# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 16:58:15 2020
#   Inital geometry file: a 159 line input string
#   Ligand name: (3R)-3-[(tetradecylcarbamoyl)amino]-4-(trimethylammonio)butanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCNC(=O)N[C@H](CC([O-])=O)C[N+](C)(C)C
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 BUI  BUI  (3R)-3-[(tetradecylcarbamoyl)amino]-4-(trimethylammonio)butanoate  ligand  73  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BUI
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 BUI  O9    O  O      0  -0.604  -5.9067   2.7099  -1.1926
 BUI  C3    C  C      0   0.423  -5.9509   2.7022   0.0543
 BUI  O8    O  OC    -1  -0.614  -5.5582   3.6037   0.8188
 BUI  C2    C  CH2    0  -0.596  -6.5951   1.4758   0.7325
 BUI  C5    C  CH1    0  -0.125  -6.5876   0.2232  -0.1423
 BUI  C10   C  CH2    0  -0.289  -7.3471  -0.8783   0.5866
 BUI  N6    N  NT     1  -0.385  -7.6171  -2.1594  -0.1670
 BUI  C14   C  CH3    0  -0.547  -6.4005  -3.0145  -0.2869
 BUI  C13   C  CH3    0  -0.548  -8.6355  -2.9176   0.6150
 BUI  C12   C  CH3    0  -0.557  -8.1600  -1.8838  -1.5236
 BUI  N4    N  NH1    0  -0.684  -5.2578  -0.1480  -0.5970
 BUI  C1    C  C      0   0.742  -4.2317  -0.3913   0.2796
 BUI  O7    O  O      0  -0.537  -4.4183  -0.7310   1.4440
 BUI  N11   N  NH1    0  -0.681  -2.9910  -0.2876  -0.2543
 BUI  C15   C  CH2    0  -0.229  -1.8013  -0.3815   0.5654
 BUI  C16   C  CH2    0  -0.469  -0.5525  -0.3354  -0.3007
 BUI  C24   C  CH2    0  -0.417   0.7210  -0.3271   0.5348
 BUI  C26   C  CH2    0  -0.413   1.9857  -0.2803  -0.3133
 BUI  C27   C  CH2    0  -0.413   3.2613  -0.2046   0.5162
 BUI  C19   C  CH2    0  -0.412   4.5253  -0.1555  -0.3332
 BUI  C20   C  CH2    0  -0.412   5.8029  -0.0439   0.4891
 BUI  C21   C  CH2    0  -0.412   7.0633  -0.0021  -0.3662
 BUI  C22   C  CH2    0  -0.412   8.3445   0.1266   0.4480
 BUI  C23   C  CH2    0  -0.411   9.6007   0.1569  -0.4140
 BUI  C25   C  CH2    0  -0.412  10.8866   0.2868   0.3926
 BUI  C18   C  CH2    0  -0.406  12.1382   0.3090  -0.4761
 BUI  C17   C  CH2    0  -0.419  13.4300   0.4294   0.3232
 BUI  C28   C  CH3    0  -0.662  14.6692   0.4448  -0.5616
 BUI  H21   H  HCH2   0   0.248  -7.6337   1.7371   0.9659
 BUI  H22   H  HCH2   0   0.237  -6.1133   1.2794   1.6919
 BUI  H5    H  HCH1   0   0.274  -7.1339   0.4751  -1.0512
 BUI  H101  H  HCH2   0   0.305  -6.8520  -1.1638   1.5109
 BUI  H102  H  HCH2   0   0.293  -8.3289  -0.4782   0.8405
 BUI  H141  H  HCH3   0   0.288  -5.9856  -3.1838   0.7026
 BUI  H142  H  HCH3   0   0.289  -6.6920  -3.9647  -0.7271
 BUI  H143  H  HCH3   0   0.297  -5.6720  -2.5245  -0.9210
 BUI  H131  H  HCH3   0   0.294  -9.5465  -2.3300   0.6866
 BUI  H132  H  HCH3   0   0.293  -8.8457  -3.8565   0.1102
 BUI  H133  H  HCH3   0   0.295  -8.2446  -3.1151   1.6097
 BUI  H121  H  HCH3   0   0.295  -7.3877  -1.4385  -2.1429
 BUI  H122  H  HCH3   0   0.297  -8.4805  -2.8219  -1.9689
 BUI  H123  H  HCH3   0   0.295  -9.0101  -1.2110  -1.4427
