# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 04:10:20 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (3S)-4-({4-[(4-aminobut-2-yn-1-yl)oxy]phenyl}sulfonyl)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)SCCN([C@H]1C(=O)NO)[S](=O)(=O)c2ccc(OCC#CCN)cc2
#
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
 4NH  4NH  (3S)-4-({4-[(4-aminobut-2-yn-1-yl)oxy]phenyl}sulfonyl)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide  ligand  50  27  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4NH
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
 4NH  C1    C  CH3   0  -0.620  -0.8089  -1.1976  -1.4740
 4NH  C2    C  CT    0  -0.202  -2.3009  -1.4347  -1.2959
 4NH  C3    C  CH1   0  -0.101  -3.0462  -0.3745  -0.4473
 4NH  N1    N  N     0  -0.527  -2.5601  -0.2610   0.9305
 4NH  C4    C  CH2   0  -0.306  -2.7608  -1.4640   1.7374
 4NH  C5    C  CH2   0  -0.581  -2.0110  -2.6608   1.1914
 4NH  S1    S  S2    0   0.027  -2.5558  -3.0658  -0.4836
 4NH  S2    S  S     0   1.348  -1.7778   1.0392   1.5806
 4NH  O1    O  OS    0  -0.671  -1.8713   0.8915   3.0247
 4NH  O2    O  OS    0  -0.581  -2.3150   2.2377   0.9615
 4NH  C6    C  CR6   0  -0.148  -0.0711   0.9168   1.1558
 4NH  C7    C  CR16  0  -0.320   0.7355   0.0375   1.8636
 4NH  C8    C  CR16  0  -0.251   2.0635  -0.1279   1.5082
 4NH  C9    C  CR6   0   0.345   2.5892   0.6027   0.4420
 4NH  C10   C  CR16  0  -0.302   1.7753   1.5031  -0.2502
 4NH  C11   C  CR16  0  -0.253   0.4502   1.6572   0.1006
 4NH  O3    O  O2    0  -0.463   3.8571   0.5075   0.0146
 4NH  C12   C  CH2   0  -0.469   4.7157  -0.4298   0.6492
 4NH  C13   C  CSP   0   0.246   6.0050  -0.3829  -0.0188
 4NH  C14   C  CSP   0  -0.010   7.0839  -0.3696  -0.5489
 4NH  C15   C  CH2   0  -0.512   8.3903  -0.3298  -1.2024
 4NH  N2    N  NH2   0  -0.766   9.4400   0.0319  -0.2610
 4NH  C16   C  C     0   0.483  -3.1815   0.9654  -1.1917
 4NH  O4    O  O     0  -0.376  -2.3140   1.4686  -1.8743
 4NH  N3    N  NH1   0  -0.403  -4.4409   1.4389  -1.1131
 4NH  O5    O  OH1   0  -0.560  -4.6936   2.7017  -1.5580
 4NH  C17   C  CH3   0  -0.653  -2.9921  -1.5774  -2.6508
 4NH  H11A  H  HCH3  0   0.269  -0.6139  -0.2238  -1.9168
 4NH  H12   H  HCH3  0   0.221  -0.2562  -1.2539  -0.5369
 4NH  H13   H  HCH3  0   0.189  -0.3995  -1.9610  -2.1357
 4NH  H3    H  HCH1  0   0.265  -4.0657  -0.7665  -0.3406
 4NH  H41   H  HCH2  0   0.267  -3.8328  -1.6790   1.7596
 4NH  H42   H  HCH2  0   0.280  -2.4536  -1.2747   2.7627
 4NH  H51   H  HCH2  0   0.298  -2.2277  -3.5355   1.8058
 4NH  H52   H  HCH2  0   0.224  -0.9318  -2.4983   1.2210
 4NH  H7    H  HCR6  0   0.245   0.3477  -0.5291   2.7000
 4NH  H8    H  HCR6  0   0.333   2.6663  -0.8213   2.0773
 4NH  H10   H  HCR6  0   0.289   2.1897   2.0743  -1.0711
 4NH  H11   H  HCR6  0   0.274  -0.1719   2.3422  -0.4569
