# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 07:57:44 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: N-({(3R,4R)-4-[(benzyloxy)methyl]pyrrolidin-3-yl}methyl)-N-(2-methylpropyl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CN(C[C@H]1CNC[C@@H]1COCc2ccccc2)[S](=O)(=O)c3ccccc3
#
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
 BZN  BZN  N-({(3R,4R)-4-[(benzyloxy)methyl]pyrrolidin-3-yl}methyl)-N-(2-methylpropyl)benzenesulfonamide  ligand  61  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BZN
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
 BZN  C2    C  CH2   0  -0.282   0.6407   1.3205   1.2365
 BZN  C3    C  CH1   0  -0.272   0.2302  -0.0332   0.6497
 BZN  C4    C  CH1   0  -0.280  -1.1614   0.2402   0.0261
 BZN  C5    C  CH2   0  -0.272  -1.3923   1.7389   0.2647
 BZN  C6    C  CH2   0  -0.128  -2.2303  -0.6376   0.6376
 BZN  N1    N  NH1   0  -0.593  -0.0419   2.2595   0.3673
 BZN  C15   C  CH2   0  -0.296   1.1936  -0.5153  -0.4287
 BZN  N16   N  N     0  -0.598   2.4958  -0.9094   0.0978
 BZN  C24   C  CH2   0  -0.278   2.5498  -2.0071   1.0571
 BZN  C25   C  CH1   0  -0.259   1.9785  -3.3253   0.5366
 BZN  C27   C  CH3   0  -0.660   2.7086  -3.8207  -0.7051
 BZN  C26   C  CH3   0  -0.651   2.0242  -4.3607   1.6551
 BZN  S17   S  S     0   1.376   3.8332  -0.4070  -0.7090
 BZN  O29   O  OS    0  -0.655   4.9806  -1.1096  -0.1528
 BZN  O28   O  OS    0  -0.655   3.6075  -0.4632  -2.1480
 BZN  C18   C  CR6   0  -0.173   3.9671   1.3043  -0.2646
 BZN  C23   C  CR16  0  -0.234   4.5452   1.6280   0.9580
 BZN  C22   C  CR16  0  -0.245   4.5932   2.9560   1.3475
 BZN  C21   C  CR16  0  -0.239   4.0628   3.9448   0.5260
 BZN  C20   C  CR16  0  -0.236   3.4924   3.6088  -0.6925
 BZN  C19   C  CR16  0  -0.235   3.4440   2.2818  -1.0978
 BZN  O7    O  O2    0  -0.486  -3.4723  -0.3197   0.0595
 BZN  C8    C  CH2   0  -0.179  -4.5454  -1.0098   0.6462
 BZN  C9    C  CR6   0   0.063  -5.8428  -0.4737   0.1111
 BZN  C14   C  CR16  0  -0.307  -6.8756  -1.3392  -0.2337
 BZN  C13   C  CR16  0  -0.241  -8.0937  -0.8471  -0.6868
 BZN  C12   C  CR16  0  -0.269  -8.2879   0.5213  -0.8088
 BZN  C11   C  CR16  0  -0.241  -7.2585   1.3931  -0.4726
 BZN  C10   C  CR16  0  -0.293  -6.0453   0.8998  -0.0150
 BZN  H2    H  HCH2  0   0.205   0.3069   1.3839   2.2835
 BZN  H2A   H  HCH2  0   0.242   1.7201   1.4802   1.2276
 BZN  H3    H  HCH1  0   0.252   0.1505  -0.7847   1.4402
 BZN  H4    H  HCH1  0   0.246  -1.1231   0.0457  -1.0517
 BZN  H5    H  HCH2  0   0.230  -1.9443   2.2167  -0.5462
 BZN  H5A   H  HCH2  0   0.192  -1.9771   1.8781   1.1892
 BZN  H6    H  HCH2  0   0.208  -1.9876  -1.6990   0.4794
 BZN  H6A   H  HCH2  0   0.198  -2.2594  -0.4774   1.7270
 BZN  HN1   H  HNH1  0   0.347  -0.0197   3.2030   0.7304
 BZN  H15   H  HCH2  0   0.257   0.7479  -1.3506  -0.9792
