data_1C5
# 
_chem_comp.id                                    1C5 
_chem_comp.name                                  [[O-PHOSPHONO-N-ACETYL-TYROSINYL]-GLUTAMYL-3[CYCLOHEXYLMETHYL]ALANINYL]-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H39 N4 O10 P" 
_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                        598.582 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1C5 
_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        1BKM 
_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 
1C5 C1   C1   C 0 1 N N N 0.049  17.668 19.958 -0.839 2.126  10.274  C1   1C5 1  
1C5 C2   C2   C 0 1 N N N 0.513  19.104 19.709 0.484  1.960  9.524   C2   1C5 2  
1C5 C3   C3   C 0 1 N N N 1.984  19.167 19.247 0.210  1.850  8.023   C3   1C5 3  
1C5 C4   C4   C 0 1 N N N 2.917  18.497 20.273 -0.683 0.637  7.755   C4   1C5 4  
1C5 C5   C5   C 0 1 N N N 2.467  17.043 20.458 -2.006 0.803  8.505   C5   1C5 5  
1C5 C6   C6   C 0 1 N N N 0.999  16.945 20.915 -1.732 0.913  10.006  C6   1C5 6  
1C5 C7   C7   C 0 1 N N N 4.418  18.676 19.935 -0.957 0.527  6.254   C7   1C5 7  
1C5 C8   C8   C 0 1 N N N 5.391  18.065 20.953 -1.850 -0.685 5.987   C8   1C5 8  
1C5 C9   C9   C 0 1 N N R 6.881  18.057 20.539 -2.124 -0.795 4.485   C9   1C5 9  
1C5 C10  C10  C 0 1 N N N 7.615  19.321 20.989 -3.004 -1.990 4.222   C10  1C5 10 
1C5 C11  C11  C 0 1 N N N 7.344  16.563 18.895 -0.731 -0.486 2.510   C11  1C5 11 
1C5 C12  C12  C 0 1 N N S 7.568  16.463 17.255 0.572  -0.650 1.772   C12  1C5 12 
1C5 C13  C13  C 0 1 N N N 6.256  16.509 16.590 1.687  0.057  2.544   C13  1C5 13 
1C5 C14  C14  C 0 1 N N N 6.417  16.258 15.093 3.010  -0.108 1.795   C14  1C5 14 
1C5 C15  C15  C 0 1 N N N 7.138  17.450 14.458 4.109  0.589  2.554   C15  1C5 15 
1C5 C16  C16  C 0 1 N N N 9.482  14.926 17.444 1.172  -0.565 -0.587  C16  1C5 16 
1C5 C17  C17  C 0 1 N N S 10.169 13.583 17.200 1.050  0.038  -1.962  C17  1C5 17 
1C5 C18  C18  C 0 1 N N N 9.810  12.618 18.357 -0.064 -0.669 -2.733  C18  1C5 18 
1C5 C19  C19  C 0 1 Y N N 10.292 11.173 18.165 -0.186 -0.065 -4.108  C19  1C5 19 
1C5 C20  C20  C 0 1 Y N N 9.590  10.297 17.321 0.551  -0.581 -5.157  C20  1C5 20 
1C5 C21  C21  C 0 1 Y N N 10.021 8.964  17.199 0.442  -0.029 -6.419  C21  1C5 21 
1C5 C22  C22  C 0 1 Y N N 11.138 8.511  17.925 -0.409 1.044  -6.633  C22  1C5 22 
1C5 C23  C23  C 0 1 Y N N 11.836 9.382  18.774 -1.149 1.560  -5.579  C23  1C5 23 
1C5 C24  C24  C 0 1 Y N N 11.428 10.721 18.867 -1.040 1.001  -4.320  C24  1C5 24 
1C5 C25  C25  C 0 1 N N N 12.111 13.599 15.854 2.812  -1.353 -2.908  C25  1C5 25 
1C5 C26  C26  C 0 1 N N N 13.613 13.862 15.738 4.116  -1.517 -3.646  C26  1C5 26 
