# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 20:52:19 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: (5R)-30-oxo-19-oxa-2,6,10,12-tetraazahexacyclo[18.6.2.1~2,5~.1~14,18~.0~8,12~.0~23,27~]triaconta-1(27),8,10,14(29),15,17,20(28),21,23,25-decaene-17-carbonitrile (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1[C@H]2CCN1c3cccc4ccc(Oc5cc(Cn6cncc6CN2)ccc5C#N)cc34
#
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
 U49  U49  '(5R)-30-oxo-19-oxa-2,6,10,12-tetraazahexacyclo[18.6.2.1~2,5~.1~14,18~.0~8,12~.0~23,27~]triaconta-1(27),8,10,14(29),15,17,20(28),21,23,25-decaene-17-carbonitrile (non-preferred name)'  ligand  54  33  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U49
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
 U49  C1    C  CR6   0   0.141  -0.4620   0.2164  -3.0209
 U49  C2    C  CR6   0   0.311   0.8807  -0.2004  -3.2418
 U49  C3    C  CR6   0   0.077  -1.3890   0.1139  -4.0897
 U49  C4    C  C1    0  -0.385  -0.8956   0.7355  -1.7819
 U49  N5    N  NR5   0  -0.594   1.8284  -0.0863  -2.2044
 U49  C6    C  CR16  0  -0.307   1.2629  -0.6647  -4.4740
 U49  C7    C  C1    0  -0.311  -2.7275   0.5195  -3.8701
 U49  C8    C  CR16  0  -0.315  -0.9614  -0.3731  -5.3450
 U49  C9    C  C     0   0.363  -2.2025   1.0888  -1.6061
 U49  C10   C  CH2   0  -0.278   3.1043   0.5898  -2.3951
 U49  C11   C  CR5   0   0.554   1.7555  -0.7695  -1.0319
 U49  C12   C  CR16  0  -0.266   0.3402  -0.7464  -5.5337
 U49  C13   C  C1    0  -0.313  -3.1374   0.9879  -2.6550
 U49  O14   O  O2    0  -0.522  -2.6819   1.5694  -0.4083
 U49  C15   C  CH2   0  -0.490   3.6147   0.7455  -0.9675
 U49  C17   C  CR15  0  -0.200   2.9812  -0.4113  -0.1991
 U49  C18   C  C     0   0.372  -2.1851   1.0090   0.7316
 U49  C20   C  C     0  -0.056  -2.8515  -0.0895   1.2785
 U49  C21   C  C1    0  -0.358  -1.0525   1.5065   1.3442
 U49  C22   C  CH2   0  -0.331   2.1884  -1.0647   2.0395
 U49  C23   C  C1    0  -0.237  -2.3714  -0.6769   2.4468
 U49  C24   C  CSP   0   0.060  -4.0151  -0.5944   0.6308
 U49  C25   C  C     0   0.100  -0.5549   0.9005   2.4939
 U49  C26   C  CR5   0   0.263   2.1243  -0.5989   3.4521
 U49  C27   C  C1    0  -0.279  -1.2252  -0.1861   3.0450
 U49  N28   N  NS    0  -0.244  -4.9513  -1.0118   0.1050
 U49  C29   C  CH2   0  -0.343   0.6962   1.4652   3.1115
 U49  N30   N  NR5   0  -0.459   1.4384   0.5081   3.8959
 U49  C31   C  CR15  0  -0.260   2.6665  -1.1470   4.5809
 U49  C32   C  CR15  0   0.086   1.5964   0.5613   5.2388
 U49  N33   N  N     0  -0.448   2.3295  -0.4208   5.6877
 U49  O39   O  O     0  -0.454   0.8722  -1.5469  -0.7300
 U49  N54   N  NH1   0  -0.599   2.6460  -0.0055   1.1530
 U49  H41   H  H     0   0.270  -0.1870   0.8574  -0.9784
 U49  H61   H  HCR6  0   0.270   2.2865  -0.9764  -4.6395
 U49  H71   H  H     0   0.267  -3.4382   0.4420  -4.6831
 U49  H81   H  HCR6  0   0.262  -1.6772  -0.4411  -6.1548
 U49  H101  H  HCH2  0   0.263   2.9596   1.5443  -2.8992
 U49  H102  H  HCH2  0   0.248   3.7804  -0.0173  -3.0026
 U49  H121  H  HCR6  0   0.264   0.6709  -1.1162  -6.4947
 U49  H131  H  H     0   0.276  -4.1663   1.2787  -2.4880
 U49  H151  H  HCH2  0   0.255   3.2496   1.6844  -0.5470
 U49  H152  H  HCH2  0   0.267   4.7017   0.7464  -0.9140
 U49  H171  H  HCR5  0   0.252   3.6428  -1.2946  -0.2230
