# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 15:14:50 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: (2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2
#
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
 TIM  TIM  (2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol  ligand  45  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TIM
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
 TIM  C5    C  CH2   0  -0.315  -4.5563  -0.8430  -0.3705
 TIM  C6    C  CH2   0  -0.193  -4.7367  -2.3066  -0.7245
 TIM  O1    O  O2    0  -0.482  -4.2646  -3.1574   0.2954
 TIM  C2    C  CH2   0  -0.188  -2.8987  -2.9220   0.5459
 TIM  C3    C  CH2   0  -0.333  -2.6411  -1.4857   0.9539
 TIM  N4    N  NT    0  -0.492  -3.1553  -0.5840  -0.0774
 TIM  C7    C  CR5   0   0.409  -2.7919   0.7376  -0.0149
 TIM  N8    N  N     0  -0.562  -3.6480   1.7148  -0.0751
 TIM  S9    S  S2    0   0.492  -2.8283   3.1465  -0.0849
 TIM  N10   N  N     0  -0.559  -1.3071   2.5088   0.0114
 TIM  C11   C  CR5   0   0.462  -1.4158   1.2220   0.0302
 TIM  O12   O  O2    0  -0.458  -0.3964   0.3821   0.0510
 TIM  C13   C  CH2   0  -0.165   0.9150   0.9438   0.0540
 TIM  C14   C  CH1   0  -0.007   1.9109  -0.1992   0.0241
 TIM  O15   O  OH1   0  -0.664   1.7524  -0.9755  -1.1394
 TIM  C16   C  CH2   0  -0.320   3.3202   0.3666   0.1770
 TIM  N17   N  NH1   0  -0.596   4.3036  -0.6845   0.0393
 TIM  C18   C  CT    0   0.078   5.7152  -0.2951   0.1345
 TIM  C19   C  CH3   0  -0.651   6.0823   0.2683   1.5125
 TIM  C20   C  CH3   0  -0.643   6.5291  -1.5642  -0.1177
 TIM  C21   C  CH3   0  -0.658   6.0469   0.7302  -0.9486
 TIM  H5    H  HCH2  0   0.261  -4.8727  -0.2332  -1.2172
 TIM  H5A   H  HCH2  0   0.228  -5.1986  -0.5794   0.4808
 TIM  H6    H  HCH2  0   0.245  -5.7971  -2.5185  -0.8666
 TIM  H6A   H  HCH2  0   0.208  -4.2197  -2.5198  -1.6707
 TIM  H2    H  HCH2  0   0.246  -2.5898  -3.5887   1.3521
 TIM  H2A   H  HCH2  0   0.208  -2.2959  -3.1621  -0.3414
 TIM  H3    H  HCH2  0   0.232  -3.1258  -1.2768   1.9172
 TIM  H3A   H  HCH2  0   0.272  -1.5712  -1.3467   1.0884
 TIM  H13   H  HCH2  0   0.235   1.0445   1.5915  -0.8187
 TIM  H13A  H  HCH2  0   0.235   1.0535   1.5546   0.9508
 TIM  H14   H  HCH1  0   0.224   1.7063  -0.8572   0.8792
 TIM  HO15  H  HOH1  0   0.446   2.4410  -0.7310  -1.7658
 TIM  H16   H  HCH2  0   0.233   3.4840   1.1110  -0.6094
 TIM  H16A  H  HCH2  0   0.215   3.3624   0.9131   1.1305
 TIM  HN17  H  HNH1  0   0.336   4.1243  -1.3935   0.7431
 TIM  H19   H  HCH3  0   0.220   5.8990  -0.4724   2.2946
 TIM  H19A  H  HCH3  0   0.223   7.1381   0.5417   1.5578
 TIM  H19B  H  HCH3  0   0.227   5.5062   1.1624   1.7566
 TIM  H20   H  HCH3  0   0.226   6.3265  -1.9662  -1.1118
 TIM  H20A  H  HCH3  0   0.221   7.5990  -1.3650  -0.0406
 TIM  H20B  H  HCH3  0   0.222   6.2867  -2.3388   0.6144
 TIM  H21   H  HCH3  0   0.228   5.5971   1.7047  -0.7512
 TIM  H21A  H  HCH3  0   0.230   7.1258   0.8798  -1.0033
 TIM  H21B  H  HCH3  0   0.227   5.7029   0.3878  -1.9264

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
 TIM  C5   C6    single    1.517  0.020  1.517
 TIM  C5   N4    single    1.455  0.020  1.455
 TIM  C5   H5    single    0.970  0.020  1.090
 TIM  C5   H5A   single    0.970  0.020  1.090
 TIM  C6   O1    single    1.410  0.020  1.410
