data_ENB
# 
_chem_comp.id                                    ENB 
_chem_comp.name                                  "ETHYL (2E,4S)-4-[((2R)-2-{[N-(TERT-BUTOXYCARBONYL)-L-VALYL]AMINO}-2-PHENYLETHANOYL)AMINO]-5-[(3S)-2-OXOPYRROLIDIN-3-YL]PENT-2-ENOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H42 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(E)-(S)-4-[(S)-2-((S)-2-TERT-BUTOXYCARBONYLAMINO-3-METHYL-BUTYRYLAMINO)-2-PHENYL-ACETYLAMINO]-5-(2-OXO-PYRROLIDIN-3-YL)-PENT-2-ENOIC ACID ETHYL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-16 
_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                        558.666 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ENB 
_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        2D2D 
_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 
ENB C1   C1   C 0 1 N N S 92.515 -2.884 7.442  3.321   0.635  0.468  C1   ENB 1  
ENB C2   C2   C 0 1 N N N 92.357 -1.809 8.552  4.509   -0.249 0.748  C2   ENB 2  
ENB N1   N1   N 0 1 N N N 93.442 -1.898 6.929  2.100   -0.023 0.938  N1   ENB 3  
ENB C3   C3   C 0 1 N N N 93.388 -2.098 5.390  0.916   0.261  0.360  C3   ENB 4  
ENB C4   C4   C 0 1 N N S 94.475 -2.482 4.734  -0.324  -0.486 0.778  C4   ENB 5  
ENB O1   O1   O 0 1 N N N 92.362 -2.142 4.620  0.849   1.117  -0.495 O1   ENB 6  
ENB N2   N2   N 0 1 N N N 94.234 -3.266 3.522  -1.471  0.003  0.009  N2   ENB 7  
ENB C5   C5   C 0 1 Y N N 95.485 -1.380 4.529  -0.136  -1.959 0.517  C5   ENB 8  
ENB C6   C6   C 0 1 Y N N 95.611 -0.730 3.297  -0.310  -2.462 -0.758 C6   ENB 9  
ENB C7   C7   C 0 1 Y N N 96.529 0.310  3.130  -0.132  -3.812 -0.998 C7   ENB 10 
ENB C8   C8   C 0 1 Y N N 97.325 0.720  4.199  0.210   -4.660 0.039  C8   ENB 11 
ENB C9   C9   C 0 1 Y N N 97.199 0.088  5.437  0.379   -4.157 1.315  C9   ENB 12 
ENB C10  C10  C 0 1 Y N N 96.285 -0.955 5.597  0.206   -2.806 1.555  C10  ENB 13 
ENB C11  C11  C 0 1 N N N 95.044 -4.308 3.172  -2.717  -0.114 0.509  C11  ENB 14 
ENB C12  C12  C 0 1 N N S 94.801 -4.878 1.781  -3.897  0.390  -0.283 C12  ENB 15 
ENB O2   O2   O 0 1 N N N 95.881 -4.783 3.903  -2.889  -0.623 1.596  O2   ENB 16 
ENB N3   N3   N 0 1 N N N 95.981 -5.690 1.465  -5.129  0.149  0.471  N3   ENB 17 
ENB C13  C13  C 0 1 N N N 96.528 -5.748 0.214  -6.305  0.032  -0.178 C13  ENB 18 
ENB O3   O3   O 0 1 N N N 97.564 -6.611 0.058  -7.438  -0.190 0.515  O3   ENB 19 
ENB O4   O4   O 0 1 N N N 96.035 -5.141 -0.709 -6.342  0.127  -1.389 O4   ENB 20 
ENB C14  C14  C 0 1 N N N 97.870 -7.162 -1.216 -8.704  -0.315 -0.184 C14  ENB 21 
ENB C15  C15  C 0 1 N N N 91.774 -4.216 7.720  3.495   1.969  1.198  C15  ENB 22 
ENB C16  C16  C 0 1 N N S 91.553 -5.170 6.533  4.693   2.719  0.611  C16  ENB 23 
ENB C17  C17  C 0 1 N N N 90.154 -5.033 5.880  4.992   3.991  1.437  C17  ENB 24 
ENB C18  C18  C 0 1 N N N 89.263 -6.128 6.502  5.426   4.986  0.338  C18  ENB 25 
