data_1NH
# 
_chem_comp.id                                    1NH 
_chem_comp.name                                  "(2E,6E)-8-[(3-BENZOYLBENZYL)OXY]-3,7-DIMETHYLOCTA-2,6-DIENYL TRIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-25 
_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                        524.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1NH 
_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        1O1S 
_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 
1NH C4   C4   C 0 1 N N N 193.647 123.491 29.052 2.007  -0.821 2.242   C4   1NH 1  
1NH C1   C1   C 0 1 N N N 193.176 122.900 30.381 0.542  -1.169 2.185   C1   1NH 2  
1NH C3   C3   C 0 1 N N N 191.845 122.107 30.357 -0.164 -1.237 0.856   C3   1NH 3  
1NH C5   C5   C 0 1 N N N 191.054 122.160 31.691 -0.740 0.138  0.513   C5   1NH 4  
1NH C7   C7   C 0 1 N N N 189.786 121.316 31.551 -1.447 0.069  -0.815  C7   1NH 5  
1NH C6   C6   C 0 1 N N N 188.792 121.327 32.469 -2.686 0.481  -0.920  C6   1NH 6  
1NH C8   C8   C 0 1 N N N 188.885 122.183 33.704 -3.445 0.907  0.310   C8   1NH 7  
1NH C9   C9   C 0 1 N N N 187.548 120.476 32.290 -3.353 0.528  -2.270  C9   1NH 8  
1NH O8   O8   O 0 1 N N N 186.407 121.114 32.882 -2.436 0.079  -3.270  O8   1NH 9  
1NH C11  C11  C 0 1 N N N 185.159 120.465 32.534 -3.123 0.147  -4.521  C11  1NH 10 
1NH C17  C17  C 0 1 Y N N 184.497 121.198 31.386 -2.207 -0.316 -5.624  C17  1NH 11 
1NH C18  C18  C 0 1 Y N N 183.347 120.693 30.756 -2.173 -1.653 -5.977  C18  1NH 12 
1NH C12  C12  C 0 1 Y N N 182.781 121.417 29.693 -1.335 -2.088 -6.989  C12  1NH 13 
1NH C13  C13  C 0 1 Y N N 183.359 122.639 29.264 -0.526 -1.189 -7.652  C13  1NH 14 
1NH C14  C14  C 0 1 Y N N 184.510 123.141 29.903 -0.554 0.162  -7.300  C14  1NH 15 
1NH C16  C16  C 0 1 Y N N 185.054 122.407 30.959 -1.407 0.594  -6.282  C16  1NH 16 
1NH C15  C15  C 0 1 N N N 185.207 124.414 29.555 0.309  1.131  -8.006  C15  1NH 17 
1NH O9   O9   O 0 1 N N N 186.114 124.831 30.282 0.025  2.313  -8.003  O9   1NH 18 
1NH C19  C19  C 0 1 Y N N 184.834 125.175 28.345 1.517  0.663  -8.716  C19  1NH 19 
1NH C24  C24  C 0 1 Y N N 184.036 124.638 27.323 2.076  1.438  -9.735  C24  1NH 20 
1NH C23  C23  C 0 1 Y N N 183.830 125.360 26.138 3.205  0.995  -10.393 C23  1NH 21 
1NH C22  C22  C 0 1 Y N N 184.405 126.627 25.973 3.783  -0.213 -10.046 C22  1NH 22 
1NH C21  C21  C 0 1 Y N N 185.150 127.197 27.014 3.234  -0.985 -9.037  C21  1NH 23 
1NH C20  C20  C 0 1 Y N N 185.356 126.475 28.197 2.109  -0.552 -8.367  C20  1NH 24 
1NH C2   C2   C 0 1 N N N 193.918 123.078 31.504 -0.116 -1.411 3.291   C2   1NH 25 
1NH C10  C10  C 0 1 N N N 195.230 123.854 31.514 0.557  -1.225 4.626   C10  1NH 26 
1NH O3   O3   O 0 1 N N N 195.114 125.098 32.278 -0.257 -0.398 5.460   O3   1NH 27 
1NH P2   P2   P 0 1 N N S 196.348 125.595 33.119 0.518  -0.242 6.862   P2   1NH 28 
1NH O7   O7   O 0 1 N N N 196.104 127.100 33.353 1.838  0.385  6.628   O7   1NH 29 
1NH O1   O1   O 0 1 N N N 197.672 125.339 32.464 0.726  -1.694 7.525   O1   1NH 30 
