data_4CR
# 
_chem_comp.id                                    4CR 
_chem_comp.name                                  "(1R)-4-({[ETHYL(METHYL)AMINO]CARBONYL}OXY)-N-METHYL-N-[(1E)-PROP-2-EN-1-YLIDENE]INDAN-1-AMINIUM" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H23 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2005-11-07 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        287.377 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4CR 
_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        2C65 
_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 
4CR O4A  O4A  O 0 1 N N N 48.936 156.248 29.761 3.329  1.415  0.033  O4A  4CR 1  
4CR C4A  C4A  C 0 1 N N N 49.981 156.889 29.832 3.302  0.206  0.148  C4A  4CR 2  
4CR N4   N4   N 0 1 N N N 50.017 158.194 30.095 4.441  -0.473 0.390  N4   4CR 3  
4CR C4B  C4B  C 0 1 N N N 48.814 158.972 30.396 5.711  0.247  0.516  C4B  4CR 4  
4CR C4C  C4C  C 0 1 N N N 48.796 159.409 31.846 6.372  0.359  -0.859 C4C  4CR 5  
4CR CN4  CN4  C 0 1 N N N 51.246 158.972 29.942 4.409  -1.931 0.528  CN4  4CR 6  
4CR O4   O4   O 0 1 N N N 51.214 156.244 29.417 2.135  -0.456 0.032  O4   4CR 7  
4CR C4   C4   C 0 1 Y N N 51.211 155.037 28.755 0.969  0.235  -0.066 C4   4CR 8  
4CR C3   C3   C 0 1 Y N N 51.846 154.894 27.528 -0.217 -0.440 -0.328 C3   4CR 9  
4CR C2   C2   C 0 1 N N N 52.491 155.983 26.705 -0.482 -1.916 -0.532 C2   4CR 10 
4CR C1   C1   C 0 1 N N N 53.001 155.219 25.469 -2.003 -2.086 -0.335 C1   4CR 11 
4CR C5   C5   C 0 1 Y N N 50.823 153.875 29.434 0.965  1.612  0.092  C5   4CR 12 
4CR C6   C6   C 0 1 Y N N 50.928 152.636 28.798 -0.221 2.313  -0.008 C6   4CR 13 
4CR C7   C7   C 0 1 Y N N 51.338 152.555 27.462 -1.401 1.641  -0.264 C7   4CR 14 
4CR C8   C8   C 0 1 Y N N 51.873 153.691 26.867 -1.402 0.265  -0.422 C8   4CR 15 
4CR C9   C9   C 0 1 N N R 52.315 153.839 25.455 -2.543 -0.688 -0.704 C9   4CR 16 
4CR N10  N10  N 1 1 N N N 53.267 152.816 24.987 -3.703 -0.354 0.126  N10  4CR 17 
4CR C10  C10  C 0 1 N N N 54.136 152.344 25.785 -3.582 -0.349 1.586  C10  4CR 18 
4CR C11  C11  C 0 1 N N N 53.313 152.510 23.743 -4.836 -0.061 -0.431 C11  4CR 19 
4CR C12  C12  C 0 1 N N N 53.990 151.298 23.243 -5.983 0.328  0.398  C12  4CR 20 
4CR C13  C13  C 0 1 N N N 54.209 150.989 21.951 -7.169 0.545  -0.166 C13  4CR 21 
4CR H4B1 1H4B H 0 0 N N N 47.887 158.416 30.123 6.370  -0.295 1.193  H4B1 4CR 22 
4CR H4B2 2H4B H 0 0 N N N 48.702 159.839 29.704 5.524  1.245  0.912  H4B2 4CR 23 
4CR H4C1 1H4C H 0 0 N N N 47.880 160.002 32.075 7.316  0.895  -0.766 H4C1 4CR 24 
4CR H4C2 2H4C H 0 0 N N N 49.723 159.965 32.119 6.558  -0.639 -1.255 H4C2 4CR 25 
4CR H4C3 3H4C H 0 0 N N N 48.908 158.542 32.538 5.712  0.901  -1.537 H4C3 4CR 26 
4CR HN41 1HN4 H 0 0 N N N 51.276 160.065 30.162 3.386  -2.286 0.404  HN41 4CR 27 
4CR HN42 2HN4 H 0 0 N N N 51.620 158.822 28.902 5.044  -2.382 -0.235 HN42 4CR 28 
4CR HN43 3HN4 H 0 0 N N N 52.042 158.478 30.547 4.774  -2.211 1.516  HN43 4CR 29 
4CR H2C1 1H2C H 0 0 N N N 53.269 156.575 27.242 0.063  -2.506 0.205  H2C1 4CR 30 
4CR H2C2 2H2C H 0 0 N N N 51.828 156.850 26.477 -0.196 -2.212 -1.541 H2C2 4CR 31 
4CR H1C1 1H1C H 0 0 N N N 54.113 155.150 25.431 -2.235 -2.329 0.702  H1C1 4CR 32 
4CR H1C2 2H1C H 0 0 N N N 52.855 155.785 24.519 -2.399 -2.845 -1.009 H1C2 4CR 33 
4CR H5   H5   H 0 1 N N N 50.437 153.938 30.465 1.888  2.136  0.292  H5   4CR 34 
4CR H6   H6   H 0 1 N N N 50.686 151.714 29.353 -0.227 3.386  0.115  H6   4CR 35 
4CR H7   H7   H 0 1 N N N 51.239 151.613 26.896 -2.327 2.191  -0.342 H7   4CR 36 
4CR H9   H9   H 0 1 N N N 51.427 153.865 24.781 -2.812 -0.654 -1.760 H9   4CR 37 