1C5 N1   N1   N 0 1 N N N 8.718  19.627 20.329 -2.451 -3.195 3.980   N1   1C5 27 
1C5 N2   N2   N 0 1 N N N 7.085  17.656 19.096 -0.857 -0.955 3.768   N2   1C5 28 
1C5 N3   N3   N 0 1 N N N 8.355  15.137 16.765 0.453  -0.063 0.436   N3   1C5 29 
1C5 N4   N4   N 0 1 N N N 11.620 13.753 17.071 2.318  -0.120 -2.679  N4   1C5 30 
1C5 O1   O1   O 0 1 N N N 7.227  19.961 21.939 -4.211 -1.867 4.227   O1   1C5 31 
1C5 O2   O2   O 0 1 N N N 7.386  15.729 19.642 -1.667 0.066  1.973   O2   1C5 32 
1C5 O3   O3   O 0 1 N N N 8.176  17.250 13.829 3.859  1.160  3.589   O3   1C5 33 
1C5 O4   O4   O 0 1 N N N 6.693  18.567 14.528 5.365  0.575  2.082   O4   1C5 34 
1C5 O5   O5   O 0 1 N N N 9.949  15.727 18.241 1.917  -1.504 -0.401  O5   1C5 35 
1C5 O6   O6   O 0 1 N N N 11.419 13.216 14.915 2.208  -2.330 -2.520  O6   1C5 36 
1C5 O4P  O4P  O 0 1 N N N 11.588 7.180  17.784 -0.519 1.589  -7.873  O4P  1C5 37 
1C5 O1P  O1P  O 0 1 N N N 12.049 7.711  15.388 -2.964 0.963  -7.865  O1P  1C5 38 
1C5 O2P  O2P  O 0 1 N N N 12.241 5.444  16.135 -1.890 1.398  -10.108 O2P  1C5 39 
1C5 O3P  O3P  O 0 1 N N N 13.883 7.084  16.859 -1.333 -0.762 -8.718  O3P  1C5 40 
1C5 P    P    P 0 1 N N N 12.456 6.853  16.545 -1.704 0.800  -8.624  P    1C5 41 
1C5 H11  1H1  H 0 1 N N N -1.005 17.632 20.319 -0.643 2.205  11.343  H11  1C5 42 
1C5 H12A 2H1  H 0 0 N N N -0.080 17.105 19.003 -1.341 3.030  9.929   H12A 1C5 43 
1C5 H21A 1H2  H 0 0 N N N -0.159 19.626 18.989 0.986  1.056  9.869   H21A 1C5 44 
1C5 H22  2H2  H 0 1 N N N 0.343  19.744 20.605 1.120  2.824  9.715   H22  1C5 45 
1C5 H31  1H3  H 0 1 N N N 2.113  18.731 18.228 1.153  1.731  7.489   H31  1C5 46 
1C5 H32  2H3  H 0 1 N N N 2.300  20.213 19.026 -0.291 2.754  7.678   H32  1C5 47 
1C5 H4   H4   H 0 1 N N N 2.827  19.010 21.258 -0.181 -0.266 8.100   H4   1C5 48 
1C5 H51  1H5  H 0 1 N N N 2.643  16.444 19.533 -2.508 1.707  8.160   H51  1C5 49 
1C5 H52  2H5  H 0 1 N N N 3.144  16.495 21.154 -2.643 -0.060 8.314   H52  1C5 50 
1C5 H61  1H6  H 0 1 N N N 0.876  17.312 21.960 -1.230 0.009  10.351  H61  1C5 51 
1C5 H62  2H6  H 0 1 N N N 0.692  15.883 21.063 -2.675 1.032  10.540  H62  1C5 52 
1C5 H71  1H7  H 0 1 N N N 4.631  18.281 18.914 -0.014 0.408  5.720   H71  1C5 53 
1C5 H72  2H7  H 0 1 N N N 4.651  19.755 19.780 -1.459 1.431  5.909   H72  1C5 54 
1C5 H81  1H8  H 0 1 N N N 5.274  18.569 21.940 -2.793 -0.567 6.520   H81  1C5 55 
1C5 H82  2H8  H 0 1 N N N 5.064  17.032 21.217 -1.349 -1.589 6.332   H82  1C5 56 
1C5 H9   H9   H 0 1 N N N 7.361  17.341 21.211 -2.626 0.108  4.140   H9   1C5 57 
1C5 H12  H12  H 0 1 N N N 8.211  17.329 16.976 0.808  -1.711 1.683   H12  1C5 58 
1C5 H131 1H13 H 0 0 N N N 5.527  15.804 17.055 1.450  1.118  2.633   H131 1C5 59 
