data_3CY
# 
_chem_comp.id                                    3CY 
_chem_comp.name                                  "(3S)-3-[({(2S)-5-[(N-ACETYL-L-ALPHA-ASPARTYL)AMINO]-4-OXO-1,2,4,5,6,7-HEXAHYDROAZEPINO[3,2,1-HI]INDOL-2-YL}CARBONYL)AMINO]-5-(BENZYLSULFANYL)-4-OXOPENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H34 N4 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-11-24 
_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                        638.688 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3CY 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1RHU 
_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 
3CY C1   C1   C 0 1 Y N N 73.744 -15.472 90.453  -5.848 3.824  0.839  C1   3CY 1  
3CY C2   C2   C 0 1 Y N N 73.365 -14.738 89.295  -6.526 4.653  1.714  C2   3CY 2  
3CY C3   C3   C 0 1 Y N N 72.027 -14.277 89.153  -7.806 4.328  2.122  C3   3CY 3  
3CY C4   C4   C 0 1 Y N N 71.067 -14.554 90.161  -8.409 3.175  1.656  C4   3CY 4  
3CY C5   C5   C 0 1 Y N N 71.452 -15.285 91.311  -7.733 2.348  0.778  C5   3CY 5  
3CY C6   C6   C 0 1 Y N N 72.796 -15.756 91.475  -6.451 2.670  0.373  C6   3CY 6  
3CY C7   C7   C 0 1 N N N 73.170 -16.548 92.727  -5.712 1.767  -0.580 C7   3CY 7  
3CY S1   S1   S 0 1 N N N 72.207 -16.031 94.156  -4.772 0.534  0.361  S1   3CY 8  
3CY C8   C8   C 0 1 N N N 72.744 -17.196 95.422  -4.007 -0.387 -1.002 C8   3CY 9  
3CY C9   C9   C 0 1 N N N 71.990 -16.980 96.754  -3.153 -1.496 -0.443 C9   3CY 10 
3CY C10  C10  C 0 1 N N S 72.374 -18.013 97.845  -2.404 -2.413 -1.375 C10  3CY 11 
3CY O1   O1   O 0 1 N N N 70.748 -17.050 96.440  -3.069 -1.649 0.752  O1   3CY 12 
3CY N1   N1   N 0 1 N N N 73.783 -18.142 98.093  -1.390 -3.154 -0.620 N1   3CY 13 
3CY C11  C11  C 0 1 N N N 71.672 -17.707 99.213  -3.383 -3.398 -2.016 C11  3CY 14 
3CY C12  C12  C 0 1 N N N 70.641 -18.741 99.663  -2.657 -4.234 -3.039 C12  3CY 15 
3CY O2   O2   O 0 1 N N N 70.255 -18.753 100.812 -3.337 -5.110 -3.795 O2   3CY 16 
3CY O3   O3   O 0 1 N N N 70.209 -19.543 98.881  -1.463 -4.115 -3.179 O3   3CY 17 
3CY C13  C13  C 0 1 N N N 74.353 -19.307 97.824  -0.196 -2.587 -0.360 C13  3CY 18 
3CY O4   O4   O 0 1 N N N 73.750 -20.315 97.349  0.008  -1.433 -0.672 O4   3CY 19 
3CY C21  C21  C 0 1 Y N N 76.800 -21.077 96.944  2.339  -2.450 1.919  C21  3CY 20 
3CY N2   N2   N 0 1 N N N 76.250 -20.824 98.176  2.081  -2.543 0.550  N2   3CY 21 
3CY C14  C14  C 0 1 N N S 75.842 -19.409 98.170  0.887  -3.387 0.317  C14  3CY 22 
3CY C15  C15  C 0 1 N N N 76.872 -18.742 97.167  0.425  -3.833 1.705  C15  3CY 23 
3CY C16  C16  C 0 1 Y N N 77.193 -19.920 96.325  1.410  -3.185 2.652  C16  3CY 24 
3CY C17  C17  C 0 1 Y N N 77.808 -19.954 95.056  1.455  -3.256 4.031  C17  3CY 25 
