data_CHR
# 
_chem_comp.id                                    CHR 
_chem_comp.name                                  NEOCARZINOSTATIN-CHROMOPHORE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H33 N O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NCS-CHROMOPHORE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        659.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CHR 
_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        1NCO 
_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 
CHR C1   C1   C 0 1 N N N 60.208 -5.847  11.425 -0.927 0.076  -1.967 C1   CHR 1  
CHR C2   C2   C 0 1 N N N 61.438 -5.746  11.913 -1.555 0.056  -3.261 C2   CHR 2  
CHR C3   C3   C 0 1 N N N 62.659 -5.945  12.066 -1.928 -0.215 -4.355 C3   CHR 3  
CHR C4   C4   C 0 1 N N S 64.081 -6.463  11.899 -2.131 -1.033 -5.576 C4   CHR 4  
CHR O2   O2   O 0 1 N N N 64.825 -6.273  10.656 -2.891 -2.234 -5.423 O2   CHR 5  
CHR C5   C5   C 0 1 N N R 64.207 -7.545  10.799 -1.481 -2.425 -5.546 C5   CHR 6  
CHR C6   C6   C 0 1 N N N 62.981 -7.937  10.122 -0.740 -2.764 -4.305 C6   CHR 7  
CHR C7   C7   C 0 1 N N N 61.808 -8.020  9.804  -0.315 -2.614 -3.205 C7   CHR 8  
CHR C8   C8   C 0 1 N N N 60.513 -7.804  9.772  0.334  -2.158 -2.015 C8   CHR 9  
CHR C9   C9   C 0 1 N N N 59.807 -6.879  10.437 0.040  -0.925 -1.480 C9   CHR 10 
CHR C10  C10  C 0 1 N N R 58.272 -6.766  10.377 0.675  -0.340 -0.231 C10  CHR 11 
CHR O1   O1   O 0 1 N N N 57.706 -7.856  11.159 1.951  0.228  -0.533 O1   CHR 12 
CHR C11  C11  C 0 1 N N R 57.953 -5.391  10.986 -0.322 0.754  0.194  C11  CHR 13 
CHR O6   O6   O 0 1 N N N 57.800 -4.399  9.916  -1.158 0.280  1.282  O6   CHR 14 
CHR C12  C12  C 0 1 N N N 59.180 -5.104  11.857 -1.156 1.018  -1.034 C12  CHR 15 
CHR C13  C13  C 0 1 N N R 56.304 -8.016  10.978 2.680  0.282  0.694  C13  CHR 16 
CHR O3   O3   O 0 1 N N N 56.031 -8.499  9.651  3.081  -1.035 1.066  O3   CHR 17 
CHR C14  C14  C 0 1 N N R 55.730 -8.993  11.994 3.914  1.167  0.510  C14  CHR 18 
CHR N1   N1   N 0 1 N N N 56.103 -8.730  13.349 3.494  2.528  0.152  N1   CHR 19 
CHR C19  C19  C 0 1 N N N 55.753 -7.468  14.037 3.334  3.266  1.412  C19  CHR 20 
CHR C15  C15  C 0 1 N N R 56.269 -10.334 11.768 4.784  0.587  -0.610 C15  CHR 21 
CHR O4   O4   O 0 1 N N N 55.606 -11.119 12.727 6.010  1.317  -0.692 O4   CHR 22 
CHR C16  C16  C 0 1 N N R 55.934 -10.811 10.364 5.078  -0.882 -0.293 C16  CHR 23 
CHR O5   O5   O 0 1 N N N 54.517 -10.890 10.299 5.894  -0.965 0.876  O5   CHR 24 
CHR C17  C17  C 0 1 N N R 56.545 -9.801  9.376  3.755  -1.613 -0.050 C17  CHR 25 
CHR C18  C18  C 0 1 N N N 56.104 -10.136 7.956  4.035  -3.090 0.236  C18  CHR 26 
CHR C20  C20  C 0 1 N N N 56.568 -4.409  9.119  -1.640 1.152  2.191  C20  CHR 27 
CHR O7   O7   O 0 1 N N N 55.602 -4.973  9.635  -1.375 2.335  2.099  O7   CHR 28 
