# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 02:03:10 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-chloro-2-[({(1S,2S)-2-[(2,2-dimethylpropanoyl)amino]cyclopentyl}methyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)C(=O)N[C@H]1CCC[C@H]1CNc2cc(Cl)ccc2C(O)=O
#
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
 755  755  '4-chloro-2-[({(1S,2S)-2-[(2,2-dimethylpropanoyl)amino]cyclopentyl}methyl)amino]benzoic acid'  ligand  49  24  .  2022-07-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_755
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
 755  O1   O   OH1   0  -0.595  -5.2050  -1.7802   0.4222
 755  C7   C   CH3   0  -0.633   4.5851   2.5986  -0.5642
 755  O2   O   O     0  -0.471  -3.1759  -2.6655   0.2472
 755  C6   C   CH3   0  -0.641   2.5957   2.2323   0.9104
 755  C1   C   CH2   0  -0.463   2.2624  -3.3450   1.3477
 755  C5   C   CT    0  -0.230   3.8459   1.5798   0.3009
 755  C4   C   C     0   0.599   3.3558   0.4263  -0.5825
 755  C3   C   CH1   0  -0.112   2.5736  -1.9202  -0.5979
 755  C2   C   CH2   0  -0.460   3.1018  -3.1898   0.0670
 755  CL   CL  CL    0  -0.116  -2.1856   3.8611  -1.1926
 755  C13  C   CR6   0  -0.020  -2.6788   2.2508  -0.7919
 755  C14  C   CR16  0  -0.254  -4.0227   2.0057  -0.5279
 755  C12  C   CR16  0  -0.317  -1.7247   1.2621  -0.7518
 755  C11  C   CR6   0   0.416  -2.0838  -0.0653  -0.4298
 755  C16  C   CR6   0  -0.185  -3.4574  -0.3346  -0.1590
 755  C17  C   C     0   0.565  -3.9029  -1.6909   0.1812
 755  C15  C   CR16  0  -0.268  -4.3827   0.7123  -0.2182
 755  C10  C   CH2   0  -0.257   0.2631  -0.7885  -0.6401
 755  C9   C   CH1   0  -0.268   1.0605  -2.0459  -0.3528
 755  C    C   CH2   0  -0.453   0.9681  -2.5383   1.1003
 755  N    N   NH1   0  -0.640   3.1445  -0.7484   0.0392
 755  O    O   O     0  -0.500   3.1174   0.5838  -1.7724
 755  C8   C   CH3   0  -0.670   4.7771   1.1164   1.4253
 755  H1   H   HOH1  0   0.487  -5.4327  -2.6964   0.6379
 755  H2   H   HCH3  0   0.227   4.8830   3.4519   0.0469
 755  H3   H   HCH3  0   0.229   5.4899   2.1721  -1.0009
 755  H4   H   HCH3  0   0.233   3.9637   2.9732  -1.3758
 755  H5   H   HCH3  0   0.234   1.9391   2.6337   0.1364
 755  H6   H   HCH3  0   0.230   2.0192   1.5258   1.5110
 755  H7   H   HCH3  0   0.243   2.8866   3.0601   1.5593
 755  H8   H   HCH2  0   0.244   2.0570  -4.3939   1.5599
 755  H9   H   HCH2  0   0.235   2.7976  -2.9566   2.2165
 755  H10  H   HNH1  0   0.410  -1.4546  -1.9575  -0.1912
 755  H11  H   HCH1  0   0.263   2.8100  -1.8787  -1.6607
 755  H12  H   HCH2  0   0.247   4.1757  -3.1469   0.2538
 755  H13  H   HCH2  0   0.248   2.9254  -4.0279  -0.6092
 755  H14  H   HCR6  0   0.276  -4.7574   2.7961  -0.5665
 755  H15  H   HCR6  0   0.286  -0.6976   1.5089  -0.9775
 755  H16  H   HCR6  0   0.276  -5.4252   0.5124  -0.0153
