data_CN2
# 
_chem_comp.id                                    CN2 
_chem_comp.name                                  2-MERCAPTO-N-[1,2,3,10-TETRAMETHOXY-9-OXO-5,6,7,9-TETRAHYDRO-BENZO[A]HEPTALEN-7-YL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H25 N O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-04 
_chem_comp.pdbx_modified_date                    2008-12-05 
_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                        431.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CN2 
_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        1SA0 
_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 
CN2 O4   O4   O 0 1 N N N 120.735 91.552 5.961 -2.432 -1.032 1.722  O4   CN2 1  
CN2 C12  C12  C 0 1 N N N 120.682 91.884 7.142 -2.531 -0.025 2.392  C12  CN2 2  
CN2 C13  C13  C 0 1 N N N 121.696 92.791 7.737 -3.316 -0.050 3.678  C13  CN2 3  
CN2 S1   S1   S 0 1 N N N 123.180 91.961 7.157 -3.983 -1.715 3.948  S1   CN2 4  
CN2 N1   N1   N 0 1 N N N 119.803 91.488 8.027 -1.940 1.114  1.985  N1   CN2 5  
CN2 C11  C11  C 0 1 N N S 118.750 90.610 7.623 -1.177 1.138  0.734  C11  CN2 6  
CN2 C14  C14  C 0 1 Y N N 117.791 91.352 6.718 0.266  0.787  1.028  C14  CN2 7  
CN2 C15  C15  C 0 1 Y N N 118.026 92.693 6.403 0.668  0.937  2.303  C15  CN2 8  
CN2 C10  C10  C 0 1 N N N 118.196 90.202 8.977 -1.300 2.512  0.108  C10  CN2 9  
CN2 C9   C9   C 0 1 N N N 116.703 89.915 8.933 -0.254 2.712  -0.985 C9   CN2 10 
CN2 C8   C8   C 0 1 Y N N 116.509 88.821 7.934 -0.182 1.481  -1.852 C8   CN2 11 
CN2 C7   C7   C 0 1 Y N N 116.317 87.502 8.280 -0.752 1.484  -3.108 C7   CN2 12 
CN2 C5   C5   C 0 1 Y N N 116.145 86.540 7.291 -0.676 0.352  -3.909 C5   CN2 13 
CN2 C3   C3   C 0 1 Y N N 116.190 86.905 5.953 -0.026 -0.788 -3.453 C3   CN2 14 
CN2 C1   C1   C 0 1 Y N N 116.406 88.226 5.599 0.546  -0.800 -2.188 C1   CN2 15 
CN2 O1   O1   O 0 1 N N N 116.448 88.572 4.296 1.181  -1.912 -1.733 O1   CN2 16 
CN2 C2   C2   C 0 1 N N N 115.198 88.705 3.634 0.177  -2.760 -1.171 C2   CN2 17 
CN2 O2   O2   O 0 1 N N N 116.014 85.953 4.970 0.049  -1.892 -4.245 O2   CN2 18 
CN2 C4   C4   C 0 1 N N N 114.701 85.481 4.620 1.303  -1.826 -4.927 C4   CN2 19 
CN2 O3   O3   O 0 1 N N N 115.952 85.221 7.657 -1.239 0.361  -5.146 O3   CN2 20 
CN2 C6   C6   C 0 1 N N N 114.661 84.603 7.690 -1.822 1.653  -5.326 C6   CN2 21 
CN2 C22  C22  C 0 1 Y N N 116.556 89.199 6.541 0.464  0.341  -1.385 C22  CN2 22 
CN2 C21  C21  C 0 1 Y N N 116.763 90.640 6.248 1.066  0.328  -0.018 C21  CN2 23 
CN2 C20  C20  C 0 1 Y N N 115.978 91.313 5.588 2.356  -0.122 0.083  C20  CN2 24 
CN2 C19  C19  C 0 1 Y N N 115.751 92.337 5.000 3.208  -0.222 1.121  C19  CN2 25 
CN2 C17  C17  C 0 1 Y N N 116.086 93.511 4.851 3.016  0.137  2.418  C17  CN2 26 
CN2 C16  C16  C 0 1 Y N N 117.343 93.737 5.526 1.850  0.687  2.939  C16  CN2 27 