 BUI  HN4   H  HNH1   0   0.386  -5.0065   0.3316  -1.4480
 BUI  H11   H  HNH1   0   0.390  -2.8857   0.1404  -1.1605
 BUI  H151  H  HCH2   0   0.229  -1.8196  -1.3146   1.1321
 BUI  H152  H  HCH2   0   0.219  -1.7663   0.4339   1.2970
 BUI  H161  H  HCH2   0   0.224  -0.5758   0.5632  -0.9272
 BUI  H162  H  HCH2   0   0.228  -0.5469  -1.1918  -0.9821
 BUI  H241  H  HCH2   0   0.215   0.7453  -1.2139   1.1775
 BUI  H242  H  HCH2   0   0.214   0.7051   0.5369   1.2081
 BUI  H261  H  HCH2   0   0.209   1.9390   0.5854  -0.9836
 BUI  H262  H  HCH2   0   0.210   2.0226  -1.1631  -0.9611
 BUI  H271  H  HCH2   0   0.208   3.3102  -1.0661   1.1916
 BUI  H272  H  HCH2   0   0.207   3.2219   0.6819   1.1594
 BUI  H191  H  HCH2   0   0.206   4.4638   0.6938  -1.0231
 BUI  H192  H  HCH2   0   0.207   4.5746  -1.0518  -0.9621
 BUI  H201  H  HCH2   0   0.206   5.8645  -0.8885   1.1846
 BUI  H202  H  HCH2   0   0.206   5.7563   0.8570   1.1115
 BUI  H211  H  HCH2   0   0.206   6.9949   0.8356  -1.0695
 BUI  H212  H  HCH2   0   0.206   7.1134  -0.9083  -0.9807
 BUI  H221  H  HCH2   0   0.206   8.4115  -0.7068   1.1565
 BUI  H222  H  HCH2   0   0.206   8.2992   1.0372   1.0562
 BUI  H231  H  HCH2   0   0.206   9.5317   0.9886  -1.1242
 BUI  H232  H  HCH2   0   0.206   9.6442  -0.7548  -1.0209
 BUI  H251  H  HCH2   0   0.206  10.9549  -0.5434   1.1045
 BUI  H252  H  HCH2   0   0.206  10.8471   1.2005   0.9966
 BUI  H181  H  HCH2   0   0.206  12.0722   1.1415  -1.1858
 BUI  H182  H  HCH2   0   0.205  12.1733  -0.6027  -1.0837
 BUI  H171  H  HCH2   0   0.210  13.4957  -0.4021   1.0320
 BUI  H172  H  HCH2   0   0.210  13.3987   1.3409   0.9284
 BUI  H281  H  HCH3   0   0.216  14.6462   1.2876  -1.2549
 BUI  H282  H  HCH3   0   0.225  15.5848   0.5244   0.0258
 BUI  H283  H  HCH3   0   0.215  14.7372  -0.4683  -1.1564

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 BUI  O9   C3    deloc   1.248  0.020  1.248
 BUI  C3   O8    deloc   1.246  0.020  1.246
 BUI  C3   C2    single  1.542  0.020  1.542
 BUI  C2   C5    single  1.528  0.020  1.528
 BUI  C2   H21   single  0.970  0.020  1.090
 BUI  C2   H22   single  0.970  0.020  1.090
 BUI  C5   C10   single  1.524  0.020  1.524
 BUI  C5   N4    single  1.454  0.020  1.454
 BUI  C5   H5    single  0.970  0.020  1.090
 BUI  C10  N6    single  1.511  0.020  1.511
 BUI  C10  H101  single  0.970  0.020  1.090
 BUI  C10  H102  single  0.970  0.020  1.090
 BUI  N6   C14   single  1.492  0.020  1.492
 BUI  N6   C13   single  1.491  0.020  1.491
 BUI  N6   C12   single  1.487  0.020  1.487
 BUI  C14  H141  single  0.970  0.020  1.090
 BUI  C14  H142  single  0.970  0.020  1.090
 BUI  C14  H143  single  0.970  0.020  1.090
 BUI  C13  H131  single  0.970  0.020  1.090
 BUI  C13  H132  single  0.970  0.020  1.090
 BUI  C13  H133  single  0.970  0.020  1.090
 BUI  C12  H121  single  0.970  0.020  1.090
 BUI  C12  H122  single  0.970  0.020  1.090
 BUI  C12  H123  single  0.970  0.020  1.090
