data_3B2
# 
_chem_comp.id                                    3B2 
_chem_comp.name                                  "(14R)-14-hydroxy-15,15-dimethyl-1-[5-({[(5-methyl-1,2-oxazol-3-yl)methyl]sulfanyl}methyl)-1,2-oxazol-3-yl]-4,9,13-trioxo-2-thia-5,8,12-triazahexadecan-16-yl dihydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H36 N5 O10 P S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-16 
_chem_comp.pdbx_modified_date                    2017-05-05 
_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                        637.663 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3B2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4U11 
_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 
3B2 C10 C1  C 0 1 Y N N 100.572 114.794 16.076 7.601   1.190  0.205  C10 3B2 1  
3B2 C13 C2  C 0 1 N N N 99.035  117.677 15.045 3.489   1.506  -0.554 C13 3B2 2  
3B2 C17 C3  C 0 1 N N N 101.330 120.574 16.504 -0.226  1.222  0.326  C17 3B2 3  
3B2 C20 C4  C 0 1 N N N 99.499  123.519 15.341 -3.851  1.536  -0.440 C20 3B2 4  
3B2 C22 C5  C 0 1 N N N 97.976  123.273 15.482 -5.133  1.276  0.308  C22 3B2 5  
3B2 C01 C6  C 0 1 N N N 105.099 106.302 18.774 17.518  -0.991 -1.310 C01 3B2 6  
3B2 C02 C7  C 0 1 Y N N 104.498 107.444 18.037 16.148  -1.505 -0.951 C02 3B2 7  
3B2 C03 C8  C 0 1 Y N N 104.035 108.659 18.547 15.377  -1.102 0.087  C03 3B2 8  
3B2 C04 C9  C 0 1 Y N N 103.549 109.406 17.481 14.208  -1.890 -0.029 C04 3B2 9  
3B2 C05 C10 C 0 1 N N N 102.960 110.802 17.470 13.003  -1.855 0.874  C05 3B2 10 
3B2 S06 S1  S 0 1 N N N 101.418 110.971 18.370 11.810  -0.643 0.243  S06 3B2 11 
3B2 C07 C11 C 0 1 N N N 99.968  111.273 17.344 10.452  -0.745 1.442  C07 3B2 12 
3B2 C08 C12 C 0 1 Y N N 99.977  112.778 16.950 9.363   0.220  1.051  C08 3B2 13 
3B2 C09 C13 C 0 1 Y N N 100.938 113.441 16.187 8.306   -0.035 0.242  C09 3B2 14 
3B2 C11 C14 C 0 1 N N N 101.360 115.888 15.342 6.328   1.477  -0.548 C11 3B2 15 
3B2 S12 S2  S 0 1 N N N 100.418 116.911 14.181 4.902   1.105  0.510  S12 3B2 16 
3B2 C14 C15 C 0 1 N N N 99.485  118.885 15.888 2.207   1.246  0.195  C14 3B2 17 
3B2 O15 O1  O 0 1 N N N 98.697  119.330 16.695 2.243   0.832  1.334  O15 3B2 18 
3B2 N16 N1  N 0 1 N N N 100.808 119.450 15.734 1.020   1.475  -0.402 N16 3B2 19 
3B2 C18 C16 C 0 1 N N N 100.338 121.691 16.882 -1.418  1.560  -0.571 C18 3B2 20 
3B2 N19 N2  N 0 1 N N N 100.571 122.791 16.001 -2.664  1.308  0.156  N19 3B2 21 
3B2 O21 O2  O 0 1 N N N 99.859  124.423 14.609 -3.888  1.951  -1.579 O21 3B2 22 
3B2 C23 C17 C 0 1 N N N 97.251  124.646 15.563 -6.325  1.614  -0.589 C23 3B2 23 
3B2 N24 N3  N 0 1 N N N 95.806  124.549 15.476 -7.571  1.361  0.139  N24 3B2 24 
3B2 C25 C18 C 0 1 N N N 95.103  125.193 14.368 -8.758  1.590  -0.458 C25 3B2 25 
