# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 21:31:27 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-[(cyclohexylcarbamoyl)amino]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCNC(=O)NC1CCCCC1
#
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
 NC4  NC4  '4-[(cyclohexylcarbamoyl)amino]butanoic acid'  ligand  35  16  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NC4
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
 NC4  C1    C  CH1    0  -0.052  -3.0016   0.0678   0.2295
 NC4  N2    N  NH1    0  -0.686  -1.6247   0.4979   0.0988
 NC4  C3    C  C      0   0.730  -0.5740  -0.3093   0.4120
 NC4  N4    N  NH1    0  -0.687   0.6459   0.1744   0.0499
 NC4  C5    C  CH2    0  -0.232   1.8710  -0.4432   0.5138
 NC4  C6    C  CH2    0  -0.454   3.0732   0.1620  -0.1935
 NC4  C7    C  CH2    0  -0.582   4.3783  -0.4444   0.2931
 NC4  C8    C  C      0   0.413   5.6563   0.1439  -0.3324
 NC4  O9    O  OC    -1  -0.631   6.7095  -0.4963  -0.1310
 NC4  O10   O  O      0  -0.552  -0.7099  -1.3887   0.9814
 NC4  O11   O  O      0  -0.609   5.5522   1.2141  -0.9636
 NC4  C12   C  CH2    0  -0.437  -3.8991   1.2800   0.4655
 NC4  C13   C  CH2    0  -0.436  -5.3611   0.8687   0.6136
 NC4  C14   C  CH2    0  -0.431  -5.8404   0.0597  -0.5874
 NC4  C15   C  CH2    0  -0.438  -4.9424  -1.1494  -0.8283
 NC4  C16   C  CH2    0  -0.425  -3.4823  -0.7337  -0.9815
 NC4  H1    H  HCH1   0   0.229  -3.0572  -0.5752   1.1122
 NC4  HN2   H  HNH1   0   0.380  -1.4588   1.2707  -0.5281
 NC4  HN4   H  HNH1   0   0.382   0.7107   1.1508  -0.1933
 NC4  H51   H  HCH2   0   0.225   1.8266  -1.5156   0.3165
 NC4  H52   H  HCH2   0   0.209   1.9892  -0.3284   1.5989
 NC4  H61   H  HCH2   0   0.216   3.0873   1.2428  -0.0286
 NC4  H62   H  HCH2   0   0.218   2.9675   0.0157  -1.2721
 NC4  H71   H  HCH2   0   0.217   4.3721  -1.5269   0.1290
 NC4  H72   H  HCH2   0   0.225   4.4525  -0.3228   1.3812
 NC4  H121  H  HCH2   0   0.235  -3.5617   1.8156   1.3561
 NC4  H122  H  HCH2   0   0.213  -3.7988   1.9716  -0.3795
 NC4  H131  H  HCH2   0   0.212  -5.4754   0.2693   1.5234
 NC4  H132  H  HCH2   0   0.231  -5.9837   1.7561   0.7476
 NC4  H141  H  HCH2   0   0.228  -6.8745  -0.2605  -0.4388
 NC4  H142  H  HCH2   0   0.210  -5.8368   0.6970  -1.4785
 NC4  H151  H  HCH2   0   0.212  -5.0361  -1.8433   0.0140
 NC4  H152  H  HCH2   0   0.229  -5.2705  -1.6951  -1.7160
 NC4  H161  H  HCH2   0   0.208  -3.3688  -0.1182  -1.8817
 NC4  H162  H  HCH2   0   0.232  -2.8467  -1.6123  -1.1141

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
 NC4  C1   N2    single  1.448  0.020  1.448
 NC4  C1   C12   single  1.527  0.020  1.527
 NC4  C1   C16   single  1.530  0.020  1.530
 NC4  C1   H1    single  0.970  0.020  1.090
 NC4  N2   C3    single  1.361  0.020  1.361
 NC4  N2   HN2   single  0.890  0.020  1.040
 NC4  C3   N4    single  1.361  0.020  1.361
 NC4  C3   O10   double  1.228  0.020  1.228
 NC4  N4   C5    single  1.448  0.020  1.448
 NC4  N4   HN4   single  0.890  0.020  1.040
 NC4  C5   C6    single  1.521  0.020  1.521
 NC4  C5   H51   single  0.970  0.020  1.090
 NC4  C5   H52   single  0.970  0.020  1.090
 NC4  C6   C7    single  1.519  0.020  1.519
 NC4  C6   H61   single  0.970  0.020  1.090
 NC4  C6   H62   single  0.970  0.020  1.090
 NC4  C7   C8    single  1.540  0.020  1.540
 NC4  C7   H71   single  0.970  0.020  1.090
 NC4  C7   H72   single  0.970  0.020  1.090
 NC4  C8   O9    deloc   1.249  0.020  1.249
 NC4  C8   O11   deloc   1.247  0.020  1.247
 NC4  C12  C13   single  1.526  0.020  1.526
 NC4  C12  H121  single  0.970  0.020  1.090
 NC4  C12  H122  single  0.970  0.020  1.090
 NC4  C13  C14   single  1.525  0.020  1.525
 NC4  C13  H131  single  0.970  0.020  1.090
 NC4  C13  H132  single  0.970  0.020  1.090
 NC4  C14  C15   single  1.525  0.020  1.525
 NC4  C14  H141  single  0.970  0.020  1.090