 4NH  H121  H  HCH2  0   0.299   4.8393  -0.1879   1.7105
 4NH  H122  H  HCH2  0   0.293   4.2980  -1.4407   0.5877
 4NH  H151  H  HCH2  0   0.265   8.6092  -1.3224  -1.6031
 4NH  H152  H  HCH2  0   0.202   8.3104   0.3361  -2.0717
 4NH  HN21  H  HNH2  0   0.375  10.3289  -0.0125  -0.7431
 4NH  HN22  H  HNH2  0   0.358   9.3239   0.9983   0.0168
 4NH  HN3   H  HNH1  0   0.444  -5.0683   1.1291  -0.3824
 4NH  HO5   H  HOH1  0   0.501  -5.1455   2.5980  -2.4056
 4NH  H171  H  HCH3  0   0.190  -2.5993  -2.4429  -3.1864
 4NH  H172  H  HCH3  0   0.261  -4.0695  -1.7127  -2.5434
 4NH  H173  H  HCH3  0   0.286  -2.8157  -0.7033  -3.2765

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
 4NH  C1   C2    single    1.521  0.020  1.521
 4NH  C1   H11A  single    0.970  0.020  1.090
 4NH  C1   H12   single    0.970  0.020  1.090
 4NH  C1   H13   single    0.970  0.020  1.090
 4NH  C2   C3    single    1.549  0.020  1.549
 4NH  C2   S1    single    1.840  0.020  1.840
 4NH  C2   C17   single    1.528  0.020  1.528
 4NH  C3   N1    single    1.466  0.020  1.466
 4NH  C3   C16   single    1.539  0.020  1.539
 4NH  C3   H3    single    0.970  0.020  1.090
 4NH  N1   C4    single    1.462  0.020  1.462
 4NH  N1   S2    single    1.651  0.020  1.651
 4NH  C4   C5    single    1.514  0.020  1.514
 4NH  C4   H41   single    0.970  0.020  1.090
 4NH  C4   H42   single    0.970  0.020  1.090
 4NH  C5   S1    single    1.807  0.020  1.807
 4NH  C5   H51   single    0.970  0.020  1.090
 4NH  C5   H52   single    0.970  0.020  1.090
 4NH  S2   O1    double    1.455  0.020  1.455
 4NH  S2   O2    double    1.452  0.020  1.452
 4NH  S2   C6    single    1.763  0.020  1.763
 4NH  C6   C7    aromatic  1.387  0.020  1.387
 4NH  C6   C11   aromatic  1.390  0.020  1.390
 4NH  C7   C8    aromatic  1.385  0.020  1.385
 4NH  C7   H7    single    0.930  0.020  1.080
 4NH  C8   C9    aromatic  1.395  0.020  1.395
 4NH  C8   H8    single    0.930  0.020  1.080
 4NH  C9   C10   aromatic  1.397  0.020  1.397
 4NH  C9   O3    single    1.341  0.020  1.341
 4NH  C10  C11   aromatic  1.379  0.020  1.379
 4NH  C10  H10   single    0.930  0.020  1.080
 4NH  C11  H11   single    0.930  0.020  1.080
 4NH  O3   C12   single    1.421  0.020  1.421
 4NH  C12  C13   single    1.453  0.020  1.453
 4NH  C12  H121  single    0.970  0.020  1.090
 4NH  C12  H122  single    0.970  0.020  1.090
 4NH  C13  C14   triple    1.202  0.020  1.202
 4NH  C14  C15   single    1.461  0.020  1.461
 4NH  C15  N2    single    1.456  0.020  1.456
 4NH  C15  H151  single    0.970  0.020  1.090
 4NH  C15  H152  single    0.970  0.020  1.090
 4NH  N2   HN21  single    0.890  0.020  1.040
 4NH  N2   HN22  single    0.890  0.020  1.040
 4NH  C16  O4    double    1.213  0.020  1.213
 4NH  C16  N3    single    1.348  0.020  1.348