3B2 O26 O3  O 0 1 N N N 95.717  125.809 13.508 -8.796  2.092  -1.561 O26 3B2 26 
3B2 C27 C19 C 0 1 N N R 93.577  125.123 14.270 -10.039 1.222  0.247  C27 3B2 27 
3B2 O28 O4  O 0 1 N N N 93.076  124.944 15.539 -9.759  0.911  1.613  O28 3B2 28 
3B2 C29 C20 C 0 1 N N N 93.096  124.007 13.301 -10.664 0.003  -0.435 C29 3B2 29 
3B2 C30 C21 C 0 1 N N N 93.577  124.339 11.887 -11.100 0.380  -1.853 C30 3B2 30 
3B2 C31 C22 C 0 1 N N N 93.647  122.615 13.684 -9.636  -1.128 -0.502 C31 3B2 31 
3B2 C32 C23 C 0 1 N N N 91.549  123.968 13.376 -11.882 -0.461 0.366  C32 3B2 32 
3B2 O33 O5  O 0 1 N N N 90.967  124.858 12.434 -12.466 -1.599 -0.271 O33 3B2 33 
3B2 P34 P1  P 0 1 N N N 89.777  125.824 12.944 -13.769 -2.352 0.302  P34 3B2 34 
3B2 O35 O6  O 0 1 N N N 90.072  126.377 14.326 -15.034 -1.358 0.238  O35 3B2 35 
3B2 O36 O7  O 0 1 N N N 88.471  125.055 12.998 -14.068 -3.659 -0.589 O36 3B2 36 
3B2 O37 O8  O 0 1 N N N 89.646  126.977 11.972 -13.529 -2.755 1.705  O37 3B2 37 
3B2 N38 N4  N 0 1 Y N N 99.437  114.943 16.769 8.266   2.020  0.956  N38 3B2 38 
3B2 O39 O9  O 0 1 Y N N 99.053  113.712 17.299 9.247   1.499  1.434  O39 3B2 39 
3B2 N40 N5  N 0 1 Y N N 103.722 108.690 16.368 14.380  -2.651 -1.072 N40 3B2 40 
3B2 O41 O10 O 0 1 Y N N 104.299 107.481 16.703 15.449  -2.448 -1.600 O41 3B2 41 
3B2 H1  H1  H 0 1 N N N 98.296  118.016 14.304 3.536   2.557  -0.840 H1  3B2 42 
3B2 H2  H2  H 0 1 N N N 98.573  116.932 15.709 3.519   0.884  -1.449 H2  3B2 43 
3B2 H3  H3  H 0 1 N N N 101.745 120.170 17.439 -0.273  0.171  0.612  H3  3B2 44 
3B2 H4  H4  H 0 1 N N N 102.136 121.034 15.913 -0.257  1.844  1.221  H4  3B2 45 
3B2 H5  H5  H 0 1 N N N 97.610  122.713 14.609 -5.180  0.225  0.595  H5  3B2 46 
3B2 H6  H6  H 0 1 N N N 97.778  122.696 16.397 -5.164  1.898  1.203  H6  3B2 47 
3B2 H7  H7  H 0 1 N N N 105.353 105.500 18.065 18.275  -1.587 -0.801 H7  3B2 48 
3B2 H8  H8  H 0 1 N N N 106.011 106.638 19.290 17.663  -1.064 -2.388 H8  3B2 49 
3B2 H9  H9  H 0 1 N N N 104.378 105.923 19.513 17.607  0.051  -1.002 H9  3B2 50 
3B2 H10 H10 H 0 1 N N N 104.052 108.963 19.583 15.602  -0.353 0.831  H10 3B2 51 
3B2 H11 H11 H 0 1 N N N 103.695 111.488 17.917 12.539  -2.842 0.900  H11 3B2 52 
3B2 H12 H12 H 0 1 N N N 102.780 111.090 16.424 13.311  -1.572 1.880  H12 3B2 53 
3B2 H13 H13 H 0 1 N N N 99.053  111.038 17.908 10.053  -1.759 1.454  H13 3B2 54 
3B2 H14 H14 H 0 1 N N N 100.011 110.648 16.440 10.824  -0.489 2.434  H14 3B2 55 
3B2 H15 H15 H 0 1 N N N 101.818 112.990 15.753 8.059   -0.959 -0.259 H15 3B2 56 
3B2 H16 H16 H 0 1 N N N 102.168 115.399 14.779 6.304   2.528  -0.835 H16 3B2 57 
3B2 H17 H17 H 0 1 N N N 101.794 116.555 16.101 6.287   0.855  -1.443 H17 3B2 58 
