data_IBA
#

_chem_comp.id                                   IBA
_chem_comp.name                                 "4-[(2R)-2-(AMINOMETHYL)-2-(HYDROXYMETHYL)-5-OXOPYRROLIDIN-1-YL]-3-[(1-ETHYLPROPYL)AMINO]BENZOIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H27 N3 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "1-(4-CARBOXY-2-(3-PENTYLAMINO)PHENYL)-5-AMINOMETHYL-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-07-31
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       349.425
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    IBA
_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       ?
_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
IBA  C6    C6    C  0  1  Y  N  N  33.914   -9.417  64.800   4.787   0.789   0.256  C6    IBA   1  
IBA  C5    C5    C  0  1  Y  N  N  32.621   -9.036  64.358   4.065   0.194   1.294  C5    IBA   2  
IBA  C4    C4    C  0  1  Y  N  N  31.504   -9.877  64.632   4.641   0.086   2.563  C4    IBA   3  
IBA  C3    C3    C  0  1  Y  N  N  31.722  -11.095  65.335   5.930   0.569   2.792  C3    IBA   4  
IBA  C2    C2    C  0  1  Y  N  N  33.013  -11.465  65.757   6.647   1.162   1.752  C2    IBA   5  
IBA  C7    C7    C  0  1  Y  N  N  34.104  -10.617  65.491   6.075   1.272   0.485  C7    IBA   6  
IBA  C1    C1    C  0  1  N  N  N  33.204  -12.741  66.450   7.990   1.666   1.990  C1    IBA   7  
IBA  O21   O21   O  0  1  N  N  N  32.321  -13.714  66.144   8.395   1.482   3.277  O21   IBA   8  
IBA  O20   O20   O  0  1  N  N  N  34.101  -12.909  67.195   8.711   2.207   1.146  O20   IBA   9  
IBA  N4    N4    N  0  1  N  N  N  30.275   -9.481  64.195   3.933  -0.512   3.630  N4    IBA  10  
IBA  C8    C8    C  0  1  N  N  N  29.032  -10.258  64.294   4.479  -0.645   4.943  C8    IBA  11  
IBA  C11   C11   C  0  1  N  N  N  28.716  -10.876  62.910   5.439  -1.843   4.978  C11   IBA  12  
IBA  C9    C9    C  0  1  N  N  N  27.915   -9.317  64.821   3.341  -0.836   5.957  C9    IBA  13  
IBA  C12   C12   C  0  1  N  N  N  28.279  -12.352  62.967   4.751  -3.161   4.643  C12   IBA  14  
IBA  C10   C10   C  0  1  N  N  N  27.577   -8.114  63.922   2.354   0.324   5.961  C10   IBA  15  
IBA  N5    N5    N  0  1  N  N  N  32.479   -7.850  63.647   2.744  -0.294   1.035  N5    IBA  16  
IBA  C13   C13   C  0  1  N  N  R  33.024   -7.600  62.272   2.411  -1.628   0.508  C13   IBA  17  
IBA  C14   C14   C  0  1  N  N  N  32.075   -6.467  61.789   0.930  -1.758   0.917  C14   IBA  18  
IBA  C15   C15   C  0  1  N  N  N  31.581   -5.725  63.036   0.389  -0.348   0.817  C15   IBA  19  
IBA  C16   C16   C  0  1  N  N  N  31.764   -6.795  64.077   1.580   0.498   1.189  C16   IBA  20  
IBA  O13   O13   O  0  1  N  N  N  31.261   -6.690  65.202   1.474   1.679   1.491  O13   IBA  21  
IBA  C18   C18   C  0  1  N  N  N  34.544   -7.148  62.272   2.515  -1.689  -1.027  C18   IBA  22  
IBA  O18   O18   O  0  1  N  N  N  34.824   -6.298  63.388   3.876  -1.558  -1.386  O18   IBA  23  
IBA  C17   C17   C  0  1  N  N  N  32.867   -8.825  61.317   3.167  -2.799   1.159  C17   IBA  24  