 BUI  N4   C1    single  1.371  0.020  1.371
 BUI  N4   HN4   single  0.890  0.020  1.040
 BUI  C1   O7    double  1.227  0.020  1.227
 BUI  C1   N11   single  1.355  0.020  1.355
 BUI  N11  C15   single  1.448  0.020  1.448
 BUI  N11  H11   single  0.860  0.020  1.020
 BUI  C15  C16   single  1.520  0.020  1.520
 BUI  C15  H151  single  0.970  0.020  1.090
 BUI  C15  H152  single  0.970  0.020  1.090
 BUI  C16  C24   single  1.523  0.020  1.523
 BUI  C16  H161  single  0.970  0.020  1.090
 BUI  C16  H162  single  0.970  0.020  1.090
 BUI  C24  C26   single  1.523  0.020  1.523
 BUI  C24  H241  single  0.970  0.020  1.090
 BUI  C24  H242  single  0.970  0.020  1.090
 BUI  C26  C27   single  1.524  0.020  1.524
 BUI  C26  H261  single  0.970  0.020  1.090
 BUI  C26  H262  single  0.970  0.020  1.090
 BUI  C27  C19   single  1.524  0.020  1.524
 BUI  C27  H271  single  0.970  0.020  1.090
 BUI  C27  H272  single  0.970  0.020  1.090
 BUI  C19  C20   single  1.524  0.020  1.524
 BUI  C19  H191  single  0.970  0.020  1.090
 BUI  C19  H192  single  0.970  0.020  1.090
 BUI  C20  C21   single  1.524  0.020  1.524
 BUI  C20  H201  single  0.970  0.020  1.090
 BUI  C20  H202  single  0.970  0.020  1.090
 BUI  C21  C22   single  1.523  0.020  1.523
 BUI  C21  H211  single  0.970  0.020  1.090
 BUI  C21  H212  single  0.970  0.020  1.090
 BUI  C22  C23   single  1.524  0.020  1.524
 BUI  C22  H221  single  0.970  0.020  1.090
 BUI  C22  H222  single  0.970  0.020  1.090
 BUI  C23  C25   single  1.523  0.020  1.523
 BUI  C23  H231  single  0.970  0.020  1.090
 BUI  C23  H232  single  0.970  0.020  1.090
 BUI  C25  C18   single  1.524  0.020  1.524
 BUI  C25  H251  single  0.970  0.020  1.090
 BUI  C25  H252  single  0.970  0.020  1.090
 BUI  C18  C17   single  1.524  0.020  1.524
 BUI  C18  H181  single  0.970  0.020  1.090
 BUI  C18  H182  single  0.970  0.020  1.090
 BUI  C17  C28   single  1.523  0.020  1.523
 BUI  C17  H171  single  0.970  0.020  1.090
 BUI  C17  H172  single  0.970  0.020  1.090
 BUI  C28  H281  single  0.970  0.020  1.090
 BUI  C28  H282  single  0.970  0.020  1.090
 BUI  C28  H283  single  0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 BUI  C2    C3   O8    115.93  3.000
 BUI  C2    C3   O9    117.33  3.000
 BUI  O8    C3   O9    126.72  3.000
 BUI  H22   C2   H21   105.90  3.000
 BUI  H22   C2   C5    110.71  3.000
 BUI  H21   C2   C5    108.78  3.000
 BUI  H22   C2   C3    110.20  3.000
 BUI  H21   C2   C3    107.45  3.000
 BUI  C5    C2   C3    113.46  3.000
 BUI  H5    C5   N4    104.87  3.000
 BUI  H5    C5   C10   108.43  3.000
 BUI  N4    C5   C10   114.90  3.000
 BUI  H5    C5   C2    106.59  3.000
 BUI  N4    C5   C2    113.14  3.000
 BUI  C10   C5   C2    108.45  3.000
 BUI  H102  C10  H101  107.97  3.000
 BUI  H102  C10  N6    105.46  3.000
 BUI  H101  C10  N6    106.43  3.000
 BUI  H102  C10  C5    107.16  3.000
 BUI  H101  C10  C5    111.70  3.000
 BUI  N6    C10  C5    117.62  3.000
 BUI  C12   N6   C13   108.86  3.000
