data_L2A
# 
_chem_comp.id                                    L2A 
_chem_comp.name                                  "(2S,5S,8S,11S,15E,20S)-20-amino-2-(carboxymethyl)-11,20-dimethyl-5,8-bis(2-methylpropyl)-3,6,9,21-tetraoxo-1,4,7,10-tetraazacyclohenicos-15-ene-11-carboxylic acid" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C30 H51 N5 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-20 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        609.755 
_chem_comp.one_letter_code                       X 
_chem_comp.three_letter_code                     L2A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2K1C 
_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 
L2A N1   N1   N 0 1 N N N -9.666  14.119 -2.563 3.862  0.811  0.331  N1   L2A 1  
L2A C1   C1   C 0 1 N N S -10.453 13.224 -1.732 2.943  1.652  -0.442 C1   L2A 2  
L2A C2   C2   C 0 1 N N N -9.934  13.160 -0.303 1.653  1.820  0.319  C2   L2A 3  
L2A O1   O1   O 0 1 N N N -10.704 12.917 0.620  1.350  1.046  1.202  O1   L2A 4  
L2A C3   C3   C 0 1 N N N -10.484 11.824 -2.341 2.657  0.988  -1.790 C3   L2A 5  
L2A C4   C4   C 0 1 N N N -11.300 11.766 -3.618 3.950  0.785  -2.536 C4   L2A 6  
L2A O2   O2   O 0 1 N N N -10.814 12.245 -4.666 4.995  1.136  -2.039 O2   L2A 7  
L2A O3   O3   O 0 1 N N N -12.432 11.242 -3.587 3.943  0.215  -3.751 O3   L2A 8  
L2A N2   N2   N 0 1 N N N -8.635  13.392 -0.109 0.832  2.864  -0.007 N2   L2A 9  
L2A C5   C5   C 0 1 N N S -8.056  13.328 1.230  -0.422 2.948  0.776  C5   L2A 10 
L2A C6   C6   C 0 1 N N N -8.560  14.473 2.094  -1.505 2.218  0.024  C6   L2A 11 
L2A O4   O4   O 0 1 N N N -8.667  14.332 3.309  -1.342 1.905  -1.136 O4   L2A 12 
L2A C7   C7   C 0 1 N N N -6.521  13.338 1.208  -0.817 4.415  0.959  C7   L2A 13 
L2A C8   C8   C 0 1 N N N -5.843  12.063 0.699  0.238  5.125  1.810  C8   L2A 14 
L2A C9   C9   C 0 1 N N N -6.438  10.837 1.373  -0.090 6.617  1.889  C9   L2A 15 
L2A C10  C10  C 0 1 N N N -5.943  11.952 -0.811 0.242  4.529  3.219  C10  L2A 16 
L2A N3   N3   N 0 1 N N N -8.881  15.602 1.471  -2.667 1.913  0.664  N3   L2A 17 
L2A C11  C11  C 0 1 N N S -9.445  16.728 2.203  -3.682 1.187  -0.126 C11  L2A 18 
L2A C12  C12  C 0 1 N N N -10.769 16.315 2.838  -3.613 -0.277 0.223  C12  L2A 19 
L2A O5   O5   O 0 1 N N N -10.998 16.548 4.027  -3.159 -0.637 1.289  O5   L2A 20 
L2A C13  C13  C 0 1 N N N -9.656  17.941 1.289  -3.399 1.371  -1.619 C13  L2A 21 
L2A C14  C14  C 0 1 N N N -8.426  18.829 1.070  -3.651 2.829  -2.009 C14  L2A 22 
L2A C15  C15  C 0 1 N N N -7.344  18.090 0.302  -2.863 3.750  -1.075 C15  L2A 23 