3CY C18  C18  C 0 1 Y N N 78.000 -21.207 94.423  2.440  -2.583 4.726  C18  3CY 26 
3CY C19  C19  C 0 1 Y N N 77.574 -22.413 95.056  3.365  -1.847 4.021  C19  3CY 27 
3CY C20  C20  C 0 1 Y N N 76.954 -22.379 96.340  3.326  -1.772 2.635  C20  3CY 28 
3CY C22  C22  C 0 1 N N N 76.430 -23.643 97.053  4.386  -0.939 1.991  C22  3CY 29 
3CY C23  C23  C 0 1 N N N 76.662 -23.933 98.553  4.859  -1.431 0.658  C23  3CY 30 
3CY C24  C24  C 0 1 N N S 77.236 -22.790 99.368  3.905  -1.121 -0.465 C24  3CY 31 
3CY C25  C25  C 0 1 N N N 76.349 -21.531 99.355  2.731  -2.017 -0.497 C25  3CY 32 
3CY O5   O5   O 0 1 N N N 75.782 -21.193 100.433 2.309  -2.309 -1.596 O5   3CY 33 
3CY N3   N3   N 0 1 N N N 77.438 -23.166 100.770 3.438  0.260  -0.317 N3   3CY 34 
3CY C26  C26  C 0 1 N N N 78.535 -23.826 101.154 4.144  1.272  -0.859 C26  3CY 35 
3CY C27  C27  C 0 1 N N S 78.619 -24.106 102.662 3.664  2.692  -0.707 C27  3CY 36 
3CY O6   O6   O 0 1 N N N 79.484 -24.197 100.392 5.166  1.039  -1.469 O6   3CY 37 
3CY N4   N4   N 0 1 N N N 79.048 -25.500 102.889 4.598  3.598  -1.380 N4   3CY 38 
3CY C30  C30  C 0 1 N N N 78.169 -26.537 102.922 5.717  4.004  -0.747 C30  3CY 39 
3CY C31  C31  C 0 1 N N N 78.840 -27.894 103.173 6.733  4.844  -1.477 C31  3CY 40 
3CY O9   O9   O 0 1 N N N 76.906 -26.438 102.766 5.905  3.693  0.410  O9   3CY 41 
3CY C28  C28  C 0 1 N N N 79.616 -23.097 103.283 2.276  2.831  -1.336 C28  3CY 42 
3CY C29  C29  C 0 1 N N N 79.812 -23.242 104.786 1.732  4.208  -1.054 C29  3CY 43 
3CY O8   O8   O 0 1 N N N 80.934 -23.308 105.241 0.573  4.598  -1.606 O8   3CY 44 
3CY O7   O7   O 0 1 N N N 78.849 -23.280 105.526 2.340  4.960  -0.330 O7   3CY 45 
3CY H1   H1   H 0 1 N N N 74.784 -15.825 90.560  -4.848 4.078  0.520  H1   3CY 46 
3CY H2   H2   H 0 1 N N N 74.108 -14.526 88.508  -6.055 5.554  2.078  H2   3CY 47 
3CY H3   H3   H 0 1 N N N 71.733 -13.703 88.258  -8.335 4.975  2.806  H3   3CY 48 
3CY H4   H4   H 0 1 N N N 70.027 -14.203 90.051  -9.409 2.921  1.975  H4   3CY 49 
3CY H5   H5   H 0 1 N N N 70.696 -15.490 92.088  -8.204 1.447  0.413  H5   3CY 50 
3CY H71  1H7  H 0 1 N N N 74.264 -16.490 92.932  -5.028 2.360  -1.187 H71  3CY 51 
3CY H72  2H7  H 0 1 N N N 73.083 -17.646 92.554  -6.427 1.261  -1.229 H72  3CY 52 
3CY H81  1H8  H 0 1 N N N 73.849 -17.156 95.569  -3.387 0.287  -1.593 H81  3CY 53 
3CY H82  2H8  H 0 1 N N N 72.653 -18.250 95.070  -4.786 -0.812 -1.635 H82  3CY 54 
3CY H10  H10  H 0 1 N N N 72.017 -18.979 97.417  -1.919 -1.824 -2.153 H10  3CY 55 
3CY HN1  HN1  H 0 1 N N N 74.382 -17.403 98.462  -1.579 -4.053 -0.307 HN1  3CY 56 
3CY H111 1H11 H 0 0 N N N 71.211 -16.692 99.188  -3.802 -4.048 -1.248 H111 3CY 57 
