# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 22:05:04 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (5S)-2-(cyclooctylamino)-5-methyl-5-propyl-1,3-thiazol-4(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@]1(C)SC(=NC1=O)NC2CCCCCCC2
#
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
 H11  H11  (5S)-2-(cyclooctylamino)-5-methyl-5-propyl-1,3-thiazol-4(5H)-one  ligand  45  19  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H11
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
 H11  C4    C  CR5   0   0.367   0.4946   0.6912   0.3170
 H11  C5    C  CH2   0  -0.373   3.9217  -0.3764   0.0378
 H11  C6    C  CH3   0  -0.619   3.6350   1.8408  -1.1190
 H11  C7    C  CH1   0  -0.046  -1.9187   0.3037   0.5027
 H11  C8    C  CH2   0  -0.476  -3.0640   1.1629   1.0574
 H11  C10   C  CH2   0  -0.439  -4.1329   1.5383   0.0311
 H11  C13   C  CH2   0  -0.425  -3.9146  -1.9280  -0.7210
 H11  C15   C  CH3   0  -0.659   4.4140  -2.5890   1.1364
 H11  C11   C  CH2   0  -0.435  -4.9814   0.4307  -0.5952
 H11  C12   C  CH2   0  -0.458  -4.2263  -0.6095  -1.4348
 H11  C14   C  CH2   0  -0.450  -3.3740  -1.8377   0.7010
 H11  C9    C  CH2   0  -0.428  -2.0116  -1.1796   0.8781
 H11  N17   N  NH1   0  -0.626  -0.6370   0.8324   0.9746
 H11  S     S  S2    0   0.105   1.9718   1.3414   1.0151
 H11  N     N  N     0  -0.486   0.5805   0.1054  -0.8485
 H11  C2    C  CR5   0   0.513   1.8498   0.0839  -1.3251
 H11  O     O  O     0  -0.451   2.1716  -0.3902  -2.3963
 H11  C     C  CR5   0  -0.398   2.9222   0.6982  -0.4038
 H11  C3    C  CH2   0  -0.433   3.3313  -1.5988   0.7273
 H11  H5    H  HCH2  0   0.243   4.4629  -0.6920  -0.8598
 H11  H5A   H  HCH2  0   0.244   4.6636   0.0923   0.6911
 H11  H6    H  HCH3  0   0.247   4.1688   1.4512  -1.9864
 H11  H6A   H  HCH3  0   0.249   2.9353   2.6038  -1.4592
 H11  H6B   H  HCH3  0   0.249   4.3637   2.3136  -0.4612
 H11  H7    H  HCH1  0   0.257  -1.8884   0.4074  -0.5814
 H11  H8    H  HCH2  0   0.238  -3.5194   0.6766   1.9245
 H11  H8A   H  HCH2  0   0.247  -2.6510   2.1037   1.4308
 H11  H10   H  HCH2  0   0.231  -4.8124   2.2463   0.5136
 H11  H10A  H  HCH2  0   0.218  -3.6456   2.0988  -0.7740
 H11  H13   H  HCH2  0   0.221  -4.8358  -2.5171  -0.6810
 H11  H13A  H  HCH2  0   0.218  -3.2177  -2.5061  -1.3359
 H11  H15   H  HCH3  0   0.231   3.9858  -3.4555   1.6413
 H11  H15A  H  HCH3  0   0.220   4.9688  -2.9515   0.2694
 H11  H15B  H  HCH3  0   0.220   5.1311  -2.1300   1.8194
 H11  H11   H  HCH2  0   0.219  -5.5746  -0.0690   0.1774
 H11  H11A  H  HCH2  0   0.231  -5.7108   0.9316  -1.2366
 H11  H12   H  HCH2  0   0.220  -3.3120  -0.1661  -1.8378
 H11  H12A  H  HCH2  0   0.236  -4.8248  -0.8569  -2.3151
 H11  H14   H  HCH2  0   0.220  -4.1076  -1.3492   1.3485
 H11  H14A  H  HCH2  0   0.237  -3.2904  -2.8558   1.0909
 H11  H9    H  HCH2  0   0.232  -1.2599  -1.7289   0.3040
 H11  H9A   H  HCH2  0   0.228  -1.7274  -1.2715   1.9312
 H11  HN17  H  HNH1  0   0.414  -0.6109   1.2442   1.8961
 H11  H3    H  HCH2  0   0.224   2.7693  -1.2906   1.6126
 H11  H3A   H  HCH2  0   0.224   2.6200  -2.1004   0.0655

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