IBA  N17   N17   N  0  1  N  N  N  31.534   -9.388  61.118   2.619  -4.028   0.700  N17   IBA  25  
IBA  H21   H21   H  0  1  N  N  N  32.548  -14.508  66.614   9.300   1.820   3.447  H21   IBA  26  
IBA  H7    H7    H  0  1  N  N  N  35.094  -10.895  65.823   6.625   1.733  -0.332  H7    IBA  27  
IBA  H6    H6    H  0  1  N  N  N  34.759   -8.774  64.601   4.352   0.881  -0.736  H6    IBA  28  
IBA  H151  1H15  H  0  0  N  N  N  32.169   -4.820  63.251  -0.442  -0.180   1.507  H151  IBA  29  
IBA  H152  2H15  H  0  0  N  N  N  30.556   -5.334  62.958   0.084  -0.100  -0.205  H152  IBA  30  
IBA  H141  1H14  H  0  0  N  N  N  32.615   -5.776  61.125   0.847  -2.096   1.959  H141  IBA  31  
IBA  H142  2H14  H  0  0  N  N  N  31.228   -6.884  61.224   0.370  -2.465   0.296  H142  IBA  32  
IBA  H181  1H18  H  0  0  N  N  N  35.183   -8.041  62.333   1.942  -0.874  -1.464  H181  IBA  33  
IBA  H182  2H18  H  0  0  N  N  N  34.746   -6.590  61.345   2.135  -2.645  -1.382  H182  IBA  34  
IBA  H18   H18   H  0  1  N  N  N  34.886   -6.822  64.178   3.902  -1.245  -2.307  H18   IBA  35  
IBA  H171  1H17  H  0  0  N  N  N  33.220   -8.499  60.328   3.049  -2.724   2.229  H171  IBA  36  
IBA  H172  2H17  H  0  0  N  N  N  33.435   -9.630  61.807   4.206  -2.736   0.876  H172  IBA  37  
IBA  H11   1H1   H  0  1  N  N  N  31.090   -9.517  62.005   1.674  -4.293   0.964  H11   IBA  38  
IBA  H12   2H1   H  0  1  N  N  N  30.988   -8.763  60.560   3.224  -4.731   0.286  H12   IBA  39  
IBA  HN4   HN4   H  0  1  N  N  N  30.086   -8.646  64.712   3.012  -0.849   3.428  HN4   IBA  40  
IBA  H8    H8    H  0  1  N  N  N  29.120  -11.095  65.002   5.032   0.269   5.191  H8    IBA  41  
IBA  H111  1H11  H  0  0  N  N  N  27.897  -10.297  62.458   6.247  -1.685   4.253  H111  IBA  42  
IBA  H112  2H11  H  0  0  N  N  N  29.646  -10.839  62.323   5.908  -1.927   5.967  H112  IBA  43  
IBA  H121  1H12  H  0  0  N  N  N  28.175  -12.744  61.944   3.984  -3.412   5.382  H121  IBA  44  
IBA  H122  2H12  H  0  0  N  N  N  29.036  -12.938  63.509   4.280  -3.117   3.656  H122  IBA  45  
IBA  H123  3H12  H  0  0  N  N  N  27.314  -12.428  63.489   5.484  -3.974   4.632  H123  IBA  46  
IBA  H91   1H9   H  0  1  N  N  N  27.000   -9.918  64.926   3.763  -0.931   6.966  H91   IBA  47  
IBA  H92   2H9   H  0  1  N  N  N  28.293   -8.895  65.764   2.797  -1.766   5.750  H92   IBA  48  
IBA  H101  1H10  H  0  0  N  N  N  27.496   -7.206  64.538   2.862   1.269   6.179  H101  IBA  49  
IBA  H102  2H10  H  0  0  N  N  N  28.373   -7.980  63.175   1.845   0.421   4.997  H102  IBA  50  
IBA  H103  3H10  H  0  0  N  N  N  26.620   -8.296  63.411   1.590   0.166   6.729  H103  IBA  51  
IBA  H3    H3    H  0  1  N  N  N  30.886  -11.744  65.548   6.376   0.484   3.780  H3    IBA  52  
#   #
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
IBA  C6   C7    SING  Y  N   1  
IBA  C6   H6    SING  N  N   2  
IBA  C6   C5    DOUB  Y  N   3  
IBA  C5   N5    SING  N  N   4  
IBA  C5   C4    SING  Y  N   5  
IBA  C4   N4    SING  N  N   6  
IBA  C4   C3    DOUB  Y  N   7  
IBA  C3   C2    SING  Y  N   8  