 BZN  H15A  H  HCH2  0   0.269   1.3179   0.2922  -1.1522
 BZN  H24   H  HCH2  0   0.266   3.5830  -2.1530   1.3686
 BZN  H24A  H  HCH2  0   0.252   2.0052  -1.6997   1.9537
 BZN  H25   H  HCH1  0   0.224   0.9249  -3.1706   0.2760
 BZN  H27   H  HCH3  0   0.219   3.7642  -4.0037  -0.4929
 BZN  H27A  H  HCH3  0   0.233   2.2735  -4.7572  -1.0562
 BZN  H27B  H  HCH3  0   0.225   2.6541  -3.1090  -1.5302
 BZN  H26   H  HCH3  0   0.229   1.4885  -4.0175   2.5422
 BZN  H26A  H  HCH3  0   0.234   1.5672  -5.2979   1.3357
 BZN  H26B  H  HCH3  0   0.219   3.0532  -4.5778   1.9506
 BZN  H23   H  HCR6  0   0.280   4.9539   0.8600   1.6012
 BZN  H22   H  HCR6  0   0.272   5.0440   3.2205   2.2944
 BZN  H21   H  HCR6  0   0.270   4.0997   4.9802   0.8377
 BZN  H20   H  HCR6  0   0.270   3.0843   4.3784  -1.3337
 BZN  H19   H  HCR6  0   0.280   3.0038   2.0222  -2.0505
 BZN  H8    H  HCH2  0   0.218  -4.4761  -2.0896   0.4540
 BZN  H8A   H  HCH2  0   0.217  -4.5231  -0.8877   1.7395
 BZN  H14   H  HCR6  0   0.251  -6.7278  -2.4098  -0.1512
 BZN  H13   H  HCR6  0   0.255  -8.8867  -1.5348  -0.9513
 BZN  H12   H  HCR6  0   0.255  -9.2333   0.9078  -1.1665
 BZN  H11   H  HCR6  0   0.255  -7.4029   2.4619  -0.5663
 BZN  H10   H  HCR6  0   0.249  -5.2523   1.5897   0.2455

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
 BZN  C2   C3    single    1.531  0.020  1.531
 BZN  C2   N1    single    1.450  0.020  1.450
 BZN  C3   C4    single    1.549  0.020  1.549
 BZN  C3   C15   single    1.524  0.020  1.524
 BZN  C4   C5    single    1.535  0.020  1.535
 BZN  C4   C6    single    1.512  0.020  1.512
 BZN  C5   N1    single    1.451  0.020  1.451
 BZN  C6   O7    single    1.406  0.020  1.406
 BZN  C15  N16   single    1.459  0.020  1.459
 BZN  N16  C24   single    1.459  0.020  1.459
 BZN  N16  S17   single    1.641  0.020  1.641
 BZN  C24  C25   single    1.528  0.020  1.528
 BZN  C25  C27   single    1.523  0.020  1.523
 BZN  C25  C26   single    1.525  0.020  1.525
 BZN  S17  O29   double    1.456  0.020  1.456
 BZN  S17  O28   double    1.458  0.020  1.458
 BZN  S17  C18   single    1.773  0.020  1.773
 BZN  C18  C23   aromatic  1.391  0.020  1.391
 BZN  C18  C19   aromatic  1.387  0.020  1.387
 BZN  C23  C22   aromatic  1.385  0.020  1.385
 BZN  C22  C21   aromatic  1.391  0.020  1.391
 BZN  C21  C20   aromatic  1.387  0.020  1.387
 BZN  C20  C19   aromatic  1.388  0.020  1.388
 BZN  O7   C8    single    1.404  0.020  1.404
 BZN  C8   C9    single    1.502  0.020  1.502
 BZN  C9   C14   aromatic  1.391  0.020  1.391
 BZN  C9   C10   aromatic  1.394  0.020  1.394
 BZN  C14  C13   aromatic  1.390  0.020  1.390
 BZN  C13  C12   aromatic  1.387  0.020  1.387
 BZN  C12  C11   aromatic  1.390  0.020  1.390
 BZN  C11  C10   aromatic  1.387  0.020  1.387
 BZN  C2   H2    single    0.970  0.020  1.090
 BZN  C2   H2A   single    0.970  0.020  1.090