3CY H112 2H11 H 0 0 N N N 72.436 -17.556 100.011 -4.188 -2.846 -2.503 H112 3CY 58 
3CY HO3  HO3  H 0 1 N N N 69.568 -20.186 99.161  ?      ?      ?      HO3  3CY 59 
3CY H14  H14  H 0 1 N N N 75.893 -18.869 99.144  1.150  -4.254 -0.290 H14  3CY 60 
3CY H151 1H15 H 0 0 N N N 77.741 -18.222 97.633  0.472  -4.919 1.791  H151 3CY 61 
3CY H152 2H15 H 0 0 N N N 76.511 -17.837 96.625  -0.585 -3.477 1.903  H152 3CY 62 
3CY H17  H17  H 0 1 N N N 78.132 -19.019 94.568  0.719  -3.838 4.566  H17  3CY 63 
3CY H18  H18  H 0 1 N N N 78.484 -21.244 93.432  2.484  -2.633 5.804  H18  3CY 64 
3CY H19  H19  H 0 1 N N N 77.725 -23.380 94.548  4.137  -1.317 4.557  H19  3CY 65 
3CY H221 1H22 H 0 0 N N N 76.807 -24.524 96.484  5.243  -0.894 2.663  H221 3CY 66 
3CY H222 2H22 H 0 0 N N N 75.331 -23.692 96.873  4.000  0.072  1.866  H222 3CY 67 
3CY H231 1H23 H 0 0 N N N 77.301 -24.839 98.669  4.997  -2.510 0.712  H231 3CY 68 
3CY H232 2H23 H 0 0 N N N 75.716 -24.294 99.020  5.821  -0.969 0.436  H232 3CY 69 
3CY H24  H24  H 0 1 N N N 78.211 -22.560 98.878  4.438  -1.209 -1.411 H24  3CY 70 
3CY HN3  HN3  H 0 1 N N N 76.779 -22.957 101.520 2.621  0.446  0.171  HN3  3CY 71 
3CY H27  H27  H 0 1 N N N 77.622 -23.981 103.146 3.610  2.946  0.351  H27  3CY 72 
3CY HN4  HN4  H 0 1 N N N 80.022 -25.766 103.034 4.412  3.906  -2.281 HN4  3CY 73 
3CY H311 1H31 H 0 0 N N N 79.454 -27.866 104.103 7.462  4.194  -1.961 H311 3CY 74 
3CY H312 2H31 H 0 0 N N N 78.119 -28.744 103.200 6.230  5.450  -2.231 H312 3CY 75 
3CY H313 3H31 H 0 0 N N N 79.646 -28.082 102.426 7.242  5.496  -0.768 H313 3CY 76 
3CY H281 1H28 H 0 0 N N N 79.318 -22.053 103.030 2.349  2.684  -2.414 H281 3CY 77 
3CY H282 2H28 H 0 0 N N N 80.598 -23.149 102.758 1.608  2.082  -0.912 H282 3CY 78 
3CY HO8  HO8  H 0 1 N N N 81.056 -23.398 106.179 0.223  5.481  -1.424 HO8  3CY 79 
# 
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 
3CY C1  C2   DOUB Y N 1  
3CY C1  C6   SING Y N 2  
3CY C1  H1   SING N N 3  
3CY C2  C3   SING Y N 4  
3CY C2  H2   SING N N 5  
3CY C3  C4   DOUB Y N 6  
3CY C3  H3   SING N N 7  
3CY C4  C5   SING Y N 8  
3CY C4  H4   SING N N 9  
3CY C5  C6   DOUB Y N 10 
3CY C5  H5   SING N N 11 
3CY C6  C7   SING N N 12 
3CY C7  S1   SING N N 13 
3CY C7  H71  SING N N 14 
3CY C7  H72  SING N N 15 
3CY S1  C8   SING N N 16 
3CY C8  C9   SING N N 17 
3CY C8  H81  SING N N 18 
3CY C8  H82  SING N N 19 
3CY C9  C10  SING N N 20 
3CY C9  O1   DOUB N N 21 
3CY C10 N1   SING N N 22 
3CY C10 C11  SING N N 23 
3CY C10 H10  SING N N 24 
3CY N1  C13  SING N N 25 
3CY N1  HN1  SING N N 26 
3CY C11 C12  SING N N 27 
3CY C11 H111 SING N N 28 
3CY C11 H112 SING N N 29 
3CY C12 O2   DOUB N N 30 
3CY C12 O3   SING N N 31 
3CY O3  HO3  SING N N 32 