3B2 H18 H18 H 0 1 N N N 101.410 119.040 15.049 0.991   1.806  -1.313 H18 3B2 59 
3B2 H19 H19 H 0 1 N N N 100.503 122.003 17.924 -1.371  2.611  -0.858 H19 3B2 60 
3B2 H20 H20 H 0 1 N N N 99.305  121.330 16.767 -1.388  0.938  -1.466 H20 3B2 61 
3B2 H21 H21 H 0 1 N N N 101.515 123.074 15.830 -2.635  0.976  1.067  H21 3B2 62 
3B2 H22 H22 H 0 1 N N N 97.607  125.276 14.735 -6.278  2.665  -0.875 H22 3B2 63 
3B2 H23 H23 H 0 1 N N N 97.510  125.119 16.521 -6.295  0.992  -1.484 H23 3B2 64 
3B2 H24 H24 H 0 1 N N N 95.294  124.044 16.171 -7.542  1.030  1.050  H24 3B2 65 
3B2 H25 H25 H 0 1 N N N 93.225  126.083 13.865 -10.733 2.061  0.200  H25 3B2 66 
3B2 H26 H26 H 0 1 N N N 93.388  125.641 16.104 -9.146  0.173  1.731  H26 3B2 67 
3B2 H27 H27 H 0 1 N N N 94.677  124.359 11.868 -11.773 1.237  -1.810 H27 3B2 68 
3B2 H28 H28 H 0 1 N N N 93.212  123.573 11.187 -10.223 0.636  -2.447 H28 3B2 69 
3B2 H29 H29 H 0 1 N N N 93.188  125.324 11.589 -11.615 -0.464 -2.311 H29 3B2 70 
3B2 H30 H30 H 0 1 N N N 93.313  122.355 14.699 -10.081 -1.996 -0.988 H30 3B2 71 
3B2 H31 H31 H 0 1 N N N 93.274  121.864 12.972 -8.768  -0.797 -1.073 H31 3B2 72 
3B2 H32 H32 H 0 1 N N N 94.746  122.635 13.653 -9.325  -1.396 0.508  H32 3B2 73 
3B2 H33 H33 H 0 1 N N N 91.231  124.259 14.388 -11.571 -0.729 1.376  H33 3B2 74 
3B2 H34 H34 H 0 1 N N N 91.205  122.945 13.163 -12.614 0.345  0.414  H34 3B2 75 
3B2 H35 H35 H 0 1 N N N 90.111  127.325 14.286 -15.250 -1.053 -0.654 H35 3B2 76 
3B2 H36 H36 H 0 1 N N N 87.842  125.457 12.410 -14.841 -4.163 -0.301 H36 3B2 77 
# 
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 
3B2 C30 C29 SING N N 1  
3B2 O37 P34 DOUB N N 2  
3B2 O33 P34 SING N N 3  
3B2 O33 C32 SING N N 4  
3B2 P34 O36 SING N N 5  
3B2 P34 O35 SING N N 6  
3B2 C29 C32 SING N N 7  
3B2 C29 C31 SING N N 8  
3B2 C29 C27 SING N N 9  
3B2 O26 C25 DOUB N N 10 
3B2 S12 C13 SING N N 11 
3B2 S12 C11 SING N N 12 
3B2 C27 C25 SING N N 13 
3B2 C27 O28 SING N N 14 
3B2 C25 N24 SING N N 15 
3B2 O21 C20 DOUB N N 16 
3B2 C13 C14 SING N N 17 
3B2 C20 C22 SING N N 18 
3B2 C20 N19 SING N N 19 
3B2 C11 C10 SING N N 20 
3B2 N24 C23 SING N N 21 
3B2 C22 C23 SING N N 22 
3B2 N16 C14 SING N N 23 
3B2 N16 C17 SING N N 24 
3B2 C14 O15 DOUB N N 25 
3B2 N19 C18 SING N N 26 
3B2 C10 C09 SING Y N 27 
3B2 C10 N38 DOUB Y N 28 
3B2 C09 C08 DOUB Y N 29 
3B2 N40 O41 SING Y N 30 
3B2 N40 C04 DOUB Y N 31 
3B2 C17 C18 SING N N 32 
3B2 O41 C02 SING Y N 33 
3B2 N38 O39 SING Y N 34 
3B2 C08 O39 SING Y N 35 
3B2 C08 C07 SING N N 36 
3B2 C07 S06 SING N N 37 
3B2 C05 C04 SING N N 38 
3B2 C05 S06 SING N N 39 
3B2 C04 C03 SING Y N 40 
3B2 C02 C03 DOUB Y N 41 
3B2 C02 C01 SING N N 42 
3B2 C13 H1  SING N N 43 
3B2 C13 H2  SING N N 44 
