data_9CR
# 
_chem_comp.id                                    9CR 
_chem_comp.name                                  "(9cis)-retinoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-12-18 
_chem_comp.pdbx_modified_date                    2012-12-21 
_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                        300.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9CR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FM6 
_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 
9CR C1  C1  C 0 1 N N N 21.829 10.874 18.290 4.043  0.306  -0.925 C1  9CR 1  
9CR C2  C2  C 0 1 N N N 23.401 10.826 18.698 4.328  1.797  -1.115 C2  9CR 2  
9CR C3  C3  C 0 1 N N N 24.405 11.675 17.800 4.661  2.408  0.251  C3  9CR 3  
9CR C4  C4  C 0 1 N N N 24.126 11.462 16.316 3.395  2.394  1.111  C4  9CR 4  
9CR C5  C5  C 0 1 N N N 22.678 11.894 15.900 2.772  1.029  1.091  C5  9CR 5  
9CR C6  C6  C 0 1 N N N 21.533 11.632 16.814 3.055  0.106  0.187  C6  9CR 6  
9CR C7  C7  C 0 1 N N N 20.132 11.990 16.576 2.388  -1.142 0.274  C7  9CR 7  
9CR C8  C8  C 0 1 N N N 19.464 12.786 15.673 1.032  -1.193 0.221  C8  9CR 8  
9CR C9  C9  C 0 1 N N N 18.095 12.896 15.277 0.373  -2.436 0.230  C9  9CR 9  
9CR C10 C10 C 0 1 N N N 17.688 14.021 14.525 -0.989 -2.486 0.177  C10 9CR 10 
9CR C11 C11 C 0 1 N N N 18.516 15.098 14.216 -1.733 -1.299 0.112  C11 9CR 11 
9CR C12 C12 C 0 1 N N N 18.044 16.217 13.543 -3.096 -1.350 0.059  C12 9CR 12 
9CR C13 C13 C 0 1 N N N 18.774 17.411 13.282 -3.841 -0.162 -0.006 C13 9CR 13 
9CR C14 C14 C 0 1 N N N 18.084 18.398 12.592 -5.202 -0.213 -0.059 C14 9CR 14 
9CR C15 C15 C 0 1 N N N 18.531 19.804 12.172 -5.944 0.966  -0.277 C15 9CR 15 
9CR C16 C16 C 0 1 N N N 21.307 11.951 19.377 5.345  -0.420 -0.580 C16 9CR 16 
9CR C17 C17 C 0 1 N N N 21.138 9.581  18.644 3.470  -0.271 -2.222 C17 9CR 17 
9CR C18 C18 C 0 1 N N N 22.610 12.550 14.517 1.765  0.691  2.161  C18 9CR 18 
9CR C19 C19 C 0 1 N N N 17.019 11.880 15.637 1.173  -3.711 0.300  C19 9CR 19 
9CR C20 C20 C 0 1 N N N 20.264 17.632 13.771 -3.135 1.169  -0.016 C20 9CR 20 
9CR O1  O1  O 0 1 N N N 18.100 20.271 11.112 -5.368 2.009  -0.529 O1  9CR 21 
9CR O2  O2  O 0 1 N N N 19.325 20.451 12.903 -7.292 0.939  -0.206 O2  9CR 22 
9CR H1  H1  H 0 1 N N N 23.724 9.775  18.654 5.174  1.925  -1.790 H1  9CR 23 
9CR H2  H2  H 0 1 N N N 23.487 11.194 19.731 3.449  2.287  -1.534 H2  9CR 24 
9CR H3  H3  H 0 1 N N N 25.436 11.363 18.020 5.439  1.818  0.736  H3  9CR 25 
9CR H4  H4  H 0 1 N N N 24.286 12.742 18.039 5.006  3.433  0.119  H4  9CR 26 
9CR H5  H5  H 0 1 N N N 24.254 10.394 16.084 3.653  2.658  2.137  H5  9CR 27 
9CR H6  H6  H 0 1 N N N 24.849 12.053 15.734 2.684  3.120  0.719  H6  9CR 28 
9CR H7  H7  H 0 1 N N N 19.462 11.515 17.278 2.959  -2.053 0.382  H7  9CR 29 
9CR H8  H8  H 0 1 N N N 20.113 13.475 15.153 0.459  -0.279 0.171  H8  9CR 30 
9CR H9  H9  H 0 1 N N N 16.670 14.048 14.167 -1.494 -3.441 0.184  H9  9CR 31 
9CR H10 H10 H 0 1 N N N 19.555 15.061 14.508 -1.227 -0.345 0.105  H10 9CR 32 
9CR H11 H11 H 0 1 N N N 17.026 16.178 13.183 -3.602 -2.304 0.067  H11 9CR 33 
9CR H12 H12 H 0 1 N N N 17.076 18.135 12.307 -5.713 -1.156 0.066  H12 9CR 34 
9CR H13 H13 H 0 1 N N N 21.456 11.551 20.391 6.063  -0.282 -1.388 H13 9CR 35 
9CR H14 H14 H 0 1 N N N 21.873 12.888 19.266 5.755  -0.010 0.344  H14 9CR 36 
9CR H15 H15 H 0 1 N N N 20.237 12.147 19.214 5.145  -1.483 -0.449 H15 9CR 37 
9CR H16 H16 H 0 1 N N N 21.464 9.252  19.642 4.151  -0.058 -3.046 H16 9CR 38 
9CR H17 H17 H 0 1 N N N 20.049 9.736  18.647 3.350  -1.349 -2.118 H17 9CR 39 
9CR H18 H18 H 0 1 N N N 21.397 8.812  17.902 2.501  0.184  -2.425 H18 9CR 40 
9CR H19 H19 H 0 1 N N N 21.569 12.826 14.292 1.595  1.565  2.789  H19 9CR 41 