 755  H17  H   HCH2  0   0.244   0.4231  -0.4727  -1.6770
 755  H18  H   HCH2  0   0.222   0.6237   0.0223   0.0030
 755  H19  H   HCH1  0   0.254   0.7073  -2.8415  -1.0200
 755  H20  H   HCH2  0   0.243   0.0721  -3.1351   1.2735
 755  H21  H   HCH2  0   0.231   0.9105  -1.6836   1.7798
 755  H22  H   HNH1  0   0.396   3.3727  -0.8217   1.0170
 755  H23  H   HCH3  0   0.245   5.1728   1.9876   1.9494
 755  H24  H   HCH3  0   0.229   4.2710   0.5109   2.1804
 755  H25  H   HCH3  0   0.243   5.6268   0.5478   1.0439
 755  N1   N   NH1   0  -0.705  -1.1386  -1.0195  -0.3852

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
 755  CL   C13  single    1.731  0.020  1.731
 755  C8   C5   single    1.532  0.020  1.532
 755  C7   C5   single    1.527  0.020  1.527
 755  C6   C5   single    1.536  0.020  1.536
 755  C13  C14  aromatic  1.391  0.020  1.391
 755  C13  C12  aromatic  1.375  0.020  1.375
 755  C5   C4   single    1.533  0.020  1.533
 755  C14  C15  aromatic  1.378  0.020  1.378
 755  C12  C11  aromatic  1.412  0.020  1.412
 755  C4   O    double    1.224  0.020  1.224
 755  C4   N    single    1.346  0.020  1.346
 755  C15  C16  aromatic  1.399  0.020  1.399
 755  C11  C16  aromatic  1.426  0.020  1.426
 755  C11  N1   single    1.344  0.020  1.344
 755  N    C3   single    1.451  0.020  1.451
 755  C16  C17  single    1.468  0.020  1.468
 755  C10  N1   single    1.443  0.020  1.443
 755  C10  C9   single    1.516  0.020  1.516
 755  C3   C9   single    1.538  0.020  1.538
 755  C3   C2   single    1.527  0.020  1.527
 755  C17  O2   double    1.218  0.020  1.218
 755  C17  O1   single    1.327  0.020  1.327
 755  C9   C    single    1.537  0.020  1.537
 755  C2   C1   single    1.539  0.020  1.539
 755  C    C1   single    1.545  0.020  1.545
 755  O1   H1   single    0.850  0.020  0.980
 755  C7   H2   single    0.970  0.020  1.090
 755  C7   H3   single    0.970  0.020  1.090
 755  C7   H4   single    0.970  0.020  1.090
 755  C6   H5   single    0.970  0.020  1.090
 755  C6   H6   single    0.970  0.020  1.090
 755  C6   H7   single    0.970  0.020  1.090
 755  C1   H8   single    0.970  0.020  1.090
 755  C1   H9   single    0.970  0.020  1.090
 755  N1   H10  single    0.860  0.020  1.020
 755  C3   H11  single    0.970  0.020  1.090
 755  C2   H12  single    0.970  0.020  1.090
 755  C2   H13  single    0.970  0.020  1.090
 755  C14  H14  single    0.930  0.020  1.080
 755  C12  H15  single    0.930  0.020  1.080
 755  C15  H16  single    0.930  0.020  1.080
 755  C10  H17  single    0.970  0.020  1.090
 755  C10  H18  single    0.970  0.020  1.090
 755  C9   H19  single    0.970  0.020  1.090
 755  C    H20  single    0.970  0.020  1.090
 755  C    H21  single    0.970  0.020  1.090
 755  N    H22  single    0.860  0.020  1.020
 755  C8   H23  single    0.970  0.020  1.090
 755  C8   H24  single    0.970  0.020  1.090
