# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 20:00:27 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: 2-[4-bromo-2-(3-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl)phenoxy]-N-(1-propanoylazetidin-3-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CC(C1)NC(=O)COc2ccc(Br)cc2C(=O)N3CC=C(C3)c4ccccc4
#
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
 O5V  O5V  2-[4-bromo-2-(3-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl)phenoxy]-N-(1-propanoylazetidin-3-yl)acetamide  ligand  59  33  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O5V
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
 O5V  C01   C   CH3   0  -0.654   9.1560  -2.8083   2.0609
 O5V  C02   C   CH2   0  -0.573   7.7042  -2.3904   1.9128
 O5V  C03   C   C     0   0.528   7.1996  -2.4517   0.4875
 O5V  O04   O   O     0  -0.502   7.8943  -2.7858  -0.4641
 O5V  N05   N   N     0  -0.457   5.9154  -2.1138   0.3277
 O5V  C06   C   C     0  -0.243   5.1328  -1.9772  -0.8862
 O5V  C07   C   C     0  -0.168   3.9333  -1.5675  -0.0017
 O5V  C08   C   C     0  -0.242   4.8951  -1.5753   1.2125
 O5V  N09   N   NH1   0  -0.640   3.2949  -0.3305  -0.3295
 O5V  C10   C   C     0   0.525   1.9674  -0.1240  -0.2554
 O5V  O11   O   O     0  -0.458   1.1479  -0.9789   0.0205
 O5V  C12   C   CH2   0  -0.315   1.5675   1.3227  -0.5006
 O5V  O13   O   O2    0  -0.457   0.2577   1.3163  -1.0077
 O5V  C14   C   CR6   0   0.410  -0.4854   2.4327  -0.9225
 O5V  C15   C   CR16  0  -0.369   0.0097   3.6884  -0.5890
 O5V  C16   C   CR16  0  -0.214  -0.8446   4.7812  -0.5341
 O5V  C17   C   CR6   0  -0.130  -2.1884   4.6194  -0.8232
 O5V  BR18  BR  BR    0  -0.045  -3.3506   6.1051  -0.7514
 O5V  C19   C   CR16  0  -0.231  -2.6902   3.3743  -1.1746
 O5V  C20   C   CR6   0  -0.162  -1.8438   2.2779  -1.2087
 O5V  C21   C   C     0   0.516  -2.3850   0.9509  -1.6547
 O5V  O22   O   O     0  -0.489  -2.6817   0.7686  -2.8287
 O5V  N23   N   NR5   0  -0.476  -2.5477   0.0217  -0.7117
 O5V  C24   C   CH2   0  -0.256  -2.2675   0.1755   0.7106
 O5V  C25   C   CR15  0  -0.365  -2.7495  -1.1220   1.2621
 O5V  C26   C   CR5   0   0.096  -3.1982  -1.9423   0.3114
 O5V  C27   C   CH2   0  -0.291  -3.0825  -1.2897  -1.0377
 O5V  C28   C   CR6   0   0.122  -3.7386  -3.2939   0.4671
 O5V  C29   C   CR16  0  -0.336  -4.1067  -4.0427  -0.6528
 O5V  C30   C   CR16  0  -0.233  -4.6231  -5.3247  -0.5172
 O5V  C31   C   CR16  0  -0.269  -4.7842  -5.8827   0.7418
 O5V  C32   C   CR16  0  -0.234  -4.4217  -5.1477   1.8661
 O5V  C33   C   CR16  0  -0.328  -3.9064  -3.8705   1.7308
 O5V  H1    H   HCH3  0   0.228   9.8205  -2.1738   1.4758
 O5V  H2    H   HCH3  0   0.233   9.4597  -2.7333   3.1047
 O5V  H3    H   HCH3  0   0.228   9.3123  -3.8390   1.7448
 O5V  H4    H   HCH2  0   0.263   7.0629  -3.0176   2.5394
 O5V  H5    H   HCH2  0   0.263   7.5633  -1.3707   2.2849
 O5V  H6    H   H     0   0.249   5.4926  -1.1868  -1.5508
 O5V  H7    H   H     0   0.259   5.0092  -2.8960  -1.4605
 O5V  H8    H   H     0   0.294   3.1784  -2.3459   0.0645