 BUI  C12   N6   C14   109.31  3.000
 BUI  C13   N6   C14   107.92  3.000
 BUI  C12   N6   C10   111.29  3.000
 BUI  C13   N6   C10   106.96  3.000
 BUI  C14   N6   C10   112.36  3.000
 BUI  H143  C14  H142  109.81  3.000
 BUI  H143  C14  H141  110.30  3.000
 BUI  H142  C14  H141  109.58  3.000
 BUI  H143  C14  N6    109.65  3.000
 BUI  H142  C14  N6    108.35  3.000
 BUI  H141  C14  N6    109.12  3.000
 BUI  H133  C13  H132  109.74  3.000
 BUI  H133  C13  H131  109.85  3.000
 BUI  H132  C13  H131  109.62  3.000
 BUI  H133  C13  N6    109.07  3.000
 BUI  H132  C13  N6    109.14  3.000
 BUI  H131  C13  N6    109.41  3.000
 BUI  H123  C12  H122  109.51  3.000
 BUI  H123  C12  H121  110.17  3.000
 BUI  H122  C12  H121  109.28  3.000
 BUI  H123  C12  N6    109.41  3.000
 BUI  H122  C12  N6    108.76  3.000
 BUI  H121  C12  N6    109.69  3.000
 BUI  HN4   N4   C1    115.93  3.000
 BUI  HN4   N4   C5    111.74  3.000
 BUI  C1    N4   C5    122.00  3.000
 BUI  N11   C1   O7    122.30  3.000
 BUI  N11   C1   N4    114.82  3.000
 BUI  O7    C1   N4    122.81  3.000
 BUI  H11   N11  C15   116.79  3.000
 BUI  H11   N11  C1    118.86  3.000
 BUI  C15   N11  C1    121.64  3.000
 BUI  H152  C15  H151  106.84  3.000
 BUI  H152  C15  C16   109.36  3.000
 BUI  H151  C15  C16   109.60  3.000
 BUI  H152  C15  N11   110.85  3.000
 BUI  H151  C15  N11   109.60  3.000
 BUI  C16   C15  N11   110.52  3.000
 BUI  H162  C16  H161  106.61  3.000
 BUI  H162  C16  C24   109.97  3.000
 BUI  H161  C16  C24   109.08  3.000
 BUI  H162  C16  C15   109.58  3.000
 BUI  H161  C16  C15   109.46  3.000
 BUI  C24   C16  C15   111.99  3.000
 BUI  H242  C24  H241  106.16  3.000
 BUI  H242  C24  C26   109.26  3.000
 BUI  H241  C24  C26   109.46  3.000
 BUI  H242  C24  C16   109.23  3.000
 BUI  H241  C24  C16   109.63  3.000
 BUI  C26   C24  C16   112.88  3.000
 BUI  H262  C26  H261  106.04  3.000
 BUI  H262  C26  C27   109.49  3.000
 BUI  H261  C26  C27   109.24  3.000
 BUI  H262  C26  C24   109.41  3.000
 BUI  H261  C26  C24   109.24  3.000
 BUI  C27   C26  C24   113.17  3.000
 BUI  H272  C27  H271  106.01  3.000
 BUI  H272  C27  C19   109.33  3.000
 BUI  H271  C27  C19   109.39  3.000
 BUI  H272  C27  C26   109.24  3.000
 BUI  H271  C27  C26   109.50  3.000
 BUI  C19   C27  C26   113.12  3.000
 BUI  H192  C19  H191  105.97  3.000
 BUI  H192  C19  C20   109.38  3.000
 BUI  H191  C19  C20   109.27  3.000
 BUI  H192  C19  C27   109.32  3.000
 BUI  H191  C19  C27   109.23  3.000
 BUI  C20   C19  C27   113.40  3.000
 BUI  H202  C20  H201  106.00  3.000
 BUI  H202  C20  C21   109.36  3.000
 BUI  H201  C20  C21   109.32  3.000
 BUI  H202  C20  C19   109.33  3.000
 BUI  H201  C20  C19   109.46  3.000
 BUI  C21   C20  C19   113.12  3.000
 BUI  H212  C21  H211  105.96  3.000
 BUI  H212  C21  C22   109.34  3.000
 BUI  H211  C21  C22   109.32  3.000
 BUI  H212  C21  C20   109.26  3.000
 BUI  H211  C21  C20   109.24  3.000
 BUI  C22   C21  C20   113.45  3.000
 BUI  H222  C22  H221  106.00  3.000