L2A C16  C16  C 0 1 N N N -8.816  20.108 0.345  -3.196 3.056  -3.452 C16  L2A 24 
L2A HN1  HN1  H 0 1 N N N -9.164  13.741 -3.341 4.541  1.222  0.888  HN1  L2A 25 
L2A H1   H1   H 0 1 N N N -11.475 13.630 -1.694 3.398  2.629  -0.607 H1   L2A 26 
L2A H3   H3   H 0 1 N N N -9.452  11.521 -2.572 2.177  0.023  -1.625 H3   L2A 27 
L2A H3A  H3A  H 0 1 N N N -10.954 11.149 -1.610 1.995  1.626  -2.376 H3A  L2A 28 
L2A HN2  HN2  H 0 1 N N N -8.051  13.612 -0.890 1.056  3.503  -0.702 HN2  L2A 29 
L2A H5   H5   H 0 1 N N N -8.380  12.370 1.663  -0.277 2.484  1.752  H5   L2A 30 
L2A H7   H7   H 0 1 N N N -6.209  14.160 0.547  -0.882 4.898  -0.016 H7   L2A 31 
L2A H7A  H7A  H 0 1 N N N -6.209  13.443 2.257  -1.785 4.472  1.458  H7A  L2A 32 
L2A H8   H8   H 0 1 N N N -4.776  12.119 0.959  1.220  4.992  1.357  H8   L2A 33 
L2A H9   H9   H 0 1 N N N -6.582  10.041 0.627  0.661  7.123  2.495  H9   L2A 34 
L2A H9A  H9A  H 0 1 N N N -5.755  10.483 2.159  -0.093 7.042  0.885  H9A  L2A 35 
L2A H9B  H9B  H 0 1 N N N -7.408  11.099 1.820  -1.072 6.750  2.342  H9B  L2A 36 
L2A H10  H10  H 0 1 N N N -5.967  12.959 -1.252 -0.740 4.661  3.673  H10  L2A 37 
L2A H10A H10A H 0 0 N N N -6.864  11.413 -1.079 0.476  3.465  3.163  H10A L2A 38 
L2A H10B H10B H 0 0 N N N -5.071  11.404 -1.197 0.993  5.034  3.826  H10B L2A 39 
L2A HN3  HN3  H 0 1 N N N -8.733  15.680 0.485  -2.821 2.160  1.589  HN3  L2A 40 
L2A H11  H11  H 0 1 N N N -8.733  17.019 2.989  -4.674 1.572  0.110  H11  L2A 41 
L2A H13  H13  H 0 1 N N N -9.969  17.562 0.305  -2.360 1.114  -1.826 H13  L2A 42 
L2A H13A H13A H 0 0 N N N -10.402 18.574 1.792  -4.056 0.722  -2.196 H13A L2A 43 
L2A H14  H14  H 0 1 N N N -8.019  19.094 2.057  -4.715 3.049  -1.924 H14  L2A 44 
L2A H15  H15  H 0 1 N N N -7.139  17.127 0.792  -3.174 4.783  -1.236 H15  L2A 45 
L2A H15A H15A H 0 0 N N N -6.426  18.696 0.287  -3.057 3.470  -0.040 H15A L2A 46 
L2A H15B H15B H 0 0 N N N -7.683  17.911 -0.729 -1.798 3.655  -1.284 H15B L2A 47 
L2A H16  H16  H 0 1 N N N -9.778  19.960 -0.167 -3.757 2.400  -4.117 H16  L2A 48 
L2A H16A H16A H 0 0 N N N -8.910  20.928 1.072  -3.375 4.095  -3.730 H16A L2A 49 
L2A H16B H16B H 0 0 N N N -8.042  20.361 -0.394 -2.132 2.836  -3.537 H16B L2A 50 
L2A N    N    N 0 1 N N N -7.659  15.501 -3.802 4.534  -1.135 2.494  N    L2A 51 
L2A CA   CA   C 0 1 N N S -8.885  16.233 -3.412 4.711  -1.394 1.059  CA   L2A 52 
L2A CB2  CB2  C 0 1 N N N -8.528  17.629 -2.905 6.150  -1.067 0.656  CB2  L2A 53 