 O5V  H9    H   H     0   0.259   4.6096  -2.2244   2.0419
 O5V  H10   H   H     0   0.251   5.1274  -0.5793   1.5997
 O5V  H11   H   HNH1  0   0.410   3.8896   0.4532  -0.5556
 O5V  H12   H   HCH2  0   0.274   1.6246   1.8459   0.4617
 O5V  H13   H   HCH2  0   0.266   2.2572   1.8200  -1.1904
 O5V  H14   H   HCR6  0   0.297   1.0593   3.8450  -0.3801
 O5V  H15   H   HCR6  0   0.289  -0.4418   5.7495  -0.2697
 O5V  H16   H   HCR6  0   0.288  -3.7395   3.2431  -1.4055
 O5V  H17   H   HCH2  0   0.268  -1.2010   0.3149   0.9031
 O5V  H18   H   HCH2  0   0.258  -2.7987   1.0305   1.1392
 O5V  H19   H   HCR5  0   0.265  -2.7061  -1.3300   2.3220
 O5V  H22   H   HCH2  0   0.257  -4.0495  -1.2083  -1.5445
 O5V  H23   H   HCH2  0   0.257  -2.4122  -1.8382  -1.7086
 O5V  H24   H   HCR6  0   0.260  -3.9892  -3.6324  -1.6478
 O5V  H25   H   HCR6  0   0.259  -4.8986  -5.8850  -1.4014
 O5V  H26   H   HCR6  0   0.259  -5.1889  -6.8805   0.8506
 O5V  H27   H   HCR6  0   0.259  -4.5456  -5.5723   2.8539
 O5V  H28   H   HCR6  0   0.252  -3.6372  -3.3163   2.6208

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
 O5V  O22   C21  double    1.225  0.020  1.225
 O5V  BR18  C17  single    1.888  0.020  1.888
 O5V  C19   C17  aromatic  1.388  0.020  1.388
 O5V  C19   C20  aromatic  1.385  0.020  1.385
 O5V  C17   C16  aromatic  1.384  0.020  1.384
 O5V  C21   C20  single    1.501  0.020  1.501
 O5V  C21   N23  single    1.334  0.020  1.334
 O5V  C20   C14  aromatic  1.397  0.020  1.397
 O5V  C16   C15  aromatic  1.388  0.020  1.388
 O5V  C14   C15  aromatic  1.390  0.020  1.390
 O5V  C14   O13  single    1.344  0.020  1.344
 O5V  N23   C24  single    1.458  0.020  1.458
 O5V  N23   C27  single    1.453  0.020  1.453
 O5V  C24   C25  single    1.490  0.020  1.490
 O5V  O13   C12  single    1.405  0.020  1.405
 O5V  C12   C10  single    1.521  0.020  1.521
 O5V  C25   C26  double    1.333  0.020  1.333
 O5V  C27   C26  single    1.503  0.020  1.503
 O5V  C26   C28  single    1.464  0.020  1.464
 O5V  C10   O11  double    1.216  0.020  1.216
 O5V  C10   N09  single    1.345  0.020  1.345
 O5V  N09   C07  single    1.430  0.020  1.430
 O5V  C28   C33  aromatic  1.399  0.020  1.399
 O5V  C28   C29  aromatic  1.397  0.020  1.397
 O5V  C33   C32  aromatic  1.384  0.020  1.384
 O5V  C29   C30  aromatic  1.389  0.020  1.389
 O5V  C07   C08  single    1.549  0.020  1.549
 O5V  C07   C06  single    1.546  0.020  1.546
 O5V  C08   N05  single    1.454  0.020  1.454
 O5V  C06   N05  single    1.451  0.020  1.451
 O5V  C32   C31  aromatic  1.391  0.020  1.391
 O5V  C30   C31  aromatic  1.386  0.020  1.386
 O5V  N05   C03  single    1.337  0.020  1.337
 O5V  C03   C02  single    1.513  0.020  1.513
 O5V  C03   O04  double    1.225  0.020  1.225
 O5V  C02   C01  single    1.518  0.020  1.518
 O5V  C01   H1   single    0.970  0.020  1.090
 O5V  C01   H2   single    0.970  0.020  1.090
 O5V  C01   H3   single    0.970  0.020  1.090
 O5V  C02   H4   single    0.970  0.020  1.090
 O5V  C02   H5   single    0.970  0.020  1.090