 U49  H211  H  H     0   0.294  -0.5437   2.3621   0.9160
 U49  H221  H  HCH2  0   0.226   2.8398  -1.9512   2.0238
 U49  H222  H  HCH2  0   0.260   1.2043  -1.3996   1.7101
 U49  H231  H  H     0   0.290  -2.8943  -1.5202   2.8766
 U49  H271  H  H     0   0.275  -0.8572  -0.6637   3.9435
 U49  H291  H  HCH2  0   0.289   1.3379   1.8639   2.3278
 U49  H292  H  HCH2  0   0.299   0.4320   2.2954   3.7693
 U49  H311  H  HCR5  0   0.254   3.2808  -2.0333   4.6410
 U49  H321  H  HCR5  0   0.281   1.1561   1.3511   5.8303
 U49  H541  H  HNH1  0   0.361   3.4816   0.4049   1.5544

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
 U49  C1   C2    aromatic  1.423  0.020  1.423
 U49  C1   C3    single    1.419  0.020  1.419
 U49  C1   C4    aromatic  1.412  0.020  1.412
 U49  C2   N5    single    1.410  0.020  1.410
 U49  C2   C6    single    1.371  0.020  1.371
 U49  C3   C7    aromatic  1.416  0.020  1.416
 U49  C3   C8    aromatic  1.413  0.020  1.413
 U49  C4   C9    aromatic  1.365  0.020  1.365
 U49  C4   H41   single    0.930  0.020  1.080
 U49  N5   C10   single    1.457  0.020  1.457
 U49  N5   C11   single    1.359  0.020  1.359
 U49  C6   C12   aromatic  1.407  0.020  1.407
 U49  C6   H61   single    0.930  0.020  1.080
 U49  C7   C13   aromatic  1.365  0.020  1.365
 U49  C7   H71   single    0.930  0.020  1.080
 U49  C8   C12   aromatic  1.367  0.020  1.367
 U49  C8   H81   single    0.930  0.020  1.080
 U49  C9   C13   single    1.409  0.020  1.409
 U49  C9   O14   single    1.377  0.020  1.377
 U49  C10  C15   single    1.524  0.020  1.524
 U49  C10  H101  single    0.970  0.020  1.090
 U49  C10  H102  single    0.970  0.020  1.090
 U49  C11  C17   single    1.524  0.020  1.524
 U49  C11  O39   double    1.215  0.020  1.215
 U49  C12  H121  single    0.930  0.020  1.080
 U49  C13  H131  single    0.930  0.020  1.080
 U49  O14  C18   single    1.364  0.020  1.364
 U49  C15  C17   single    1.526  0.020  1.526
 U49  C15  H151  single    0.970  0.020  1.090
 U49  C15  H152  single    0.970  0.020  1.090
 U49  C17  N54   single    1.451  0.020  1.451
 U49  C17  H171  single    0.970  0.020  1.090
 U49  C18  C20   single    1.396  0.020  1.396
 U49  C18  C21   aromatic  1.380  0.020  1.380
 U49  C20  C23   aromatic  1.393  0.020  1.393
 U49  C20  C24   single    1.424  0.020  1.424
 U49  C21  C25   aromatic  1.392  0.020  1.392
 U49  C21  H211  single    0.930  0.020  1.080
 U49  C22  C26   single    1.489  0.020  1.489
 U49  C22  N54   single    1.455  0.020  1.455
 U49  C22  H221  single    0.970  0.020  1.090
 U49  C22  H222  single    0.970  0.020  1.090
 U49  C23  C27   aromatic  1.383  0.020  1.383
 U49  C23  H231  single    0.930  0.020  1.080
 U49  C24  N28   triple    1.152  0.020  1.152
 U49  C25  C27   single    1.391  0.020  1.391
 U49  C25  C29   single    1.505  0.020  1.505
 U49  C26  N30   aromatic  1.376  0.020  1.376
 U49  C26  C31   single    1.367  0.020  1.367
 U49  C27  H271  single    0.930  0.020  1.080
 U49  C29  N30   single    1.443  0.020  1.443
 U49  C29  H291  single    0.970  0.020  1.090
 U49  C29  H292  single    0.970  0.020  1.090
 U49  N30  C32   single    1.353  0.020  1.353
 U49  C31  N33   aromatic  1.366  0.020  1.366
 U49  C31  H311  single    0.930  0.020  1.080
 U49  C32  N33   aromatic  1.305  0.020  1.305
 U49  C32  H321  single    0.930  0.020  1.080