 BUI  H222  C22  C23   109.36  3.000
 BUI  H221  C22  C23   109.29  3.000
 BUI  H222  C22  C21   109.39  3.000
 BUI  H221  C22  C21   109.43  3.000
 BUI  C23   C22  C21   113.12  3.000
 BUI  H232  C23  H231  105.96  3.000
 BUI  H232  C23  C25   109.31  3.000
 BUI  H231  C23  C25   109.36  3.000
 BUI  H232  C23  C22   109.23  3.000
 BUI  H231  C23  C22   109.26  3.000
 BUI  C25   C23  C22   113.45  3.000
 BUI  H252  C25  H251  106.01  3.000
 BUI  H252  C25  C18   109.37  3.000
 BUI  H251  C25  C18   109.28  3.000
 BUI  H252  C25  C23   109.43  3.000
 BUI  H251  C25  C23   109.39  3.000
 BUI  C18   C25  C23   113.12  3.000
 BUI  H182  C18  H181  105.95  3.000
 BUI  H182  C18  C17   109.23  3.000
 BUI  H181  C18  C17   109.31  3.000
 BUI  H182  C18  C25   109.28  3.000
 BUI  H181  C18  C25   109.31  3.000
 BUI  C17   C18  C25   113.48  3.000
 BUI  H172  C17  H171  106.03  3.000
 BUI  H172  C17  C28   109.64  3.000
 BUI  H171  C17  C28   109.58  3.000
 BUI  H172  C17  C18   109.36  3.000
 BUI  H171  C17  C18   109.30  3.000
 BUI  C28   C17  C18   112.70  3.000
 BUI  H283  C28  H282  107.59  3.000
 BUI  H283  C28  H281  107.52  3.000
 BUI  H282  C28  H281  107.66  3.000
 BUI  H283  C28  C17   111.02  3.000
 BUI  H282  C28  C17   111.77  3.000
 BUI  H281  C28  C17   111.08  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 BUI  CONST_02  C15   N11  C1   O7      0.00   0.0  0
 BUI  CONST_04  C15   N11  C1   N4    180.00   0.0  0
 BUI  CONST_05  HN4   N4   C1   O7    180.00   0.0  0
 BUI  CONST_06  H11   N11  C1   O7    180.00   0.0  0
 BUI  Var_01    C5    C2   C3   O9     23.02  30.0  3
 BUI  Var_02    C14   N6   C10  C5     75.37  30.0  3
 BUI  Var_03    C16   C15  N11  C1    175.78  30.0  3
 BUI  Var_04    C24   C16  C15  N11   175.74  30.0  3
 BUI  Var_05    C26   C24  C16  C15  -179.97  30.0  3
 BUI  Var_06    C27   C26  C24  C16   177.26  30.0  3
 BUI  Var_07    C19   C27  C26  C24  -179.91  30.0  3
 BUI  Var_08    C20   C19  C27  C26   178.53  30.0  3
 BUI  Var_09    C21   C20  C19  C27   179.72  30.0  3
 BUI  Var_10    C22   C21  C20  C19   179.30  30.0  3
 BUI  Var_11    C23   C22  C21  C20   179.56  30.0  3
 BUI  Var_12    C25   C23  C22  C21   179.94  30.0  3
 BUI  Var_13    C18   C25  C23  C22   179.70  30.0  3
 BUI  Var_14    C17   C18  C25  C23  -179.61  30.0  3
 BUI  Var_15    C28   C17  C18  C25   179.79  30.0  3
 BUI  Var_16    H141  C14  N6   C10    53.87  30.0  3
 BUI  Var_17    H131  C13  N6   C10    60.91  30.0  3
 BUI  Var_18    H121  C12  N6   C10    69.11  30.0  3
 BUI  Var_19    H281  C28  C17  C18    60.12  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 BUI  chir_01  C5  C2  C10  N4  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 BUI  plan-1  C5   0.020
 BUI  plan-1  N4   0.020
 BUI  plan-1  C1   0.020
 BUI  plan-1  O7   0.020
 BUI  plan-1  N11  0.020
 BUI  plan-1  C15  0.020
 BUI  plan-1  HN4  0.020
 BUI  plan-1  H11  0.020
 BUI  plan-2  O9   0.020
 BUI  plan-2  C3   0.020
 BUI  plan-2  O8   0.020
 BUI  plan-2  C2   0.020

