# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 01:49:11 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3H-indole-2-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC[C@H](O)COc1cccc2N=C(Cc12)C#N
#
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
 P32  P32  4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3H-indole-2-carbonitrile  ligand  42  21  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P32
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
 P32  O2    O  OH1   0  -0.688  10.1083  22.9186  25.5003
 P32  C10   C  CH1   0   0.020   9.3423  22.0350  24.7198
 P32  N3    N  NS    0  -0.220   5.6126  15.9093  20.1703
 P32  C11   C  CH2   0  -0.302   8.3639  22.8373  23.8600
 P32  N2    N  NH1   0  -0.620   7.6996  23.7938  24.7290
 P32  C12   C  CT    0   0.075   7.0527  24.9541  24.1024
 P32  C15   C  CH3   0  -0.648   6.3220  25.6956  25.2198
 P32  C13   C  CH3   0  -0.650   6.0488  24.5486  23.0180
 P32  C9    C  CH2   0  -0.214  10.3104  21.2121  23.8880
 P32  O1    O  O2    0  -0.467   9.5445  20.2516  23.1813
 P32  C4    C  CR6   0   0.343  10.1646  19.3984  22.3536
 P32  C5    C  CR16  0  -0.391  11.5371  19.3714  22.0970
 P32  C6    C  CR16  0  -0.251  12.0769  18.4369  21.2127
 P32  C7    C  CR16  0  -0.327  11.2888  17.5038  20.5574
 P32  C8    C  CR56  0   0.275   9.9280  17.5445  20.8244
 P32  C3    C  CR56  0  -0.064   9.3680  18.4686  21.7022
 P32  N1    N  N     0  -0.386   8.9473  16.7041  20.2808
 P32  C1    C  CR5   0   0.218   7.8291  17.0747  20.7852
 P32  C2    C  CH2   0  -0.515   7.9012  18.2226  21.7460
 P32  C16   C  CSP   0   0.037   6.6112  16.4165  20.4359
 P32  C14   C  CH3   0  -0.644   8.1145  25.8770  23.5053
 P32  H1    H  HCH2  0   0.319   7.5260  17.9410  22.7349
 P32  H2    H  HCH2  0   0.318   7.2966  19.0695  21.4060
 P32  H5    H  HCR6  0   0.289  12.2064  20.0730  22.5760
 P32  H6    H  HCR6  0   0.269  13.1448  18.4500  21.0390
 P32  H7    H  HCR6  0   0.266  11.7113  16.7809  19.8733
 P32  H9C1  H  HCH2  0   0.246  11.0412  20.7172  24.5377
 P32  H9C2  H  HCH2  0   0.230  10.8565  21.8637  23.1955
 P32  H10   H  HCH1  0   0.203   8.7659  21.3481  25.3609
 P32  HA    H  HOH1  0   0.438   9.4966  23.6574  25.6679
 P32  H111  H  HCH2  0   0.230   8.9318  23.3791  23.0988
 P32  H112  H  HCH2  0   0.227   7.6802  22.1635  23.3327
 P32  HB    H  HNH1  0   0.348   7.0075  23.3005  25.2835
 P32  H131  H  HCH3  0   0.222   5.2624  23.9107  23.4288
 P32  H132  H  HCH3  0   0.226   5.5706  25.4278  22.5823
 P32  H133  H  HCH3  0   0.229   6.5329  24.0019  22.2066
 P32  H141  H  HCH3  0   0.228   7.6563  26.8106  23.1762
 P32  H142  H  HCH3  0   0.227   8.8803  26.1161  24.2448
 P32  H143  H  HCH3  0   0.226   8.6092  25.4402  22.6361
 P32  H151  H  HCH3  0   0.224   5.5694  25.0567  25.6881
 P32  H152  H  HCH3  0   0.229   7.0177  26.0201  25.9954
 P32  H153  H  HCH3  0   0.226   5.8101  26.5767  24.8309

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
 P32  C16  N3    triple    1.151  0.020  1.151
 P32  C16  C1    single    1.428  0.020  1.428
 P32  N1   C1    double    1.281  0.020  1.281
 P32  N1   C8    single    1.401  0.020  1.401
