data_PCY
# 
_chem_comp.id                                    PCY 
_chem_comp.name                                  PACTAMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H38 N4 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-15 
_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                        558.623 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PCY 
_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        1HNX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PCY C1   C1   C 0 1 N N N 207.178 105.375 -40.337 -0.998 -0.003 -3.702 C1   PCY 1  
PCY N2   N2   N 0 1 N N N 206.668 104.221 -39.486 0.050  0.802  -3.442 N2   PCY 2  
PCY C3   C3   C 0 1 N N R 207.133 103.607 -37.982 0.853  0.592  -2.234 C3   PCY 3  
PCY N4   N4   N 0 1 N N N 206.392 106.688 -40.473 -1.830 0.282  -4.723 N4   PCY 4  
PCY O5   O5   O 0 1 N N N 208.289 105.202 -41.102 -1.193 -0.988 -3.016 O5   PCY 5  
PCY C6   C6   C 0 1 N N S 206.714 102.020 -37.914 2.096  1.484  -2.258 C6   PCY 6  
PCY C7   C7   C 0 1 N N R 206.609 104.273 -36.600 1.255  -0.891 -2.105 C7   PCY 7  
PCY C8   C8   C 0 1 N N S 208.820 103.713 -37.924 0.009  0.872  -0.966 C8   PCY 8  
PCY C9   C9   C 0 1 N N N 206.148 107.421 -41.921 -3.021 -0.540 -4.949 C9   PCY 9  
PCY C10  C10  C 0 1 N N N 205.687 107.479 -39.248 -1.543 1.415  -5.606 C10  PCY 10 
PCY C11  C11  C 0 1 N N N 207.791 101.157 -38.879 1.670  2.950  -2.350 C11  PCY 11 
PCY O12  O12  O 0 1 N N N 205.259 101.902 -38.490 2.901  1.149  -3.391 O12  PCY 12 
PCY C13  C13  C 0 1 N N N 205.027 104.837 -36.776 1.241  -1.565 -3.478 C13  PCY 13 
PCY O14  O14  O 0 1 N N N 206.708 103.196 -35.434 2.556  -0.994 -1.522 O14  PCY 14 
PCY C15  C15  C 0 1 N N S 207.673 105.496 -36.318 0.210  -1.548 -1.183 C15  PCY 15 
PCY N16  N16  N 0 1 N N N 209.659 103.897 -39.302 -0.893 2.010  -1.183 N16  PCY 16 
PCY C17  C17  C 0 1 N N S 209.124 104.939 -36.872 -0.790 -0.442 -0.790 C17  PCY 17 
PCY C18  C18  C 0 1 N N N 207.588 105.845 -34.660 0.889  -2.109 0.067  C18  PCY 18 
PCY O19  O19  O 0 1 N N N 207.350 106.746 -37.145 -0.466 -2.594 -1.882 O19  PCY 19 
PCY N20  N20  N 0 1 N N N 210.086 104.369 -35.741 -1.214 -0.601 0.602  N20  PCY 20 
PCY O21  O21  O 0 1 N N N 209.007 106.036 -34.062 1.528  -1.028 0.797  O21  PCY 21 
PCY C22  C22  C 0 1 Y N N 211.362 105.237 -35.564 -2.485 -0.177 0.998  C22  PCY 22 
PCY C23  C23  C 0 1 N N N 209.403 107.257 -33.221 2.266  -1.298 1.891  C23  PCY 23 
PCY C24  C24  C 0 1 Y N N 211.298 106.732 -36.001 -2.857 -0.253 2.330  C24  PCY 24 
PCY C25  C25  C 0 1 Y N N 212.654 104.641 -34.973 -3.379 0.315  0.053  C25  PCY 25 
PCY O26  O26  O 0 1 N N N 208.591 108.351 -33.041 2.323  -2.433 2.321  O26  PCY 26 