9CR H20 H20 H 0 1 N N N 23.239 13.453 14.508 0.827  0.390  1.695  H20 9CR 42 
9CR H21 H21 H 0 1 N N N 22.974 11.842 13.757 2.146  -0.127 2.772  H21 9CR 43 
9CR H22 H22 H 0 1 N N N 17.467 11.061 16.218 1.324  -3.989 1.343  H22 9CR 44 
9CR H23 H23 H 0 1 N N N 16.238 12.370 16.237 0.633  -4.507 -0.213 H23 9CR 45 
9CR H24 H24 H 0 1 N N N 16.574 11.475 14.716 2.140  -3.561 -0.180 H24 9CR 46 
9CR H25 H25 H 0 1 N N N 20.617 16.730 14.293 -3.004 1.503  -1.045 H25 9CR 47 
9CR H26 H26 H 0 1 N N N 20.909 17.829 12.902 -3.731 1.901  0.530  H26 9CR 48 
9CR H27 H27 H 0 1 N N N 20.301 18.491 14.457 -2.160 1.068  0.460  H27 9CR 49 
9CR H28 H28 H 0 1 N N N 19.506 21.295 12.506 -7.712 1.794  -0.370 H28 9CR 50 
# 
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 
9CR O1  C15 DOUB N N 1  
9CR C15 C14 SING N N 2  
9CR C15 O2  SING N N 3  
9CR C14 C13 DOUB N E 4  
9CR C13 C12 SING N N 5  
9CR C13 C20 SING N N 6  
9CR C12 C11 DOUB N E 7  
9CR C11 C10 SING N N 8  
9CR C18 C5  SING N N 9  
9CR C10 C9  DOUB N Z 10 
9CR C9  C19 SING N N 11 
9CR C9  C8  SING N N 12 
9CR C8  C7  DOUB N E 13 
9CR C5  C4  SING N N 14 
9CR C5  C6  DOUB N N 15 
9CR C4  C3  SING N N 16 
9CR C7  C6  SING N N 17 
9CR C6  C1  SING N N 18 
9CR C3  C2  SING N N 19 
9CR C1  C17 SING N N 20 
9CR C1  C2  SING N N 21 
9CR C1  C16 SING N N 22 
9CR C2  H1  SING N N 23 
9CR C2  H2  SING N N 24 
9CR C3  H3  SING N N 25 
9CR C3  H4  SING N N 26 
9CR C4  H5  SING N N 27 
9CR C4  H6  SING N N 28 
9CR C7  H7  SING N N 29 
9CR C8  H8  SING N N 30 
9CR C10 H9  SING N N 31 
9CR C11 H10 SING N N 32 
9CR C12 H11 SING N N 33 
9CR C14 H12 SING N N 34 
9CR C16 H13 SING N N 35 
9CR C16 H14 SING N N 36 
9CR C16 H15 SING N N 37 
9CR C17 H16 SING N N 38 
9CR C17 H17 SING N N 39 
9CR C17 H18 SING N N 40 
9CR C18 H19 SING N N 41 
9CR C18 H20 SING N N 42 
9CR C18 H21 SING N N 43 
9CR C19 H22 SING N N 44 
9CR C19 H23 SING N N 45 
9CR C19 H24 SING N N 46 
9CR C20 H25 SING N N 47 
9CR C20 H26 SING N N 48 
9CR C20 H27 SING N N 49 
9CR O2  H28 SING N N 50 
# 
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 
9CR SMILES           ACDLabs              12.01 "O=C(O)\C=C(\C=C\C=C(/C=C/C1=C(C)CCCC1(C)C)C)C"                                                                                                       
9CR InChI            InChI                1.03  "InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+" 
9CR InChIKey         InChI                1.03  SHGAZHPCJJPHSC-ZVCIMWCZSA-N                                                                                                                           
9CR SMILES_CANONICAL CACTVS               3.370 "CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1"                                                                                                     
9CR SMILES           CACTVS               3.370 "CC1=C(C=CC(C)=CC=CC(C)=CC(O)=O)C(C)(C)CCC1"                                                                                                          
9CR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\C(=O)O)\C)/C"                                                                                                   
9CR SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C"                                                                                                          
# 
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 
9CR "SYSTEMATIC NAME" ACDLabs              12.01 "(9cis)-retinoic acid"                                                                      
9CR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9CR "Create component" 2012-12-18 RCSB 
9CR "Initial release"  2012-12-21 RCSB 
# 