 P32  C1   C2    single    1.499  0.020  1.499
 P32  C2   C3    single    1.488  0.020  1.488
 P32  C3   C4    aromatic  1.387  0.020  1.387
 P32  C3   C8    aromatic  1.392  0.020  1.392
 P32  C4   C5    aromatic  1.397  0.020  1.397
 P32  C4   O1    single    1.341  0.020  1.341
 P32  C5   C6    aromatic  1.395  0.020  1.395
 P32  C6   C7    aromatic  1.386  0.020  1.386
 P32  C7   C8    aromatic  1.387  0.020  1.387
 P32  O1   C9    single    1.417  0.020  1.417
 P32  C9   C10   single    1.519  0.020  1.519
 P32  C10  O2    single    1.406  0.020  1.406
 P32  C10  C11   single    1.530  0.020  1.530
 P32  C11  N2    single    1.453  0.020  1.453
 P32  N2   C12   single    1.469  0.020  1.469
 P32  C12  C13   single    1.532  0.020  1.532
 P32  C12  C14   single    1.528  0.020  1.528
 P32  C12  C15   single    1.527  0.020  1.527
 P32  C2   H2    single    0.970  0.020  1.090
 P32  C2   H1    single    0.970  0.020  1.090
 P32  C5   H5    single    0.930  0.020  1.080
 P32  C6   H6    single    0.930  0.020  1.080
 P32  C7   H7    single    0.930  0.020  1.080
 P32  C9   H9C1  single    0.970  0.020  1.090
 P32  C9   H9C2  single    0.970  0.020  1.090
 P32  C10  H10   single    0.970  0.020  1.090
 P32  O2   HA    single    0.850  0.020  0.980
 P32  C11  H111  single    0.970  0.020  1.090
 P32  C11  H112  single    0.970  0.020  1.090
 P32  N2   HB    single    0.890  0.020  1.040
 P32  C13  H131  single    0.970  0.020  1.090
 P32  C13  H132  single    0.970  0.020  1.090
 P32  C13  H133  single    0.970  0.020  1.090
 P32  C14  H141  single    0.970  0.020  1.090
 P32  C14  H142  single    0.970  0.020  1.090
 P32  C14  H143  single    0.970  0.020  1.090
 P32  C15  H151  single    0.970  0.020  1.090
 P32  C15  H152  single    0.970  0.020  1.090
 P32  C15  H153  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
 P32  HA    O2   C10   103.31  3.000
 P32  H10   C10  C9    108.31  3.000
 P32  H10   C10  C11   108.62  3.000
 P32  C9    C10  C11   112.59  3.000
 P32  H10   C10  O2    110.71  3.000
 P32  C11   C10  O2    109.32  3.000
 P32  C9    C10  O2    107.30  3.000
 P32  H112  C11  H111  107.10  3.000
 P32  H112  C11  N2    114.05  3.000
 P32  H111  C11  N2    109.12  3.000
 P32  H112  C11  C10   110.32  3.000
 P32  H111  C11  C10   108.60  3.000
 P32  N2    C11  C10   107.55  3.000
 P32  HB    N2   C12   108.47  3.000
 P32  HB    N2   C11   108.58  3.000
 P32  C12   N2   C11   117.79  3.000
 P32  C14   C12  C13   109.79  3.000
 P32  C14   C12  C15   108.97  3.000
 P32  C13   C12  C15   109.44  3.000
 P32  C15   C12  N2    106.39  3.000
 P32  C14   C12  N2    109.74  3.000
 P32  C13   C12  N2    112.42  3.000
 P32  H153  C15  H152  108.21  3.000
 P32  H153  C15  H151  107.57  3.000
 P32  H152  C15  H151  107.96  3.000
 P32  H153  C15  C12   110.85  3.000
 P32  H152  C15  C12   111.07  3.000
 P32  H151  C15  C12   111.05  3.000
 P32  H133  C13  H132  107.51  3.000
 P32  H133  C13  H131  107.83  3.000
 P32  H132  C13  H131  107.76  3.000
 P32  H133  C13  C12   111.59  3.000
 P32  H132  C13  C12   110.88  3.000
 P32  H131  C13  C12   111.10  3.000
 P32  H9C2  C9   H9C1  108.10  3.000