1C5 H132 2H13 H 0 0 N N N 5.716  17.462 16.797 1.775  -0.379 3.538   H132 1C5 60 
1C5 H141 1H14 H 0 0 N N N 6.928  15.290 14.878 3.247  -1.168 1.706   H141 1C5 61 
1C5 H142 2H14 H 0 0 N N N 5.444  16.036 14.593 2.922  0.328  0.800   H142 1C5 62 
1C5 H17  H17  H 0 1 N N N 9.807  13.146 16.239 0.814  1.099  -1.873  H17  1C5 63 
1C5 H181 1H18 H 0 0 N N N 10.181 13.023 19.326 0.171  -1.730 -2.822  H181 1C5 64 
1C5 H182 2H18 H 0 0 N N N 8.711  12.636 18.548 -1.007 -0.551 -2.200  H182 1C5 65 
1C5 H20  H20  H 0 1 N N N 8.709  10.652 16.759 1.214  -1.417 -4.990  H20  1C5 66 
1C5 H21  H21  H 0 1 N N N 9.481  8.271  16.531 1.019  -0.432 -7.237  H21  1C5 67 
1C5 H23  H23  H 0 1 N N N 12.695 9.018  19.361 -1.813 2.397  -5.743  H23  1C5 68 
1C5 H24  H24  H 0 1 N N N 12.003 11.421 19.495 -1.616 1.402  -3.500  H24  1C5 69 
1C5 H261 1H26 H 0 0 N N N 14.027 13.732 14.711 4.352  -2.577 -3.735  H261 1C5 70 
1C5 H262 2H26 H 0 0 N N N 13.861 14.875 16.131 4.028  -1.079 -4.641  H262 1C5 71 
1C5 H263 3H26 H 0 0 N N N 14.174 13.231 16.465 4.910  -1.012 -3.096  H263 1C5 72 
1C5 HN11 1HN1 H 0 0 N N N 9.165  20.408 20.752 -3.017 -3.964 3.810   HN11 1C5 73 
1C5 HN12 2HN1 H 0 0 N N N 9.066  19.160 19.519 -1.486 -3.293 3.976   HN12 1C5 74 
1C5 HN2  HN2  H 0 1 N N N 7.159  18.301 18.334 -0.109 -1.397 4.198   HN2  1C5 75 
1C5 HN3  HN3  H 0 1 N N N 8.205  14.538 15.974 -0.142 0.687  0.287   HN3  1C5 76 
1C5 HN4  HN4  H 0 1 N N N 12.208 14.185 17.763 2.801  0.661  -2.990  HN4  1C5 77 
1C5 HO4  HO4  H 0 1 N N N 7.140  19.306 14.134 6.070  1.023  2.569   HO4  1C5 78 
1C5 HOP2 2HOP H 0 0 N N N 12.773 5.243  15.374 -2.608 0.899  -10.522 HOP2 1C5 79 
1C5 HOP3 3HOP H 0 0 N N N 14.415 6.883  16.098 -0.508 -0.824 -9.219  HOP3 1C5 80 
# 
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 
1C5 C1  C2   SING N N 1  
1C5 C1  C6   SING N N 2  
1C5 C1  H11  SING N N 3  
1C5 C1  H12A SING N N 4  
1C5 C2  C3   SING N N 5  
1C5 C2  H21A SING N N 6  
1C5 C2  H22  SING N N 7  
1C5 C3  C4   SING N N 8  
1C5 C3  H31  SING N N 9  
1C5 C3  H32  SING N N 10 
1C5 C4  C5   SING N N 11 
1C5 C4  C7   SING N N 12 
1C5 C4  H4   SING N N 13 
1C5 C5  C6   SING N N 14 
1C5 C5  H51  SING N N 15 
1C5 C5  H52  SING N N 16 
1C5 C6  H61  SING N N 17 
1C5 C6  H62  SING N N 18 
1C5 C7  C8   SING N N 19 
1C5 C7  H71  SING N N 20 
1C5 C7  H72  SING N N 21 
1C5 C8  C9   SING N N 22 
1C5 C8  H81  SING N N 23 
1C5 C8  H82  SING N N 24 
1C5 C9  C10  SING N N 25 
1C5 C9  N2   SING N N 26 
1C5 C9  H9   SING N N 27 
1C5 C10 N1   SING N N 28 
1C5 C10 O1   DOUB N N 29 
1C5 C11 C12  SING N N 30 
1C5 C11 N2   SING N N 31 
1C5 C11 O2   DOUB N N 32 
1C5 C12 C13  SING N N 33 
1C5 C12 N3   SING N N 34 
1C5 C12 H12  SING N N 35 
