# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:21:23 2022
#   Inital geometry file: a 98 line input string
#   Ligand name: 2-[4-({(2R)-2-hydroxy-3-[(1-methylethyl)amino]propyl}oxy)phenyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)NC[C@@H](O)COc1ccc(CC(N)=O)cc1
#
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
 2TN  2TN  2-[4-({(2R)-2-hydroxy-3-[(1-methylethyl)amino]propyl}oxy)phenyl]acetamide  ligand  41  19  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2TN
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
 2TN  O1    O  O     0  -0.483  3.6877   1.3489   8.8609
 2TN  C11   C  C     0   0.526  2.8603   0.9339   9.6568
 2TN  N2    N  NH2   0  -0.801  3.0732   0.8899  10.9806
 2TN  C10   C  CH2   0  -0.688  1.4833   0.4519   9.2243
 2TN  C7    C  CR6   0   0.132  1.4438   0.0137   7.7920
 2TN  C8    C  CR16  0  -0.289  1.1874   0.9161   6.7701
 2TN  C9    C  CR16  0  -0.376  1.1632   0.5257   5.4359
 2TN  C4    C  CR6   0   0.384  1.4082  -0.8039   5.1006
 2TN  C5    C  CR16  0  -0.341  1.6692  -1.7229   6.1192
 2TN  C6    C  CR16  0  -0.280  1.6844  -1.3137   7.4400
 2TN  O2    O  O2    0  -0.472  1.4035  -1.2872   3.8454
 2TN  C1    C  CH2   0  -0.185  1.1863  -0.3958   2.7694
 2TN  C2    C  CH1   0   0.004  1.3579  -1.1490   1.4688
 2TN  O3    O  OH1   0  -0.674  0.3701  -2.1542   1.4106
 2TN  C3    C  CH2   0  -0.310  2.7595  -1.7358   1.3077
 2TN  N1    N  NH1   0  -0.601  3.7562  -0.6871   1.2957
 2TN  C12   C  CH1   0  -0.065  5.1366  -1.1547   1.3459
 2TN  C14   C  CH3   0  -0.648  5.4913  -1.6390   2.7460
 2TN  C13   C  CH3   0  -0.672  6.0581  -0.0156   0.9331
 2TN  HN21  H  HNH2  0   0.407  2.3709   0.5622  11.6210
 2TN  HN22  H  HNH2  0   0.399  3.9246   1.2559  11.3743
 2TN  H101  H  HCH2  0   0.295  0.7916   1.2851   9.3837
 2TN  H102  H  HCH2  0   0.277  1.1440  -0.3493   9.8849
 2TN  H8    H  HCR6  0   0.250  0.9888   1.9543   7.0083
 2TN  H9    H  HCR6  0   0.275  0.9501   1.2690   4.6797
 2TN  H5    H  HCR6  0   0.257  1.8575  -2.7589   5.8658
 2TN  H6    H  HCR6  0   0.249  1.8841  -2.0469   8.2130
 2TN  H11   H  HCH2  0   0.232  0.1780   0.0321   2.8216
 2TN  H12A  H  HCH2  0   0.227  1.9048   0.4285   2.7925
 2TN  H2    H  HCH1  0   0.212  1.2042  -0.4025   0.6735
 2TN  HO3   H  HOH1  0   0.451  0.4281  -2.5862   0.5528
 2TN  H31   H  HCH2  0   0.233  2.9535  -2.4184   2.1363
 2TN  H32   H  HCH2  0   0.206  2.7813  -2.3491   0.3910
 2TN  HN1   H  HNH1  0   0.340  3.6333  -0.1409   0.4508
 2TN  H12   H  HCH1  0   0.188  5.2964  -1.9903   0.6435
 2TN  H141  H  HCH3  0   0.221  6.5287  -1.9741   2.7802
 2TN  H142  H  HCH3  0   0.216  5.3673  -0.8312   3.4696
 2TN  H143  H  HCH3  0   0.228  4.8705  -2.4750   3.0700
 2TN  H131  H  HCH3  0   0.228  5.8291   0.3393  -0.0742
 2TN  H132  H  HCH3  0   0.229  7.0992  -0.3392   0.9408
 2TN  H133  H  HCH3  0   0.219  5.9620   0.8285   1.6195

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
 2TN  O1   C11   double    1.221  0.020  1.221
 2TN  C11  N2    single    1.341  0.020  1.341
 2TN  C11  C10   single    1.522  0.020  1.522
 2TN  N2   HN21  single    0.860  0.020  1.020