 P32  H9C2  C9   O1    110.91  3.000
 P32  H9C1  C9   O1    110.49  3.000
 P32  H9C2  C9   C10   109.96  3.000
 P32  H9C1  C9   C10   110.19  3.000
 P32  O1    C9   C10   107.21  3.000
 P32  C4    O1   C9    119.28  3.000
 P32  C3    C4   C5    117.72  3.000
 P32  C5    C4   O1    125.47  3.000
 P32  C3    C4   O1    116.80  3.000
 P32  H5    C5   C6    118.41  3.000
 P32  H5    C5   C4    120.95  3.000
 P32  C6    C5   C4    120.64  3.000
 P32  H6    C6   C7    119.57  3.000
 P32  H6    C6   C5    118.39  3.000
 P32  C7    C6   C5    122.04  3.000
 P32  H7    C7   C8    121.65  3.000
 P32  H7    C7   C6    121.80  3.000
 P32  C8    C7   C6    116.55  3.000
 P32  N1    C8   C3    111.18  3.000
 P32  C3    C8   C7    122.37  3.000
 P32  N1    C8   C7    126.46  3.000
 P32  C2    C3   C8    107.78  3.000
 P32  C8    C3   C4    120.68  3.000
 P32  C2    C3   C4    131.55  3.000
 P32  C1    N1   C8    106.53  3.000
 P32  C16   C1   C2    123.44  3.000
 P32  C2    C1   N1    115.59  3.000
 P32  C16   C1   N1    120.98  3.000
 P32  H2    C2   H1    106.87  3.000
 P32  H1    C2   C1    111.45  3.000
 P32  H2    C2   C1    111.53  3.000
 P32  H1    C2   C3    114.02  3.000
 P32  H2    C2   C3    114.04  3.000
 P32  C1    C2   C3     98.93  3.000
 P32  C1    C16  N3    180.00  3.000
 P32  H143  C14  H142  108.02  3.000
 P32  H143  C14  H141  107.02  3.000
 P32  H142  C14  H141  108.16  3.000
 P32  H143  C14  C12   112.61  3.000
 P32  H142  C14  C12   110.80  3.000
 P32  H141  C14  C12   110.05  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
 P32  CONST_01  C7    C8   C3   C4      0.00   0.0  0
 P32  CONST_02  C7    C6   C5   C4      0.00   0.0  0
 P32  CONST_03  C8    C3   C4   C5      0.00   0.0  0
 P32  CONST_04  C8    C7   C6   C5      0.00   0.0  0
 P32  CONST_05  C3    C4   C5   C6      0.00   0.0  0
 P32  CONST_06  C3    C8   C7   C6      0.00   0.0  0
 P32  CONST_07  C2    C3   C4   O1      0.00   0.0  0
 P32  CONST_08  C8    C3   C4   O1    180.00   0.0  0
 P32  CONST_09  C6    C5   C4   O1    180.00   0.0  0
 P32  CONST_10  H6    C6   C5   C4    180.00   0.0  0
 P32  CONST_11  H7    C7   C6   C5    180.00   0.0  0
 P32  CONST_12  H5    C5   C6   C7    180.00   0.0  0
 P32  Var_01    C3    C4   O1   C9    179.15  30.0  1
 P32  Var_02    H9C1  C9   O1   C4    -60.60  30.0  3
 P32  Var_03    C12   N2   C11  C10   160.51  30.0  3
 P32  Var_04    C13   C12  N2   C11    54.43  30.0  3
 P32  Var_05    H131  C13  C12  N2     59.18  30.0  3
 P32  Var_06    H141  C14  C12  N2   -171.30  30.0  3
 P32  Var_07    H151  C15  C12  N2    -60.37  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
 P32  chir_01  C10  C9  O2  C11  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
 P32  plan-1  N3   0.020
 P32  plan-1  O1   0.020
 P32  plan-1  C4   0.020
 P32  plan-1  C5   0.020
 P32  plan-1  C6   0.020
 P32  plan-1  C7   0.020
 P32  plan-1  C8   0.020
 P32  plan-1  C3   0.020
 P32  plan-1  N1   0.020
 P32  plan-1  C1   0.020
 P32  plan-1  C2   0.020
 P32  plan-1  C16  0.020
 P32  plan-1  H1   0.020
 P32  plan-1  H2   0.020
 P32  plan-1  H5   0.020
 P32  plan-1  H6   0.020
 P32  plan-1  H7   0.020