CHR C21  C21  C 0 1 Y N N 56.428 -3.779  7.826  -2.485 0.672  3.291  C21  CHR 29 
CHR C22  C22  C 0 1 Y N N 55.451 -4.263  6.912  -3.874 0.605  3.148  C22  CHR 30 
CHR O9   O9   O 0 1 N N N 54.364 -5.050  7.328  -4.450 0.986  1.982  O9   CHR 31 
CHR C23  C23  C 0 1 Y N N 55.557 -4.007  5.533  -4.669 0.148  4.199  C23  CHR 32 
CHR C24  C24  C 0 1 Y N N 56.598 -3.248  5.035  -4.134 -0.243 5.385  C24  CHR 33 
CHR C25  C25  C 0 1 Y N N 57.532 -2.712  5.915  -2.744 -0.200 5.598  C25  CHR 34 
CHR C26  C26  C 0 1 Y N N 57.454 -2.961  7.301  -1.892 0.249  4.560  C26  CHR 35 
CHR C27  C27  C 0 1 Y N N 58.407 -2.380  8.142  -0.511 0.299  4.770  C27  CHR 36 
CHR C28  C28  C 0 1 Y N N 59.426 -1.601  7.664  0.005  -0.102 5.983  C28  CHR 37 
CHR O8   O8   O 0 1 N N N 60.377 -1.020  8.488  1.347  -0.061 6.190  O8   CHR 38 
CHR C31  C31  C 0 1 N N N 60.700 -1.458  9.823  1.575  -0.532 7.519  C31  CHR 39 
CHR C29  C29  C 0 1 Y N N 59.498 -1.392  6.308  -0.838 -0.552 7.002  C29  CHR 40 
CHR C30  C30  C 0 1 Y N N 58.563 -1.937  5.440  -2.185 -0.604 6.823  C30  CHR 41 
CHR C32  C32  C 0 1 N N N 58.744 -1.657  3.981  -3.077 -1.092 7.935  C32  CHR 42 
CHR C33  C33  C 0 1 N N R 64.816 -6.621  13.241 -2.219 -0.270 -6.899 C33  CHR 43 
CHR O10  O10  O 0 1 N N N 66.127 -7.074  12.990 -0.885 0.036  -7.401 O10  CHR 44 
CHR C34  C34  C 0 1 N N N 66.312 -8.222  13.598 -0.742 1.366  -7.476 C34  CHR 45 
CHR O11  O11  O 0 1 N N N 67.372 -8.825  13.636 0.276  1.902  -7.863 O11  CHR 46 
CHR O12  O12  O 0 1 N N N 65.252 -8.584  14.286 -1.824 2.050  -7.087 O12  CHR 47 
CHR C35  C35  C 0 1 N N N 64.259 -7.604  14.222 -2.864 1.112  -6.684 C35  CHR 48 
CHR H5   H5   H 0 1 N N N 64.591 -8.585  10.685 -1.087 -2.842 -6.473 H5   CHR 49 
CHR H8   H8   H 0 1 N N N 59.950 -8.480  9.106  1.087  -2.781 -1.555 H8   CHR 50 
CHR H10  H10  H 0 1 N N N 57.848 -6.842  9.348  0.768  -1.100 0.545  H10  CHR 51 
CHR H11  H11  H 0 1 N N N 57.004 -5.358  11.570 0.210  1.657  0.492  H11  CHR 52 
CHR H12  H12  H 0 1 N N N 59.311 -4.424  12.716 -1.841 1.845  -1.149 H12  CHR 53 
CHR H13  H13  H 0 1 N N N 55.822 -7.021  11.125 2.045  0.700  1.475  H13  CHR 54 
CHR H14  H14  H 0 1 N N N 54.628 -8.893  11.856 4.486  1.194  1.438  H14  CHR 55 
CHR HN1  HN1  H 0 1 N N N 57.113 -8.850  13.419 2.575  2.450  -0.256 HN1  CHR 56 
CHR H191 1H19 H 0 0 N N N 56.043 -7.262  15.093 3.020  4.288  1.197  H191 CHR 57 
CHR H192 2H19 H 0 0 N N N 56.134 -6.626  13.412 2.578  2.776  2.026  H192 CHR 58 
CHR H193 3H19 H 0 0 N N N 54.648 -7.336  13.959 4.283  3.282  1.947  H193 CHR 59 
CHR H15  H15  H 0 1 N N N 57.379 -10.380 11.858 4.253  0.658  -1.559 H15  CHR 60 
CHR HO4  HO4  H 0 1 N N N 55.956 -11.989 12.580 6.525  0.920  -1.408 HO4  CHR 61 
CHR H16  H16  H 0 1 N N N 56.350 -11.812 10.105 5.598  -1.340 -1.134 H16  CHR 62 
