# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 22:14:30 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: {[5-(3-{[1-(benzylsulfonyl)piperidin-4-yl]amino}phenyl)-4-bromo-2-(2H-tetrazol-5-yl)thiophen-3-yl]oxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1c(Br)c(sc1c2n[nH]nn2)c3cccc(NC4CCN(CC4)[S](=O)(=O)Cc5ccccc5)c3
#
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
 902  902  '{[5-(3-{[1-(benzylsulfonyl)piperidin-4-yl]amino}phenyl)-4-bromo-2-(2H-tetrazol-5-yl)thiophen-3-yl]oxy}acetic acid'  ligand  63  39  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_902
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
 902  S1    S   S2     0   0.290   0.9432   6.0557  -0.7183
 902  C2    C   CR5    0  -0.341   0.3044   6.2144  -2.3097
 902  C3    C   CR5    0   0.453  -0.4074   5.1025  -2.6746
 902  C4    C   CR5    0  -0.131  -0.4157   4.1187  -1.6403
 902  C5    C   CR5    0  -0.203   0.2668   4.4848  -0.5175
 902  C6    C   CR5    0   0.399   0.5492   7.4165  -3.0671
 902  N7    N   N      0  -0.268   1.1728   8.4670  -2.5633
 902  N8    N   N      0  -0.331   0.2016   7.6219  -4.3527
 902  C9    C   CR6    0   0.095   0.4936   3.7640   0.7386
 902  C10   C   CR16   0  -0.391   1.0155   2.4731   0.6967
 902  C11   C   CR6    0   0.416   1.2654   1.7612   1.8768
 902  C12   C   CR16   0  -0.355   0.9737   2.3911   3.0995
 902  C13   C   CR16   0  -0.230   0.4654   3.6747   3.1299
 902  C14   C   CR16   0  -0.345   0.2180   4.3790   1.9571
 902  BR19  BR  BR     0   0.000  -1.3933   2.5405  -1.8301
 902  O20   O   O2     0  -0.456  -1.0586   4.9484  -3.8317
 902  C21   C   CH2    0  -0.300  -0.2886   4.3369  -4.8723
 902  C22   C   C      0   0.374  -1.1386   4.1313  -6.1330
 902  O25   O   OC    -1  -0.623  -0.5084   3.6121  -7.0751
 902  O26   O   O      0  -0.591  -2.3263   4.4815  -6.1065
 902  N28   N   NH1    0  -0.709   1.8154   0.5110   1.8714
 902  C29   C   CH1    0  -0.129   1.9379  -0.3135   0.6893
 902  C30   C   CH2    0  -0.449   2.8171  -1.5244   0.9863
 902  C31   C   CH2    0  -0.324   2.1320  -2.5499   1.8789
 902  N32   N   N      0  -0.572   0.8491  -2.9318   1.2849
 902  C33   C   CH2    0  -0.308  -0.0653  -1.8046   1.0817
 902  C34   C   CH2    0  -0.443   0.5857  -0.7945   0.1524
 902  S44   S   S      0   1.371   0.1994  -4.3745   1.7511
 902  O45   O   OS     0  -0.660   1.2617  -5.3682   1.7055
 902  O46   O   OS     0  -0.660  -0.9994  -4.5948   0.9561
 902  C47   C   CH2    0  -0.725  -0.3040  -4.1879   3.4735
 902  C48   C   CR6    0   0.128  -0.8907  -5.4719   3.9691
 902  C51   C   CR16   0  -0.281  -0.0746  -6.4462   4.5372
 902  C52   C   CR16   0  -0.242  -0.6180  -7.6445   4.9776
 902  C53   C   CR16   0  -0.260  -1.9804  -7.8815   4.8471
 902  C54   C   CR16   0  -0.242  -2.7984  -6.9144   4.2772
 902  C55   C   CR16   0  -0.281  -2.2547  -5.7165   3.8362
 902  N61   N   N      0  -0.053   0.6120   8.8109  -4.6493
 902  N62   N   NR15   0  -0.229   1.1774   9.2812  -3.5824
 902  H10   H   HCR6   0   0.265   1.2545   2.0416  -0.2652
 902  H12   H   HCR6   0   0.261   1.1580   1.8627   4.0275
 902  H13   H   HCR6   0   0.258   0.2504   4.1344   4.0859
 902  H14   H   HCR6   0   0.252  -0.2016   5.3759   1.9912
 902  H211  H   HCH2   0   0.232   0.5739   4.9665  -5.1131
 902  H212  H   HCH2   0   0.229   0.0972   3.3681  -4.5352
 902  HN28  H   HNH1   0   0.385   1.8734   0.0522   2.7657
