data_GBN
# 
_chem_comp.id                                    GBN 
_chem_comp.name                                  "[1-(AMINOMETHYL)CYCLOHEXYL]ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H17 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GABAPENTIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-19 
_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                        171.237 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GBN 
_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        2COI 
_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 
GBN N1   N1   N 0 1 N N N -38.704 -0.990 -15.974 0.944  2.673  0.336  N1   GBN 1  
GBN C2   C2   C 0 1 N N N -38.148 -2.127 -15.297 1.113  1.587  -0.639 C2   GBN 2  
GBN C3   C3   C 0 1 N N N -37.391 -3.784 -16.494 -1.266 0.867  -0.388 C3   GBN 3  
GBN C1R  C1R  C 0 1 N N N -37.024 -3.179 -15.075 0.193  0.422  -0.270 C1R  GBN 4  
GBN C2R  C2R  C 0 1 N N N -37.054 -4.337 -13.983 0.447  -0.750 -1.220 C2R  GBN 5  
GBN C3R  C3R  C 0 1 N N N -36.672 -3.693 -12.585 1.906  -1.195 -1.102 C3R  GBN 6  
GBN C4R  C4R  C 0 1 N N N -35.215 -3.092 -12.653 2.190  -1.634 0.336  C4R  GBN 7  
GBN C5R  C5R  C 0 1 N N N -35.186 -1.941 -13.720 1.936  -0.462 1.286  C5R  GBN 8  
GBN C6R  C6R  C 0 1 N N N -35.572 -2.538 -15.100 0.477  -0.017 1.168  C6R  GBN 9  
GBN C    C    C 0 1 N N N -38.549 -4.459 -16.882 -2.172 -0.263 0.029  C    GBN 10 
GBN OA   OA   O 0 1 N N N -39.276 -3.745 -17.614 -3.497 -0.065 0.114  OA   GBN 11 
GBN OB   OB   O 0 1 N N N -38.838 -5.631 -16.564 -1.705 -1.347 0.288  OB   GBN 12 
GBN HN11 1HN1 H 0 0 N N N -39.441 -0.300 -16.119 1.633  3.374  0.111  HN11 GBN 13 
GBN HN12 2HN1 H 0 0 N N N -38.649 -1.347 -16.927 0.041  3.086  0.156  HN12 GBN 14 
GBN H21  1H2  H 0 1 N N N -38.207 -1.736 -14.254 0.858  1.950  -1.635 H21  GBN 15 
GBN H22  2H2  H 0 1 N N N -38.998 -2.832 -15.446 2.149  1.249  -0.630 H22  GBN 16 
GBN H31  1H3  H 0 1 N N N -37.282 -2.940 -17.214 -1.437 1.728  0.259  H31  GBN 17 
GBN H32  2H3  H 0 1 N N N -36.547 -4.465 -16.754 -1.480 1.141  -1.421 H32  GBN 18 
GBN H2R1 1H2R H 0 0 N N N -38.025 -4.882 -13.957 -0.209 -1.580 -0.957 H2R1 GBN 19 
GBN H2R2 2H2R H 0 0 N N N -36.405 -5.203 -14.252 0.244  -0.437 -2.245 H2R2 GBN 20 
GBN H3R1 1H3R H 0 0 N N N -37.421 -2.937 -12.252 2.087  -2.030 -1.779 H3R1 GBN 21 
GBN H3R2 2H3R H 0 0 N N N -36.788 -4.416 -11.744 2.561  -0.365 -1.365 H3R2 GBN 22 
GBN H4R1 1H4R H 0 0 N N N -34.847 -2.755 -11.655 1.535  -2.464 0.599  H4R1 GBN 23 
GBN H4R2 2H4R H 0 0 N N N -34.442 -3.872 -12.848 3.230  -1.951 0.420  H4R2 GBN 24 
GBN H5R1 1H5R H 0 0 N N N -35.828 -1.075 -13.433 2.139  -0.775 2.310  H5R1 GBN 25 
GBN H5R2 2H5R H 0 0 N N N -34.208 -1.404 -13.744 2.592  0.368  1.023  H5R2 GBN 26 
GBN H6R1 1H6R H 0 0 N N N -34.809 -3.270 -15.454 0.296  0.818  1.845  H6R1 GBN 27 
GBN H6R2 2H6R H 0 0 N N N -35.475 -1.780 -15.912 -0.179 -0.847 1.431  H6R2 GBN 28 
GBN HOA  HOA  H 0 1 N N N -40.064 -4.204 -17.878 -4.078 -0.790 0.382  HOA  GBN 29 
# 
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 
GBN N1  C2   SING N N 1  
GBN N1  HN11 SING N N 2  
GBN N1  HN12 SING N N 3  
GBN C2  C1R  SING N N 4  
GBN C2  H21  SING N N 5  
GBN C2  H22  SING N N 6  
GBN C3  C1R  SING N N 7  
GBN C3  C    SING N N 8  
GBN C3  H31  SING N N 9  
GBN C3  H32  SING N N 10 
GBN C1R C2R  SING N N 11 
GBN C1R C6R  SING N N 12 
GBN C2R C3R  SING N N 13 
GBN C2R H2R1 SING N N 14 
GBN C2R H2R2 SING N N 15 
GBN C3R C4R  SING N N 16 
GBN C3R H3R1 SING N N 17 
GBN C3R H3R2 SING N N 18 
GBN C4R C5R  SING N N 19 
GBN C4R H4R1 SING N N 20 
GBN C4R H4R2 SING N N 21 
GBN C5R C6R  SING N N 22 
GBN C5R H5R1 SING N N 23 
GBN C5R H5R2 SING N N 24 
GBN C6R H6R1 SING N N 25 
GBN C6R H6R2 SING N N 26 
GBN C   OA   SING N N 27 
GBN C   OB   DOUB N N 28 
GBN OA  HOA  SING N N 29 
# 
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 
GBN SMILES           ACDLabs              10.04 O=C(O)CC1(CN)CCCCC1                                                       
GBN InChI            InChI                1.02b InChI=1/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)/f/h11H 
GBN InChIKey         InChI                1.02b UGJMXCAKCUNAIE-WXRBYKJCCG                                                 
GBN SMILES_CANONICAL CACTVS               3.341 NCC1(CCCCC1)CC(O)=O                                                       
GBN SMILES           CACTVS               3.341 NCC1(CCCCC1)CC(O)=O                                                       
GBN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1CCC(CC1)(CC(=O)O)CN                                                     
GBN SMILES           "OpenEye OEToolkits" 1.5.0 C1CCC(CC1)(CC(=O)O)CN                                                     
# 
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 
GBN "SYSTEMATIC NAME" ACDLabs              10.04 "[1-(aminomethyl)cyclohexyl]acetic acid"     
GBN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[1-(aminomethyl)cyclohexyl]ethanoic acid" 
# 