1NH O2   O2   O 0 1 N N N 196.241 124.947 34.531 -0.347 0.682  7.855   O2   1NH 31 
1NH P1   P1   P 0 1 N N N 197.075 123.860 35.278 0.483  0.795  9.229   P1   1NH 32 
1NH O4   O4   O 0 1 N N N 196.278 123.614 36.586 1.803  1.407  8.958   O4   1NH 33 
1NH O5   O5   O 0 1 N N N 196.984 122.604 34.384 -0.329 1.711  10.274  O5   1NH 34 
1NH O6   O6   O 0 1 N N N 198.478 124.291 35.532 0.691  -0.674 9.853   O6   1NH 35 
1NH H41  1H4  H 0 1 N N N 192.840 124.127 28.619 2.545  -1.601 2.782   H41  1NH 36 
1NH H42  2H4  H 0 1 N N N 194.605 124.062 29.069 2.401  -0.742 1.229   H42  1NH 37 
1NH H43  3H4  H 0 1 N N N 193.706 122.685 28.284 2.135  0.130  2.757   H43  1NH 38 
1NH H31  1H3  H 0 1 N N N 192.025 121.050 30.050 0.542  -1.538 0.083   H31  1NH 39 
1NH H32  2H3  H 0 1 N N N 191.204 122.443 29.509 -0.973 -1.965 0.912   H32  1NH 40 
1NH H51  1H5  H 0 1 N N N 190.836 123.205 32.014 -1.447 0.439  1.286   H51  1NH 41 
1NH H52  2H5  H 0 1 N N N 191.674 121.853 32.565 0.068  0.866  0.457   H52  1NH 42 
1NH H7   H7   H 0 1 N N N 189.568 120.636 30.710 -0.932 -0.318 -1.681  H7   1NH 43 
1NH H81  1H8  H 0 1 N N N 189.071 123.234 33.383 -2.776 0.897  1.171   H81  1NH 44 
1NH H82  2H8  H 0 1 N N N 188.066 122.192 34.461 -3.835 1.914  0.165   H82  1NH 45 
1NH H83  3H8  H 0 1 N N N 189.837 121.932 34.228 -4.271 0.218  0.484   H83  1NH 46 
1NH H91  1H9  H 0 1 N N N 187.694 119.443 32.683 -4.230 -0.117 -2.265  H91  1NH 47 
1NH H92  2H9  H 0 1 N N N 187.371 120.224 31.219 -3.657 1.552  -2.490  H92  1NH 48 
1NH H111 1H11 H 0 0 N N N 184.480 120.365 33.413 -4.004 -0.494 -4.487  H111 1NH 49 
1NH H112 2H11 H 0 0 N N N 185.299 119.381 32.313 -3.430 1.175  -4.712  H112 1NH 50 
1NH H18  H18  H 0 1 N N N 182.896 119.744 31.091 -2.804 -2.362 -5.461  H18  1NH 51 
1NH H12  H12  H 0 1 N N N 181.879 121.025 29.193 -1.314 -3.133 -7.260  H12  1NH 52 
1NH H13  H13  H 0 1 N N N 182.911 123.202 28.428 0.128  -1.529 -8.441  H13  1NH 53 
1NH H16  H16  H 0 1 N N N 185.951 122.794 31.471 -1.434 1.638  -6.005  H16  1NH 54 
1NH H24  H24  H 0 1 N N N 183.570 123.647 27.451 1.626  2.381  -10.007 H24  1NH 55 
1NH H23  H23  H 0 1 N N N 183.213 124.929 25.332 3.638  1.593  -11.181 H23  1NH 56 
1NH H22  H22  H 0 1 N N N 184.271 127.175 25.025 4.666  -0.555 -10.565 H22  1NH 57 
1NH H21  H21  H 0 1 N N N 185.573 128.210 26.903 3.690  -1.928 -8.772  H21  1NH 58 
1NH H20  H20  H 0 1 N N N 185.933 126.933 29.018 1.682  -1.156 -7.580  H20  1NH 59 
1NH H2   H2   H 0 1 N N N 193.464 122.602 32.390 -1.142 -1.745 3.246   H2   1NH 60 
1NH H101 1H10 H 0 0 N N N 195.599 124.044 30.479 0.695  -2.196 5.102   H101 1NH 61 
1NH H102 2H10 H 0 0 N N N 196.073 123.225 31.885 1.527  -0.750 4.480   H102 1NH 62 
1NH HO1  HO1  H 0 1 N N N 198.417 125.639 32.972 -0.155 -2.068 7.660   HO1  1NH 63 
1NH HO5  HO5  H 0 1 N N N 197.492 121.942 34.839 0.201  1.752  11.081  HO5  1NH 64 
1NH HO6  HO6  H 0 1 N N N 198.986 123.629 35.987 -0.190 -1.037 10.014  HO6  1NH 65 
# 
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 
1NH C4  C1   SING N N 1  
1NH C4  H41  SING N N 2  