 2TN  N2   HN22  single    0.860  0.020  1.020
 2TN  C10  C7    single    1.498  0.020  1.498
 2TN  C10  H101  single    0.970  0.020  1.090
 2TN  C10  H102  single    0.970  0.020  1.090
 2TN  C7   C6    aromatic  1.394  0.020  1.394
 2TN  C7   C8    aromatic  1.387  0.020  1.387
 2TN  C8   C9    aromatic  1.390  0.020  1.390
 2TN  C8   H8    single    0.930  0.020  1.080
 2TN  C9   C4    aromatic  1.393  0.020  1.393
 2TN  C9   H9    single    0.930  0.020  1.080
 2TN  C4   C5    aromatic  1.396  0.020  1.396
 2TN  C4   O2    single    1.345  0.020  1.345
 2TN  C5   C6    aromatic  1.383  0.020  1.383
 2TN  C5   H5    single    0.930  0.020  1.080
 2TN  C6   H6    single    0.930  0.020  1.080
 2TN  O2   C1    single    1.414  0.020  1.414
 2TN  C1   C2    single    1.513  0.020  1.513
 2TN  C1   H11   single    0.970  0.020  1.090
 2TN  C1   H12A  single    0.970  0.020  1.090
 2TN  C2   C3    single    1.528  0.020  1.528
 2TN  C2   O3    single    1.411  0.020  1.411
 2TN  C2   H2    single    0.970  0.020  1.090
 2TN  O3   HO3   single    0.850  0.020  0.980
 2TN  C3   N1    single    1.447  0.020  1.447
 2TN  C3   H31   single    0.970  0.020  1.090
 2TN  C3   H32   single    0.970  0.020  1.090
 2TN  N1   C12   single    1.458  0.020  1.458
 2TN  N1   HN1   single    0.890  0.020  1.040
 2TN  C12  C14   single    1.523  0.020  1.523
 2TN  C12  C13   single    1.522  0.020  1.522
 2TN  C12  H12   single    0.970  0.020  1.090
 2TN  C14  H141  single    0.970  0.020  1.090
 2TN  C14  H142  single    0.970  0.020  1.090
 2TN  C14  H143  single    0.970  0.020  1.090
 2TN  C13  H131  single    0.970  0.020  1.090
 2TN  C13  H132  single    0.970  0.020  1.090
 2TN  C13  H133  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
 2TN  C10   C11  N2    114.44  3.000
 2TN  C10   C11  O1    122.39  3.000
 2TN  N2    C11  O1    123.16  3.000
 2TN  HN22  N2   HN21  117.39  3.000
 2TN  HN22  N2   C11   120.54  3.000
 2TN  HN21  N2   C11   121.89  3.000
 2TN  H102  C10  H101  105.89  3.000
 2TN  H102  C10  C7    110.82  3.000
 2TN  H101  C10  C7    110.19  3.000
 2TN  H102  C10  C11   109.96  3.000
 2TN  H101  C10  C11   106.82  3.000
 2TN  C7    C10  C11   112.85  3.000
 2TN  C6    C7   C8    117.72  3.000
 2TN  C8    C7   C10   121.25  3.000
 2TN  C6    C7   C10   121.02  3.000
 2TN  H8    C8   C9    118.48  3.000
 2TN  H8    C8   C7    119.68  3.000
 2TN  C9    C8   C7    121.84  3.000
 2TN  H9    C9   C4    121.49  3.000
 2TN  H9    C9   C8    118.78  3.000
 2TN  C4    C9   C8    119.73  3.000
 2TN  O2    C4   C5    116.41  3.000
 2TN  O2    C4   C9    124.54  3.000
 2TN  C5    C4   C9    119.05  3.000
 2TN  H5    C5   C6    120.30  3.000
 2TN  H5    C5   C4    119.43  3.000
 2TN  C6    C5   C4    120.26  3.000
 2TN  H6    C6   C5    118.88  3.000
 2TN  H6    C6   C7    119.72  3.000
 2TN  C5    C6   C7    121.40  3.000
 2TN  C1    O2   C4    118.95  3.000
 2TN  H12A  C1   H11   108.00  3.000
 2TN  H12A  C1   C2    108.59  3.000
 2TN  H11   C1   C2    109.85  3.000
 2TN  H12A  C1   O2    110.99  3.000
 2TN  H11   C1   O2    110.55  3.000
 2TN  C2    C1   O2    108.84  3.000
