17.979 16.544 2.047  -0.335 6.086  3.115  H10  4AH 56 
4AH H121 1H12 H 0 0 N N N 18.871 17.539 4.553  -3.156 5.648  3.005  H121 4AH 57 
4AH H122 2H12 H 0 0 N N N 17.427 16.837 5.224  -2.854 4.516  4.357  H122 4AH 58 
4AH H13  H13  H 0 1 N N N 17.498 18.925 6.612  -4.579 3.297  3.321  H13  4AH 59 
4AH H14  H14  H 0 1 N N N 18.525 20.113 4.240  -4.957 4.851  1.681  H14  4AH 60 
4AH H241 1H24 H 0 0 N N N 13.069 22.907 7.399  -4.732 -1.476 0.542  H241 4AH 61 
4AH H242 2H24 H 0 0 N N N 14.357 24.239 7.356  -5.413 0.049  -0.076 H242 4AH 62 
4AH H26  H26  H 0 1 N N N 16.836 23.403 7.669  -4.526 -3.394 -0.865 H26  4AH 63 
4AH H27  H27  H 0 1 N N N 18.237 21.990 9.197  -5.184 -4.532 -2.947 H27  4AH 64 
4AH H28  H28  H 0 1 N N N 17.185 20.128 10.513 -6.145 -3.236 -4.808 H28  4AH 65 
4AH H29  H29  H 0 1 N N N 14.720 19.678 10.314 -6.449 -0.803 -4.586 H29  4AH 66 
4AH H30  H30  H 0 1 N N N 13.316 21.086 8.789  -5.795 0.334  -2.502 H30  4AH 67 
4AH H36  H36  H 0 1 N N N 15.338 23.896 4.292  -2.560 1.366  -1.324 H36  4AH 68 
4AH H411 1H41 H 0 0 N N N 12.377 22.420 5.455  -2.556 -1.754 -1.722 H411 4AH 69 
4AH H412 2H41 H 0 0 N N N 13.440 22.665 3.764  -2.419 -2.107 0.018  H412 4AH 70 
4AH H43  H43  H 0 1 N N N 11.628 25.686 5.254  -0.110 -2.641 -1.011 H43  4AH 71 
4AH H441 1H44 H 0 0 N N N 11.842 22.369 3.054  -0.671 -1.317 -2.765 H441 4AH 72 
4AH H442 2H44 H 0 0 N N N 11.964 24.037 2.292  -1.389 0.286  -2.483 H442 4AH 73 
4AH H47  H47  H 0 1 N N N 10.350 26.519 6.473  1.739  -3.571 0.174  H47  4AH 74 
4AH H491 1H49 H 0 0 N N N 7.953  25.150 9.422  -0.326 -2.214 2.925  H491 4AH 75 
4AH H492 2H49 H 0 0 N N N 9.501  24.365 9.884  -0.407 -3.719 3.871  H492 4AH 76 
4AH H493 3H49 H 0 0 N N N 8.727  23.968 8.313  1.115  -2.801 3.788  H493 4AH 77 
4AH H501 1H50 H 0 0 N N N 11.238 25.129 9.680  -0.318 -4.872 0.330  H501 4AH 78 
4AH H502 2H50 H 0 0 N N N 11.135 26.922 9.632  -1.140 -5.107 1.891  H502 4AH 79 
4AH H503 3H50 H 0 0 N N N 11.851 26.025 8.250  -1.260 -3.544 1.049  H503 4AH 80 
4AH H51  H51  H 0 1 N N N 7.839  24.798 6.563  2.684  -1.703 2.210  H51  4AH 81 
4AH H79  H79  H 0 1 N N N 10.037 25.144 1.603  1.700  -1.645 -2.676 H79  4AH 82 
4AH H80  H80  H 0 1 N N N 7.544  25.259 1.411  3.941  -0.634 -2.775 H80  4AH 83 
4AH H82  H82  H 0 1 N N N 9.676  21.803 4.359  0.010  2.154  -1.723 H82  4AH 84 
4AH H83  H83  H 0 1 N N N 7.181  21.924 4.192  2.244  3.181  -1.812 H83  4AH 85 
4AH H911 1H91 H 0 0 N N N 4.892  26.718 3.934  6.861  -3.276 2.971  H911 4AH 86 
4AH H912 2H91 H 0 0 N N N 6.464  27.349 3.336  5.832  -4.726 2.882  H912 4AH 87 