L2A CB1  CB1  C 0 1 N N N -9.817  16.369 -4.620 4.422  -2.868 0.769  CB1  L2A 54 
L2A CG   CG   C 0 1 N N N -11.076 17.175 -4.291 2.913  -3.114 0.826  CG   L2A 55 
L2A CD   CD   C 0 1 N N N -12.343 16.316 -4.283 2.618  -4.570 0.461  CD   L2A 56 
L2A C    C    C 0 1 N N N -9.591  15.420 -2.324 3.759  -0.531 0.271  C    L2A 57 
L2A O    O    O 0 1 N N N -10.030 15.951 -1.302 2.901  -1.045 -0.415 O    L2A 58 
L2A CE   CE   C 0 1 N N N -12.592 15.595 -2.974 1.415  -4.627 -0.444 CE   L2A 59 
L2A N4   N4   N 0 1 N N N -11.615 15.677 2.026  -4.072 -1.192 -0.682 N4   L2A 60 
L2A C17  C17  C 0 1 N N S -12.928 15.138 2.458  -3.968 -2.607 -0.256 C17  L2A 61 
L2A C18  C18  C 0 1 N N N -13.812 16.236 3.051  -5.269 -3.341 -0.588 C18  L2A 62 
L2A C19  C19  C 0 1 N N N -13.644 14.521 1.253  -2.805 -3.259 -1.007 C19  L2A 63 
L2A C20  C20  C 0 1 N N N -13.546 15.401 0.012  -2.180 -4.348 -0.132 C20  L2A 64 
L2A C21  C21  C 0 1 N N N -14.137 14.696 -1.200 -0.971 -4.949 -0.851 C21  L2A 65 
L2A C22  C22  C 0 1 N N N -12.669 14.025 3.495  -3.716 -2.671 1.228  C22  L2A 66 
L2A O6   O6   O 0 1 N N N -13.210 14.032 4.601  -2.585 -2.621 1.652  O6   L2A 67 
L2A C23  C23  C 0 1 N N N -13.889 15.433 -2.503 0.233  -4.892 0.054  C23  L2A 68 
L2A HN   HN   H 0 1 N N N -7.668  15.336 -4.788 5.115  -1.747 3.047  HN   L2A 69 
L2A HB2  HB2  H 0 1 N N N -7.569  17.944 -3.342 6.838  -1.691 1.226  HB2  L2A 70 
L2A HB2A HB2A H 0 0 N N N -9.316  18.338 -3.199 6.281  -1.260 -0.409 HB2A L2A 71 
L2A HB2B HB2B H 0 0 N N N -8.442  17.611 -1.809 6.355  -0.017 0.863  HB2B L2A 72 
L2A HB1  HB1  H 0 1 N N N -10.130 15.359 -4.922 4.794  -3.122 -0.224 HB1  L2A 73 
L2A HB1A HB1A H 0 0 N N N -9.273  16.883 -5.426 4.920  -3.490 1.513  HB1A L2A 74 
L2A HG   HG   H 0 1 N N N -11.196 17.940 -5.072 2.551  -2.911 1.834  HG   L2A 75 
L2A HGA  HGA  H 0 1 N N N -10.952 17.620 -3.293 2.411  -2.453 0.120  HGA  L2A 76 
L2A HD   HD   H 0 1 N N N -13.202 16.976 -4.476 3.480  -4.997 -0.052 HD   L2A 77 
L2A HDA  HDA  H 0 1 N N N -12.211 15.543 -5.054 2.418  -5.139 1.369  HDA  L2A 78 
L2A HE   HE   H 0 1 N N N -11.760 15.206 -2.406 1.527  -4.448 -1.503 HE   L2A 79 
L2A HN4  HN4  H 0 1 N N N -11.348 15.555 1.070  -4.438 -0.934 -1.542 HN4  L2A 80 
L2A H18  H18  H 0 1 N N N -14.757 16.288 2.490  -5.189 -4.381 -0.274 H18  L2A 81 
L2A H18A H18A H 0 0 N N N -14.024 16.007 4.106  -6.098 -2.865 -0.065 H18A L2A 82 
L2A H18B H18B H 0 0 N N N -13.291 17.202 2.984  -5.445 -3.299 -1.663 H18B L2A 83 
L2A H19  H19  H 0 1 N N N -14.708 14.414 1.509  -3.172 -3.703 -1.932 H19  L2A 84 