PCY C27  C27  C 0 1 Y N N 210.842 107.182 -32.553 3.003  -0.216 2.568  C27  PCY 27 
PCY C28  C28  C 0 1 Y N N 212.499 107.620 -35.841 -4.127 0.178  2.722  C28  PCY 28 
PCY C29  C29  C 0 1 Y N N 213.879 105.561 -34.823 -4.638 0.737  0.438  C29  PCY 29 
PCY C30  C30  C 0 1 Y N N 211.789 108.384 -32.482 4.282  0.142  2.133  C30  PCY 30 
PCY C31  C31  C 0 1 Y N N 211.227 105.808 -31.986 2.424  0.462  3.650  C31  PCY 31 
PCY C32  C32  C 0 1 N N N 212.382 109.156 -36.310 -4.529 0.107  4.136  C32  PCY 32 
PCY C33  C33  C 0 1 Y N N 213.795 107.051 -35.257 -5.018 0.672  1.763  C33  PCY 33 
PCY C34  C34  C 0 1 N N N 211.354 109.877 -33.112 4.911  -0.575 0.967  C34  PCY 34 
PCY C35  C35  C 0 1 Y N N 213.163 108.205 -31.824 4.965  1.155  2.770  C35  PCY 35 
PCY O36  O36  O 0 1 N N N 210.206 104.651 -32.105 1.183  0.123  4.082  O36  PCY 36 
PCY C37  C37  C 0 1 Y N N 212.601 105.602 -31.326 3.129  1.475  4.283  C37  PCY 37 
PCY C38  C38  C 0 1 N N N 213.662 110.019 -36.072 -5.902 0.567  4.554  C38  PCY 38 
PCY O39  O39  O 0 1 N N N 211.153 109.778 -36.926 -3.755 -0.321 4.965  O39  PCY 39 
PCY C40  C40  C 0 1 Y N N 213.574 106.811 -31.245 4.391  1.819  3.842  C40  PCY 40 
PCY H2   H2   H 0 1 N N N 206.712 103.414 -40.108 0.273  1.521  -4.053 H2   PCY 41 
PCY H6   H6   H 0 1 N N N 206.748 101.619 -36.874 2.672  1.329  -1.345 H6   PCY 42 
PCY H8   H8   H 0 1 N N N 209.193 102.708 -37.617 0.653  1.051  -0.105 H8   PCY 43 
PCY H91  1H9  H 0 1 N N N 205.577 108.373 -42.019 -3.566 -0.159 -5.813 H91  PCY 44 
PCY H92  2H9  H 0 1 N N N 207.146 107.574 -42.393 -2.720 -1.571 -5.135 H92  PCY 45 
PCY H93  3H9  H 0 1 N N N 205.677 106.674 -42.602 -3.662 -0.501 -4.069 H93  PCY 46 
PCY H101 1H10 H 0 0 N N N 205.116 108.431 -39.346 -0.579 1.847  -5.341 H101 PCY 47 
PCY H102 2H10 H 0 0 N N N 205.010 106.750 -38.742 -1.516 1.071  -6.641 H102 PCY 48 
PCY H103 3H10 H 0 0 N N N 206.478 107.656 -38.482 -2.323 2.169  -5.495 H103 PCY 49 
PCY H111 1H11 H 0 0 N N N 207.506 100.079 -38.832 2.434  3.518  -2.882 H111 PCY 50 
PCY H112 2H11 H 0 0 N N N 207.842 101.545 -39.922 0.725  3.021  -2.888 H112 PCY 51 
PCY H113 3H11 H 0 0 N N N 208.856 101.334 -38.601 1.549  3.357  -1.346 H113 PCY 52 
PCY H12  H12  H 0 1 N N N 205.016 100.984 -38.450 2.355  1.300  -4.175 H12  PCY 53 
PCY H131 1H13 H 0 0 N N N 204.666 105.295 -35.825 1.590  -2.593 -3.382 H131 PCY 54 
PCY H132 2H13 H 0 0 N N N 204.931 105.539 -37.636 0.225  -1.562 -3.873 H132 PCY 55 
PCY H133 3H13 H 0 0 N N N 204.339 104.036 -37.136 1.896  -1.020 -4.157 H133 PCY 56 
PCY H14  H14  H 0 1 N N N 206.400 103.586 -34.624 2.751  -1.937 -1.439 H14  PCY 57 
PCY H161 1H16 H 0 0 N N N 210.676 103.960 -39.267 -1.319 2.217  -0.292 H161 PCY 58 