ENB N4   N4   N 0 1 N N N 90.254 -7.102 6.936  4.781   4.514  -0.894 N4   ENB 26 
ENB C19  C19  C 0 1 N N N 91.518 -6.622 6.986  4.366   3.239  -0.772 C19  ENB 27 
ENB O5   O5   O 0 1 N N N 92.448 -7.285 7.370  3.810   2.603  -1.642 O5   ENB 28 
ENB C20  C20  C 0 1 N N N 93.511 -5.732 1.751  -3.739  1.890  -0.535 C20  ENB 29 
ENB C21  C21  C 0 1 N N N 93.278 -6.364 0.367  -4.936  2.401  -1.339 C21  ENB 30 
ENB C22  C22  C 0 1 N N N 92.261 -4.931 2.157  -3.670  2.628  0.803  C22  ENB 31 
ENB C23  C23  C 0 1 N N N 98.457 -6.098 -2.150 -8.632  -1.491 -1.161 C23  ENB 32 
ENB C24  C24  C 0 1 N N N 98.939 -8.238 -0.962 -9.824  -0.561 0.829  C24  ENB 33 
ENB C25  C25  C 0 1 N N N 96.638 -7.830 -1.839 -8.990  0.974  -0.957 C25  ENB 34 
ENB C26  C26  C 0 1 N N N 92.365 -0.353 8.035  5.271   -0.677 -0.255 C26  ENB 35 
ENB C27  C27  C 0 1 N N N 91.417 0.588  8.766  6.429   -1.540 0.018  C27  ENB 36 
ENB O6   O6   O 0 1 N N N 90.882 1.497  7.906  7.201   -1.973 -0.998 O6   ENB 37 
ENB O7   O7   O 0 1 N N N 91.143 0.516  9.942  6.691   -1.862 1.161  O7   ENB 38 
ENB C28  C28  C 0 1 N N N 89.771 2.230  8.387  8.346   -2.826 -0.728 C28  ENB 39 
ENB C29  C29  C 0 1 N N N 89.315 3.204  7.305  9.045   -3.172 -2.044 C29  ENB 40 
ENB H1   H1   H 0 1 N N N 92.424 -3.650 6.637  3.247   0.815  -0.605 H1   ENB 41 
ENB H2   H2   H 0 1 N N N 92.248 -2.059 9.620  4.741   -0.535 1.763  H2   ENB 42 
ENB HN1  HN1  H 0 1 N N N 93.982 -1.244 7.494  2.144   -0.664 1.665  HN1  ENB 43 
ENB H4   H4   H 0 1 N N N 94.946 -3.207 5.437  -0.505  -0.326 1.841  H4   ENB 44 
ENB HN2  HN2  H 0 1 N N N 93.459 -3.075 2.886  -1.334  0.411  -0.861 HN2  ENB 45 
ENB H6   H6   H 0 1 N N N 94.979 -1.041 2.447  -0.577  -1.800 -1.569 H6   ENB 46 
ENB H7   H7   H 0 1 N N N 96.625 0.809  2.151  -0.264  -4.205 -1.996 H7   ENB 47 
ENB H8   H8   H 0 1 N N N 98.050 1.540  4.066  0.346   -5.715 -0.148 H8   ENB 48 
ENB H9   H9   H 0 1 N N N 97.821 0.412  6.288  0.646   -4.819 2.126  H9   ENB 49 
ENB H10  H10  H 0 1 N N N 96.193 -1.449 6.578  0.338   -2.413 2.552  H10  ENB 50 
ENB H12  H12  H 0 1 N N N 94.656 -4.067 1.028  -3.946  -0.136 -1.236 H12  ENB 51 
ENB HN3  HN3  H 0 1 N N N 96.456 -6.256 2.167  -5.100  0.073  1.438  HN3  ENB 52 
ENB H151 1H15 H 0 0 N N N 92.295 -4.763 8.539  2.594   2.570  1.075  H151 ENB 53 
ENB H152 2H15 H 0 0 N N N 90.793 -3.997 8.204  3.666   1.783  2.258  H152 ENB 54 
ENB H16  H16  H 0 1 N N N 92.387 -4.907 5.841  5.569   2.071  0.578  H16  ENB 55 
ENB H171 1H17 H 0 0 N N N 89.723 -4.009 5.975  4.096   4.343  1.950  H171 ENB 56 
ENB H172 2H17 H 0 0 N N N 90.183 -5.070 4.766  5.801   3.815  2.145  H172 ENB 57 
ENB H181 1H18 H 0 0 N N N 88.563 -5.776 7.296  5.082   5.991  0.581  H181 ENB 58 
ENB H182 2H18 H 0 0 N N N 88.465 -6.527 5.833  6.510   4.974  0.225  H182 ENB 59 