 4NH  N3   O5    single    1.362  0.020  1.362
 4NH  N3   HN3   single    0.890  0.020  1.040
 4NH  O5   HO5   single    0.850  0.020  0.980
 4NH  C17  H171  single    0.970  0.020  1.090
 4NH  C17  H172  single    0.970  0.020  1.090
 4NH  C17  H173  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
 4NH  H13   C1   H12   107.18  3.000
 4NH  H13   C1   H11A  108.21  3.000
 4NH  H12   C1   H11A  107.79  3.000
 4NH  H13   C1   C2    109.29  3.000
 4NH  H12   C1   C2    112.88  3.000
 4NH  H11A  C1   C2    111.30  3.000
 4NH  C17   C2   S1    104.25  3.000
 4NH  C17   C2   C3    109.40  3.000
 4NH  S1    C2   C3    107.36  3.000
 4NH  C17   C2   C1    110.76  3.000
 4NH  S1    C2   C1    109.01  3.000
 4NH  C3    C2   C1    115.43  3.000
 4NH  H3    C3   C16   106.04  3.000
 4NH  H3    C3   N1    104.14  3.000
 4NH  C16   C3   N1    114.62  3.000
 4NH  H3    C3   C2    104.82  3.000
 4NH  C16   C3   C2    111.92  3.000
 4NH  N1    C3   C2    114.11  3.000
 4NH  S2    N1   C4    119.72  3.000
 4NH  S2    N1   C3    126.04  3.000
 4NH  C4    N1   C3    114.17  3.000
 4NH  H42   C4   H41   106.99  3.000
 4NH  H42   C4   C5    109.74  3.000
 4NH  H41   C4   C5    109.72  3.000
 4NH  H42   C4   N1    109.78  3.000
 4NH  H41   C4   N1    107.91  3.000
 4NH  C5    C4   N1    112.54  3.000
 4NH  H52   C5   H51   107.49  3.000
 4NH  H52   C5   S1    110.88  3.000
 4NH  H51   C5   S1    106.41  3.000
 4NH  H52   C5   C4    111.23  3.000
 4NH  H51   C5   C4    109.42  3.000
 4NH  S1    C5   C4    111.23  3.000
 4NH  C5    S1   C2     99.71  3.000
 4NH  C6    S2   O2    108.23  3.000
 4NH  C6    S2   O1    107.12  3.000
 4NH  O2    S2   O1    118.90  3.000
 4NH  C6    S2   N1    108.01  3.000
 4NH  O2    S2   N1    107.87  3.000
 4NH  O1    S2   N1    106.29  3.000
 4NH  C11   C6   C7    120.44  3.000
 4NH  C11   C6   S2    120.59  3.000
 4NH  C7    C6   S2    118.94  3.000
 4NH  H7    C7   C8    118.65  3.000
 4NH  H7    C7   C6    121.19  3.000
 4NH  C8    C7   C6    120.16  3.000
 4NH  H8    C8   C9    121.89  3.000
 4NH  H8    C8   C7    118.45  3.000
 4NH  C9    C8   C7    119.66  3.000
 4NH  O3    C9   C10   116.01  3.000
 4NH  O3    C9   C8    124.22  3.000
 4NH  C10   C9   C8    119.77  3.000
 4NH  H10   C10  C11   120.11  3.000
 4NH  H10   C10  C9    119.52  3.000
 4NH  C11   C10  C9    120.37  3.000
 4NH  H11   C11  C10   119.53  3.000
 4NH  H11   C11  C6    120.88  3.000
 4NH  C10   C11  C6    119.58  3.000
 4NH  C12   O3   C9    118.41  3.000
 4NH  H122  C12  H121  107.52  3.000
 4NH  H122  C12  C13   110.02  3.000
 4NH  H121  C12  C13   109.77  3.000
 4NH  H122  C12  O3    110.69  3.000
 4NH  H121  C12  O3    110.81  3.000
 4NH  C13   C12  O3    108.04  3.000
 4NH  C14   C13  C12   180.00  3.000
 4NH  C15   C14  C13   180.00  3.000
 4NH  H152  C15  H151  105.98  3.000