 755  C8   H25  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
 755  H1   O1   C17  109.56  3.000
 755  H4   C7   H3   108.02  3.000
 755  H4   C7   H2   107.72  3.000
 755  H3   C7   H2   107.66  3.000
 755  H4   C7   C5   112.06  3.000
 755  H3   C7   C5   111.54  3.000
 755  H2   C7   C5   109.67  3.000
 755  H7   C6   H6   107.73  3.000
 755  H7   C6   H5   107.64  3.000
 755  H6   C6   H5   108.08  3.000
 755  H7   C6   C5   109.95  3.000
 755  H6   C6   C5   111.91  3.000
 755  H5   C6   C5   111.37  3.000
 755  H9   C1   H8   106.25  3.000
 755  H9   C1   C    110.63  3.000
 755  H8   C1   C    112.08  3.000
 755  H9   C1   C2   111.03  3.000
 755  H8   C1   C2   111.22  3.000
 755  C    C1   C2   105.72  3.000
 755  C8   C5   C4   112.93  3.000
 755  C4   C5   C6   106.74  3.000
 755  C8   C5   C6   109.39  3.000
 755  C4   C5   C7   109.28  3.000
 755  C6   C5   C7   109.59  3.000
 755  C8   C5   C7   108.87  3.000
 755  O    C4   N    122.07  3.000
 755  N    C4   C5   116.15  3.000
 755  O    C4   C5   121.71  3.000
 755  H11  C3   N    108.19  3.000
 755  H11  C3   C9   111.84  3.000
 755  N    C3   C9   112.53  3.000
 755  H11  C3   C2   112.41  3.000
 755  C9   C3   C2   101.71  3.000
 755  N    C3   C2   110.13  3.000
 755  H13  C2   H12  107.18  3.000
 755  H13  C2   C3   108.22  3.000
 755  H12  C2   C3   112.48  3.000
 755  H13  C2   C1   110.48  3.000
 755  H12  C2   C1   113.48  3.000
 755  C3   C2   C1   104.92  3.000
 755  C12  C13  C14  122.56  3.000
 755  C12  C13  CL   118.56  3.000
 755  C14  C13  CL   118.88  3.000
 755  H14  C14  C15  121.16  3.000
 755  H14  C14  C13  121.43  3.000
 755  C15  C14  C13  117.41  3.000
 755  H15  C12  C11  120.28  3.000
 755  H15  C12  C13  119.31  3.000
 755  C11  C12  C13  120.41  3.000
 755  C16  C11  C12  117.76  3.000
 755  C16  C11  N1   122.49  3.000
 755  C12  C11  N1   119.74  3.000
 755  C15  C16  C17  120.05  3.000
 755  C17  C16  C11  120.74  3.000
 755  C15  C16  C11  119.21  3.000
 755  C16  C17  O2   124.82  3.000
 755  O2   C17  O1   121.47  3.000
 755  C16  C17  O1   113.71  3.000
 755  H16  C15  C16  119.46  3.000
 755  H16  C15  C14  117.90  3.000
 755  C16  C15  C14  122.64  3.000
 755  H18  C10  H17  107.10  3.000
 755  H18  C10  C9   109.23  3.000
 755  H17  C10  C9   109.97  3.000
 755  H18  C10  N1   109.53  3.000
 755  H17  C10  N1   110.80  3.000
 755  C9   C10  N1   110.15  3.000
 755  H19  C9   C    108.86  3.000
 755  H19  C9   C10  108.48  3.000
 755  C    C9   C10  114.40  3.000
 755  H19  C9   C3   106.21  3.000
 755  C    C9   C3   103.65  3.000
 755  C10  C9   C3   114.80  3.000
 755  H21  C    H20  106.61  3.000
 755  H21  C    C9   109.89  3.000
 755  H20  C    C9   112.02  3.000
 755  H21  C    C1   110.66  3.000
 755  H20  C    C1   112.16  3.000
 755  C9   C    C1   105.56  3.000
 755  H22  N    C3   117.19  3.000