 H11  C4   N17   single  1.316  0.020  1.316
 H11  C4   S     single  1.759  0.020  1.759
 H11  C4   N     double  1.307  0.020  1.307
 H11  C5   C     single  1.533  0.020  1.533
 H11  C5   C3    single  1.523  0.020  1.523
 H11  C6   C     single  1.525  0.020  1.525
 H11  C7   C8    single  1.535  0.020  1.535
 H11  C7   C9    single  1.533  0.020  1.533
 H11  C7   N17   single  1.465  0.020  1.465
 H11  C8   C10   single  1.529  0.020  1.529
 H11  C10  C11   single  1.529  0.020  1.529
 H11  C13  C12   single  1.531  0.020  1.531
 H11  C13  C14   single  1.524  0.020  1.524
 H11  C15  C3    single  1.523  0.020  1.523
 H11  C11  C12   single  1.535  0.020  1.535
 H11  C14  C9    single  1.523  0.020  1.523
 H11  S    C     single  1.825  0.020  1.825
 H11  N    C2    single  1.356  0.020  1.356
 H11  C2   O     double  1.215  0.020  1.215
 H11  C2   C     single  1.541  0.020  1.541
 H11  C5   H5    single  0.970  0.020  1.090
 H11  C5   H5A   single  0.970  0.020  1.090
 H11  C6   H6    single  0.970  0.020  1.090
 H11  C6   H6A   single  0.970  0.020  1.090
 H11  C6   H6B   single  0.970  0.020  1.090
 H11  C7   H7    single  0.970  0.020  1.090
 H11  C8   H8    single  0.970  0.020  1.090
 H11  C8   H8A   single  0.970  0.020  1.090
 H11  C10  H10   single  0.970  0.020  1.090
 H11  C10  H10A  single  0.970  0.020  1.090
 H11  C13  H13   single  0.970  0.020  1.090
 H11  C13  H13A  single  0.970  0.020  1.090
 H11  C15  H15   single  0.970  0.020  1.090
 H11  C15  H15A  single  0.970  0.020  1.090
 H11  C15  H15B  single  0.970  0.020  1.090
 H11  C11  H11   single  0.970  0.020  1.090
 H11  C11  H11A  single  0.970  0.020  1.090
 H11  C12  H12   single  0.970  0.020  1.090
 H11  C12  H12A  single  0.970  0.020  1.090
 H11  C14  H14   single  0.970  0.020  1.090
 H11  C14  H14A  single  0.970  0.020  1.090
 H11  C9   H9    single  0.970  0.020  1.090
 H11  C9   H9A   single  0.970  0.020  1.090
 H11  N17  HN17  single  0.860  0.020  1.020
 H11  C3   H3    single  0.970  0.020  1.090
 H11  C3   H3A   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
 H11  N     C4   S     117.67  3.000
 H11  N     C4   N17   123.37  3.000
 H11  S     C4   N17   118.95  3.000
 H11  H5A   C5   H5    106.14  3.000
 H11  H5A   C5   C3    109.66  3.000
 H11  H5    C5   C3    109.36  3.000
 H11  H5A   C5   C     108.30  3.000
 H11  H5    C5   C     106.76  3.000
 H11  C3    C5   C     116.14  3.000
 H11  H6B   C6   H6A   108.30  3.000
 H11  H6B   C6   H6    107.93  3.000
 H11  H6A   C6   H6    108.43  3.000
 H11  H6B   C6   C     110.77  3.000
 H11  H6A   C6   C     111.77  3.000
 H11  H6    C6   C     109.53  3.000
 H11  H7    C7   N17   105.18  3.000
 H11  H7    C7   C9    109.72  3.000
 H11  N17   C7   C9    108.87  3.000
 H11  H7    C7   C8    109.09  3.000
 H11  N17   C7   C8    109.53  3.000
 H11  C9    C7   C8    114.06  3.000
 H11  H8A   C8   H8    105.62  3.000
 H11  H8A   C8   C10   106.39  3.000
 H11  H8    C8   C10   110.51  3.000
 H11  H8A   C8   C7    108.85  3.000
 H11  H8    C8   C7    110.38  3.000
 H11  C10   C8   C7    114.61  3.000
 H11  H10A  C10  H10   105.64  3.000
 H11  H10A  C10  C11   108.44  3.000