4AH H913 3H91 H 0 0 N N N 5.677  28.105 4.763  6.399  -3.944 1.387  H913 4AH 88 
4AH H921 1H92 H 0 0 N N N 7.964  27.228 8.199  2.375  -4.753 2.949  H921 4AH 89 
4AH H922 2H92 H 0 0 N N N 9.528  28.080 8.430  0.900  -5.738 3.091  H922 4AH 90 
4AH H923 3H92 H 0 0 N N N 8.745  27.246 9.815  1.780  -5.672 1.545  H923 4AH 91 
4AH H93  H93  H 0 1 N N N 2.807  22.174 3.910  6.226  4.722  -3.389 H93  4AH 92 
4AH H94  H94  H 0 1 N N N 5.296  22.047 4.075  3.934  3.768  -3.333 H94  4AH 93 
4AH H96  H96  H 0 1 N N N 5.664  25.339 1.266  5.570  0.307  -1.399 H96  4AH 94 
4AH H98  H98  H 0 1 N N N 1.740  23.883 2.420  8.095  3.427  -2.449 H98  4AH 95 
# 
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 
4AH C1  C2   SING N N 1  
4AH C1  C24  SING N N 2  
4AH C1  O36  SING N N 3  
4AH C1  C41  SING N N 4  
4AH C2  O3   DOUB N N 5  
4AH C2  N4   SING N N 6  
4AH N4  C5   SING N N 7  
4AH N4  H4   SING N N 8  
4AH C5  C6   SING N N 9  
4AH C5  C13  SING N N 10 
4AH C5  H5   SING N N 11 
4AH C6  C7   DOUB Y N 12 
4AH C6  C11  SING Y N 13 
4AH C7  C8   SING Y N 14 
4AH C7  H7   SING N N 15 
4AH C8  C9   DOUB Y N 16 
4AH C8  H8   SING N N 17 
4AH C9  C10  SING Y N 18 
4AH C9  H9   SING N N 19 
4AH C10 C11  DOUB Y N 20 
4AH C10 H10  SING N N 21 
4AH C11 C12  SING N N 22 
4AH C12 C13  SING N N 23 
4AH C12 H121 SING N N 24 
4AH C12 H122 SING N N 25 
4AH C13 O14  SING N N 26 
4AH C13 H13  SING N N 27 
4AH O14 H14  SING N N 28 
4AH C24 C25  SING N N 29 
4AH C24 H241 SING N N 30 
4AH C24 H242 SING N N 31 
4AH C25 C26  DOUB Y N 32 
4AH C25 C30  SING Y N 33 
4AH C26 C27  SING Y N 34 
4AH C26 H26  SING N N 35 
4AH C27 C28  DOUB Y N 36 
4AH C27 H27  SING N N 37 
4AH C28 C29  SING Y N 38 
4AH C28 H28  SING N N 39 
4AH C29 C30  DOUB Y N 40 
4AH C29 H29  SING N N 41 
4AH C30 H30  SING N N 42 
4AH O36 H36  SING N N 43 
4AH C41 N42  SING N N 44 
4AH C41 H411 SING N N 45 
4AH C41 H412 SING N N 46 
4AH N42 N43  SING N N 47 
4AH N42 C44  SING N N 48 
4AH N43 C45  SING N N 49 
4AH N43 H43  SING N N 50 
4AH C44 C78  SING N N 51 
4AH C44 H441 SING N N 52 
4AH C44 H442 SING N N 53 
4AH C45 O46  DOUB N N 54 
4AH C45 C47  SING N N 55 
4AH C47 C48  SING N N 56 
4AH C47 N51  SING N N 57 
4AH C47 H47  SING N N 58 
4AH C48 C49  SING N N 59 
4AH C48 C50  SING N N 60 
4AH C48 C92  SING N N 61 
4AH C49 H491 SING N N 62 
4AH C49 H492 SING N N 63 
4AH C49 H493 SING N N 64 
4AH C50 H501 SING N N 65 
4AH C50 H502 SING N N 66 
4AH C50 H503 SING N N 67 
4AH N51 C54  SING N N 68 
4AH N51 H51  SING N N 69 
4AH C54 O55  DOUB N N 70 