 902  H29   H   HCH1   0   0.263   2.4373   0.2717  -0.0880
 902  H301  H   HCH2   0   0.263   3.7499  -1.2108   1.4587
 902  H302  H   HCH2   0   0.258   3.0768  -2.0019   0.0399
 902  H311  H   HCH2   0   0.285   2.7718  -3.4252   1.9636
 902  H312  H   HCH2   0   0.238   1.9897  -2.1555   2.8938
 902  H331  H   HCH2   0   0.237  -0.3213  -1.3323   2.0386
 902  H332  H   HCH2   0   0.280  -0.9903  -2.1602   0.6343
 902  H341  H   HCH2   0   0.245   0.7307  -1.2485  -0.8311
 902  H342  H   HCH2   0   0.256  -0.1005   0.0442   0.0181
 902  H471  H   HCH2   0   0.321   0.5859  -3.8980   4.0350
 902  H472  H   HCH2   0   0.322  -1.0218  -3.3667   3.5111
 902  H51   H   HCR6   0   0.257   0.9870  -6.2627   4.6477
 902  H52   H   HCR6   0   0.260   0.0224  -8.3944   5.4235
 902  H53   H   HCR6   0   0.261  -2.4036  -8.8151   5.1938
 902  H54   H   HCR6   0   0.260  -3.8609  -7.0929   4.1758
 902  H55   H   HCR6   0   0.257  -2.8959  -4.9623   3.3969
 902  HN62  H   HNR5   0   0.460   1.5905  10.2044  -3.5494

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
 902  S1   C5    aromatic  1.722  0.020  1.722
 902  S1   C2    aromatic  1.722  0.020  1.722
 902  C2   C6    single    1.442  0.020  1.442
 902  C2   C3    aromatic  1.370  0.020  1.370
 902  C3   C4    aromatic  1.428  0.020  1.428
 902  C3   O20   single    1.337  0.020  1.337
 902  C4   C5    aromatic  1.364  0.020  1.364
 902  C4   BR19  single    1.866  0.020  1.866
 902  C5   C9    single    1.466  0.020  1.466
 902  C6   N7    aromatic  1.321  0.020  1.321
 902  C6   N8    aromatic  1.347  0.020  1.347
 902  N7   N62   aromatic  1.304  0.020  1.304
 902  N8   N61   aromatic  1.292  0.020  1.292
 902  C9   C14   aromatic  1.392  0.020  1.392
 902  C9   C10   aromatic  1.393  0.020  1.393
 902  C10  C11   aromatic  1.401  0.020  1.401
 902  C10  H10   single    0.930  0.020  1.080
 902  C11  C12   aromatic  1.406  0.020  1.406
 902  C11  N28   single    1.366  0.020  1.366
 902  C12  C13   aromatic  1.381  0.020  1.381
 902  C12  H12   single    0.930  0.020  1.080
 902  C13  C14   aromatic  1.390  0.020  1.390
 902  C13  H13   single    0.930  0.020  1.080
 902  C14  H14   single    0.930  0.020  1.080
 902  O20  C21   single    1.432  0.020  1.432
 902  C21  C22   single    1.534  0.020  1.534
 902  C21  H211  single    0.970  0.020  1.090
 902  C21  H212  single    0.970  0.020  1.090
 902  C22  O26   deloc     1.239  0.020  1.239
 902  C22  O25   deloc     1.247  0.020  1.247
 902  N28  C29   single    1.447  0.020  1.447
 902  N28  HN28  single    0.860  0.020  1.020
 902  C29  C34   single    1.532  0.020  1.532
 902  C29  C30   single    1.526  0.020  1.526
 902  C29  H29   single    0.970  0.020  1.090
 902  C30  C31   single    1.522  0.020  1.522
 902  C30  H301  single    0.970  0.020  1.090
 902  C30  H302  single    0.970  0.020  1.090
 902  C31  N32   single    1.464  0.020  1.464
 902  C31  H311  single    0.970  0.020  1.090
 902  C31  H312  single    0.970  0.020  1.090
 902  N32  C33   single    1.466  0.020  1.466
 902  N32  S44   single    1.650  0.020  1.650
 902  C33  C34   single    1.519  0.020  1.519
 902  C33  H331  single    0.970  0.020  1.090
 902  C33  H332  single    0.970  0.020  1.090
 902  C34  H341  single    0.970  0.020  1.090
 902  C34  H342  single    0.970  0.020  1.090
 902  S44  C47   single    1.804  0.020  1.804