1C5 C13 C14  SING N N 36 
1C5 C13 H131 SING N N 37 
1C5 C13 H132 SING N N 38 
1C5 C14 C15  SING N N 39 
1C5 C14 H141 SING N N 40 
1C5 C14 H142 SING N N 41 
1C5 C15 O3   DOUB N N 42 
1C5 C15 O4   SING N N 43 
1C5 C16 C17  SING N N 44 
1C5 C16 N3   SING N N 45 
1C5 C16 O5   DOUB N N 46 
1C5 C17 C18  SING N N 47 
1C5 C17 N4   SING N N 48 
1C5 C17 H17  SING N N 49 
1C5 C18 C19  SING N N 50 
1C5 C18 H181 SING N N 51 
1C5 C18 H182 SING N N 52 
1C5 C19 C20  DOUB Y N 53 
1C5 C19 C24  SING Y N 54 
1C5 C20 C21  SING Y N 55 
1C5 C20 H20  SING N N 56 
1C5 C21 C22  DOUB Y N 57 
1C5 C21 H21  SING N N 58 
1C5 C22 C23  SING Y N 59 
1C5 C22 O4P  SING N N 60 
1C5 C23 C24  DOUB Y N 61 
1C5 C23 H23  SING N N 62 
1C5 C24 H24  SING N N 63 
1C5 C25 C26  SING N N 64 
1C5 C25 N4   SING N N 65 
1C5 C25 O6   DOUB N N 66 
1C5 C26 H261 SING N N 67 
1C5 C26 H262 SING N N 68 
1C5 C26 H263 SING N N 69 
1C5 N1  HN11 SING N N 70 
1C5 N1  HN12 SING N N 71 
1C5 N2  HN2  SING N N 72 
1C5 N3  HN3  SING N N 73 
1C5 N4  HN4  SING N N 74 
1C5 O4  HO4  SING N N 75 
1C5 O4P P    SING N N 76 
1C5 O1P P    DOUB N N 77 
1C5 O2P P    SING N N 78 
1C5 O2P HOP2 SING N N 79 
1C5 O3P P    SING N N 80 
1C5 O3P HOP3 SING N N 81 
# 
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 
1C5 SMILES           ACDLabs              10.04 O=P(O)(O)Oc1ccc(cc1)CC(NC(=O)C)C(=O)NC(C(=O)NC(C(=O)N)CCC2CCCCC2)CCC(=O)O 
1C5 InChI            InChI                1.02b 
;InChI=1/C26H39N4O10P/c1-16(31)28-22(15-18-7-10-19(11-8-18)40-41(37,38)39)26(36)30-21(13-14-23(32)33)25(35)29-20(24(27)34)12-9-17-5-3-2-4-6-17/h7-8,10-11,17,20-22H,2-6,9,12-15H2,1H3,(H2,27,34)(H,28,31)(H,29,35)(H,30,36)(H,32,33)(H2,37,38,39)/t20-,21+,22+/m1/s1/f/h28-30,32,37-38H,27H2
;
1C5 InChIKey         InChI                1.02b MYZLOAXXVDGNMQ-PVEFUITIDJ 
1C5 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@H](CCC2CCCCC2)C(N)=O 
1C5 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](CCC2CCCCC2)C(N)=O 
1C5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(cc1)OP(=O)(O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](CCC2CCCCC2)C(=O)N 
1C5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(cc1)OP(=O)(O)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCC2CCCCC2)C(=O)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 
1C5 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-O-phosphono-L-tyrosyl-N-[(1R)-1-carbamoyl-3-cyclohexylpropyl]-L-alpha-glutamine                                                        
1C5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-[[(2S)-2-acetamido-3-(4-phosphonooxyphenyl)propanoyl]amino]-5-[[(2R)-1-amino-4-cyclohexyl-1-oxo-butan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
