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 2011-06-04 _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 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" BLS InChI InChI 1.03 "InChI=1S/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" BLS InChIKey InChI 1.03 CXNPLSGKWMLZPZ-ZNIXKSQXSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BLS "Create component" 2001-11-09 RCSB BLS "Modify descriptor" 2011-06-04 RCSB #