data_BLS
# 
_chem_comp.id                                    BLS 
_chem_comp.name                                  "BLASTICIDIN S" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C17 H26 N8 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-11-09 
_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                        422.439 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BLS 
_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        1KC8 
_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 
BLS O4    O4   O 0 1 N N N 80.279 112.788 95.285  0.322   -3.252 0.502  O4    BLS 1  
BLS N1    N1   N 0 1 Y N N 76.083 110.696 97.045  5.051   0.402  0.546  N1    BLS 2  
BLS C2    C2   C 0 1 Y N N 74.840 109.969 97.153  5.272   0.687  -0.751 C2    BLS 3  
BLS O2    O2   O 0 1 N N N 73.867 110.221 96.519  4.346   0.634  -1.543 O2    BLS 4  
BLS N3    N3   N 0 1 Y N N 74.750 108.907 98.073  6.483   1.036  -1.181 N3    BLS 5  
BLS C4    C4   C 0 1 Y N N 75.827 108.612 98.857  7.508   1.101  -0.341 C4    BLS 6  
BLS N4    N4   N 0 1 N N N 75.678 107.579 99.763  8.755   1.457  -0.798 N4    BLS 7  
BLS C5    C5   C 0 1 Y N N 77.016 109.339 98.772  7.310   0.803  1.023  C5    BLS 8  
BLS C6    C6   C 0 1 Y N N 77.163 110.383 97.845  6.072   0.455  1.446  C6    BLS 9  
BLS "C1'" C1*  C 0 1 N N R 76.216 111.787 96.039  3.706   0.028  0.990  "C1'" BLS 10 
BLS "C2'" C2*  C 0 1 N N N 75.622 113.037 96.501  2.782   1.198  0.811  "C2'" BLS 11 
BLS "C3'" C3*  C 0 1 N N N 76.198 114.294 96.201  1.552   1.059  0.401  "C3'" BLS 12 
BLS "C4'" C4*  C 0 1 N N S 77.517 114.253 95.325  0.989   -0.301 0.081  "C4'" BLS 13 
BLS "C5'" C5*  C 0 1 N N S 77.950 112.992 94.777  1.919   -1.376 0.652  "C5'" BLS 14 
BLS "O5'" O5*  O 0 1 N N N 77.697 111.951 95.814  3.257   -1.093 0.232  "O5'" BLS 15 
BLS O3    O3   O 0 1 N N N 79.624 113.040 93.122  2.242   -3.354 -0.586 O3    BLS 16 
BLS "C6'" C6*  C 0 1 N N N 79.476 112.919 94.452  1.506   -2.733 0.144  "C6'" BLS 17 
BLS N6    N6   N 0 1 N N N 77.490 115.353 94.249  -0.341  -0.435 0.682  N6    BLS 18 
BLS C7    C7   C 0 1 N N N 78.020 116.607 94.309  -1.426  0.022  0.025  C7    BLS 19 
BLS O7    O7   O 0 1 N N N 78.608 116.935 95.350  -1.301  0.543  -1.063 O7    BLS 20 
BLS C8    C8   C 0 1 N N N 77.796 117.367 92.977  -2.793  -0.116 0.643  C8    BLS 21 
BLS C9    C9   C 0 1 N N S 78.782 116.947 91.945  -3.841  0.478  -0.301 C9    BLS 22 
BLS N9    N9   N 0 1 N N N 78.682 117.647 90.576  -3.892  -0.315 -1.537 N9    BLS 23 
BLS C10   C10  C 0 1 N N N 80.074 117.233 92.403  -5.212  0.452  0.378  C10   BLS 24 
BLS C11   C11  C 0 1 N N N 81.031 116.037 92.468  -6.236  1.157  -0.513 C11   BLS 25 
BLS N12   N12  N 0 1 N N N 82.420 116.532 92.820  -7.549  1.132  0.137  N12   BLS 26 
BLS C13   C13  C 0 1 N N N 82.662 116.750 94.245  -7.943  2.222  1.033  C13   BLS 27 