 2TN  H2    C2   C3    108.18  3.000
 2TN  H2    C2   O3    110.82  3.000
 2TN  C3    C2   O3    111.37  3.000
 2TN  H2    C2   C1    105.51  3.000
 2TN  O3    C2   C1    108.11  3.000
 2TN  C3    C2   C1    112.70  3.000
 2TN  HO3   O3   C2    108.33  3.000
 2TN  H32   C3   H31   106.25  3.000
 2TN  H32   C3   N1    112.49  3.000
 2TN  H31   C3   N1    109.71  3.000
 2TN  H32   C3   C2    108.62  3.000
 2TN  H31   C3   C2    108.86  3.000
 2TN  N1    C3   C2    110.76  3.000
 2TN  HN1   N1   C12   108.44  3.000
 2TN  HN1   N1   C3    108.30  3.000
 2TN  C12   N1   C3    114.80  3.000
 2TN  H12   C12  C13   107.84  3.000
 2TN  H12   C12  C14   108.10  3.000
 2TN  C13   C12  C14   110.26  3.000
 2TN  H12   C12  N1    110.98  3.000
 2TN  C13   C12  N1    108.89  3.000
 2TN  C14   C12  N1    110.73  3.000
 2TN  H143  C14  H142  107.80  3.000
 2TN  H143  C14  H141  107.25  3.000
 2TN  H142  C14  H141  108.34  3.000
 2TN  H143  C14  C12   112.60  3.000
 2TN  H142  C14  C12   110.34  3.000
 2TN  H141  C14  C12   110.36  3.000
 2TN  H133  C13  H132  108.00  3.000
 2TN  H133  C13  H131  108.06  3.000
 2TN  H132  C13  H131  107.66  3.000
 2TN  H133  C13  C12   110.76  3.000
 2TN  H132  C13  C12   110.73  3.000
 2TN  H131  C13  C12   111.48  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
 2TN  CONST_01  C4    C5   C6   C7      0.00   0.0  0
 2TN  CONST_02  C4    C9   C8   C7      0.00   0.0  0
 2TN  CONST_03  C5    C6   C7   C8      0.00   0.0  0
 2TN  CONST_04  C5    C4   C9   C8      0.00   0.0  0
 2TN  CONST_05  C6    C7   C8   C9      0.00   0.0  0
 2TN  CONST_06  C6    C5   C4   C9      0.00   0.0  0
 2TN  CONST_07  C5    C6   C7   C10   180.00   0.0  0
 2TN  CONST_08  C9    C8   C7   C10   180.00   0.0  0
 2TN  CONST_09  O2    C4   C9   C8    180.00   0.0  0
 2TN  CONST_10  O2    C4   C5   C6    180.00   0.0  0
 2TN  CONST_11  H5    C5   C6   C7    180.00   0.0  0
 2TN  CONST_12  H9    C9   C8   C7    180.00   0.0  0
 2TN  CONST_13  H6    C6   C7   C8    180.00   0.0  0
 2TN  CONST_14  H8    C8   C9   C4    180.00   0.0  0
 2TN  CONST_15  HN21  N2   C11  O1    180.00   0.0  0
 2TN  CONST_16  HN22  N2   C11  O1      0.00   0.0  0
 2TN  Var_01    C6    C7   C10  C11    91.24  30.0  2
 2TN  Var_02    C7    C10  C11  O1     23.46  30.0  3
 2TN  Var_03    C2    C1   O2   C4    174.66  30.0  3
 2TN  Var_04    C12   N1   C3   C2    171.31  30.0  3
 2TN  Var_05    C14   C12  N1   C3    -74.55  30.0  3
 2TN  Var_06    H141  C14  C12  N1   -179.21  30.0  3
 2TN  Var_07    H131  C13  C12  N1    -59.03  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
 2TN  chir_01  C2  C1  C3  O3  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
 2TN  plan-1  C10   0.020
 2TN  plan-1  C7    0.020
 2TN  plan-1  C8    0.020
 2TN  plan-1  C9    0.020
 2TN  plan-1  C4    0.020
 2TN  plan-1  C5    0.020
 2TN  plan-1  C6    0.020
 2TN  plan-1  O2    0.020
 2TN  plan-1  H8    0.020
 2TN  plan-1  H9    0.020
 2TN  plan-1  H5    0.020
 2TN  plan-1  H6    0.020
 2TN  plan-2  O1    0.020
 2TN  plan-2  C11   0.020
 2TN  plan-2  N2    0.020
 2TN  plan-2  C10   0.020
 2TN  plan-2  HN21  0.020
 2TN  plan-2  HN22  0.020