 4NH  H152  C15  N2    114.44  3.000
 4NH  H151  C15  N2    108.57  3.000
 4NH  H152  C15  C14   107.79  3.000
 4NH  H151  C15  C14   108.57  3.000
 4NH  N2    C15  C14   111.24  3.000
 4NH  HN22  N2   HN21  105.86  3.000
 4NH  HN22  N2   C15   109.39  3.000
 4NH  HN21  N2   C15   108.32  3.000
 4NH  N3    C16  O4    123.73  3.000
 4NH  N3    C16  C3    111.09  3.000
 4NH  O4    C16  C3    124.79  3.000
 4NH  HN3   N3   O5    113.87  3.000
 4NH  HN3   N3   C16   120.93  3.000
 4NH  O5    N3   C16   118.68  3.000
 4NH  HO5   O5   N3    105.89  3.000
 4NH  H173  C17  H172  108.42  3.000
 4NH  H173  C17  H171  107.23  3.000
 4NH  H172  C17  H171  107.78  3.000
 4NH  H173  C17  C2    111.17  3.000
 4NH  H172  C17  C2    111.78  3.000
 4NH  H171  C17  C2    110.28  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
 4NH  CONST_01  C9    C8   C7   C6      0.00   0.0  0
 4NH  CONST_02  C9    C10  C11  C6      0.00   0.0  0
 4NH  CONST_03  C10   C11  C6   C7      0.00   0.0  0
 4NH  CONST_04  C10   C9   C8   C7      0.00   0.0  0
 4NH  CONST_05  C11   C6   C7   C8      0.00   0.0  0
 4NH  CONST_06  C11   C10  C9   C8      0.00   0.0  0
 4NH  CONST_07  C8    C7   C6   S2    180.00   0.0  0
 4NH  CONST_08  C10   C11  C6   S2    180.00   0.0  0
 4NH  CONST_09  O3    C9   C8   C7    180.00   0.0  0
 4NH  CONST_10  O3    C9   C10  C11   180.00   0.0  0
 4NH  CONST_11  H8    C8   C7   C6    180.00   0.0  0
 4NH  CONST_12  H10   C10  C11  C6    180.00   0.0  0
 4NH  CONST_13  H11   C11  C6   C7    180.00   0.0  0
 4NH  CONST_14  H7    C7   C8   C9    180.00   0.0  0
 4NH  CONST_15  O5    N3   C16  C3    180.00   0.0  0
 4NH  Var_01    C4    C5   S1   C2     54.46  30.0  1
 4NH  Var_02    C5    C4   N1   C3     62.20  30.0  1
 4NH  Var_03    S1    C5   C4   N1    -60.47  30.0  1
 4NH  Var_04    C6    S2   N1   C3    -83.07  30.0  3
 4NH  Var_05    C7    C6   S2   N1    -78.04  30.0  2
 4NH  Var_06    C17   C2   S1   C5   -168.98  30.0  1
 4NH  Var_07    H11A  C1   C2   C3    -56.90  30.0  3
 4NH  Var_08    H171  C17  C2   C3   -169.52  30.0  3
 4NH  Var_09    C13   C12  O3   C9    177.78  30.0  3
 4NH  Var_10    N2    C15  C14  C13    98.96  30.0  3
 4NH  Var_11    HN21  N2   C15  C14   176.37  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
 4NH  chir_01  C3  C2  N1  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
 4NH  plan-1  S2   0.020
 4NH  plan-1  C6   0.020
 4NH  plan-1  C7   0.020
 4NH  plan-1  C8   0.020
 4NH  plan-1  C9   0.020
 4NH  plan-1  C10  0.020
 4NH  plan-1  C11  0.020
 4NH  plan-1  O3   0.020
 4NH  plan-1  H7   0.020
 4NH  plan-1  H8   0.020
 4NH  plan-1  H10  0.020
 4NH  plan-1  H11  0.020
 4NH  plan-2  C3   0.020
 4NH  plan-2  C16  0.020
 4NH  plan-2  O4   0.020
 4NH  plan-2  N3   0.020
 4NH  plan-2  O5   0.020
 4NH  plan-2  HN3  0.020