1NH C4  H42  SING N N 3  
1NH C4  H43  SING N N 4  
1NH C1  C3   SING N N 5  
1NH C1  C2   DOUB N E 6  
1NH C3  C5   SING N N 7  
1NH C3  H31  SING N N 8  
1NH C3  H32  SING N N 9  
1NH C5  C7   SING N N 10 
1NH C5  H51  SING N N 11 
1NH C5  H52  SING N N 12 
1NH C7  C6   DOUB N E 13 
1NH C7  H7   SING N N 14 
1NH C6  C8   SING N N 15 
1NH C6  C9   SING N N 16 
1NH C8  H81  SING N N 17 
1NH C8  H82  SING N N 18 
1NH C8  H83  SING N N 19 
1NH C9  O8   SING N N 20 
1NH C9  H91  SING N N 21 
1NH C9  H92  SING N N 22 
1NH O8  C11  SING N N 23 
1NH C11 C17  SING N N 24 
1NH C11 H111 SING N N 25 
1NH C11 H112 SING N N 26 
1NH C17 C18  DOUB Y N 27 
1NH C17 C16  SING Y N 28 
1NH C18 C12  SING Y N 29 
1NH C18 H18  SING N N 30 
1NH C12 C13  DOUB Y N 31 
1NH C12 H12  SING N N 32 
1NH C13 C14  SING Y N 33 
1NH C13 H13  SING N N 34 
1NH C14 C16  DOUB Y N 35 
1NH C14 C15  SING N N 36 
1NH C16 H16  SING N N 37 
1NH C15 O9   DOUB N N 38 
1NH C15 C19  SING N N 39 
1NH C19 C24  DOUB Y N 40 
1NH C19 C20  SING Y N 41 
1NH C24 C23  SING Y N 42 
1NH C24 H24  SING N N 43 
1NH C23 C22  DOUB Y N 44 
1NH C23 H23  SING N N 45 
1NH C22 C21  SING Y N 46 
1NH C22 H22  SING N N 47 
1NH C21 C20  DOUB Y N 48 
1NH C21 H21  SING N N 49 
1NH C20 H20  SING N N 50 
1NH C2  C10  SING N N 51 
1NH C2  H2   SING N N 52 
1NH C10 O3   SING N N 53 
1NH C10 H101 SING N N 54 
1NH C10 H102 SING N N 55 
1NH O3  P2   SING N N 56 
1NH P2  O7   DOUB N N 57 
1NH P2  O1   SING N N 58 
1NH P2  O2   SING N N 59 
1NH O1  HO1  SING N N 60 
1NH O2  P1   SING N N 61 
1NH P1  O4   DOUB N N 62 
1NH P1  O5   SING N N 63 
1NH P1  O6   SING N N 64 
1NH O5  HO5  SING N N 65 
1NH O6  HO6  SING N N 66 
# 
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 
1NH SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OC/C=C(\C)CC/C=C(/COCc1cc(ccc1)C(=O)c2ccccc2)C 
1NH InChI            InChI                1.02b 
InChI=1/C24H30O9P2/c1-19(14-15-32-35(29,30)33-34(26,27)28)8-6-9-20(2)17-31-18-21-10-7-13-23(16-21)24(25)22-11-4-3-5-12-22/h3-5,7,9-14,16H,6,8,15,17-18H2,1-2H3,(H,29,30)(H2,26,27,28)/b19-14+,20-9+/f/h26-27,29H 
1NH InChIKey         InChI                1.02b IRMXEEMZDGNJKM-FLUUKQFLDI 
1NH SMILES_CANONICAL CACTVS               3.341 C\C(CC\C=C(/C)COCc1cccc(c1)C(=O)c2ccccc2)=C/CO[P@@](O)(=O)O[P](O)(O)=O 
1NH SMILES           CACTVS               3.341 CC(CCC=C(C)COCc1cccc(c1)C(=O)c2ccccc2)=CCO[P](O)(=O)O[P](O)(O)=O 
1NH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C/C(=C\CO[P@](=O)(O)OP(=O)(O)O)/CC\C=C(/C)\COCc1cccc(c1)C(=O)c2ccccc2 
1NH SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CCOP(=O)(O)OP(=O)(O)O)CCC=C(C)COCc1cccc(c1)C(=O)c2ccccc2 
# 
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 
1NH "SYSTEMATIC NAME" ACDLabs              10.04 "(2E,6E)-3,7-dimethyl-8-{[3-(phenylcarbonyl)benzyl]oxy}octa-2,6-dien-1-yl trihydrogen diphosphate"         
1NH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2E,6E)-3,7-dimethyl-8-[[3-(phenylcarbonyl)phenyl]methoxy]octa-2,6-dienyl] phosphono hydrogen phosphate" 
# 