BLS C14   C14  C 0 1 N N N 83.328 116.757 91.891  -8.411  0.086  -0.094 C14   BLS 28 
BLS N14   N14  N 0 1 N N N 84.634 116.877 92.373  -9.578  0.064  0.484  N14   BLS 29 
BLS N15   N15  N 0 1 N N N 83.194 116.621 90.571  -8.041  -0.937 -0.935 N15   BLS 30 
BLS HO4   HO4  H 0 1 N N N 81.144 112.773 94.892  0.057   -4.123 0.176  HO4   BLS 31 
BLS HN41  1HN4 H 0 0 N N N 74.850 107.033 99.890  9.503   1.504  -0.181 HN41  BLS 32 
BLS HN42  2HN4 H 0 0 N N N 76.532 107.466 100.270 8.888   1.661  -1.737 HN42  BLS 33 
BLS H5    H5   H 0 1 N N N 77.836 109.094 99.430  8.134   0.851  1.720  H5    BLS 34 
BLS H6    H6   H 0 1 N N N 78.093 110.925 97.760  5.896   0.223  2.486  H6    BLS 35 
BLS "H1'" H1*  H 0 1 N N N 75.681 111.530 95.113  3.740   -0.244 2.045  "H1'" BLS 36 
BLS "H2'" H2*  H 0 1 N N N 74.717 113.002 97.089  3.150   2.190  1.028  "H2'" BLS 37 
BLS "H3'" H3*  H 0 1 N N N 75.766 115.222 96.547  0.928   1.933  0.289  "H3'" BLS 38 
BLS "H4'" H4*  H 0 1 N N N 78.300 114.444 96.074  0.914   -0.420 -1.000 "H4'" BLS 39 
BLS "H5'" H5*  H 0 1 N N N 77.400 112.851 93.835  1.867   -1.361 1.740  "H5'" BLS 40 
BLS HN6   HN6  H 0 1 N N N 77.024 115.117 93.396  -0.440  -0.852 1.552  HN6   BLS 41 
BLS H81   1H8  H 0 1 N N N 77.923 118.444 93.164  -2.818  0.417  1.594  H81   BLS 42 
BLS H82   2H8  H 0 1 N N N 76.782 117.151 92.610  -3.012  -1.170 0.811  H82   BLS 43 
BLS H9    H9   H 0 1 N N N 78.561 115.880 91.795  -3.574  1.507  -0.540 H9    BLS 44 
BLS HN91  1HN9 H 0 0 N N N 79.475 117.403 90.018  -2.949  -0.356 -1.894 HN91  BLS 45 
BLS HN92  2HN9 H 0 0 N N N 78.660 118.638 90.709  -4.142  -1.255 -1.269 HN92  BLS 46 
BLS H101  1H10 H 0 0 N N N 79.960 117.589 93.437  -5.152  0.964  1.338  H101  BLS 47 
BLS H102  2H10 H 0 0 N N N 80.513 117.971 91.716  -5.519  -0.582 0.537  H102  BLS 48 
BLS H111  1H11 H 0 0 N N N 81.055 115.528 91.493  -6.297  0.644  -1.473 H111  BLS 49 
BLS H112  2H11 H 0 0 N N N 80.686 115.330 93.236  -5.929  2.191  -0.672 H112  BLS 50 
BLS H131  1H13 H 0 0 N N N 82.234 115.916 94.821  -7.138  2.953  1.092  H131  BLS 51 
BLS H132  2H13 H 0 0 N N N 82.189 117.693 94.557  -8.843  2.702  0.647  H132  BLS 52 
BLS H133  3H13 H 0 0 N N N 83.745 116.805 94.429  -8.143  1.821  2.027  H133  BLS 53 
BLS HN14  HN14 H 0 0 N N N 85.251 117.045 91.604  -10.186 -0.674 0.321  HN14  BLS 54 
BLS H151  1H15 H 0 0 N N N 83.938 116.679 89.905  -8.649  -1.675 -1.098 H151  BLS 55 
BLS H152  2H15 H 0 0 N N N 82.233 116.452 90.351  -7.171  -0.920 -1.366 H152  BLS 56 
# 
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 
BLS O4    "C6'" SING N N 1  
BLS O4    HO4   SING N N 2  
BLS N1    C2    SING Y N 3  
BLS N1    C6    SING Y N 4  
BLS N1    "C1'" SING N N 5  
BLS C2    O2    DOUB N N 6  
BLS C2    N3    SING Y N 7  
BLS N3    C4    DOUB Y N 8  