ENB HN4  HN4  H 0 1 N N N 90.071 -8.072 7.192  4.670   5.051  -1.694 HN4  ENB 60 
ENB H20  H20  H 0 1 N N N 93.669 -6.539 2.503  -2.822  2.070  -1.096 H20  ENB 61 
ENB H211 1H21 H 0 0 N N N 92.348 -6.979 0.345  -4.824  3.470  -1.519 H211 ENB 62 
ENB H212 2H21 H 0 0 N N N 93.272 -5.591 -0.436 -4.985  1.875  -2.292 H212 ENB 63 
ENB H213 3H21 H 0 0 N N N 94.163 -6.954 0.035  -5.853  2.222  -0.778 H213 ENB 64 
ENB H221 1H22 H 0 0 N N N 91.331 -5.546 2.135  -2.817  2.264  1.376  H221 ENB 65 
ENB H222 2H22 H 0 0 N N N 92.399 -4.450 3.153  -3.558  3.698  0.623  H222 ENB 66 
ENB H223 3H22 H 0 0 N N N 92.150 -4.016 1.529  -4.587  2.449  1.364  H223 ENB 67 
ENB H231 1H23 H 0 0 N N N 98.697 -6.530 -3.149 -8.429  -2.409 -0.610 H231 ENB 68 
ENB H232 2H23 H 0 0 N N N 97.785 -5.211 -2.236 -9.583  -1.585 -1.686 H232 ENB 69 
ENB H233 3H23 H 0 0 N N N 99.343 -5.596 -1.695 -7.835  -1.315 -1.883 H233 ENB 70 
ENB H241 1H24 H 0 0 N N N 99.179 -8.670 -1.961 -9.875  0.276  1.525  H241 ENB 71 
ENB H242 2H24 H 0 0 N N N 99.832 -7.858 -0.414 -10.774 -0.656 0.304  H242 ENB 72 
ENB H243 3H24 H 0 0 N N N 98.633 -9.000 -0.207 -9.620  -1.480 1.380  H243 ENB 73 
ENB H251 1H25 H 0 0 N N N 96.878 -8.262 -2.838 -8.192  1.149  -1.679 H251 ENB 74 
ENB H252 2H25 H 0 0 N N N 96.195 -8.593 -1.157 -9.940  0.879  -1.482 H252 ENB 75 
ENB H253 3H25 H 0 0 N N N 95.773 -7.128 -1.892 -9.040  1.811  -0.261 H253 ENB 76 
ENB H26  H26  H 0 1 N N N 93.002 -0.009 7.202  5.039   -0.391 -1.270 H26  ENB 77 
ENB H281 1H28 H 0 0 N N N 88.945 1.568  8.738  8.010   -3.742 -0.243 H281 ENB 78 
ENB H282 2H28 H 0 0 N N N 89.985 2.739  9.355  9.042   -2.302 -0.073 H282 ENB 79 
ENB H291 1H29 H 0 0 N N N 88.439 3.781  7.684  9.904   -3.812 -1.841 H291 ENB 80 
ENB H292 2H29 H 0 0 N N N 90.140 3.865  6.953  8.349   -3.696 -2.699 H292 ENB 81 
ENB H293 3H29 H 0 0 N N N 89.100 2.694  6.336  9.381   -2.256 -2.529 H293 ENB 82 
# 
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 
ENB C1  C2   SING N N 1  
ENB C1  N1   SING N N 2  
ENB C1  C15  SING N N 3  
ENB C1  H1   SING N N 4  
ENB C2  C26  DOUB N E 5  
ENB C2  H2   SING N N 6  
ENB N1  C3   SING N N 7  
ENB N1  HN1  SING N N 8  
ENB C3  C4   SING N N 9  
ENB C3  O1   DOUB N N 10 
ENB C4  N2   SING N N 11 
ENB C4  C5   SING N N 12 
ENB C4  H4   SING N N 13 
ENB N2  C11  SING N N 14 
ENB N2  HN2  SING N N 15 
ENB C5  C6   SING Y N 16 
ENB C5  C10  DOUB Y N 17 
ENB C6  C7   DOUB Y N 18 
ENB C6  H6   SING N N 19 
ENB C7  C8   SING Y N 20 
ENB C7  H7   SING N N 21 
ENB C8  C9   DOUB Y N 22 
ENB C8  H8   SING N N 23 
ENB C9  C10  SING Y N 24 
ENB C9  H9   SING N N 25 
ENB C10 H10  SING N N 26 
ENB C11 C12  SING N N 27 
ENB C11 O2   DOUB N N 28 
ENB C12 N3   SING N N 29 
ENB C12 C20  SING N N 30 
ENB C12 H12  SING N N 31 
ENB N3  C13  SING N N 32 
ENB N3  HN3  SING N N 33 
ENB C13 O3   SING N N 34 
ENB C13 O4   DOUB N N 35 
ENB O3  C14  SING N N 36 
