# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 04:54:57 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: (14beta,17alpha)-2-ethyl-17-hydroxyestra-1(10),2,4-trien-3-yl sulfamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@@H]3CCc2cc1O[S](N)(=O)=O
#
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
 VZ5  VZ5  '(14beta,17alpha)-2-ethyl-17-hydroxyestra-1(10),2,4-trien-3-yl sulfamate'  ligand  55  26  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_VZ5
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
 VZ5  C1    C  CR16  0  -0.329   1.9217  -1.1661  -0.5359
 VZ5  N1    N  NC2   0  -0.891   4.9427  -2.2219   0.2312
 VZ5  O1    O  OS    0  -0.639   4.7533  -0.0928   1.4779
 VZ5  S1    S  S     0   1.573   5.1447  -0.6035   0.1856
 VZ5  C2    C  CR6   0   0.252   2.7209  -0.0385  -0.5633
 VZ5  O2    O  OS    0  -0.630   6.3910  -0.2045  -0.4219
 VZ5  C3    C  CR6   0   0.096   2.2099   1.2274  -0.3076
 VZ5  O3    O  OC2   0  -0.603   4.0595  -0.1642  -0.9270
 VZ5  C4    C  CR16  0  -0.394   0.8503   1.2985  -0.0196
 VZ5  C5    C  CR6   0   0.151   0.0118   0.1870   0.0252
 VZ5  C6    C  CR6   0   0.043   0.5675  -1.0728  -0.2348
 VZ5  C7    C  CH2   0  -0.506  -0.2560  -2.3354  -0.2233
 VZ5  C8    C  CH2   0  -0.430  -1.6115  -2.1562   0.4400
 VZ5  C9    C  CH1   0  -0.236  -2.2761  -0.8862  -0.0688
 VZ5  C10   C  CH1   0  -0.267  -1.4555   0.3334   0.3841
 VZ5  C11   C  CH2   0  -0.452  -2.0849   1.6467  -0.0992
 VZ5  C12   C  CH2   0  -0.406  -3.5600   1.7742   0.2937
 VZ5  C13   C  CT    0  -0.104  -4.3709   0.5553  -0.1331
 VZ5  C14   C  CH1   0  -0.192  -3.6972  -0.7038   0.4293
 VZ5  C15   C  CH2   0  -0.450  -4.7328  -1.8120   0.2173
 VZ5  C16   C  CH2   0  -0.487  -6.0884  -1.0803   0.3542
 VZ5  C17   C  CH1   0   0.103  -5.7409   0.4137   0.5355
 VZ5  O17   O  OH1   0  -0.676  -6.6876   1.3091   0.0067
 VZ5  C18   C  CH3   0  -0.670  -4.5209   0.5206  -1.6568
 VZ5  C19   C  CH2   0  -0.508   3.0381   2.4845  -0.3331
 VZ5  C20   C  CH3   0  -0.662   3.2615   3.0754   1.0579
 VZ5  H10   H  HCH1  0   0.234  -1.5125   0.3345   1.4838
 VZ5  H20   H  HCH3  0   0.225   2.3154   3.3227   1.5405
 VZ5  H20A  H  HCH3  0   0.232   3.7957   2.3773   1.7006
 VZ5  H20B  H  HCH3  0   0.231   3.8481   3.9926   0.9932
 VZ5  H1    H  HCR6  0   0.260   2.3548  -2.1341  -0.7568
 VZ5  H11   H  HCH2  0   0.240  -1.5512   2.5000   0.3231
 VZ5  H11A  H  HCH2  0   0.223  -1.9674   1.7245  -1.1843
 VZ5  H12   H  HCH2  0   0.215  -3.6289   1.8837   1.3824
 VZ5  H12A  H  HCH2  0   0.227  -3.9728   2.6908  -0.1375
 VZ5  H4    H  HCR6  0   0.243   0.4405   2.2806   0.1846
 VZ5  H14   H  HCH1  0   0.213  -3.6223  -0.5495   1.5173
 VZ5  H15   H  HCH2  0   0.222  -4.6305  -2.2670  -0.7710
 VZ5  H15A  H  HCH2  0   0.233  -4.6208  -2.6157   0.9458
 VZ5  H16   H  HCH2  0   0.228  -6.6982  -1.2067  -0.5430
 VZ5  H16A  H  HCH2  0   0.233  -6.6782  -1.4575   1.1914
 VZ5  H7    H  HCH2  0   0.245  -0.4029  -2.6658  -1.2572
 VZ5  H17   H  HCH1  0   0.195  -5.5965   0.6116   1.6093
 VZ5  H7A   H  HCH2  0   0.249   0.3094  -3.1321   0.2663
 VZ5  H8    H  HCH2  0   0.242  -2.2345  -3.0299   0.2354