3CY C13 O4   DOUB N N 33 
3CY C13 C14  SING N N 34 
3CY C21 N2   SING N N 35 
3CY C21 C16  DOUB Y N 36 
3CY C21 C20  SING Y N 37 
3CY N2  C14  SING N N 38 
3CY N2  C25  SING N N 39 
3CY C14 C15  SING N N 40 
3CY C14 H14  SING N N 41 
3CY C15 C16  SING N N 42 
3CY C15 H151 SING N N 43 
3CY C15 H152 SING N N 44 
3CY C16 C17  SING Y N 45 
3CY C17 C18  DOUB Y N 46 
3CY C17 H17  SING N N 47 
3CY C18 C19  SING Y N 48 
3CY C18 H18  SING N N 49 
3CY C19 C20  DOUB Y N 50 
3CY C19 H19  SING N N 51 
3CY C20 C22  SING N N 52 
3CY C22 C23  SING N N 53 
3CY C22 H221 SING N N 54 
3CY C22 H222 SING N N 55 
3CY C23 C24  SING N N 56 
3CY C23 H231 SING N N 57 
3CY C23 H232 SING N N 58 
3CY C24 C25  SING N N 59 
3CY C24 N3   SING N N 60 
3CY C24 H24  SING N N 61 
3CY C25 O5   DOUB N N 62 
3CY N3  C26  SING N N 63 
3CY N3  HN3  SING N N 64 
3CY C26 C27  SING N N 65 
3CY C26 O6   DOUB N N 66 
3CY C27 N4   SING N N 67 
3CY C27 C28  SING N N 68 
3CY C27 H27  SING N N 69 
3CY N4  C30  SING N N 70 
3CY N4  HN4  SING N N 71 
3CY C30 C31  SING N N 72 
3CY C30 O9   DOUB N N 73 
3CY C31 H311 SING N N 74 
3CY C31 H312 SING N N 75 
3CY C31 H313 SING N N 76 
3CY C28 C29  SING N N 77 
3CY C28 H281 SING N N 78 
3CY C28 H282 SING N N 79 
3CY C29 O8   SING N N 80 
3CY C29 O7   DOUB N N 81 
3CY O8  HO8  SING N N 82 
# 
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 
3CY SMILES           ACDLabs              10.04 O=C(O)CC(C(=O)CSCc1ccccc1)NC(=O)C4N3c2c(cccc2CCC(C3=O)NC(=O)C(NC(=O)C)CC(=O)O)C4 
3CY InChI            InChI                1.02b 
;InChI=1/C31H34N4O9S/c1-17(36)32-23(14-27(40)41)29(42)33-21-11-10-19-8-5-9-20-12-24(35(28(19)20)31(21)44)30(43)34-22(13-26(38)39)25(37)16-45-15-18-6-3-2-4-7-18/h2-9,21-24H,10-16H2,1H3,(H,32,36)(H,33,42)(H,34,43)(H,38,39)(H,40,41)/t21-,22-,23-,24-/m0/s1/f/h32-34,38,40H
;
3CY InChIKey         InChI                1.02b PEECWFLPGAWBQR-QUWUOODYDD 
3CY SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@H]1CCc2cccc3C[C@H](N(C1=O)c23)C(=O)N[C@@H](CC(O)=O)C(=O)CSCc4ccccc4 
3CY SMILES           CACTVS               3.341 CC(=O)N[CH](CC(O)=O)C(=O)N[CH]1CCc2cccc3C[CH](N(C1=O)c23)C(=O)N[CH](CC(O)=O)C(=O)CSCc4ccccc4 
3CY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]1CCc2cccc3c2N(C1=O)[C@@H](C3)C(=O)N[C@@H](CC(=O)O)C(=O)CSCc4ccccc4 
3CY SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(CC(=O)O)C(=O)NC1CCc2cccc3c2N(C1=O)C(C3)C(=O)NC(CC(=O)O)C(=O)CSCc4ccccc4 
# 
_pdbx_chem_comp_identifier.comp_id           3CY 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(3S)-3-[({(2S,5S)-5-[(N-acetyl-L-alpha-aspartyl)amino]-4-oxo-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indol-2-yl}carbonyl)amino]-5-(benzylsulfanyl)-4-oxopentanoic acid" 
# 