 O5V  C06   H6   single    0.970  0.020  1.090
 O5V  C06   H7   single    0.970  0.020  1.090
 O5V  C07   H8   single    0.970  0.020  1.090
 O5V  C08   H9   single    0.970  0.020  1.090
 O5V  C08   H10  single    0.970  0.020  1.090
 O5V  N09   H11  single    0.860  0.020  1.020
 O5V  C12   H12  single    0.970  0.020  1.090
 O5V  C12   H13  single    0.970  0.020  1.090
 O5V  C15   H14  single    0.930  0.020  1.080
 O5V  C16   H15  single    0.930  0.020  1.080
 O5V  C19   H16  single    0.930  0.020  1.080
 O5V  C24   H17  single    0.970  0.020  1.090
 O5V  C24   H18  single    0.970  0.020  1.090
 O5V  C25   H19  single    0.930  0.020  1.080
 O5V  C27   H22  single    0.970  0.020  1.090
 O5V  C27   H23  single    0.970  0.020  1.090
 O5V  C29   H24  single    0.930  0.020  1.080
 O5V  C30   H25  single    0.930  0.020  1.080
 O5V  C31   H26  single    0.930  0.020  1.080
 O5V  C32   H27  single    0.930  0.020  1.080
 O5V  C33   H28  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
 O5V  H3    C01  H2    107.65  3.000
 O5V  H3    C01  H1    107.92  3.000
 O5V  H2    C01  H1    107.73  3.000
 O5V  H3    C01  C02   111.67  3.000
 O5V  H2    C01  C02   109.94  3.000
 O5V  H1    C01  C02   111.76  3.000
 O5V  H5    C02  H4    105.30  3.000
 O5V  H5    C02  C03   108.36  3.000
 O5V  H4    C02  C03   108.71  3.000
 O5V  H5    C02  C01   110.27  3.000
 O5V  H4    C02  C01   110.30  3.000
 O5V  C03   C02  C01   113.56  3.000
 O5V  N05   C03  O04   121.38  3.000
 O5V  O04   C03  C02   123.62  3.000
 O5V  N05   C03  C02   114.99  3.000
 O5V  C08   N05  C06    95.50  3.000
 O5V  C06   N05  C03   129.92  3.000
 O5V  C08   N05  C03   134.00  3.000
 O5V  H7    C06  H6    109.03  3.000
 O5V  H7    C06  C07   115.90  3.000
 O5V  H6    C06  C07   114.30  3.000
 O5V  H7    C06  N05   114.99  3.000
 O5V  H6    C06  N05   113.52  3.000
 O5V  C07   C06  N05    87.98  3.000
 O5V  H8    C07  N09   108.88  3.000
 O5V  H8    C07  C08   112.34  3.000
 O5V  N09   C07  C08   117.46  3.000
 O5V  H8    C07  C06   112.59  3.000
 O5V  C08   C07  C06    88.02  3.000
 O5V  N09   C07  C06   116.40  3.000
 O5V  H10   C08  H9    109.16  3.000
 O5V  H10   C08  C07   113.88  3.000
 O5V  H9    C08  C07   115.87  3.000
 O5V  H10   C08  N05   113.81  3.000
 O5V  H9    C08  N05   115.20  3.000
 O5V  C07   C08  N05    87.74  3.000
 O5V  H11   N09  C10   118.32  3.000
 O5V  H11   N09  C07   117.38  3.000
 O5V  C10   N09  C07   124.10  3.000
 O5V  C12   C10  O11   121.88  3.000
 O5V  O11   C10  N09   124.72  3.000
 O5V  C12   C10  N09   113.36  3.000
 O5V  H13   C12  H12   107.65  3.000
 O5V  H13   C12  O13   111.22  3.000
 O5V  H12   C12  O13   111.56  3.000
 O5V  H13   C12  C10   111.59  3.000
 O5V  H12   C12  C10   107.38  3.000
 O5V  O13   C12  C10   107.40  3.000
 O5V  C14   O13  C12   119.27  3.000
 O5V  C20   C14  C15   119.70  3.000
 O5V  C15   C14  O13   124.65  3.000
 O5V  C20   C14  O13   115.64  3.000
 O5V  H14   C15  C16   118.40  3.000
 O5V  H14   C15  C14   121.51  3.000
 O5V  C16   C15  C14   120.08  3.000
 O5V  H15   C16  C17   121.16  3.000