 BZN  C3   H3    single    0.970  0.020  1.090
 BZN  C4   H4    single    0.970  0.020  1.090
 BZN  C5   H5    single    0.970  0.020  1.090
 BZN  C5   H5A   single    0.970  0.020  1.090
 BZN  C6   H6    single    0.970  0.020  1.090
 BZN  C6   H6A   single    0.970  0.020  1.090
 BZN  N1   HN1   single    0.890  0.020  1.040
 BZN  C15  H15   single    0.970  0.020  1.090
 BZN  C15  H15A  single    0.970  0.020  1.090
 BZN  C24  H24   single    0.970  0.020  1.090
 BZN  C24  H24A  single    0.970  0.020  1.090
 BZN  C25  H25   single    0.970  0.020  1.090
 BZN  C27  H27   single    0.970  0.020  1.090
 BZN  C27  H27A  single    0.970  0.020  1.090
 BZN  C27  H27B  single    0.970  0.020  1.090
 BZN  C26  H26   single    0.970  0.020  1.090
 BZN  C26  H26A  single    0.970  0.020  1.090
 BZN  C26  H26B  single    0.970  0.020  1.090
 BZN  C23  H23   single    0.930  0.020  1.080
 BZN  C22  H22   single    0.930  0.020  1.080
 BZN  C21  H21   single    0.930  0.020  1.080
 BZN  C20  H20   single    0.930  0.020  1.080
 BZN  C19  H19   single    0.930  0.020  1.080
 BZN  C8   H8    single    0.970  0.020  1.090
 BZN  C8   H8A   single    0.970  0.020  1.090
 BZN  C14  H14   single    0.930  0.020  1.080
 BZN  C13  H13   single    0.930  0.020  1.080
 BZN  C12  H12   single    0.930  0.020  1.080
 BZN  C11  H11   single    0.930  0.020  1.080
 BZN  C10  H10   single    0.930  0.020  1.080

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
 BZN  H2A   C2   H2    107.41  3.000
 BZN  H2A   C2   N1    111.47  3.000
 BZN  H2    C2   N1    112.95  3.000
 BZN  H2A   C2   C3    113.04  3.000
 BZN  H2    C2   C3    109.52  3.000
 BZN  N1    C2   C3    102.51  3.000
 BZN  H3    C3   C15   109.88  3.000
 BZN  H3    C3   C4    110.29  3.000
 BZN  C15   C3   C4    109.80  3.000
 BZN  H3    C3   C2    110.49  3.000
 BZN  C15   C3   C2    112.41  3.000
 BZN  C4    C3   C2    103.83  3.000
 BZN  H4    C4   C6    108.63  3.000
 BZN  H4    C4   C5    109.35  3.000
 BZN  C6    C4   C5    113.42  3.000
 BZN  H4    C4   C3    109.46  3.000
 BZN  C6    C4   C3    111.69  3.000
 BZN  C5    C4   C3    104.17  3.000
 BZN  H5A   C5   H5    107.43  3.000
 BZN  H5A   C5   N1    112.89  3.000
 BZN  H5    C5   N1    111.49  3.000
 BZN  H5A   C5   C4    109.47  3.000
 BZN  H5    C5   C4    112.84  3.000
 BZN  N1    C5   C4    102.79  3.000
 BZN  H6A   C6   H6    106.76  3.000
 BZN  H6A   C6   O7    110.51  3.000
 BZN  H6    C6   O7    110.72  3.000
 BZN  H6A   C6   C4    109.53  3.000
 BZN  H6    C6   C4    110.24  3.000
 BZN  O7    C6   C4    109.07  3.000
 BZN  HN1   N1   C5    112.37  3.000
 BZN  HN1   N1   C2    112.25  3.000
 BZN  C5    N1   C2    104.37  3.000
 BZN  H15A  C15  H15   106.11  3.000
 BZN  H15A  C15  N16   109.72  3.000
 BZN  H15   C15  N16   109.79  3.000
 BZN  H15A  C15  C3    107.88  3.000