 H11  H10   C10  C11   107.74  3.000
 H11  H10A  C10  C8    107.95  3.000
 H11  H10   C10  C8    107.29  3.000
 H11  C11   C10  C8    119.01  3.000
 H11  H13A  C13  H13   105.80  3.000
 H11  H13A  C13  C14   109.25  3.000
 H11  H13   C13  C14   107.24  3.000
 H11  H13A  C13  C12   108.81  3.000
 H11  H13   C13  C12   108.01  3.000
 H11  C14   C13  C12   117.14  3.000
 H11  H15B  C15  H15A  107.63  3.000
 H11  H15B  C15  H15   107.60  3.000
 H11  H15A  C15  H15   107.67  3.000
 H11  H15B  C15  C3    111.20  3.000
 H11  H15A  C15  C3    111.34  3.000
 H11  H15   C15  C3    111.21  3.000
 H11  H11A  C11  H11   105.18  3.000
 H11  H11A  C11  C12   108.52  3.000
 H11  H11   C11  C12   110.07  3.000
 H11  H11A  C11  C10   106.19  3.000
 H11  H11   C11  C10   110.01  3.000
 H11  C12   C11  C10   116.21  3.000
 H11  H12A  C12  H12   104.65  3.000
 H11  H12A  C12  C11   108.94  3.000
 H11  H12   C12  C11   109.77  3.000
 H11  H12A  C12  C13   106.98  3.000
 H11  H12   C12  C13   110.54  3.000
 H11  C11   C12  C13   115.37  3.000
 H11  H14A  C14  H14   104.84  3.000
 H11  H14A  C14  C9    107.00  3.000
 H11  H14   C14  C9    109.76  3.000
 H11  H14A  C14  C13   107.74  3.000
 H11  H14   C14  C13   109.93  3.000
 H11  C9    C14  C13   116.83  3.000
 H11  H9A   C9   H9    106.52  3.000
 H11  H9A   C9   C14   107.93  3.000
 H11  H9    C9   C14   109.68  3.000
 H11  H9A   C9   C7    107.52  3.000
 H11  H9    C9   C7    108.41  3.000
 H11  C14   C9   C7    116.34  3.000
 H11  HN17  N17  C7    117.64  3.000
 H11  HN17  N17  C4    118.52  3.000
 H11  C7    N17  C4    123.54  3.000
 H11  C     S    C4     89.91  3.000
 H11  C2    N    C4    112.46  3.000
 H11  C     C2   O     119.89  3.000
 H11  C     C2   N     115.77  3.000
 H11  O     C2   N     124.34  3.000
 H11  C2    C    S     104.05  3.000
 H11  C2    C    C6    110.09  3.000
 H11  S     C    C6    110.12  3.000
 H11  C2    C    C5    110.27  3.000
 H11  S     C    C5    111.27  3.000
 H11  C6    C    C5    110.83  3.000
 H11  H3A   C3   H3    106.57  3.000
 H11  H3A   C3   C15   109.08  3.000
 H11  H3    C3   C15   109.34  3.000
 H11  H3A   C3   C5    110.27  3.000
 H11  H3    C3   C5    109.86  3.000
 H11  C15   C3   C5    111.59  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
 H11  CONST_01  C2    N    C4   S       0.00   0.0  0
 H11  CONST_02  S     C4   N17  C7    180.00   0.0  0
 H11  CONST_03  N     C4   N17  C7      0.00   0.0  0
 H11  CONST_04  C2    N    C4   N17   180.00   0.0  0
 H11  CONST_05  HN17  N17  C4   S       0.00   0.0  0
 H11  Var_01    C     C2   N    C4      1.81  30.0  1
 H11  Var_02    C     C5   C3   C15  -179.29  30.0  1
 H11  Var_03    H15   C15  C3   C5    179.24  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
 H11  chir_01  C7  C8  C9  N17  positiv
 H11  chir_02  C   S   C6  C2   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
 H11  plan-1  N     0.020
 H11  plan-1  C2    0.020
 H11  plan-1  O     0.020
 H11  plan-1  C     0.020
 H11  plan-2  C4    0.020
 H11  plan-2  C7    0.020
 H11  plan-2  N17   0.020
 H11  plan-2  S     0.020
 H11  plan-2  N     0.020
 H11  plan-2  C2    0.020
 H11  plan-2  HN17  0.020