 VZ5  H18   H  HCH3  0   0.230  -3.5591   0.5173  -2.1693
 VZ5  H8A   H  HCH2  0   0.218  -1.4985  -2.0974   1.5282
 VZ5  H18A  H  HCH3  0   0.231  -5.0669  -0.3565  -2.0062
 VZ5  H18B  H  HCH3  0   0.232  -5.0624   1.4006  -2.0052
 VZ5  H9    H  HCH1  0   0.220  -2.2761  -0.9257  -1.1667
 VZ5  H19   H  HCH2  0   0.241   4.0014   2.3036  -0.8102
 VZ5  H19A  H  HCH2  0   0.247   2.5263   3.2228  -0.9552
 VZ5  HN1   H  HNC2  0   0.428   5.4158  -2.7220  -0.5134
 VZ5  HN1A  H  HNC2  0   0.432   5.1413  -2.6182   1.1427
 VZ5  HO17  H  HOH1  0   0.448  -7.5145   1.1888   0.4829

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
 VZ5  C6    C1    aromatic  1.390  0.020  1.390
 VZ5  C1    H1    single    0.930  0.020  1.080
 VZ5  C1    C2    aromatic  1.382  0.020  1.382
 VZ5  N1    S1    single    1.632  0.020  1.632
 VZ5  N1    HN1   single    0.890  0.020  1.040
 VZ5  N1    HN1A  single    0.890  0.020  1.040
 VZ5  S1    O1    deloc     1.444  0.020  1.444
 VZ5  O3    S1    single    1.615  0.020  1.615
 VZ5  O2    S1    deloc     1.443  0.020  1.443
 VZ5  C3    C2    aromatic  1.389  0.020  1.389
 VZ5  C2    O3    single    1.393  0.020  1.393
 VZ5  C4    C3    aromatic  1.392  0.020  1.392
 VZ5  C3    C19   single    1.506  0.020  1.506
 VZ5  C5    C4    aromatic  1.393  0.020  1.393
 VZ5  H4    C4    single    0.930  0.020  1.080
 VZ5  C10   C5    single    1.518  0.020  1.518
 VZ5  C5    C6    aromatic  1.401  0.020  1.401
 VZ5  C7    C6    single    1.507  0.020  1.507
 VZ5  C8    C7    single    1.520  0.020  1.520
 VZ5  H7A   C7    single    0.970  0.020  1.090
 VZ5  C7    H7    single    0.970  0.020  1.090
 VZ5  H8    C8    single    0.970  0.020  1.090
 VZ5  H8A   C8    single    0.970  0.020  1.090
 VZ5  C9    C8    single    1.521  0.020  1.521
 VZ5  C14   C9    single    1.517  0.020  1.517
 VZ5  C9    C10   single    1.538  0.020  1.538
 VZ5  C9    H9    single    0.970  0.020  1.090
 VZ5  H10   C10   single    0.970  0.020  1.090
 VZ5  C11   C10   single    1.534  0.020  1.534
 VZ5  H11   C11   single    0.970  0.020  1.090
 VZ5  C12   C11   single    1.532  0.020  1.532
 VZ5  C11   H11A  single    0.970  0.020  1.090
 VZ5  C13   C12   single    1.525  0.020  1.525
 VZ5  H12A  C12   single    0.970  0.020  1.090
 VZ5  C12   H12   single    0.970  0.020  1.090
 VZ5  C17   C13   single    1.531  0.020  1.531
 VZ5  C13   C14   single    1.535  0.020  1.535
 VZ5  C13   C18   single    1.531  0.020  1.531
 VZ5  C15   C14   single    1.531  0.020  1.531
 VZ5  H14   C14   single    0.970  0.020  1.090
 VZ5  C16   C15   single    1.547  0.020  1.547
 VZ5  H15   C15   single    0.970  0.020  1.090
 VZ5  C15   H15A  single    0.970  0.020  1.090
 VZ5  H16   C16   single    0.970  0.020  1.090
 VZ5  H16A  C16   single    0.970  0.020  1.090
 VZ5  C16   C17   single    1.545  0.020  1.545
 VZ5  H17   C17   single    0.970  0.020  1.090
 VZ5  O17   C17   single    1.406  0.020  1.406
 VZ5  O17   HO17  single    0.850  0.020  0.980
 VZ5  H18B  C18   single    0.970  0.020  1.090
 VZ5  H18A  C18   single    0.970  0.020  1.090
 VZ5  C18   H18   single    0.970  0.020  1.090