 755  H22  N    C4   118.46  3.000
 755  C3   N    C4   124.33  3.000
 755  H25  C8   H24  108.27  3.000
 755  H25  C8   H23  107.56  3.000
 755  H24  C8   H23  106.18  3.000
 755  H25  C8   C5   111.99  3.000
 755  H24  C8   C5   113.17  3.000
 755  H23  C8   C5   109.36  3.000
 755  H10  N1   C10  119.15  3.000
 755  H10  N1   C11  116.51  3.000
 755  C10  N1   C11  124.30  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
 755  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 755  CONST_02  C16  C11  C12  C13    0.00   0.0  0
 755  CONST_03  C11  C12  C13  C14    0.00   0.0  0
 755  CONST_04  C11  C16  C15  C14    0.00   0.0  0
 755  CONST_05  C15  C14  C13  C12    0.00   0.0  0
 755  CONST_06  C15  C16  C11  C12    0.00   0.0  0
 755  CONST_07  C13  C12  C11  N1   180.00   0.0  0
 755  CONST_08  C15  C16  C11  N1   180.00   0.0  0
 755  CONST_09  C15  C14  C13  CL   180.00   0.0  0
 755  CONST_10  C11  C12  C13  CL   180.00   0.0  0
 755  CONST_11  C17  C16  C15  C14  180.00   0.0  0
 755  CONST_12  C17  C16  C11  C12  180.00   0.0  0
 755  CONST_13  H16  C15  C14  C13  180.00   0.0  0
 755  CONST_14  H15  C12  C13  C14  180.00   0.0  0
 755  CONST_15  H14  C14  C13  C12  180.00   0.0  0
 755  CONST_16  C10  N1   C11  C12    0.00   0.0  0
 755  CONST_17  C10  N1   C11  C16  180.00   0.0  0
 755  CONST_18  H10  N1   C11  C12  180.00   0.0  0
 755  CONST_19  C3   N    C4   C5   180.00   0.0  0
 755  CONST_20  O    C4   N    C3     0.00   0.0  0
 755  CONST_21  H1   O1   C17  C16  180.00   0.0  0
 755  CONST_22  H22  N    C4   C5     0.00   0.0  0
 755  Var_01    C    C1   C2   C3    21.88  30.0  1
 755  Var_02    C9   C    C1   C2     4.49  30.0  1
 755  Var_03    C15  C16  C17  O1    -0.66  30.0  2
 755  Var_04    C9   C10  N1   C11  173.68  30.0  1
 755  Var_05    O    C4   C5   C7   -26.94  30.0  3
 755  Var_06    H23  C8   C5   C7    52.51  30.0  3
 755  Var_07    H5   C6   C5   C7    56.99  30.0  3
 755  Var_08    H2   C7   C5   C6    59.89  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
 755  chir_01  C3  N  C9  C2   positiv
 755  chir_02  C9  C  C3  C10  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
 755  plan-1  CL   0.020
 755  plan-1  C13  0.020
 755  plan-1  C14  0.020
 755  plan-1  C12  0.020
 755  plan-1  C11  0.020
 755  plan-1  C16  0.020
 755  plan-1  C17  0.020
 755  plan-1  C15  0.020
 755  plan-1  H14  0.020
 755  plan-1  H15  0.020
 755  plan-1  H16  0.020
 755  plan-1  N1   0.020
 755  plan-2  C11  0.020
 755  plan-2  C10  0.020
 755  plan-2  H10  0.020
 755  plan-2  N1   0.020
 755  plan-3  C5   0.020
 755  plan-3  C4   0.020
 755  plan-3  C3   0.020
 755  plan-3  N    0.020
 755  plan-3  O    0.020
 755  plan-3  H22  0.020
 755  plan-4  O1   0.020
 755  plan-4  O2   0.020
 755  plan-4  C16  0.020
 755  plan-4  C17  0.020
 755  plan-4  H1   0.020