ENB C14 C23  SING N N 37 
ENB C14 C24  SING N N 38 
ENB C14 C25  SING N N 39 
ENB C15 C16  SING N N 40 
ENB C15 H151 SING N N 41 
ENB C15 H152 SING N N 42 
ENB C16 C17  SING N N 43 
ENB C16 C19  SING N N 44 
ENB C16 H16  SING N N 45 
ENB C17 C18  SING N N 46 
ENB C17 H171 SING N N 47 
ENB C17 H172 SING N N 48 
ENB C18 N4   SING N N 49 
ENB C18 H181 SING N N 50 
ENB C18 H182 SING N N 51 
ENB N4  C19  SING N N 52 
ENB N4  HN4  SING N N 53 
ENB C19 O5   DOUB N N 54 
ENB C20 C21  SING N N 55 
ENB C20 C22  SING N N 56 
ENB C20 H20  SING N N 57 
ENB C21 H211 SING N N 58 
ENB C21 H212 SING N N 59 
ENB C21 H213 SING N N 60 
ENB C22 H221 SING N N 61 
ENB C22 H222 SING N N 62 
ENB C22 H223 SING N N 63 
ENB C23 H231 SING N N 64 
ENB C23 H232 SING N N 65 
ENB C23 H233 SING N N 66 
ENB C24 H241 SING N N 67 
ENB C24 H242 SING N N 68 
ENB C24 H243 SING N N 69 
ENB C25 H251 SING N N 70 
ENB C25 H252 SING N N 71 
ENB C25 H253 SING N N 72 
ENB C26 C27  SING N N 73 
ENB C26 H26  SING N N 74 
ENB C27 O6   SING N N 75 
ENB C27 O7   DOUB N N 76 
ENB O6  C28  SING N N 77 
ENB C28 C29  SING N N 78 
ENB C28 H281 SING N N 79 
ENB C28 H282 SING N N 80 
ENB C29 H291 SING N N 81 
ENB C29 H292 SING N N 82 
ENB C29 H293 SING N N 83 
# 
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 
ENB SMILES           ACDLabs              10.04 O=C(OC(C)(C)C)NC(C(=O)NC(C(=O)NC(\C=C\C(=O)OCC)CC1C(=O)NCC1)c2ccccc2)C(C)C 
ENB InChI            InChI                1.02b 
InChI=1/C29H42N4O7/c1-7-39-22(34)14-13-21(17-20-15-16-30-25(20)35)31-27(37)24(19-11-9-8-10-12-19)32-26(36)23(18(2)3)33-28(38)40-29(4,5)6/h8-14,18,20-21,23-24H,7,15-17H2,1-6H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)/b14-13+/t20-,21?,23-,24-/m0/s1/f/h30-33H 
ENB InChIKey         InChI                1.02b NUDVEHBHDBJSMD-PYPGEAKPDP 
ENB SMILES_CANONICAL CACTVS               3.341 CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)c2ccccc2 
ENB SMILES           CACTVS               3.341 CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)[CH](NC(=O)[CH](NC(=O)OC(C)(C)C)C(C)C)c2ccccc2 
ENB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)C=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](c2ccccc2)NC(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C 
ENB SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(c2ccccc2)NC(=O)C(C(C)C)NC(=O)OC(C)(C)C 
# 
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 
ENB "SYSTEMATIC NAME" ACDLabs              10.04 "ethyl (2E,4S)-4-{[(2S)-2-{[N-(tert-butoxycarbonyl)-L-valyl]amino}-2-phenylacetyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate"                                 
ENB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl (4S)-4-[[(2S)-2-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl]amino]-2-phenyl-ethanoyl]amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" 
# 