IBA  C3   H3    SING  N  N   9  
IBA  C2   C1    SING  N  N  10  
IBA  C2   C7    DOUB  Y  N  11  
IBA  C7   H7    SING  N  N  12  
IBA  C1   O21   SING  N  N  13  
IBA  C1   O20   DOUB  N  N  14  
IBA  O21  H21   SING  N  N  15  
IBA  N4   HN4   SING  N  N  16  
IBA  N4   C8    SING  N  N  17  
IBA  C8   H8    SING  N  N  18  
IBA  C8   C11   SING  N  N  19  
IBA  C8   C9    SING  N  N  20  
IBA  C11  H111  SING  N  N  21  
IBA  C11  H112  SING  N  N  22  
IBA  C11  C12   SING  N  N  23  
IBA  C9   H91   SING  N  N  24  
IBA  C9   H92   SING  N  N  25  
IBA  C9   C10   SING  N  N  26  
IBA  C12  H121  SING  N  N  27  
IBA  C12  H122  SING  N  N  28  
IBA  C12  H123  SING  N  N  29  
IBA  C10  H101  SING  N  N  30  
IBA  C10  H102  SING  N  N  31  
IBA  C10  H103  SING  N  N  32  
IBA  N5   C16   SING  N  N  33  
IBA  N5   C13   SING  N  N  34  
IBA  C13  C14   SING  N  N  35  
IBA  C13  C18   SING  N  N  36  
IBA  C13  C17   SING  N  N  37  
IBA  C14  C15   SING  N  N  38  
IBA  C14  H141  SING  N  N  39  
IBA  C14  H142  SING  N  N  40  
IBA  C15  C16   SING  N  N  41  
IBA  C15  H151  SING  N  N  42  
IBA  C15  H152  SING  N  N  43  
IBA  C16  O13   DOUB  N  N  44  
IBA  C18  H181  SING  N  N  45  
IBA  C18  H182  SING  N  N  46  
IBA  C18  O18   SING  N  N  47  
IBA  O18  H18   SING  N  N  48  
IBA  C17  H171  SING  N  N  49  
IBA  C17  H172  SING  N  N  50  
IBA  C17  N17   SING  N  N  51  
IBA  N17  H11   SING  N  N  52  
IBA  N17  H12   SING  N  N  53  
#   #
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
IBA  SMILES            ACDLabs               10.04  "O=C(O)c1cc(c(cc1)N2C(=O)CCC2(CN)CO)NC(CC)CC"  
IBA  SMILES_CANONICAL  CACTVS                3.341  "CCC(CC)Nc1cc(ccc1N2C(=O)CC[C@@]2(CN)CO)C(O)=O"  
IBA  SMILES            CACTVS                3.341  "CCC(CC)Nc1cc(ccc1N2C(=O)CC[C]2(CN)CO)C(O)=O"  
IBA  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CCC(CC)Nc1cc(ccc1N2C(=O)CC[C@@]2(CN)CO)C(=O)O"  
IBA  SMILES            "OpenEye OEToolkits"  1.5.0  "CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CN)CO)C(=O)O"  
IBA  InChI             InChI                 1.03   "InChI=1S/C18H27N3O4/c1-3-13(4-2)20-14-9-12(17(24)25)5-6-15(14)21-16(23)7-8-18(21,10-19)11-22/h5-6,9,13,20,22H,3-4,7-8,10-11,19H2,1-2H3,(H,24,25)/t18-/m1/s1"  
IBA  InChIKey          InChI                 1.03   ZEZFFRWWHKSMEB-GOSISDBHSA-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
IBA  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-[(2R)-2-(aminomethyl)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(1-ethylpropyl)amino]benzoic acid"  
IBA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-[(2R)-2-(aminomethyl)-2-(hydroxymethyl)-5-oxo-pyrrolidin-1-yl]-3-(pentan-3-ylamino)benzoic 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
IBA  "Create component"   2003-07-31  RCSB  
IBA  "Modify descriptor"  2011-06-04  RCSB  
IBA  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     IBA
_pdbx_chem_comp_synonyms.name        "1-(4-CARBOXY-2-(3-PENTYLAMINO)PHENYL)-5-AMINOMETHYL-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