PCY H162 2H16 H 0 0 N N N 209.298 104.713 -39.795 -0.312 2.801  -1.418 H162 PCY 59 
PCY H17  H17  H 0 1 N N N 209.645 105.809 -37.334 -1.653 -0.455 -1.455 H17  PCY 60 
PCY H181 1H18 H 0 0 N N N 206.933 106.724 -34.457 0.142  -2.584 0.704  H181 PCY 61 
PCY H182 2H18 H 0 0 N N N 207.007 105.071 -34.105 1.639  -2.844 -0.224 H182 PCY 62 
PCY H19  H19  H 0 1 N N N 207.964 107.452 -36.982 -1.123 -2.958 -1.273 H19  PCY 63 
PCY H20  H20  H 0 1 N N N 210.325 103.393 -35.917 -0.613 -1.001 1.249  H20  PCY 64 
PCY H24  H24  H 0 1 N N N 210.382 107.171 -36.432 -2.164 -0.636 3.065  H24  PCY 65 
PCY H25  H25  H 0 1 N N N 212.700 103.582 -34.665 -3.088 0.370  -0.985 H25  PCY 66 
PCY H29  H29  H 0 1 N N N 214.815 105.153 -34.405 -5.327 1.119  -0.300 H29  PCY 67 
PCY H33  H33  H 0 1 N N N 214.669 107.715 -35.148 -6.002 1.003  2.060  H33  PCY 68 
PCY H341 1H34 H 0 0 N N N 212.043 110.751 -33.060 4.575  -0.121 0.036  H341 PCY 69 
PCY H342 2H34 H 0 0 N N N 211.065 109.729 -34.178 5.997  -0.500 1.037  H342 PCY 70 
PCY H343 3H34 H 0 0 N N N 210.384 110.175 -32.650 4.618  -1.625 0.986  H343 PCY 71 
PCY H35  H35  H 0 1 N N N 213.847 109.068 -31.767 5.953  1.431  2.433  H35  PCY 72 
PCY H36  H36  H 0 1 N N N 210.444 103.800 -31.754 0.557  0.673  3.592  H36  PCY 73 
PCY H37  H37  H 0 1 N N N 212.880 104.614 -30.921 2.689  1.997  5.119  H37  PCY 74 
PCY H381 1H38 H 0 0 N N N 213.581 111.082 -36.396 -6.016 0.440  5.630  H381 PCY 75 
PCY H382 2H38 H 0 0 N N N 213.968 109.966 -35.001 -6.026 1.619  4.297  H382 PCY 76 
PCY H383 3H38 H 0 0 N N N 214.545 109.536 -36.551 -6.657 -0.024 4.036  H383 PCY 77 
PCY H40  H40  H 0 1 N N N 214.562 106.678 -30.773 4.934  2.612  4.335  H40  PCY 78 
# 
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 
PCY C1  N2   SING N N 1  
PCY C1  N4   SING N N 2  
PCY C1  O5   DOUB N N 3  
PCY N2  C3   SING N N 4  
PCY N2  H2   SING N N 5  
PCY C3  C6   SING N N 6  
PCY C3  C7   SING N N 7  
PCY C3  C8   SING N N 8  
PCY N4  C9   SING N N 9  
PCY N4  C10  SING N N 10 
PCY C6  C11  SING N N 11 
PCY C6  O12  SING N N 12 
PCY C6  H6   SING N N 13 
PCY C7  C13  SING N N 14 
PCY C7  O14  SING N N 15 
PCY C7  C15  SING N N 16 
PCY C8  N16  SING N N 17 
PCY C8  C17  SING N N 18 
PCY C8  H8   SING N N 19 
PCY C9  H91  SING N N 20 
PCY C9  H92  SING N N 21 
PCY C9  H93  SING N N 22 
PCY C10 H101 SING N N 23 
PCY C10 H102 SING N N 24 
PCY C10 H103 SING N N 25 
PCY C11 H111 SING N N 26 
PCY C11 H112 SING N N 27 
PCY C11 H113 SING N N 28 
PCY O12 H12  SING N N 29 
PCY C13 H131 SING N N 30 
PCY C13 H132 SING N N 31 
PCY C13 H133 SING N N 32 
PCY O14 H14  SING N N 33 
PCY C15 C17  SING N N 34 
PCY C15 C18  SING N N 35 
PCY C15 O19  SING N N 36 