 902  S44  O46   double    1.455  0.020  1.455
 902  S44  O45   double    1.455  0.020  1.455
 902  C47  C48   single    1.496  0.020  1.496
 902  C47  H471  single    0.970  0.020  1.090
 902  C47  H472  single    0.970  0.020  1.090
 902  C48  C55   aromatic  1.392  0.020  1.392
 902  C48  C51   aromatic  1.392  0.020  1.392
 902  C51  C52   aromatic  1.387  0.020  1.387
 902  C51  H51   single    0.930  0.020  1.080
 902  C52  C53   aromatic  1.389  0.020  1.389
 902  C52  H52   single    0.930  0.020  1.080
 902  C53  C54   aromatic  1.389  0.020  1.389
 902  C53  H53   single    0.930  0.020  1.080
 902  C54  C55   aromatic  1.387  0.020  1.387
 902  C54  H54   single    0.930  0.020  1.080
 902  C55  H55   single    0.930  0.020  1.080
 902  N61  N62   aromatic  1.296  0.020  1.296
 902  N62  HN62  single    0.860  0.020  1.020

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
 902  C5    S1   C2     92.64  3.000
 902  C6    C2   C3    128.69  3.000
 902  C3    C2   S1    111.35  3.000
 902  C6    C2   S1    119.95  3.000
 902  O20   C3   C4    123.02  3.000
 902  O20   C3   C2    125.27  3.000
 902  C4    C3   C2    111.68  3.000
 902  BR19  C4   C5    124.95  3.000
 902  BR19  C4   C3    120.81  3.000
 902  C5    C4   C3    114.11  3.000
 902  C9    C5   C4    130.60  3.000
 902  C9    C5   S1    119.19  3.000
 902  C4    C5   S1    110.21  3.000
 902  N8    C6   N7    111.37  3.000
 902  N8    C6   C2    125.77  3.000
 902  N7    C6   C2    122.86  3.000
 902  N62   N7   C6    101.53  3.000
 902  N61   N8   C6    106.10  3.000
 902  C14   C9   C10   120.65  3.000
 902  C10   C9   C5    119.20  3.000
 902  C14   C9   C5    120.13  3.000
 902  H10   C10  C11   120.49  3.000
 902  H10   C10  C9    118.65  3.000
 902  C11   C10  C9    120.83  3.000
 902  N28   C11  C12   119.81  3.000
 902  N28   C11  C10   122.26  3.000
 902  C12   C11  C10   117.90  3.000
 902  H12   C12  C13   119.80  3.000
 902  H12   C12  C11   119.41  3.000
 902  C13   C12  C11   120.79  3.000
 902  H13   C13  C14   119.65  3.000
 902  H13   C13  C12   119.16  3.000
 902  C14   C13  C12   121.19  3.000
 902  H14   C14  C13   120.60  3.000
 902  H14   C14  C9    120.74  3.000
 902  C13   C14  C9    118.64  3.000
 902  C21   O20  C3    114.61  3.000
 902  H212  C21  H211  107.38  3.000
 902  H212  C21  C22   109.23  3.000
 902  H211  C21  C22   109.44  3.000
 902  H212  C21  O20   110.08  3.000
 902  H211  C21  O20   109.75  3.000
 902  C22   C21  O20   110.89  3.000
 902  O26   C22  O25   128.21  3.000
 902  O25   C22  C21   113.37  3.000
 902  O26   C22  C21   118.41  3.000
 902  HN28  N28  C29   117.47  3.000
 902  HN28  N28  C11   115.90  3.000
 902  C29   N28  C11   123.99  3.000
 902  H29   C29  C34   108.78  3.000
 902  H29   C29  C30   107.45  3.000
 902  C34   C29  C30   109.13  3.000
 902  H29   C29  N28   108.33  3.000
 902  C30   C29  N28   110.01  3.000
 902  C34   C29  N28   112.99  3.000
 902  H302  C30  H301  107.31  3.000
 902  H302  C30  C31   108.71  3.000
 902  H301  C30  C31   108.92  3.000
 902  H302  C30  C29   108.39  3.000
 902  H301  C30  C29   110.41  3.000
 902  C31   C30  C29   112.92  3.000
 902  H312  C31  H311  107.06  3.000
 902  H312  C31  N32   110.79  3.000
 902  H311  C31  N32   109.70  3.000
 902  H312  C31  C30   110.99  3.000
 902  H311  C31  C30   108.85  3.000
 902  N32   C31  C30   109.39  3.000
 902  S44   N32  C33   117.78  3.000