 O5V  H15   C16  C15   119.03  3.000
 O5V  C17   C16  C15   119.82  3.000
 O5V  C19   C17  BR18  119.55  3.000
 O5V  C19   C17  C16   120.59  3.000
 O5V  BR18  C17  C16   119.86  3.000
 O5V  H16   C19  C20   119.41  3.000
 O5V  H16   C19  C17   120.88  3.000
 O5V  C20   C19  C17   119.70  3.000
 O5V  C21   C20  C19   119.13  3.000
 O5V  C21   C20  C14   120.63  3.000
 O5V  C19   C20  C14   120.09  3.000
 O5V  N23   C21  O22   122.99  3.000
 O5V  N23   C21  C20   116.73  3.000
 O5V  O22   C21  C20   120.26  3.000
 O5V  C27   N23  C24   112.63  3.000
 O5V  C27   N23  C21   120.99  3.000
 O5V  C24   N23  C21   126.36  3.000
 O5V  H18   C24  H17   107.77  3.000
 O5V  H18   C24  C25   112.24  3.000
 O5V  H17   C24  C25   111.20  3.000
 O5V  H18   C24  N23   111.81  3.000
 O5V  H17   C24  N23   111.90  3.000
 O5V  C25   C24  N23   101.95  3.000
 O5V  H19   C25  C26   126.46  3.000
 O5V  H19   C25  C24   121.16  3.000
 O5V  C26   C25  C24   112.38  3.000
 O5V  C28   C26  C27   121.65  3.000
 O5V  C28   C26  C25   128.05  3.000
 O5V  C27   C26  C25   110.30  3.000
 O5V  H23   C27  H22   107.10  3.000
 O5V  H23   C27  C26   112.29  3.000
 O5V  H22   C27  C26   112.32  3.000
 O5V  H23   C27  N23   111.35  3.000
 O5V  H22   C27  N23   111.21  3.000
 O5V  C26   C27  N23   102.64  3.000
 O5V  C33   C28  C29   118.14  3.000
 O5V  C29   C28  C26   120.47  3.000
 O5V  C33   C28  C26   121.39  3.000
 O5V  H24   C29  C30   118.68  3.000
 O5V  H24   C29  C28   120.34  3.000
 O5V  C30   C29  C28   120.97  3.000
 O5V  H25   C30  C31   120.26  3.000
 O5V  H25   C30  C29   119.52  3.000
 O5V  C31   C30  C29   120.22  3.000
 O5V  H26   C31  C32   120.21  3.000
 O5V  H26   C31  C30   120.38  3.000
 O5V  C32   C31  C30   119.40  3.000
 O5V  H27   C32  C33   119.60  3.000
 O5V  H27   C32  C31   120.03  3.000
 O5V  C33   C32  C31   120.37  3.000
 O5V  H28   C33  C32   118.99  3.000
 O5V  H28   C33  C28   120.12  3.000
 O5V  C32   C33  C28   120.89  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
 O5V  CONST_01  C17   C19  C20  C14      0.00   0.0  0
 O5V  CONST_02  C17   C16  C15  C14      0.00   0.0  0
 O5V  CONST_03  C19   C17  C16  C15      0.00   0.0  0
 O5V  CONST_04  C19   C20  C14  C15      0.00   0.0  0
 O5V  CONST_05  C20   C19  C17  C16      0.00   0.0  0
 O5V  CONST_06  C20   C14  C15  C16      0.00   0.0  0
 O5V  CONST_07  C31   C32  C33  C28      0.00   0.0  0
 O5V  CONST_08  C31   C30  C29  C28      0.00   0.0  0
 O5V  CONST_09  C32   C33  C28  C29      0.00   0.0  0
 O5V  CONST_10  C32   C31  C30  C29      0.00   0.0  0
 O5V  CONST_11  C33   C28  C29  C30      0.00   0.0  0
 O5V  CONST_12  C33   C32  C31  C30      0.00   0.0  0
 O5V  CONST_13  C32   C33  C28  C26    180.00   0.0  0
 O5V  CONST_14  C30   C29  C28  C26    180.00   0.0  0
 O5V  CONST_15  C19   C20  C14  O13    180.00   0.0  0
 O5V  CONST_16  C16   C15  C14  O13    180.00   0.0  0
 O5V  CONST_17  BR18  C17  C16  C15    180.00   0.0  0
 O5V  CONST_18  C21   C20  C14  C15    180.00   0.0  0
 O5V  CONST_19  C21   C20  C19  C17    180.00   0.0  0