CHR HO5  HO5  H 0 1 N N N 54.307 -11.188 9.421  6.054  -1.905 1.040  HO5  CHR 63 
CHR H17  H17  H 0 1 N N N 57.654 -9.840  9.478  3.126  -1.529 -0.936 H17  CHR 64 
CHR H181 1H18 H 0 0 N N N 56.505 -11.153 7.741  3.092  -3.624 0.345  H181 CHR 65 
CHR H182 2H18 H 0 0 N N N 55.003 -10.050 7.800  4.603  -3.519 -0.589 H182 CHR 66 
CHR H183 3H18 H 0 0 N N N 56.406 -9.370  7.204  4.611  -3.179 1.157  H183 CHR 67 
CHR HO9  HO9  H 0 1 N N N 53.711 -5.373  6.717  -4.494 0.199  1.422  HO9  CHR 68 
CHR H23  H23  H 0 1 N N N 54.809 -4.409  4.828  -5.740 0.104  4.067  H23  CHR 69 
CHR H24  H24  H 0 1 N N N 56.682 -3.072  3.949  -4.784 -0.591 6.174  H24  CHR 70 
CHR H27  H27  H 0 1 N N N 58.352 -2.543  9.231  0.145  0.645  3.986  H27  CHR 71 
CHR H311 1H31 H 0 0 N N N 61.465 -0.990  10.485 2.644  -0.517 7.732  H311 CHR 72 
CHR H312 2H31 H 0 0 N N N 59.743 -1.467  10.396 1.055  0.112  8.228  H312 CHR 73 
CHR H313 3H31 H 0 0 N N N 60.958 -2.540  9.750  1.200  -1.552 7.613  H313 CHR 74 
CHR H29  H29  H 0 1 N N N 60.321 -0.775  5.909  -0.414 -0.864 7.946  H29  CHR 75 
CHR H321 1H32 H 0 0 N N N 59.580 -1.028  3.595  -3.208 -2.171 7.849  H321 CHR 76 
CHR H322 2H32 H 0 0 N N N 58.785 -2.637  3.450  -2.620 -0.858 8.897  H322 CHR 77 
CHR H323 3H32 H 0 0 N N N 57.790 -1.223  3.598  -4.048 -0.602 7.865  H323 CHR 78 
CHR H33  H33  H 0 1 N N N 64.723 -5.608  13.697 -2.782 -0.845 -7.634 H33  CHR 79 
CHR H351 1H35 H 0 0 N N N 63.973 -7.166  15.207 -3.746 1.224  -7.315 H351 CHR 80 
CHR H352 2H35 H 0 0 N N N 63.243 -7.987  13.969 -3.122 1.254  -5.635 H352 CHR 81 
# 
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 
CHR C1  C2   SING N N 1  
CHR C1  C9   SING N N 2  
CHR C1  C12  DOUB N N 3  
CHR C2  C3   TRIP N N 4  
CHR C3  C4   SING N N 5  
CHR C4  O2   SING N N 6  
CHR C4  C5   SING N N 7  
CHR C4  C33  SING N N 8  
CHR O2  C5   SING N N 9  
CHR C5  C6   SING N N 10 
CHR C5  H5   SING N N 11 
CHR C6  C7   TRIP N N 12 
CHR C7  C8   SING N N 13 
CHR C8  C9   DOUB N E 14 
CHR C8  H8   SING N N 15 
CHR C9  C10  SING N N 16 
CHR C10 O1   SING N N 17 
CHR C10 C11  SING N N 18 
CHR C10 H10  SING N N 19 
CHR O1  C13  SING N N 20 
CHR C11 O6   SING N N 21 
CHR C11 C12  SING N N 22 
CHR C11 H11  SING N N 23 
CHR O6  C20  SING N N 24 
CHR C12 H12  SING N N 25 
CHR C13 O3   SING N N 26 
CHR C13 C14  SING N N 27 
CHR C13 H13  SING N N 28 
CHR O3  C17  SING N N 29 
CHR C14 N1   SING N N 30 
CHR C14 C15  SING N N 31 
CHR C14 H14  SING N N 32 
CHR N1  C19  SING N N 33 
CHR N1  HN1  SING N N 34 
CHR C19 H191 SING N N 35 
CHR C19 H192 SING N N 36 
CHR C19 H193 SING N N 37 
CHR C15 O4   SING N N 38 
CHR C15 C16  SING N N 39 
CHR C15 H15  SING N N 40 
CHR O4  HO4  SING N N 41 
CHR C16 O5   SING N N 42 
CHR C16 C17  SING N N 43 
CHR C16 H16  SING N N 44 