 902  S44   N32  C31   117.29  3.000
 902  C33   N32  C31   113.72  3.000
 902  H332  C33  H331  107.52  3.000
 902  H332  C33  C34   109.29  3.000
 902  H331  C33  C34   110.32  3.000
 902  H332  C33  N32   109.65  3.000
 902  H331  C33  N32   110.83  3.000
 902  C34   C33  N32   109.20  3.000
 902  H342  C34  H341  106.96  3.000
 902  H342  C34  C33   108.46  3.000
 902  H341  C34  C33   109.34  3.000
 902  H342  C34  C29   110.89  3.000
 902  H341  C34  C29   109.18  3.000
 902  C33   C34  C29   111.87  3.000
 902  C47   S44  O46   107.90  3.000
 902  O46   S44  O45   118.74  3.000
 902  C47   S44  O45   107.71  3.000
 902  O45   S44  N32   107.51  3.000
 902  O46   S44  N32   107.61  3.000
 902  C47   S44  N32   106.81  3.000
 902  H472  C47  H471  108.58  3.000
 902  H472  C47  C48   112.12  3.000
 902  H471  C47  C48   112.16  3.000
 902  H472  C47  S44   107.11  3.000
 902  H471  C47  S44   106.92  3.000
 902  C48   C47  S44   109.69  3.000
 902  C55   C48  C51   119.36  3.000
 902  C51   C48  C47   120.39  3.000
 902  C55   C48  C47   120.22  3.000
 902  H51   C51  C52   119.86  3.000
 902  H51   C51  C48   119.84  3.000
 902  C52   C51  C48   120.29  3.000
 902  H52   C52  C53   120.05  3.000
 902  H52   C52  C51   119.83  3.000
 902  C53   C52  C51   120.11  3.000
 902  H53   C53  C54   120.12  3.000
 902  H53   C53  C52   120.05  3.000
 902  C54   C53  C52   119.83  3.000
 902  H54   C54  C55   119.82  3.000
 902  H54   C54  C53   120.12  3.000
 902  C55   C54  C53   120.05  3.000
 902  H55   C55  C54   119.88  3.000
 902  H55   C55  C48   119.76  3.000
 902  C54   C55  C48   120.35  3.000
 902  N62   N61  N8    106.47  3.000
 902  HN62  N62  N61   122.42  3.000
 902  HN62  N62  N7    123.05  3.000
 902  N61   N62  N7    114.53  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
 902  CONST_01  C3    C4   C5   S1      0.00   0.0  0
 902  CONST_04  N7    C6   C2   S1      0.00   0.0  0
 902  CONST_05  N8    C6   C2   S1    180.00   0.0  0
 902  CONST_06  C4    C3   C2   S1      0.00   0.0  0
 902  CONST_07  C4    C5   S1   C2      0.00   0.0  0
 902  CONST_08  C9    C5   S1   C2    180.00   0.0  0
 902  CONST_09  N62   N7   C6   C2    180.00   0.0  0
 902  CONST_10  N61   N8   C6   C2    180.00   0.0  0
 902  CONST_11  C5    C4   C3   C2      0.00   0.0  0
 902  CONST_12  C5    S1   C2   C3      0.00   0.0  0
 902  CONST_13  N7    C6   C2   C3    180.00   0.0  0
 902  CONST_14  N8    C6   C2   C3      0.00   0.0  0
 902  CONST_15  C9    C5   C4   C3    180.00   0.0  0
 902  CONST_16  C6    C2   C3   C4    180.00   0.0  0
 902  CONST_19  C6    C2   S1   C5    180.00   0.0  0
 902  CONST_20  C13   C14  C9   C5    180.00   0.0  0
 902  CONST_21  C11   C10  C9   C5    180.00   0.0  0
 902  CONST_22  N61   N62  N7   C6      0.00   0.0  0
 902  CONST_23  N62   N61  N8   C6      0.00   0.0  0
 902  CONST_24  N61   N8   C6   N7      0.00   0.0  0
 902  CONST_25  N8    N61  N62  N7      0.00   0.0  0
 902  CONST_26  N62   N7   C6   N8      0.00   0.0  0
 902  CONST_27  C12   C13  C14  C9      0.00   0.0  0
 902  CONST_28  C12   C11  C10  C9      0.00   0.0  0
 902  CONST_29  C13   C14  C9   C10     0.00   0.0  0
 902  CONST_30  C13   C12  C11  C10     0.00   0.0  0
 902  CONST_31  C14   C9   C10  C11     0.00   0.0  0
 902  CONST_32  C14   C13  C12  C11     0.00   0.0  0
 902  CONST_33  C53   C54  C55  C48     0.00   0.0  0