 O5V  CONST_20  C20   C19  C17  BR18   180.00   0.0  0
 O5V  CONST_21  C24   N23  C21  C20      0.00   0.0  0
 O5V  CONST_22  C27   N23  C21  C20    180.00   0.0  0
 O5V  CONST_23  H16   C19  C20  C14    180.00   0.0  0
 O5V  CONST_24  H15   C16  C15  C14    180.00   0.0  0
 O5V  CONST_25  H14   C15  C16  C17    180.00   0.0  0
 O5V  CONST_26  H28   C33  C28  C26      0.00   0.0  0
 O5V  CONST_27  H24   C29  C28  C26      0.00   0.0  0
 O5V  CONST_28  H27   C32  C33  C28    180.00   0.0  0
 O5V  CONST_29  H25   C30  C29  C28    180.00   0.0  0
 O5V  CONST_30  H26   C31  C30  C29    180.00   0.0  0
 O5V  CONST_31  C08   N05  C03  C02      0.00   0.0  0
 O5V  CONST_32  C06   N05  C03  C02    180.00   0.0  0
 O5V  CONST_33  C08   N05  C03  O04    180.00   0.0  0
 O5V  CONST_34  C06   N05  C03  O04      0.00   0.0  0
 O5V  CONST_35  C24   N23  C21  O22    180.00   0.0  0
 O5V  CONST_36  C27   N23  C21  O22      0.00   0.0  0
 O5V  CONST_37  C12   C10  N09  C07    180.00   0.0  0
 O5V  CONST_38  O11   C10  N09  C07      0.00   0.0  0
 O5V  CONST_39  H11   N09  C10  O11    180.00   0.0  0
 O5V  Var_01    C07   C08  N05  C06      6.85  30.0  1
 O5V  Var_02    C26   C25  C24  N23      2.15  30.0  1
 O5V  Var_03    C25   C26  C27  N23     -1.69  30.0  1
 O5V  Var_04    C26   C27  N23  C24      3.15  30.0  1
 O5V  Var_05    C27   C26  C25  C24     -0.30  30.0  1
 O5V  Var_06    C27   N23  C24  C25     -3.29  30.0  1
 O5V  Var_07    C33   C28  C26  C25      3.32  30.0  2
 O5V  Var_08    N23   C21  C20  C14     76.59  30.0  2
 O5V  Var_09    C20   C14  O13  C12   -168.20  30.0  2
 O5V  Var_10    N05   C03  C02  C01    178.77  30.0  2
 O5V  Var_11    H12   C12  O13  C14     42.00  30.0  3
 O5V  Var_12    O13   C12  C10  N09    153.05  30.0  3
 O5V  Var_13    H1    C01  C02  C03     59.89  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
 O5V  chir_01  C07  N09  C08  C06  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
 O5V  plan-1  O13   0.020
 O5V  plan-1  C14   0.020
 O5V  plan-1  C15   0.020
 O5V  plan-1  C16   0.020
 O5V  plan-1  C17   0.020
 O5V  plan-1  BR18  0.020
 O5V  plan-1  C19   0.020
 O5V  plan-1  C20   0.020
 O5V  plan-1  C21   0.020
 O5V  plan-1  H14   0.020
 O5V  plan-1  H15   0.020
 O5V  plan-1  H16   0.020
 O5V  plan-2  C26   0.020
 O5V  plan-2  C28   0.020
 O5V  plan-2  C29   0.020
 O5V  plan-2  C30   0.020
 O5V  plan-2  C31   0.020
 O5V  plan-2  C32   0.020
 O5V  plan-2  C33   0.020
 O5V  plan-2  H24   0.020
 O5V  plan-2  H25   0.020
 O5V  plan-2  H26   0.020
 O5V  plan-2  H27   0.020
 O5V  plan-2  H28   0.020
 O5V  plan-3  C20   0.020
 O5V  plan-3  C21   0.020
 O5V  plan-3  O22   0.020
 O5V  plan-3  N23   0.020
 O5V  plan-3  C24   0.020
 O5V  plan-3  C27   0.020
 O5V  plan-4  C02   0.020
 O5V  plan-4  C03   0.020
 O5V  plan-4  O04   0.020
 O5V  plan-4  N05   0.020
 O5V  plan-4  C06   0.020
 O5V  plan-4  C08   0.020
 O5V  plan-5  C07   0.020
 O5V  plan-5  N09   0.020
 O5V  plan-5  C10   0.020
 O5V  plan-5  O11   0.020
 O5V  plan-5  C12   0.020
 O5V  plan-5  H11   0.020