 VZ5  H19   C19   single    0.970  0.020  1.090
 VZ5  C19   C20   single    1.528  0.020  1.528
 VZ5  C19   H19A  single    0.970  0.020  1.090
 VZ5  H20   C20   single    0.970  0.020  1.090
 VZ5  C20   H20B  single    0.970  0.020  1.090
 VZ5  C20   H20A  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
 VZ5  H1    C1   C6    119.57  3.000
 VZ5  H1    C1   C2    119.58  3.000
 VZ5  C6    C1   C2    120.84  3.000
 VZ5  HN1A  N1   HN1   112.09  3.000
 VZ5  HN1A  N1   S1    112.87  3.000
 VZ5  HN1   N1   S1    114.26  3.000
 VZ5  O3    S1   O2    102.42  3.000
 VZ5  O2    S1   O1    120.88  3.000
 VZ5  O3    S1   O1    109.78  3.000
 VZ5  O2    S1   N1    113.14  3.000
 VZ5  O3    S1   N1    101.88  3.000
 VZ5  O1    S1   N1    107.00  3.000
 VZ5  O3    C2   C3    118.94  3.000
 VZ5  O3    C2   C1    119.16  3.000
 VZ5  C3    C2   C1    121.81  3.000
 VZ5  C19   C3   C4    119.88  3.000
 VZ5  C19   C3   C2    123.75  3.000
 VZ5  C4    C3   C2    116.37  3.000
 VZ5  C2    O3   S1    119.37  3.000
 VZ5  H4    C4   C5    119.31  3.000
 VZ5  H4    C4   C3    117.05  3.000
 VZ5  C5    C4   C3    123.64  3.000
 VZ5  C10   C5   C6    120.93  3.000
 VZ5  C6    C5   C4    118.21  3.000
 VZ5  C10   C5   C4    120.83  3.000
 VZ5  C7    C6   C5    122.34  3.000
 VZ5  C7    C6   C1    118.52  3.000
 VZ5  C5    C6   C1    119.13  3.000
 VZ5  H7A   C7   H7    105.81  3.000
 VZ5  H7    C7   C8    109.14  3.000
 VZ5  H7A   C7   C8    110.60  3.000
 VZ5  H7    C7   C6    108.58  3.000
 VZ5  H7A   C7   C6    109.36  3.000
 VZ5  C8    C7   C6    113.07  3.000
 VZ5  H8A   C8   H8    106.73  3.000
 VZ5  H8A   C8   C9    109.43  3.000
 VZ5  H8    C8   C9    110.85  3.000
 VZ5  C9    C8   C7    110.01  3.000
 VZ5  H8A   C8   C7    110.35  3.000
 VZ5  H8    C8   C7    109.43  3.000
 VZ5  H9    C9   C14   109.42  3.000
 VZ5  H9    C9   C10   108.83  3.000
 VZ5  C14   C9   C10   107.92  3.000
 VZ5  H9    C9   C8    107.71  3.000
 VZ5  C10   C9   C8    109.30  3.000
 VZ5  C14   C9   C8    113.57  3.000
 VZ5  H10   C10  C11   107.01  3.000
 VZ5  C11   C10  C9    111.54  3.000
 VZ5  H10   C10  C9    105.50  3.000
 VZ5  C11   C10  C5    113.87  3.000
 VZ5  H10   C10  C5    106.63  3.000
 VZ5  C9    C10  C5    111.69  3.000
 VZ5  H11A  C11  H11   106.00  3.000
 VZ5  H11A  C11  C12   110.60  3.000
 VZ5  H11   C11  C12   107.86  3.000
 VZ5  H11A  C11  C10   109.22  3.000
 VZ5  C12   C11  C10   112.67  3.000
 VZ5  H11   C11  C10   110.28  3.000
 VZ5  H12A  C12  H12   106.51  3.000
 VZ5  H12   C12  C13   108.93  3.000
 VZ5  H12A  C12  C13   111.03  3.000
 VZ5  H12   C12  C11   108.88  3.000
 VZ5  H12A  C12  C11   109.38  3.000
 VZ5  C13   C12  C11   111.94  3.000
 VZ5  C18   C13  C17   110.16  3.000
 VZ5  C18   C13  C14   112.90  3.000
 VZ5  C17   C13  C14    99.03  3.000
 VZ5  C18   C13  C12   110.41  3.000
 VZ5  C14   C13  C12   108.65  3.000
 VZ5  C17   C13  C12   115.31  3.000
 VZ5  H14   C14  C15   106.51  3.000
 VZ5  H14   C14  C13   106.08  3.000
 VZ5  C15   C14  C13   104.25  3.000
 VZ5  H14   C14  C9    106.11  3.000
 VZ5  C15   C14  C9    120.07  3.000
 VZ5  C13   C14  C9    112.92  3.000
 VZ5  H15A  C15  H15   106.72  3.000