L2A H19A H19A H 0 0 N N N -13.181 13.549 1.030  -2.053 -2.504 -1.239 H19A L2A 85 
L2A H20  H20  H 0 1 N N N -12.485 15.614 -0.186 -1.860 -3.914 0.816  H20  L2A 86 
L2A H20A H20A H 0 0 N N N -14.101 16.334 0.190  -2.916 -5.129 0.057  H20A L2A 87 
L2A H21  H21  H 0 1 N N N -15.226 14.648 -1.053 -1.181 -5.987 -1.111 H21  L2A 88 
L2A H21A H21A H 0 0 N N N -13.678 13.699 -1.276 -0.769 -4.381 -1.760 H21A L2A 89 
L2A H23  H23  H 0 1 N N N -14.721 15.832 -3.064 0.120  -5.071 1.113  H23  L2A 90 
L2A HO3  HO3  H 0 1 N N N -12.821 11.277 -4.453 4.797  0.106  -4.190 HO3  L2A 91 
L2A HNA  HNA  H 0 1 N Y N -6.855  16.046 -3.563 4.719  -0.167 2.712  HNA  L2A 92 
L2A OXT  OXT  O 0 1 N Y N ?       ?      ?      -4.747 -2.784 2.080  OXT  L2A 93 
L2A HXT  HXT  H 0 1 N Y N ?       ?      ?      -4.536 -2.821 3.023  HXT  L2A 94 
# 
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 
L2A HN1  N1   SING N N 1  
L2A N1   C    SING N N 2  
L2A N1   C1   SING N N 3  
L2A C3   C1   SING N N 4  
L2A C1   H1   SING N N 5  
L2A C1   C2   SING N N 6  
L2A C2   N2   SING N N 7  
L2A C2   O1   DOUB N N 8  
L2A C4   C3   SING N N 9  
L2A H3   C3   SING N N 10 
L2A C3   H3A  SING N N 11 
L2A O2   C4   DOUB N N 12 
L2A C4   O3   SING N N 13 
L2A O3   HO3  SING N N 14 
L2A HN2  N2   SING N N 15 
L2A N2   C5   SING N N 16 
L2A C7   C5   SING N N 17 
L2A C5   H5   SING N N 18 
L2A C5   C6   SING N N 19 
L2A N3   C6   SING N N 20 
L2A C6   O4   DOUB N N 21 
L2A H7   C7   SING N N 22 
L2A C8   C7   SING N N 23 
L2A C7   H7A  SING N N 24 
L2A C10  C8   SING N N 25 
L2A C8   H8   SING N N 26 
L2A C8   C9   SING N N 27 
L2A H9   C9   SING N N 28 
L2A H9A  C9   SING N N 29 
L2A C9   H9B  SING N N 30 
L2A H10  C10  SING N N 31 
L2A H10B C10  SING N N 32 
L2A H10A C10  SING N N 33 
L2A HN3  N3   SING N N 34 
L2A N3   C11  SING N N 35 
L2A C13  C11  SING N N 36 
L2A C11  C12  SING N N 37 
L2A C11  H11  SING N N 38 
L2A N4   C12  SING N N 39 
L2A C12  O5   DOUB N N 40 
L2A H13  C13  SING N N 41 
L2A C14  C13  SING N N 42 
L2A C13  H13A SING N N 43 
L2A C15  C14  SING N N 44 
L2A C16  C14  SING N N 45 
L2A C14  H14  SING N N 46 
L2A H15B C15  SING N N 47 
L2A H15A C15  SING N N 48 
L2A C15  H15  SING N N 49 
L2A H16A C16  SING N N 50 
L2A H16B C16  SING N N 51 
L2A C16  H16  SING N N 52 
L2A HN   N    SING N N 53 
L2A N    CA   SING N N 54 
L2A N    HNA  SING N N 55 
L2A CB1  CA   SING N N 56 
L2A CA   CB2  SING N N 57 
L2A CA   C    SING N N 58 
L2A HB2B CB2  SING N N 59 
L2A CB2  HB2  SING N N 60 
L2A CB2  HB2A SING N N 61 
L2A HB1A CB1  SING N N 62 
L2A HB1  CB1  SING N N 63 