 TIM  C6   H6    single    0.970  0.020  1.090
 TIM  C6   H6A   single    0.970  0.020  1.090
 TIM  O1   C2    single    1.409  0.020  1.409
 TIM  C2   C3    single    1.515  0.020  1.515
 TIM  C2   H2    single    0.970  0.020  1.090
 TIM  C2   H2A   single    0.970  0.020  1.090
 TIM  C3   N4    single    1.463  0.020  1.463
 TIM  C3   H3    single    0.970  0.020  1.090
 TIM  C3   H3A   single    0.970  0.020  1.090
 TIM  N4   C7    single    1.372  0.020  1.372
 TIM  C7   N8    aromatic  1.301  0.020  1.301
 TIM  C7   C11   aromatic  1.460  0.020  1.460
 TIM  N8   S9    aromatic  1.650  0.020  1.650
 TIM  S9   N10   aromatic  1.652  0.020  1.652
 TIM  N10  C11   aromatic  1.292  0.020  1.292
 TIM  C11  O12   single    1.321  0.020  1.321
 TIM  O12  C13   single    1.427  0.020  1.427
 TIM  C13  C14   single    1.516  0.020  1.516
 TIM  C13  H13   single    0.970  0.020  1.090
 TIM  C13  H13A  single    0.970  0.020  1.090
 TIM  C14  O15   single    1.408  0.020  1.408
 TIM  C14  C16   single    1.526  0.020  1.526
 TIM  C14  H14   single    0.970  0.020  1.090
 TIM  O15  HO15  single    0.850  0.020  0.980
 TIM  C16  N17   single    1.446  0.020  1.446
 TIM  C16  H16   single    0.970  0.020  1.090
 TIM  C16  H16A  single    0.970  0.020  1.090
 TIM  N17  C18   single    1.467  0.020  1.467
 TIM  N17  HN17  single    0.890  0.020  1.040
 TIM  C18  C19   single    1.533  0.020  1.533
 TIM  C18  C20   single    1.529  0.020  1.529
 TIM  C18  C21   single    1.528  0.020  1.528
 TIM  C19  H19   single    0.970  0.020  1.090
 TIM  C19  H19A  single    0.970  0.020  1.090
 TIM  C19  H19B  single    0.970  0.020  1.090
 TIM  C20  H20   single    0.970  0.020  1.090
 TIM  C20  H20A  single    0.970  0.020  1.090
 TIM  C20  H20B  single    0.970  0.020  1.090
 TIM  C21  H21   single    0.970  0.020  1.090
 TIM  C21  H21A  single    0.970  0.020  1.090
 TIM  C21  H21B  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
 TIM  H5A   C5   H5    107.33  3.000
 TIM  H5A   C5   N4    111.36  3.000
 TIM  H5    C5   N4    109.66  3.000
 TIM  H5A   C5   C6    110.05  3.000
 TIM  H5    C5   C6    108.90  3.000
 TIM  N4    C5   C6    109.48  3.000
 TIM  H6A   C6   H6    107.91  3.000
 TIM  H6A   C6   O1    110.38  3.000
 TIM  H6    C6   O1    107.61  3.000
 TIM  H6A   C6   C5    109.40  3.000
 TIM  H6    C6   C5    109.49  3.000
 TIM  O1    C6   C5    111.95  3.000
 TIM  C2    O1   C6    110.65  3.000
 TIM  H2A   C2   H2    107.92  3.000
 TIM  H2A   C2   C3    109.34  3.000
 TIM  H2    C2   C3    109.40  3.000
 TIM  H2A   C2   O1    110.59  3.000
 TIM  H2    C2   O1    107.70  3.000
 TIM  C3    C2   O1    111.79  3.000
 TIM  H3A   C3   H3    107.54  3.000
 TIM  H3A   C3   N4    110.75  3.000
 TIM  H3    C3   N4    110.24  3.000
 TIM  H3A   C3   C2    108.77  3.000
 TIM  H3    C3   C2    109.96  3.000
 TIM  N4    C3   C2    109.55  3.000
 TIM  C7    N4   C3    117.93  3.000
 TIM  C7    N4   C5    115.83  3.000
 TIM  C3    N4   C5    111.77  3.000
 TIM  C11   C7   N8    111.88  3.000
 TIM  C11   C7   N4    124.80  3.000
 TIM  N8    C7   N4    123.19  3.000
 TIM  S9    N8   C7    108.99  3.000
 TIM  N10   S9   N8     97.02  3.000
 TIM  C11   N10  S9    107.93  3.000
 TIM  O12   C11  N10   124.66  3.000
 TIM  O12   C11  C7    121.13  3.000
 TIM  N10   C11  C7    114.18  3.000