 BZN  H15   C15  C3    109.85  3.000
 BZN  N16   C15  C3    113.22  3.000
 BZN  S17   N16  C24   121.58  3.000
 BZN  S17   N16  C15   117.87  3.000
 BZN  C24   N16  C15   118.27  3.000
 BZN  H24A  C24  H24   106.01  3.000
 BZN  H24A  C24  C25   109.61  3.000
 BZN  H24   C24  C25   109.67  3.000
 BZN  H24A  C24  N16   108.02  3.000
 BZN  H24   C24  N16   108.91  3.000
 BZN  C25   C24  N16   114.28  3.000
 BZN  H25   C25  C26   107.40  3.000
 BZN  H25   C25  C27   108.22  3.000
 BZN  C26   C25  C27   111.27  3.000
 BZN  H25   C25  C24   108.58  3.000
 BZN  C26   C25  C24   108.95  3.000
 BZN  C27   C25  C24   112.27  3.000
 BZN  H27B  C27  H27A  107.26  3.000
 BZN  H27B  C27  H27   107.73  3.000
 BZN  H27A  C27  H27   107.71  3.000
 BZN  H27B  C27  C25   112.36  3.000
 BZN  H27A  C27  C25   110.52  3.000
 BZN  H27   C27  C25   111.06  3.000
 BZN  H26B  C26  H26A  107.64  3.000
 BZN  H26B  C26  H26   107.76  3.000
 BZN  H26A  C26  H26   107.61  3.000
 BZN  H26B  C26  C25   111.20  3.000
 BZN  H26A  C26  C25   110.86  3.000
 BZN  H26   C26  C25   111.59  3.000
 BZN  C18   S17  O28   107.23  3.000
 BZN  C18   S17  O29   108.09  3.000
 BZN  O28   S17  O29   118.72  3.000
 BZN  C18   S17  N16   103.53  3.000
 BZN  O28   S17  N16   110.33  3.000
 BZN  O29   S17  N16   107.87  3.000
 BZN  C19   C18  C23   121.40  3.000
 BZN  C19   C18  S17   120.08  3.000
 BZN  C23   C18  S17   118.45  3.000
 BZN  H23   C23  C22   120.03  3.000
 BZN  H23   C23  C18   120.96  3.000
 BZN  C22   C23  C18   119.01  3.000
 BZN  H22   C22  C21   120.14  3.000
 BZN  H22   C22  C23   119.69  3.000
 BZN  C21   C22  C23   120.17  3.000
 BZN  H21   C21  C20   119.94  3.000
 BZN  H21   C21  C22   119.82  3.000
 BZN  C20   C21  C22   120.24  3.000
 BZN  H20   C20  C19   119.60  3.000
 BZN  H20   C20  C21   120.24  3.000
 BZN  C19   C20  C21   120.17  3.000
 BZN  H19   C19  C20   120.06  3.000
 BZN  H19   C19  C18   120.92  3.000
 BZN  C20   C19  C18   119.02  3.000
 BZN  C8    O7   C6    113.08  3.000
 BZN  H8A   C8   H8    106.35  3.000
 BZN  H8A   C8   C9    109.38  3.000
 BZN  H8    C8   C9    110.05  3.000
 BZN  H8A   C8   O7    110.19  3.000
 BZN  H8    C8   O7    111.19  3.000
 BZN  C9    C8   O7    109.62  3.000
 BZN  C10   C9   C14   118.87  3.000
 BZN  C10   C9   C8    120.61  3.000
 BZN  C14   C9   C8    120.49  3.000
 BZN  H14   C14  C13   119.61  3.000
 BZN  H14   C14  C9    119.64  3.000
 BZN  C13   C14  C9    120.75  3.000
 BZN  H13   C13  C12   120.17  3.000
 BZN  H13   C13  C14   119.79  3.000
 BZN  C12   C13  C14   120.04  3.000
 BZN  H12   C12  C11   120.19  3.000
 BZN  H12   C12  C13   120.24  3.000
 BZN  C11   C12  C13   119.58  3.000
 BZN  H11   C11  C10   119.75  3.000
 BZN  H11   C11  C12   119.96  3.000
 BZN  C10   C11  C12   120.28  3.000
 BZN  H10   C10  C11   119.55  3.000
 BZN  H10   C10  C9    119.97  3.000