3B2 C17 H3  SING N N 45 
3B2 C17 H4  SING N N 46 
3B2 C22 H5  SING N N 47 
3B2 C22 H6  SING N N 48 
3B2 C01 H7  SING N N 49 
3B2 C01 H8  SING N N 50 
3B2 C01 H9  SING N N 51 
3B2 C03 H10 SING N N 52 
3B2 C05 H11 SING N N 53 
3B2 C05 H12 SING N N 54 
3B2 C07 H13 SING N N 55 
3B2 C07 H14 SING N N 56 
3B2 C09 H15 SING N N 57 
3B2 C11 H16 SING N N 58 
3B2 C11 H17 SING N N 59 
3B2 N16 H18 SING N N 60 
3B2 C18 H19 SING N N 61 
3B2 C18 H20 SING N N 62 
3B2 N19 H21 SING N N 63 
3B2 C23 H22 SING N N 64 
3B2 C23 H23 SING N N 65 
3B2 N24 H24 SING N N 66 
3B2 C27 H25 SING N N 67 
3B2 O28 H26 SING N N 68 
3B2 C30 H27 SING N N 69 
3B2 C30 H28 SING N N 70 
3B2 C30 H29 SING N N 71 
3B2 C31 H30 SING N N 72 
3B2 C31 H31 SING N N 73 
3B2 C31 H32 SING N N 74 
3B2 C32 H33 SING N N 75 
3B2 C32 H34 SING N N 76 
3B2 O35 H35 SING N N 77 
3B2 O36 H36 SING N N 78 
# 
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 
3B2 SMILES           ACDLabs              12.01 "O=P(O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCNC(=O)CSCc1noc(c1)CSCc2noc(c2)C" 
3B2 InChI            InChI                1.03  
"InChI=1S/C23H36N5O10PS2/c1-15-8-16(27-37-15)10-40-12-18-9-17(28-38-18)11-41-13-20(30)25-7-6-24-19(29)4-5-26-22(32)21(31)23(2,3)14-36-39(33,34)35/h8-9,21,31H,4-7,10-14H2,1-3H3,(H,24,29)(H,25,30)(H,26,32)(H2,33,34,35)/t21-/m0/s1" 
3B2 InChIKey         InChI                1.03  NHKWOPAZLQMZIQ-NRFANRHFSA-N 
3B2 SMILES_CANONICAL CACTVS               3.385 "Cc1onc(CSCc2onc(CSCC(=O)NCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O)c2)c1" 
3B2 SMILES           CACTVS               3.385 "Cc1onc(CSCc2onc(CSCC(=O)NCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O)c2)c1" 
3B2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(no1)CSCc2cc(no2)CSCC(=O)NCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O" 
3B2 SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1cc(no1)CSCc2cc(no2)CSCC(=O)NCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)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 
3B2 "SYSTEMATIC NAME" ACDLabs              12.01 "(14R)-14-hydroxy-15,15-dimethyl-1-[5-({[(5-methyl-1,2-oxazol-3-yl)methyl]sulfanyl}methyl)-1,2-oxazol-3-yl]-4,9,13-trioxo-2-thia-5,8,12-triazahexadecan-16-yl dihydrogen phosphate" 
3B2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 
"[(3R)-2,2-dimethyl-4-[[3-[2-[2-[[5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanylmethyl]-1,2-oxazol-3-yl]methylsulfanyl]ethanoylamino]ethylamino]-3-oxidanylidene-propyl]amino]-3-oxidanyl-4-oxidanylidene-butyl] dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3B2 "Create component"  2014-07-16 RCSB 
3B2 "Modify descriptor" 2014-09-05 RCSB 
3B2 "Initial release"   2017-05-10 RCSB 
# 