 TIM  C13   O12  C11   117.33  3.000
 TIM  H13A  C13  H13   107.96  3.000
 TIM  H13A  C13  C14   110.73  3.000
 TIM  H13   C13  C14   110.65  3.000
 TIM  H13A  C13  O12   109.76  3.000
 TIM  H13   C13  O12   109.88  3.000
 TIM  C14   C13  O12   107.87  3.000
 TIM  H14   C14  C16   108.43  3.000
 TIM  H14   C14  O15   106.99  3.000
 TIM  C16   C14  O15   113.03  3.000
 TIM  H14   C14  C13   108.30  3.000
 TIM  C16   C14  C13   108.97  3.000
 TIM  O15   C14  C13   110.98  3.000
 TIM  HO15  O15  C14   108.50  3.000
 TIM  H16A  C16  H16   106.20  3.000
 TIM  H16A  C16  N17   114.68  3.000
 TIM  H16   C16  N17   108.91  3.000
 TIM  H16A  C16  C14   107.85  3.000
 TIM  H16   C16  C14   108.55  3.000
 TIM  N17   C16  C14   110.42  3.000
 TIM  HN17  N17  C18   108.08  3.000
 TIM  HN17  N17  C16   108.77  3.000
 TIM  C18   N17  C16   117.08  3.000
 TIM  C21   C18  C20   108.94  3.000
 TIM  C21   C18  C19   109.79  3.000
 TIM  C20   C18  C19   109.02  3.000
 TIM  C21   C18  N17   109.93  3.000
 TIM  C20   C18  N17   106.33  3.000
 TIM  C19   C18  N17   112.71  3.000
 TIM  H19B  C19  H19A  107.22  3.000
 TIM  H19B  C19  H19   107.87  3.000
 TIM  H19A  C19  H19   107.60  3.000
 TIM  H19B  C19  C18   112.07  3.000
 TIM  H19A  C19  C18   111.16  3.000
 TIM  H19   C19  C18   110.73  3.000
 TIM  H20B  C20  H20A  107.43  3.000
 TIM  H20B  C20  H20   107.94  3.000
 TIM  H20A  C20  H20   108.28  3.000
 TIM  H20B  C20  C18   111.08  3.000
 TIM  H20A  C20  C18   111.03  3.000
 TIM  H20   C20  C18   110.93  3.000
 TIM  H21B  C21  H21A  108.04  3.000
 TIM  H21B  C21  H21   108.19  3.000
 TIM  H21A  C21  H21   107.12  3.000
 TIM  H21B  C21  C18   110.86  3.000
 TIM  H21A  C21  C18   110.03  3.000
 TIM  H21   C21  C18   112.43  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
 TIM  CONST_01  N10  S9   N8   C7      0.00   0.0  0
 TIM  CONST_02  S9   N10  C11  C7      0.00   0.0  0
 TIM  CONST_03  N10  C11  C7   N8      0.00   0.0  0
 TIM  CONST_04  C11  N10  S9   N8      0.00   0.0  0
 TIM  CONST_05  C11  C7   N8   S9      0.00   0.0  0
 TIM  CONST_06  S9   N8   C7   N4    180.00   0.0  0
 TIM  CONST_07  N10  C11  C7   N4    180.00   0.0  0
 TIM  CONST_08  O12  C11  C7   N4      0.00   0.0  0
 TIM  CONST_09  O12  C11  C7   N8    180.00   0.0  0
 TIM  CONST_10  O12  C11  N10  S9    180.00   0.0  0
 TIM  Var_01    C2   C3   N4   C5     54.28  30.0  1
 TIM  Var_02    N8   C7   N4   C5      6.77  30.0  2
 TIM  Var_03    C3   N4   C5   C6    -54.21  30.0  1
 TIM  Var_04    C3   C2   O1   C6     58.70  30.0  1
 TIM  Var_05    N4   C5   C6   O1     56.27  30.0  1
 TIM  Var_06    N4   C3   C2   O1    -56.15  30.0  1
 TIM  Var_07    H6   C6   O1   C2   -179.12  30.0  1
 TIM  Var_08    C14  C13  O12  C11  -177.82  30.0  3
 TIM  Var_09    C18  N17  C16  C14   178.79  30.0  3
 TIM  Var_10    C19  C18  N17  C16    63.57  30.0  3
 TIM  Var_11    H19  C19  C18  N17    59.99  30.0  3
 TIM  Var_12    H20  C20  C18  N17    60.90  30.0  3
 TIM  Var_13    H21  C21  C18  N17    71.35  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
 TIM  chir_01  C14  C13  O15  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
 TIM  plan-1  N4   0.020
 TIM  plan-1  C7   0.020
 TIM  plan-1  N8   0.020
 TIM  plan-1  S9   0.020
 TIM  plan-1  N10  0.020
 TIM  plan-1  C11  0.020
 TIM  plan-1  O12  0.020