CHR O5  HO5  SING N N 45 
CHR C17 C18  SING N N 46 
CHR C17 H17  SING N N 47 
CHR C18 H181 SING N N 48 
CHR C18 H182 SING N N 49 
CHR C18 H183 SING N N 50 
CHR C20 O7   DOUB N N 51 
CHR C20 C21  SING N N 52 
CHR C21 C22  DOUB Y N 53 
CHR C21 C26  SING Y N 54 
CHR C22 O9   SING N N 55 
CHR C22 C23  SING Y N 56 
CHR O9  HO9  SING N N 57 
CHR C23 C24  DOUB Y N 58 
CHR C23 H23  SING N N 59 
CHR C24 C25  SING Y N 60 
CHR C24 H24  SING N N 61 
CHR C25 C26  DOUB Y N 62 
CHR C25 C30  SING Y N 63 
CHR C26 C27  SING Y N 64 
CHR C27 C28  DOUB Y N 65 
CHR C27 H27  SING N N 66 
CHR C28 O8   SING N N 67 
CHR C28 C29  SING Y N 68 
CHR O8  C31  SING N N 69 
CHR C31 H311 SING N N 70 
CHR C31 H312 SING N N 71 
CHR C31 H313 SING N N 72 
CHR C29 C30  DOUB Y N 73 
CHR C29 H29  SING N N 74 
CHR C30 C32  SING N N 75 
CHR C32 H321 SING N N 76 
CHR C32 H322 SING N N 77 
CHR C32 H323 SING N N 78 
CHR C33 O10  SING N N 79 
CHR C33 C35  SING N N 80 
CHR C33 H33  SING N N 81 
CHR O10 C34  SING N N 82 
CHR C34 O11  DOUB N N 83 
CHR C34 O12  SING N N 84 
CHR O12 C35  SING N N 85 
CHR C35 H351 SING N N 86 
CHR C35 H352 SING N N 87 
# 
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 
CHR SMILES           ACDLabs              10.04 O=C1OCC(O1)C23C#CC=7C(=CC#CC3O2)C(OC4OC(C(O)C(O)C4NC)C)C(OC(=O)c6c5cc(OC)cc(c5ccc6O)C)C=7 
CHR InChI            InChI                1.02b 
;InChI=1/C35H33NO12/c1-16-12-19(42-4)14-22-20(16)8-9-23(37)27(22)32(40)45-24-13-18-10-11-35(26-15-43-34(41)46-26)25(48-35)7-5-6-21(18)31(24)47-33-28(36-3)30(39)29(38)17(2)44-33/h6,8-9,12-14,17,24-26,28-31,33,36-39H,15H2,1-4H3/b21-6+/t17-,24-,25-,26-,28-,29+,30-,31-,33-,35+/m1/s1
;
CHR InChIKey         InChI                1.02b QZGIWPZCWHMVQL-UIYAJPBUBN 
CHR SMILES_CANONICAL CACTVS               3.341 CN[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@@H]1O[C@H]2[C@H](OC(=O)c3c(O)ccc4c(C)cc(OC)cc34)C=C\5C#C[C@@]6(O[C@@H]6C#C\C=C2\5)[C@H]7COC(=O)O7 
CHR SMILES           CACTVS               3.341 CN[CH]1[CH](O)[CH](O)[CH](C)O[CH]1O[CH]2[CH](OC(=O)c3c(O)ccc4c(C)cc(OC)cc34)C=C5C#C[C]6(O[CH]6C#CC=C25)[CH]7COC(=O)O7 
CHR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1ccc(c2C(=O)O[C@@H]3C=C\4C#C[C@]5([C@H](O5)C#C\C=C4\[C@H]3O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)O)NC)[C@H]7COC(=O)O7)O)OC 
CHR SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc2c1ccc(c2C(=O)OC3C=C4C#CC5(C(O5)C#CC=C4C3OC6C(C(C(C(O6)C)O)O)NC)C7COC(=O)O7)O)OC 
# 
_pdbx_chem_comp_identifier.comp_id           CHR 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
"(1aS,5R,6R,6aE,9aR)-6-{[2,6-dideoxy-2-(methylamino)-alpha-D-galactopyranosyl]oxy}-1a-[(4R)-2-oxo-1,3-dioxolan-4-yl]-2,3,8,9-tetradehydro-1a,5,6,9a-tetrahydrocyclopenta[5,6]cyclonona[1,2-b]oxiren-5-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate" 
# 
