data_DVR
# 
_chem_comp.id                                    DVR 
_chem_comp.name                                  "3-(4-CARBAMOYL-1-CARBOXY-2-METHYLSULFONYL-BUTA-1,3-DIENYLAMINO)-INDOLIZINE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H15 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-13 
_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                        377.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DVR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GA0 
_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 
DVR S1   S1   S 0 1 N N N 22.327 19.064 8.737  -0.305 -2.234 2.488  S1   DVR 1  
DVR C2   C2   C 0 1 N N N 22.674 20.388 7.537  -1.225 -2.209 0.981  C2   DVR 2  
DVR C3   C3   C 0 1 N N N 22.446 21.752 8.200  -2.330 -1.180 1.106  C3   DVR 3  
DVR C4   C4   C 0 1 N N N 21.111 22.179 8.697  -3.582 -1.492 1.536  C4   DVR 4  
DVR N5   N5   N 0 1 N N N 19.823 21.429 8.550  -4.047 -2.704 1.970  N5   DVR 5  
DVR C6   C6   C 0 1 Y N N 19.476 20.938 7.225  -5.332 -3.029 2.412  C6   DVR 6  
DVR C7   C7   C 0 1 Y N N 18.984 19.727 7.025  -5.839 -2.981 3.663  C7   DVR 7  
DVR C8   C8   C 0 1 N N N 19.017 18.641 8.052  -5.143 -2.572 4.851  C8   DVR 8  
DVR C9   C9   C 0 1 Y N N 18.492 19.616 5.635  -7.184 -3.413 3.563  C9   DVR 9  
DVR C10  C10  C 0 1 N N N 23.610 22.660 8.386  -2.016 0.195  0.671  C10  DVR 10 
DVR C11  C11  C 0 1 N N N 24.830 22.369 7.993  -0.838 0.658  0.224  C11  DVR 11 
DVR C12  C12  C 0 1 N N N 25.925 22.354 8.963  -0.699 2.087  -0.171 C12  DVR 12 
DVR N12  N12  N 0 1 N N N 26.611 21.262 9.126  0.572  2.392  -0.601 N12  DVR 13 
DVR O12  O12  O 0 1 N N N 26.217 23.365 9.630  -1.619 2.897  -0.116 O12  DVR 14 
DVR O8   O8   O 0 1 N N N 18.933 18.924 9.251  -5.660 -2.547 5.982  O8   DVR 15 
DVR C4A  C4A  C 0 1 N N N 20.930 23.515 9.464  -4.620 -0.424 1.558  C4A  DVR 16 
DVR O4A  O4A  O 0 1 N N N 21.703 23.844 10.397 -4.613 0.192  2.764  O4A  DVR 17 
DVR O4B  O4B  O 0 1 N N N 19.976 24.281 9.162  -5.375 -0.147 0.641  O4B  DVR 18 
DVR O1A  O1A  O 0 1 N N N 23.353 19.054 9.792  0.386  -0.966 2.623  O1A  DVR 19 
DVR O1B  O1B  O 0 1 N N N 22.363 17.744 8.069  -1.164 -2.741 3.541  O1B  DVR 20 
DVR CG   CG   C 0 1 Y N N 18.928 20.746 5.044  -7.426 -3.704 2.238  CG   DVR 21 
DVR CD1  CD1  C 0 1 Y N N 18.672 21.201 3.660  -8.558 -4.172 1.510  CD1  DVR 22 
DVR ND2  ND2  N 0 1 Y N N 19.695 21.546 5.959  -6.258 -3.460 1.521  ND2  DVR 23 
DVR CE1  CE1  C 0 1 Y N N 18.748 22.563 3.447  -8.462 -4.359 0.179  CE1  DVR 24 
DVR CE2  CE2  C 0 1 Y N N 19.302 22.972 5.842  -6.156 -3.653 0.143  CE2  DVR 25 
DVR CZ   CZ   C 0 1 Y N N 19.154 23.502 4.584  -7.225 -4.095 -0.538 CZ   DVR 26 
DVR HS1  HS1  H 0 1 N N N 21.151 19.285 9.245  0.660  -3.159 2.328  HS1  DVR 27 
DVR HC21 1HC2 H 0 0 N N N 23.693 20.299 7.095  -0.537 -2.003 0.157  HC21 DVR 28 
DVR HC22 2HC2 H 0 0 N N N 22.083 20.271 6.598  -1.589 -3.226 0.814  HC22 DVR 29 
DVR HN5  HN5  H 0 1 N N N 19.057 22.000 8.908  -3.361 -3.443 1.962  HN5  DVR 30 
DVR HC8  HC8  H 0 1 N N N 19.110 17.550 7.915  -4.072 -2.257 4.755  HC8  DVR 31 
DVR HC9  HC9  H 0 1 N N N 17.904 18.830 5.129  -7.900 -3.502 4.369  HC9  DVR 32 
DVR H10  H10  H 0 1 N N N 23.563 23.652 8.865  -2.835 0.906  0.726  H10  DVR 33 
DVR H11  H11  H 0 1 N N N 24.928 22.151 6.916  0.043  0.033  0.134  H11  DVR 34 
DVR H121 1H12 H 0 0 N N N 26.371 20.434 8.579  1.283  1.667  -0.619 H121 DVR 35 