 902  CONST_34  C53   C52  C51  C48     0.00   0.0  0
 902  CONST_35  C54   C55  C48  C51     0.00   0.0  0
 902  CONST_36  C54   C53  C52  C51     0.00   0.0  0
 902  CONST_37  C55   C48  C51  C52     0.00   0.0  0
 902  CONST_38  C55   C54  C53  C52     0.00   0.0  0
 902  CONST_39  BR19  C4   C5   S1    180.00   0.0  0
 902  CONST_40  O20   C3   C2   S1    180.00   0.0  0
 902  CONST_41  BR19  C4   C3   C2    180.00   0.0  0
 902  CONST_42  O20   C3   C4   C5    180.00   0.0  0
 902  CONST_43  O20   C3   C2   C6      0.00   0.0  0
 902  CONST_44  BR19  C4   C5   C9      0.00   0.0  0
 902  CONST_45  N28   C11  C10  C9    180.00   0.0  0
 902  CONST_46  N28   C11  C12  C13   180.00   0.0  0
 902  CONST_47  C54   C55  C48  C47   180.00   0.0  0
 902  CONST_48  C52   C51  C48  C47   180.00   0.0  0
 902  CONST_49  C29   N28  C11  C10     0.00   0.0  0
 902  CONST_50  C29   N28  C11  C12   180.00   0.0  0
 902  CONST_51  H14   C14  C9   C5      0.00   0.0  0
 902  CONST_52  H10   C10  C9   C5      0.00   0.0  0
 902  CONST_53  HN62  N62  N7   C6    180.00   0.0  0
 902  CONST_54  H13   C13  C14  C9    180.00   0.0  0
 902  CONST_55  H12   C12  C11  C10   180.00   0.0  0
 902  CONST_56  H54   C54  C55  C48   180.00   0.0  0
 902  CONST_57  H52   C52  C51  C48   180.00   0.0  0
 902  CONST_58  H55   C55  C48  C51   180.00   0.0  0
 902  CONST_59  H53   C53  C52  C51   180.00   0.0  0
 902  CONST_60  H51   C51  C52  C53   180.00   0.0  0
 902  CONST_61  HN28  N28  C11  C10   180.00   0.0  0
 902  Var_01    N32   C33  C34  C29   -56.77  30.0  1
 902  Var_02    N32   C31  C30  C29    54.36  30.0  1
 902  Var_03    C33   N32  C31  C30   -58.42  30.0  1
 902  Var_04    C34   C33  N32  C31    59.95  30.0  1
 902  Var_05    C47   S44  N32  C31    69.18  30.0  3
 902  Var_06    C48   C47  S44  N32  -179.33  30.0  3
 902  Var_07    C55   C48  C47  S44   -89.61  30.0  2
 902  Var_08    C22   C21  O20  C3    176.87  30.0  3
 902  Var_09    O26   C22  C21  O20    -0.76  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
 902  chir_01  C29  N28  C34  C30  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
 902  plan-1  S1    0.020
 902  plan-1  C2    0.020
 902  plan-1  C3    0.020
 902  plan-1  C4    0.020
 902  plan-1  C5    0.020
 902  plan-1  C6    0.020
 902  plan-1  C9    0.020
 902  plan-1  BR19  0.020
 902  plan-1  O20   0.020
 902  plan-2  C2    0.020
 902  plan-2  C6    0.020
 902  plan-2  N7    0.020
 902  plan-2  N8    0.020
 902  plan-2  N61   0.020
 902  plan-2  N62   0.020
 902  plan-2  HN62  0.020
 902  plan-3  C5    0.020
 902  plan-3  C9    0.020
 902  plan-3  C10   0.020
 902  plan-3  C11   0.020
 902  plan-3  C12   0.020
 902  plan-3  C13   0.020
 902  plan-3  C14   0.020
 902  plan-3  N28   0.020
 902  plan-3  H10   0.020
 902  plan-3  H12   0.020
 902  plan-3  H13   0.020
 902  plan-3  H14   0.020
 902  plan-4  C47   0.020
 902  plan-4  C48   0.020
 902  plan-4  C51   0.020
 902  plan-4  C52   0.020
 902  plan-4  C53   0.020
 902  plan-4  C54   0.020
 902  plan-4  C55   0.020
 902  plan-4  H51   0.020
 902  plan-4  H52   0.020
 902  plan-4  H53   0.020
 902  plan-4  H54   0.020
 902  plan-4  H55   0.020
 902  plan-5  C11   0.020
 902  plan-5  N28   0.020
 902  plan-5  C29   0.020
 902  plan-5  HN28  0.020
 902  plan-6  C21   0.020
 902  plan-6  C22   0.020
 902  plan-6  O25   0.020
 902  plan-6  O26   0.020