4AH C54 O56  SING N N 71 
4AH O56 C91  SING N N 72 
4AH C78 C79  DOUB Y N 73 
4AH C78 C82  SING Y N 74 
4AH C79 C80  SING Y N 75 
4AH C79 H79  SING N N 76 
4AH C80 C81  DOUB Y N 77 
4AH C80 H80  SING N N 78 
4AH C81 C83  SING Y N 79 
4AH C81 C95  SING N N 80 
4AH C82 C83  DOUB Y N 81 
4AH C82 H82  SING N N 82 
4AH C83 H83  SING N N 83 
4AH C91 H911 SING N N 84 
4AH C91 H912 SING N N 85 
4AH C91 H913 SING N N 86 
4AH C92 H921 SING N N 87 
4AH C92 H922 SING N N 88 
4AH C92 H923 SING N N 89 
4AH C93 C94  SING Y N 90 
4AH C93 C98  DOUB Y N 91 
4AH C93 H93  SING N N 92 
4AH C94 C95  DOUB Y N 93 
4AH C94 H94  SING N N 94 
4AH C95 C96  SING Y N 95 
4AH C96 N97  DOUB Y N 96 
4AH C96 H96  SING N N 97 
4AH N97 C98  SING Y N 98 
4AH C98 H98  SING N N 99 
# 
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 
4AH SMILES           ACDLabs              10.04 O=C(NC2c1ccccc1CC2O)C(O)(Cc3ccccc3)CN(NC(=O)C(NC(=O)OC)C(C)(C)C)Cc5ccc(c4cccnc4)cc5 
4AH InChI            InChI                1.02b 
;InChI=1/C39H45N5O6/c1-38(2,3)34(42-37(48)50-4)35(46)43-44(24-27-16-18-28(19-17-27)30-14-10-20-40-23-30)25-39(49,22-26-11-6-5-7-12-26)36(47)41-33-31-15-9-8-13-29(31)21-32(33)45/h5-20,23,32-34,45,49H,21-22,24-25H2,1-4H3,(H,41,47)(H,42,48)(H,43,46)/t32-,33+,34-,39+/m1/s1/f/h41-43H
;
4AH InChIKey         InChI                1.02b QPEXKJZILBODNL-GHFOWILTDH 
4AH SMILES_CANONICAL CACTVS               3.341 COC(=O)N[C@H](C(=O)NN(Cc1ccc(cc1)c2cccnc2)C[C@@](O)(Cc3ccccc3)C(=O)N[C@@H]4[C@H](O)Cc5ccccc45)C(C)(C)C 
4AH SMILES           CACTVS               3.341 COC(=O)N[CH](C(=O)NN(Cc1ccc(cc1)c2cccnc2)C[C](O)(Cc3ccccc3)C(=O)N[CH]4[CH](O)Cc5ccccc45)C(C)(C)C 
4AH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)[C@@H](C(=O)N[N@](Cc1ccc(cc1)c2cccnc2)C[C@@](Cc3ccccc3)(C(=O)N[C@H]4c5ccccc5C[C@H]4O)O)NC(=O)OC 
4AH SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)C(C(=O)NN(Cc1ccc(cc1)c2cccnc2)CC(Cc3ccccc3)(C(=O)NC4c5ccccc5CC4O)O)NC(=O)OC 
# 
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 
4AH "SYSTEMATIC NAME" ACDLabs              10.04 
"methyl [(1S)-1-({2-[(2S)-2-benzyl-2-hydroxy-3-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino}-3-oxopropyl]-2-(4-pyridin-3-ylbenzyl)hydrazino}carbonyl)-2,2-dimethylpropyl]carbamate (non-preferred name)" 
4AH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"methyl N-[(2S)-1-[2-[(2S)-2-hydroxy-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxo-2-(phenylmethyl)propyl]-2-[(4-pyridin-3-ylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxo-butan-2-yl]carbamate"  
# 