L2A CB1  CG   SING N E 64 
L2A HGA  CG   SING N N 65 
L2A CG   CD   SING N N 66 
L2A CG   HG   SING N N 67 
L2A HD   CD   SING N N 68 
L2A HDA  CD   SING N N 69 
L2A CD   CE   SING N N 70 
L2A C    O    DOUB N N 71 
L2A CE   C23  DOUB N N 72 
L2A CE   HE   SING N N 73 
L2A HN4  N4   SING N N 74 
L2A N4   C17  SING N N 75 
L2A C19  C17  SING N N 76 
L2A C17  C18  SING N N 77 
L2A C17  C22  SING N N 78 
L2A H18A C18  SING N N 79 
L2A C18  H18B SING N N 80 
L2A C18  H18  SING N N 81 
L2A C20  C19  SING N N 82 
L2A H19A C19  SING N N 83 
L2A C19  H19  SING N N 84 
L2A C21  C20  SING N N 85 
L2A H20A C20  SING N N 86 
L2A C20  H20  SING N N 87 
L2A C23  C21  SING N N 88 
L2A H21A C21  SING N N 89 
L2A C21  H21  SING N N 90 
L2A C22  O6   DOUB N N 91 
L2A H23  C23  SING N N 92 
L2A C22  OXT  SING N N 93 
L2A OXT  HXT  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 
L2A SMILES           ACDLabs              10.04 "O=C(O)C1(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(N)(C)CCCC=CCCC1)CC(=O)O)CC(C)C)CC(C)C)C" 
L2A InChI            InChI                1.02b 
;InChI=1/C30H51N5O8/c1-18(2)15-20-24(38)33-21(16-19(3)4)26(40)35-30(6,28(42)43)14-12-10-8-7-9-11-13-29(5,31)27(41)34-22(17-23(36)37)25(39)32-20/h7-8,18-22H,9-17,31H2,1-6H3,(H,32,39)(H,33,38)(H,34,41)(H,35,40)(H,36,37)(H,42,43)/b8-7+/t20-,21-,22-,29-,30-/m0/s1/f/h32-36,42H
;
L2A InChIKey         InChI                1.02b LHANMAUMFDZWEI-XUNJKGIXDC 
L2A SMILES_CANONICAL CACTVS               3.341 "CC(C)C[C@@H]1NC(=O)[C@H](CC(O)=O)NC(=O)[C@@](C)(N)CCC\C=C\CCC[C@](C)(NC(=O)[C@H](CC(C)C)NC1=O)C(O)=O" 
L2A SMILES           CACTVS               3.341 "CC(C)C[CH]1NC(=O)[CH](CC(O)=O)NC(=O)[C](C)(N)CCCC=CCCC[C](C)(NC(=O)[CH](CC(C)C)NC1=O)C(O)=O" 
L2A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@H]1C(=O)N[C@](CCC\C=C\CCC[C@](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC(C)C)CC(=O)O)(C)N)(C)C(=O)O" 
L2A SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C)CC1C(=O)NC(CCCC=CCCCC(C(=O)NC(C(=O)NC(C(=O)N1)CC(C)C)CC(=O)O)(C)N)(C)C(=O)O" 
# 
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 
L2A "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,5S,8S,11S,15E,20S)-20-amino-2-(carboxymethyl)-11,20-dimethyl-5,8-bis(2-methylpropyl)-3,6,9,21-tetraoxo-1,4,7,10-tetraazacyclohenicos-15-ene-11-carboxylic acid" 
L2A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5S,8S,11S,15E,20S)-20-amino-2-(carboxymethyl)-11,20-dimethyl-5,8-bis(2-methylpropyl)-3,6,9,21-tetraoxo-1,4,7,10-tetrazacyclohenicos-15-ene-11-carboxylic acid"  
# 