BLS C4    N4    SING N N 9  
BLS C4    C5    SING Y N 10 
BLS N4    HN41  SING N N 11 
BLS N4    HN42  SING N N 12 
BLS C5    C6    DOUB Y N 13 
BLS C5    H5    SING N N 14 
BLS C6    H6    SING N N 15 
BLS "C1'" "C2'" SING N N 16 
BLS "C1'" "O5'" SING N N 17 
BLS "C1'" "H1'" SING N N 18 
BLS "C2'" "C3'" DOUB N N 19 
BLS "C2'" "H2'" SING N N 20 
BLS "C3'" "C4'" SING N N 21 
BLS "C3'" "H3'" SING N N 22 
BLS "C4'" "C5'" SING N N 23 
BLS "C4'" N6    SING N N 24 
BLS "C4'" "H4'" SING N N 25 
BLS "C5'" "O5'" SING N N 26 
BLS "C5'" "C6'" SING N N 27 
BLS "C5'" "H5'" SING N N 28 
BLS O3    "C6'" DOUB N N 29 
BLS N6    C7    SING N N 30 
BLS N6    HN6   SING N N 31 
BLS C7    O7    DOUB N N 32 
BLS C7    C8    SING N N 33 
BLS C8    C9    SING N N 34 
BLS C8    H81   SING N N 35 
BLS C8    H82   SING N N 36 
BLS C9    N9    SING N N 37 
BLS C9    C10   SING N N 38 
BLS C9    H9    SING N N 39 
BLS N9    HN91  SING N N 40 
BLS N9    HN92  SING N N 41 
BLS C10   C11   SING N N 42 
BLS C10   H101  SING N N 43 
BLS C10   H102  SING N N 44 
BLS C11   N12   SING N N 45 
BLS C11   H111  SING N N 46 
BLS C11   H112  SING N N 47 
BLS N12   C13   SING N N 48 
BLS N12   C14   SING N N 49 
BLS C13   H131  SING N N 50 
BLS C13   H132  SING N N 51 
BLS C13   H133  SING N N 52 
BLS C14   N14   DOUB N E 53 
BLS C14   N15   SING N N 54 
BLS N14   HN14  SING N N 55 
BLS N15   H151  SING N N 56 
BLS N15   H152  SING N N 57 
# 
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 
BLS SMILES           ACDLabs              10.04 O=C1N=C(N)C=CN1C2OC(C(=O)O)C(C=C2)NC(=O)CC(N)CCN(C(=[N@H])N)C 
BLS InChI            InChI                1.02b 
InChI=1/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10-,13+,14-/m0/s1/f/h20,22,27H,19,21H2/b20-16+ 
BLS InChIKey         InChI                1.02b CXNPLSGKWMLZPZ-VFBZFEPMDI 
BLS SMILES_CANONICAL CACTVS               3.341 CN(CC[C@H](N)CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(O)=O)N2C=CC(=NC2=O)N)C(N)=N 
BLS SMILES           CACTVS               3.341 CN(CC[CH](N)CC(=O)N[CH]1C=C[CH](O[CH]1C(O)=O)N2C=CC(=NC2=O)N)C(N)=N 
BLS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/N(C)CC[C@@H](CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(=O)O)N2C=CC(=NC2=O)N)N 
BLS SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)N(C)CCC(CC(=O)NC1C=CC(OC1C(=O)O)N2C=CC(=NC2=O)N)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 
BLS "SYSTEMATIC NAME" ACDLabs              10.04 4-amino-1-[4-({(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl}amino)-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl]pyrimidin-2(1H)-one  
BLS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,6R)-3-[[(3S)-3-amino-5-(carbamimidoyl-methyl-amino)pentanoyl]amino]-6-(4-amino-2-oxo-pyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid" 
# 