 NC4  C14  H142  single  0.970  0.020  1.090
 NC4  C15  C16   single  1.526  0.020  1.526
 NC4  C15  H151  single  0.970  0.020  1.090
 NC4  C15  H152  single  0.970  0.020  1.090
 NC4  C16  H161  single  0.970  0.020  1.090
 NC4  C16  H162  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
 NC4  H1    C1   C16   108.36  3.000
 NC4  H1    C1   C12   108.19  3.000
 NC4  C16   C1   C12   110.71  3.000
 NC4  H1    C1   N2    107.21  3.000
 NC4  C16   C1   N2    112.51  3.000
 NC4  C12   C1   N2    109.70  3.000
 NC4  HN2   N2   C3    118.05  3.000
 NC4  HN2   N2   C1    116.10  3.000
 NC4  C3    N2   C1    122.46  3.000
 NC4  O10   C3   N4    122.33  3.000
 NC4  O10   C3   N2    122.85  3.000
 NC4  N4    C3   N2    114.82  3.000
 NC4  HN4   N4   C5    115.84  3.000
 NC4  HN4   N4   C3    117.76  3.000
 NC4  C5    N4   C3    121.42  3.000
 NC4  H52   C5   H51   106.61  3.000
 NC4  H52   C5   C6    109.46  3.000
 NC4  H51   C5   C6    109.83  3.000
 NC4  H52   C5   N4    111.30  3.000
 NC4  H51   C5   N4    109.07  3.000
 NC4  C6    C5   N4    110.49  3.000
 NC4  H62   C6   H61   106.39  3.000
 NC4  H62   C6   C7    110.21  3.000
 NC4  H61   C6   C7    109.59  3.000
 NC4  H62   C6   C5    109.22  3.000
 NC4  H61   C6   C5    109.48  3.000
 NC4  C7    C6   C5    111.80  3.000
 NC4  H72   C7   H71   104.99  3.000
 NC4  H72   C7   C8    107.72  3.000
 NC4  H71   C7   C8    108.76  3.000
 NC4  H72   C7   C6    109.35  3.000
 NC4  H71   C7   C6    109.99  3.000
 NC4  C8    C7   C6    115.49  3.000
 NC4  O11   C8   O9    126.31  3.000
 NC4  O11   C8   C7    117.67  3.000
 NC4  O9    C8   C7    116.01  3.000
 NC4  H122  C12  H121  106.89  3.000
 NC4  H122  C12  C13   109.42  3.000
 NC4  H121  C12  C13   110.42  3.000
 NC4  H122  C12  C1    109.15  3.000
 NC4  H121  C12  C1    109.49  3.000
 NC4  C13   C12  C1    111.36  3.000
 NC4  H132  C13  H131  106.45  3.000
 NC4  H132  C13  C14   110.39  3.000
 NC4  H131  C13  C14   109.33  3.000
 NC4  H132  C13  C12   109.82  3.000
 NC4  H131  C13  C12   109.15  3.000
 NC4  C14   C13  C12   111.57  3.000
 NC4  H142  C14  H141  106.51  3.000
 NC4  H142  C14  C15   109.31  3.000
 NC4  H141  C14  C15   110.27  3.000
 NC4  H142  C14  C13   109.32  3.000
 NC4  H141  C14  C13   110.23  3.000
 NC4  C15   C14  C13   111.09  3.000
 NC4  H152  C15  H151  106.42  3.000
 NC4  H152  C15  C16   109.99  3.000
 NC4  H151  C15  C16   109.36  3.000
 NC4  H152  C15  C14   110.34  3.000
 NC4  H151  C15  C14   109.29  3.000
 NC4  C16   C15  C14   111.31  3.000
 NC4  H162  C16  H161  106.96  3.000
 NC4  H162  C16  C15   110.48  3.000
 NC4  H161  C16  C15   109.53  3.000
 NC4  H162  C16  C1    109.55  3.000
 NC4  H161  C16  C1    108.87  3.000
 NC4  C15   C16  C1    111.34  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
 NC4  CONST_01  O10  C3   N2   C1      0.00   0.0  0
 NC4  CONST_02  N4   C3   N2   C1    180.00   0.0  0
 NC4  CONST_03  O10  C3   N4   C5      0.00   0.0  0
 NC4  CONST_04  C5   N4   C3   N2    180.00   0.0  0
 NC4  CONST_05  HN2  N2   C3   O10   180.00   0.0  0
 NC4  Var_01    C14  C13  C12  C1    -55.38  30.0  1
 NC4  Var_02    C14  C15  C16  C1     55.81  30.0  1
 NC4  Var_03    C15  C14  C13  C12    54.97  30.0  1
 NC4  Var_04    C16  C15  C14  C13   -55.14  30.0  1
 NC4  Var_05    C6   C5   N4   C3    171.79  30.0  3
 NC4  Var_06    C7   C6   C5   N4    178.78  30.0  3
 NC4  Var_07    C8   C7   C6   C5   -177.90  30.0  3
 NC4  Var_08    O9   C8   C7   C6   -167.52  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
 NC4  chir_01  C1  N2  C12  C16  negativ

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
 NC4  plan-1  C1   0.020
 NC4  plan-1  N2   0.020
 NC4  plan-1  C3   0.020
 NC4  plan-1  N4   0.020
 NC4  plan-1  C5   0.020
 NC4  plan-1  O10  0.020
 NC4  plan-1  HN2  0.020
 NC4  plan-1  HN4  0.020
 NC4  plan-2  C7   0.020
 NC4  plan-2  C8   0.020
 NC4  plan-2  O9   0.020
 NC4  plan-2  O11  0.020