PCY N16 H161 SING N N 37 
PCY N16 H162 SING N N 38 
PCY C17 N20  SING N N 39 
PCY C17 H17  SING N N 40 
PCY C18 O21  SING N N 41 
PCY C18 H181 SING N N 42 
PCY C18 H182 SING N N 43 
PCY O19 H19  SING N N 44 
PCY N20 C22  SING N N 45 
PCY N20 H20  SING N N 46 
PCY O21 C23  SING N N 47 
PCY C22 C24  DOUB Y N 48 
PCY C22 C25  SING Y N 49 
PCY C23 O26  DOUB N N 50 
PCY C23 C27  SING N N 51 
PCY C24 C28  SING Y N 52 
PCY C24 H24  SING N N 53 
PCY C25 C29  DOUB Y N 54 
PCY C25 H25  SING N N 55 
PCY C27 C30  DOUB Y N 56 
PCY C27 C31  SING Y N 57 
PCY C28 C32  SING N N 58 
PCY C28 C33  DOUB Y N 59 
PCY C29 C33  SING Y N 60 
PCY C29 H29  SING N N 61 
PCY C30 C34  SING N N 62 
PCY C30 C35  SING Y N 63 
PCY C31 O36  SING N N 64 
PCY C31 C37  DOUB Y N 65 
PCY C32 C38  SING N N 66 
PCY C32 O39  DOUB N N 67 
PCY C33 H33  SING N N 68 
PCY C34 H341 SING N N 69 
PCY C34 H342 SING N N 70 
PCY C34 H343 SING N N 71 
PCY C35 C40  DOUB Y N 72 
PCY C35 H35  SING N N 73 
PCY O36 H36  SING N N 74 
PCY C37 C40  SING Y N 75 
PCY C37 H37  SING N N 76 
PCY C38 H381 SING N N 77 
PCY C38 H382 SING N N 78 
PCY C38 H383 SING N N 79 
PCY C40 H40  SING N N 80 
# 
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 
PCY SMILES           ACDLabs              10.04 O=C(c1cc(ccc1)NC2C(O)(C(O)(C(NC(=O)N(C)C)(C2N)C(O)C)C)COC(=O)c3c(cccc3O)C)C 
PCY InChI            InChI                1.02b 
InChI=1/C28H38N4O8/c1-15-9-7-12-20(35)21(15)24(36)40-14-27(39)23(30-19-11-8-10-18(13-19)16(2)33)22(29)28(17(3)34,26(27,4)38)31-25(37)32(5)6/h7-13,17,22-23,30,34-35,38-39H,14,29H2,1-6H3,(H,31,37)/t17-,22-,23-,26-,27+,28-/m0/s1/f/h31H 
PCY InChIKey         InChI                1.02b WVIUOSJLUCTGFK-LUNHUPFADI 
PCY SMILES_CANONICAL CACTVS               3.341 C[C@H](O)[C@]1(NC(=O)N(C)C)[C@@H](N)[C@H](Nc2cccc(c2)C(C)=O)[C@](O)(COC(=O)c3c(C)cccc3O)[C@]1(C)O 
PCY SMILES           CACTVS               3.341 C[CH](O)[C]1(NC(=O)N(C)C)[CH](N)[CH](Nc2cccc(c2)C(C)=O)[C](O)(COC(=O)c3c(C)cccc3O)[C]1(C)O 
PCY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1C(=O)OC[C@]2([C@H]([C@@H]([C@]([C@@]2(C)O)([C@H](C)O)NC(=O)N(C)C)N)Nc3cccc(c3)C(=O)C)O)O 
PCY SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1C(=O)OCC2(C(C(C(C2(C)O)(C(C)O)NC(=O)N(C)C)N)Nc3cccc(c3)C(=O)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 
PCY "SYSTEMATIC NAME" ACDLabs              10.04 "{(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl}methyl 2-hydroxy-6-methylbenzoate" 
PCY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,2R,3R,4S,5S)-4-amino-3-(dimethylcarbamoylamino)-5-[(3-ethanoylphenyl)amino]-1,2-dihydroxy-3-(1-hydroxyethyl)-2-methyl-cyclopentyl]methyl 2-hydroxy-6-methyl-benzoate"    
# 