CN2 O5   O5   O 0 1 N N N 117.836 94.832 5.316 1.893  0.999  4.122  O5   CN2 28 
CN2 O6   O6   O 0 1 N N N 115.392 94.558 4.135 4.046  -0.060 3.277  O6   CN2 29 
CN2 C18  C18  C 0 1 N N N 114.753 94.295 2.886 5.157  -0.503 2.494  C18  CN2 30 
CN2 H131 1H13 H 0 0 N N N 121.602 93.872 7.482 -2.661 0.217  4.508  H131 CN2 31 
CN2 H132 2H13 H 0 0 N N N 121.622 92.962 8.836 -4.136 0.664  3.617  H132 CN2 32 
CN2 HS1  HS1  H 0 1 N N N 123.828 92.541 7.537 -4.628 -1.522 5.112  HS1  CN2 33 
CN2 HN1  HN1  H 0 1 N N N 119.931 91.842 8.974 -2.019 1.920  2.520  HN1  CN2 34 
CN2 H11  H11  H 0 1 N N N 119.028 89.720 7.010 -1.592 0.397  0.051  H11  CN2 35 
CN2 H15  H15  H 0 1 N N N 118.932 92.986 6.958 -0.098 1.331  2.954  H15  CN2 36 
CN2 H101 1H10 H 0 0 N N N 118.758 89.335 9.396 -2.295 2.620  -0.324 H101 CN2 37 
CN2 H102 2H10 H 0 0 N N N 118.435 90.964 9.754 -1.161 3.270  0.878  H102 CN2 38 
CN2 H91  1H9  H 0 1 N N N 116.269 89.681 9.933 -0.529 3.571  -1.597 H91  CN2 39 
CN2 H92  2H9  H 0 1 N N N 116.086 90.819 8.722 0.718  2.891  -0.528 H92  CN2 40 
CN2 H7   H7   H 0 1 N N N 116.301 87.217 9.345 -1.259 2.367  -3.468 H7   CN2 41 
CN2 H21  1H2  H 0 1 N N N 115.232 88.991 2.556 0.650  -3.629 -0.713 H21  CN2 42 
CN2 H22  2H2  H 0 1 N N N 114.608 87.766 3.753 -0.381 -2.209 -0.414 H22  CN2 43 
CN2 H23  3H2  H 0 1 N N N 114.552 89.423 4.192 -0.501 -3.089 -1.957 H23  CN2 44 
CN2 H41  1H4  H 0 1 N N N 114.558 84.711 3.825 1.449  -2.736 -5.509 H41  CN2 45 
CN2 H42  2H4  H 0 1 N N N 114.206 85.113 5.549 1.309  -0.964 -5.594 H42  CN2 46 
CN2 H43  3H4  H 0 1 N N N 114.073 86.365 4.361 2.108  -1.728 -4.199 H43  CN2 47 
CN2 H61  1H6  H 0 1 N N N 114.505 83.539 7.985 -2.288 1.707  -6.310 H61  CN2 48 
CN2 H62  2H6  H 0 1 N N N 114.007 85.229 8.341 -2.575 1.822  -4.557 H62  CN2 49 
CN2 H63  3H6  H 0 1 N N N 114.198 84.741 6.684 -1.047 2.415  -5.249 H63  CN2 50 
CN2 H20  H20  H 0 1 N N N 115.049 90.729 5.468 2.771  -0.464 -0.852 H20  CN2 51 
CN2 H19  H19  H 0 1 N N N 114.900 92.109 4.335 4.175  -0.646 0.892  H19  CN2 52 
CN2 H181 1H18 H 0 0 N N N 114.217 95.102 2.333 6.037  -0.590 3.130  H181 CN2 53 
CN2 H182 2H18 H 0 0 N N N 115.507 93.846 2.198 4.928  -1.474 2.055  H182 CN2 54 
CN2 H183 3H18 H 0 0 N N N 114.044 93.446 3.031 5.352  0.217  1.700  H183 CN2 55 
# 
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 
CN2 O4  C12  DOUB N N 1  
CN2 C12 C13  SING N N 2  
CN2 C12 N1   SING N N 3  
CN2 C13 S1   SING N N 4  
CN2 C13 H131 SING N N 5  
CN2 C13 H132 SING N N 6  
CN2 S1  HS1  SING N N 7  
CN2 N1  C11  SING N N 8  
CN2 N1  HN1  SING N N 9  
CN2 C11 C14  SING N N 10 
CN2 C11 C10  SING N N 11 
CN2 C11 H11  SING N N 12 
CN2 C14 C15  DOUB Y N 13 
CN2 C14 C21  SING Y N 14 
CN2 C15 C16  SING Y N 15 
CN2 C15 H15  SING N N 16 
CN2 C10 C9   SING N N 17 
CN2 C10 H101 SING N N 18 
CN2 C10 H102 SING N N 19 
CN2 C9  C8   SING N N 20 
CN2 C9  H91  SING N N 21 