 VZ5  H15A  C15  C16   112.30  3.000
 VZ5  H15   C15  C16   111.04  3.000
 VZ5  H15A  C15  C14   111.80  3.000
 VZ5  H15   C15  C14   111.30  3.000
 VZ5  C16   C15  C14   103.77  3.000
 VZ5  H16A  C16  H16   106.76  3.000
 VZ5  H16A  C16  C17   111.46  3.000
 VZ5  H16   C16  C17   109.51  3.000
 VZ5  C17   C16  C15   105.71  3.000
 VZ5  H16A  C16  C15   112.21  3.000
 VZ5  H16   C16  C15   111.22  3.000
 VZ5  H17   C17  O17   109.90  3.000
 VZ5  O17   C17  C16   114.85  3.000
 VZ5  H17   C17  C16   108.53  3.000
 VZ5  O17   C17  C13   112.29  3.000
 VZ5  H17   C17  C13   106.97  3.000
 VZ5  C16   C17  C13   103.86  3.000
 VZ5  HO17  O17  C17   108.23  3.000
 VZ5  H18B  C18  H18A  107.34  3.000
 VZ5  H18A  C18  H18   106.78  3.000
 VZ5  H18B  C18  H18   106.88  3.000
 VZ5  H18   C18  C13   112.42  3.000
 VZ5  H18A  C18  C13   112.71  3.000
 VZ5  H18B  C18  C13   110.39  3.000
 VZ5  H19A  C19  H19   106.08  3.000
 VZ5  H19A  C19  C20   109.00  3.000
 VZ5  H19   C19  C20   109.47  3.000
 VZ5  H19A  C19  C3    108.43  3.000
 VZ5  C20   C19  C3    112.83  3.000
 VZ5  H19   C19  C3    110.79  3.000
 VZ5  H20B  C20  H20A  108.08  3.000
 VZ5  H20A  C20  H20   108.04  3.000
 VZ5  H20B  C20  H20   107.59  3.000
 VZ5  H20A  C20  C19   111.17  3.000
 VZ5  H20B  C20  C19   110.48  3.000
 VZ5  H20   C20  C19   111.33  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
 VZ5  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 VZ5  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 VZ5  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 VZ5  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 VZ5  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 VZ5  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 VZ5  CONST_07  C19  C3   C2   C1    180.00   0.0  0
 VZ5  CONST_08  C6   C1   C2   O3    180.00   0.0  0
 VZ5  CONST_09  C4   C3   C2   O3    180.00   0.0  0
 VZ5  CONST_10  C19  C3   C4   C5    180.00   0.0  0
 VZ5  CONST_11  H4   C4   C3   C2    180.00   0.0  0
 VZ5  CONST_12  H1   C1   C2   C3    180.00   0.0  0
 VZ5  Var_01    C8   C7   C6   C1    165.92  30.0  1
 VZ5  Var_02    C9   C8   C7   C6     46.30  30.0  1
 VZ5  Var_03    C13  C12  C11  C10   -52.43  30.0  1
 VZ5  Var_04    C17  C16  C15  C14     3.90  30.0  1
 VZ5  Var_05    C3   C2   O3   S1     99.89  30.0  2
 VZ5  Var_06    C20  C19  C3   C2   -109.10  30.0  2
 VZ5  Var_07    O2   S1   O3   C2   -162.06  30.0  3
 VZ5  Var_08    H20  C20  C19  C3    -59.44  30.0  3
 VZ5  Var_09    HN1  N1   S1   O1   -164.01  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
 VZ5  chir_01  C9   C8   C14  C10  negativ
 VZ5  chir_02  C10  C11  C9   C5   negativ
 VZ5  chir_03  C13  C14  C17  C12  negativ
 VZ5  chir_04  C14  C9   C13  C15  negativ
 VZ5  chir_05  C17  O17  C16  C13  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
 VZ5  plan-1  C1   0.020
 VZ5  plan-1  C2   0.020
 VZ5  plan-1  C3   0.020
 VZ5  plan-1  O3   0.020
 VZ5  plan-1  C4   0.020
 VZ5  plan-1  C5   0.020
 VZ5  plan-1  C6   0.020
 VZ5  plan-1  C7   0.020
 VZ5  plan-1  C10  0.020
 VZ5  plan-1  C19  0.020
 VZ5  plan-1  H1   0.020
 VZ5  plan-1  H4   0.020