4CR H101 1H10 H 0 0 N N N 54.856 151.570 25.431 -2.550 -0.562 1.865  H101 4CR 38 
4CR H102 2H10 H 0 0 N N N 53.610 151.950 26.686 -3.869 0.629  1.971  H102 4CR 39 
4CR H103 3H10 H 0 0 N N N 54.715 153.193 26.218 -4.237 -1.112 2.007  H103 4CR 40 
4CR H11  H11  H 0 1 N N N 52.826 153.181 23.016 -4.936 -0.104 -1.506 H11  4CR 41 
4CR H12  H12  H 0 1 N N N 54.350 150.579 23.998 -5.865 0.438  1.466  H12  4CR 42 
4CR H131 1H13 H 0 0 N N N 54.715 150.083 21.577 -8.013 0.831  0.445  H131 4CR 43 
4CR H132 2H13 H 0 0 N N N 53.849 151.708 21.196 -7.287 0.434  -1.233 H132 4CR 44 
# 
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 
4CR O4A C4A  DOUB N N 1  
4CR C4A N4   SING N N 2  
4CR C4A O4   SING N N 3  
4CR N4  C4B  SING N N 4  
4CR N4  CN4  SING N N 5  
4CR C4B C4C  SING N N 6  
4CR C4B H4B1 SING N N 7  
4CR C4B H4B2 SING N N 8  
4CR C4C H4C1 SING N N 9  
4CR C4C H4C2 SING N N 10 
4CR C4C H4C3 SING N N 11 
4CR CN4 HN41 SING N N 12 
4CR CN4 HN42 SING N N 13 
4CR CN4 HN43 SING N N 14 
4CR O4  C4   SING N N 15 
4CR C4  C3   DOUB Y N 16 
4CR C4  C5   SING Y N 17 
4CR C3  C2   SING N N 18 
4CR C3  C8   SING Y N 19 
4CR C2  C1   SING N N 20 
4CR C2  H2C1 SING N N 21 
4CR C2  H2C2 SING N N 22 
4CR C1  C9   SING N N 23 
4CR C1  H1C1 SING N N 24 
4CR C1  H1C2 SING N N 25 
4CR C5  C6   DOUB Y N 26 
4CR C5  H5   SING N N 27 
4CR C6  C7   SING Y N 28 
4CR C6  H6   SING N N 29 
4CR C7  C8   DOUB Y N 30 
4CR C7  H7   SING N N 31 
4CR C8  C9   SING N N 32 
4CR C9  N10  SING N N 33 
4CR C9  H9   SING N N 34 
4CR N10 C10  SING N N 35 
4CR N10 C11  DOUB N E 36 
4CR C10 H101 SING N N 37 
4CR C10 H102 SING N N 38 
4CR C10 H103 SING N N 39 
4CR C11 C12  SING N N 40 
4CR C11 H11  SING N N 41 
4CR C12 C13  DOUB N N 42 
4CR C12 H12  SING N N 43 
4CR C13 H131 SING N N 44 
4CR C13 H132 SING N N 45 
# 
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 
4CR SMILES           ACDLabs              10.04 "O=C(Oc1cccc2c1CCC2[N+](=C\C=C)\C)N(CC)C"                                                                                                 
4CR SMILES_CANONICAL CACTVS               3.341 "CCN(C)C(=O)Oc1cccc2[C@@H](CCc12)\[N+](C)=C\C=C"                                                                                          
4CR SMILES           CACTVS               3.341 "CCN(C)C(=O)Oc1cccc2[CH](CCc12)[N+](C)=CC=C"                                                                                              
4CR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN(C)C(=O)Oc1cccc2c1CC[C@H]2/[N+](=C/C=C)/C"                                                                                            
4CR SMILES           "OpenEye OEToolkits" 1.5.0 "CCN(C)C(=O)Oc1cccc2c1CCC2[N+](=CC=C)C"                                                                                                   
4CR InChI            InChI                1.03  "InChI=1S/C17H23N2O2/c1-5-12-19(4)15-11-10-14-13(15)8-7-9-16(14)21-17(20)18(3)6-2/h5,7-9,12,15H,1,6,10-11H2,2-4H3/q+1/b19-12+/t15-/m1/s1" 
4CR InChIKey         InChI                1.03  OETCNLZUDQXQBD-IYSPOMMRSA-N                                                                                                               
# 
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 
4CR "SYSTEMATIC NAME" ACDLabs              10.04 "(1R)-4-{[ethyl(methyl)carbamoyl]oxy}-N-methyl-N-[(1E)-prop-2-en-1-ylidene]-2,3-dihydro-1H-inden-1-aminium" 
4CR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-[(1R)-4-(ethyl-methyl-carbamoyl)oxy-2,3-dihydro-1H-inden-1-yl]-methyl-prop-2-enylidene-azanium"        
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4CR "Create component"  2005-11-07 EBI  
4CR "Modify descriptor" 2011-06-04 RCSB 
# 