CN2 C9  H92  SING N N 22 
CN2 C8  C7   SING Y N 23 
CN2 C8  C22  DOUB Y N 24 
CN2 C7  C5   DOUB Y N 25 
CN2 C7  H7   SING N N 26 
CN2 C5  C3   SING Y N 27 
CN2 C5  O3   SING N N 28 
CN2 C3  C1   DOUB Y N 29 
CN2 C3  O2   SING N N 30 
CN2 C1  O1   SING N N 31 
CN2 C1  C22  SING Y N 32 
CN2 O1  C2   SING N N 33 
CN2 C2  H21  SING N N 34 
CN2 C2  H22  SING N N 35 
CN2 C2  H23  SING N N 36 
CN2 O2  C4   SING N N 37 
CN2 C4  H41  SING N N 38 
CN2 C4  H42  SING N N 39 
CN2 C4  H43  SING N N 40 
CN2 O3  C6   SING N N 41 
CN2 C6  H61  SING N N 42 
CN2 C6  H62  SING N N 43 
CN2 C6  H63  SING N N 44 
CN2 C22 C21  SING N N 45 
CN2 C21 C20  DOUB Y N 46 
CN2 C20 C19  SING Y N 47 
CN2 C20 H20  SING N N 48 
CN2 C19 C17  DOUB Y N 49 
CN2 C19 H19  SING N N 50 
CN2 C17 C16  SING Y N 51 
CN2 C17 O6   SING N N 52 
CN2 C16 O5   DOUB N N 53 
CN2 O6  C18  SING N N 54 
CN2 C18 H181 SING N N 55 
CN2 C18 H182 SING N N 56 
CN2 C18 H183 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 
CN2 SMILES           ACDLabs              10.04 O=C(NC3C1=CC(=O)C(OC)=CC=C1c2c(cc(OC)c(OC)c2OC)CC3)CS                                                                                                                   
CN2 InChI            InChI                1.02b InChI=1/C22H25NO6S/c1-26-17-8-6-13-14(10-16(17)24)15(23-19(25)11-30)7-5-12-9-18(27-2)21(28-3)22(29-4)20(12)13/h6,8-10,15,30H,5,7,11H2,1-4H3,(H,23,25)/t15-/m0/s1/f/h23H 
CN2 InChIKey         InChI                1.02b TYDIWMTWTXFWSY-GGEHTAOSDU                                                                                                                                               
CN2 SMILES_CANONICAL CACTVS               3.341 COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(=O)CS                                                                                                               
CN2 SMILES           CACTVS               3.341 COC1=CC=C2C(=CC1=O)[CH](CCc3cc(OC)c(OC)c(OC)c23)NC(=O)CS                                                                                                                
CN2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc2c(c(c1OC)OC)C3=CC=C(C(=O)C=C3[C@H](CC2)NC(=O)CS)OC                                                                                                               
CN2 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc2c(c(c1OC)OC)C3=CC=C(C(=O)C=C3C(CC2)NC(=O)CS)OC                                                                                                                   
# 
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 
CN2 "SYSTEMATIC NAME" ACDLabs              10.04 2-sulfanyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide 
CN2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-sulfanyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[d]heptalen-7-yl]ethanamide   
# 