DVR H122 2H12 H 0 0 N N N 27.374 21.251 9.802  0.806  3.333  -0.901 H122 DVR 36 
DVR HXT  HXT  H 0 1 N N N 21.592 24.662 10.866 -5.294 0.896  2.821  HXT  DVR 37 
DVR HD1  HD1  H 0 1 N N N 18.430 20.541 2.809  -9.487 -4.372 2.032  HD1  DVR 38 
DVR HE1  HE1  H 0 1 N N N 18.497 22.884 2.422  -9.311 -4.714 -0.394 HE1  DVR 39 
DVR HE2  HE2  H 0 1 N N N 19.118 23.643 6.697  -5.211 -3.441 -0.342 HE2  DVR 40 
DVR HCZ  HCZ  H 0 1 N N N 19.344 24.584 4.494  -7.194 -4.259 -1.608 HCZ  DVR 41 
# 
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 
DVR S1  C2   SING N N 1  
DVR S1  O1A  DOUB N N 2  
DVR S1  O1B  DOUB N N 3  
DVR S1  HS1  SING N N 4  
DVR C2  C3   SING N N 5  
DVR C2  HC21 SING N N 6  
DVR C2  HC22 SING N N 7  
DVR C3  C4   DOUB N Z 8  
DVR C3  C10  SING N N 9  
DVR C4  N5   SING N N 10 
DVR C4  C4A  SING N N 11 
DVR N5  C6   SING N N 12 
DVR N5  HN5  SING N N 13 
DVR C6  C7   DOUB Y N 14 
DVR C6  ND2  SING Y N 15 
DVR C7  C8   SING N N 16 
DVR C7  C9   SING Y N 17 
DVR C8  O8   DOUB N N 18 
DVR C8  HC8  SING N N 19 
DVR C9  CG   DOUB Y N 20 
DVR C9  HC9  SING N N 21 
DVR C10 C11  DOUB N E 22 
DVR C10 H10  SING N N 23 
DVR C11 C12  SING N N 24 
DVR C11 H11  SING N N 25 
DVR C12 N12  SING N N 26 
DVR C12 O12  DOUB N N 27 
DVR N12 H121 SING N N 28 
DVR N12 H122 SING N N 29 
DVR C4A O4A  SING N N 30 
DVR C4A O4B  DOUB N N 31 
DVR O4A HXT  SING N N 32 
DVR CG  CD1  SING Y N 33 
DVR CG  ND2  SING Y N 34 
DVR CD1 CE1  DOUB Y N 35 
DVR CD1 HD1  SING N N 36 
DVR ND2 CE2  SING Y N 37 
DVR CE1 CZ   SING Y N 38 
DVR CE1 HE1  SING N N 39 
DVR CE2 CZ   DOUB Y N 40 
DVR CE2 HE2  SING N N 41 
DVR CZ  HCZ  SING N N 42 
# 
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 
DVR SMILES           ACDLabs              10.04 O=S(=O)CC(\C=C\C(=O)N)=C(\C(=O)O)Nc2c(cc1ccccn12)C=O                                                                                                         
DVR InChI            InChI                1.02b InChI=1/C16H15N3O6S/c17-13(21)5-4-10(9-26(24)25)14(16(22)23)18-15-11(8-20)7-12-3-1-2-6-19(12)15/h1-8,18,26H,9H2,(H2,17,21)(H,22,23)/b5-4+,14-10-/f/h22H,17H2 
DVR InChIKey         InChI                1.02b ARSFRLAHCNFFCE-IBVGHHDADF                                                                                                                                    
DVR SMILES_CANONICAL CACTVS               3.341 NC(=O)\C=C\C(C[SH](=O)=O)=C(\Nc1n2ccccc2cc1C=O)C(O)=O                                                                                                        
DVR SMILES           CACTVS               3.341 NC(=O)C=CC(C[SH](=O)=O)=C(Nc1n2ccccc2cc1C=O)C(O)=O                                                                                                           
DVR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccn2c(c1)cc(c2N/C(=C(\CS(=O)=O)/C=CC(=O)N)/C(=O)O)C=O                                                                                                      
DVR SMILES           "OpenEye OEToolkits" 1.5.0 c1ccn2c(c1)cc(c2NC(=C(CS(=O)=O)C=CC(=O)N)C(=O)O)C=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 
DVR "SYSTEMATIC NAME" ACDLabs              10.04 "(2Z,4E)-6-amino-3-[(dioxidosulfanyl)methyl]-2-[(2-formylindolizin-3-yl)amino]-6-oxohexa-2,4-dienoic acid" 
DVR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2Z)-6-amino-2-[(2-methanoylindolizin-3-yl)amino]-6-oxo-3-(sulfinomethyl)hexa-2,4-dienoic acid"           
# 