 BZN  C11   C10  C9    120.48  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
 BZN  CONST_01  C21  C22  C23  C18    0.00   0.0  0
 BZN  CONST_02  C21  C20  C19  C18    0.00   0.0  0
 BZN  CONST_03  C20  C19  C18  C23    0.00   0.0  0
 BZN  CONST_04  C20  C21  C22  C23    0.00   0.0  0
 BZN  CONST_05  C19  C18  C23  C22    0.00   0.0  0
 BZN  CONST_06  C19  C20  C21  C22    0.00   0.0  0
 BZN  CONST_07  C12  C13  C14  C9     0.00   0.0  0
 BZN  CONST_08  C12  C11  C10  C9     0.00   0.0  0
 BZN  CONST_09  C11  C10  C9   C14    0.00   0.0  0
 BZN  CONST_10  C11  C12  C13  C14    0.00   0.0  0
 BZN  CONST_11  C10  C9   C14  C13    0.00   0.0  0
 BZN  CONST_12  C10  C11  C12  C13    0.00   0.0  0
 BZN  CONST_13  C22  C23  C18  S17  180.00   0.0  0
 BZN  CONST_14  C20  C19  C18  S17  180.00   0.0  0
 BZN  CONST_15  C13  C14  C9   C8   180.00   0.0  0
 BZN  CONST_16  C11  C10  C9   C8   180.00   0.0  0
 BZN  CONST_17  H22  C22  C23  C18  180.00   0.0  0
 BZN  CONST_18  H20  C20  C19  C18  180.00   0.0  0
 BZN  CONST_19  H19  C19  C18  C23  180.00   0.0  0
 BZN  CONST_20  H21  C21  C22  C23  180.00   0.0  0
 BZN  CONST_21  H23  C23  C22  C21  180.00   0.0  0
 BZN  CONST_22  H13  C13  C14  C9   180.00   0.0  0
 BZN  CONST_23  H11  C11  C10  C9   180.00   0.0  0
 BZN  CONST_24  H10  C10  C9   C14  180.00   0.0  0
 BZN  CONST_25  H12  C12  C13  C14  180.00   0.0  0
 BZN  CONST_26  H14  C14  C13  C12  180.00   0.0  0
 BZN  Var_01    C4   C5   N1   C2   -45.28  30.0  1
 BZN  Var_02    C5   N1   C2   C3    46.79  30.0  1
 BZN  Var_03    C23  C18  S17  N16   81.01  30.0  2
 BZN  Var_04    C14  C9   C8   O7   137.59  30.0  2
 BZN  Var_05    C24  N16  C15  C3    61.14  30.0  3
 BZN  Var_06    C9   C8   O7   C6   172.00  30.0  3
 BZN  Var_07    C18  S17  N16  C15   75.71  30.0  3
 BZN  Var_08    C25  C24  N16  C15   58.59  30.0  3
 BZN  Var_09    C27  C25  C24  N16   59.39  30.0  3
 BZN  Var_10    H27  C27  C25  C24   60.96  30.0  3
 BZN  Var_11    H26  C26  C25  C24   56.62  30.0  3
 BZN  Var_12    H6   C6   O7   C8    63.49  30.0  1

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
 BZN  chir_01  C3  C2  C4  C15  negativ
 BZN  chir_02  C4  C3  C5  C6   positiv

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
 BZN  plan-1  S17  0.020
 BZN  plan-1  C18  0.020
 BZN  plan-1  C23  0.020
 BZN  plan-1  C22  0.020
 BZN  plan-1  C21  0.020
 BZN  plan-1  C20  0.020
 BZN  plan-1  C19  0.020
 BZN  plan-1  H23  0.020
 BZN  plan-1  H22  0.020
 BZN  plan-1  H21  0.020
 BZN  plan-1  H20  0.020
 BZN  plan-1  H19  0.020
 BZN  plan-2  C8   0.020
 BZN  plan-2  C9   0.020
 BZN  plan-2  C14  0.020
 BZN  plan-2  C13  0.020
 BZN  plan-2  C12  0.020
 BZN  plan-2  C11  0.020
 BZN  plan-2  C10  0.020
 BZN  plan-2  H14  0.020
 BZN  plan-2  H13  0.020
 BZN  plan-2  H12  0.020
 BZN  plan-2  H11  0.020
 BZN  plan-2  H10  0.020