 U49  N54  H541  single    0.890  0.020  1.040

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
 U49  C4    C1   C3    119.15  3.000
 U49  C4    C1   C2    122.26  3.000
 U49  C3    C1   C2    118.58  3.000
 U49  C6    C2   N5    120.09  3.000
 U49  C6    C2   C1    120.11  3.000
 U49  N5    C2   C1    119.75  3.000
 U49  C8    C3   C7    121.52  3.000
 U49  C8    C3   C1    119.78  3.000
 U49  C7    C3   C1    118.71  3.000
 U49  H41   C4   C9    120.26  3.000
 U49  H41   C4   C1    119.59  3.000
 U49  C9    C4   C1    120.15  3.000
 U49  C11   N5   C10   113.16  3.000
 U49  C11   N5   C2    123.93  3.000
 U49  C10   N5   C2    122.01  3.000
 U49  H61   C6   C12   119.21  3.000
 U49  H61   C6   C2    119.89  3.000
 U49  C12   C6   C2    120.90  3.000
 U49  H71   C7   C13   119.73  3.000
 U49  H71   C7   C3    118.92  3.000
 U49  C13   C7   C3    121.35  3.000
 U49  H81   C8   C12   120.59  3.000
 U49  H81   C8   C3    119.08  3.000
 U49  C12   C8   C3    120.33  3.000
 U49  O14   C9   C13   116.21  3.000
 U49  O14   C9   C4    122.39  3.000
 U49  C13   C9   C4    121.40  3.000
 U49  H102  C10  H101  108.17  3.000
 U49  H102  C10  C15   111.73  3.000
 U49  H101  C10  C15   112.86  3.000
 U49  H102  C10  N5    110.91  3.000
 U49  H101  C10  N5    110.55  3.000
 U49  C15   C10  N5    102.60  3.000
 U49  O39   C11  C17   126.81  3.000
 U49  O39   C11  N5    125.11  3.000
 U49  C17   C11  N5    108.06  3.000
 U49  H121  C12  C8    120.47  3.000
 U49  H121  C12  C6    119.23  3.000
 U49  C8    C12  C6    120.29  3.000
 U49  H131  C13  C9    119.79  3.000
 U49  H131  C13  C7    121.00  3.000
 U49  C9    C13  C7    119.21  3.000
 U49  C18   O14  C9    117.19  3.000
 U49  H152  C15  H151  108.33  3.000
 U49  H152  C15  C17   112.98  3.000
 U49  H151  C15  C17   108.61  3.000
 U49  H152  C15  C10   112.37  3.000
 U49  H151  C15  C10   109.67  3.000
 U49  C17   C15  C10   104.78  3.000
 U49  H171  C17  N54   112.48  3.000
 U49  H171  C17  C15   110.29  3.000
 U49  N54   C17  C15   110.67  3.000
 U49  H171  C17  C11   106.39  3.000
 U49  N54   C17  C11   112.89  3.000
 U49  C15   C17  C11   103.70  3.000
 U49  C21   C18  C20   120.09  3.000
 U49  C21   C18  O14   121.44  3.000
 U49  C20   C18  O14   118.47  3.000
 U49  C24   C20  C23   120.90  3.000
 U49  C24   C20  C18   119.38  3.000
 U49  C23   C20  C18   119.71  3.000
 U49  H211  C21  C25   120.15  3.000
 U49  H211  C21  C18   119.64  3.000
 U49  C25   C21  C18   120.20  3.000
 U49  H222  C22  H221  106.41  3.000
 U49  H222  C22  N54   108.87  3.000
 U49  H221  C22  N54   113.06  3.000
 U49  H222  C22  C26   110.12  3.000
 U49  H221  C22  C26   106.92  3.000
 U49  N54   C22  C26   111.33  3.000
 U49  H231  C23  C27   120.37  3.000
 U49  H231  C23  C20   119.71  3.000
 U49  C27   C23  C20   119.92  3.000
 U49  N28   C24  C20   180.00  3.000
 U49  C29   C25  C27   122.08  3.000
 U49  C29   C25  C21   118.22  3.000
 U49  C27   C25  C21   119.69  3.000
 U49  C31   C26  N30   104.71  3.000
 U49  C31   C26  C22   129.87  3.000
 U49  N30   C26  C22   125.40  3.000
 U49  H271  C27  C25   120.67  3.000
 U49  H271  C27  C23   118.97  3.000
 U49  C25   C27  C23   120.36  3.000
 U49  H292  C29  H291  107.33  3.000
 U49  H292  C29  N30   107.54  3.000
 U49  H291  C29  N30   109.34  3.000
 U49  H292  C29  C25   109.35  3.000
 U49  H291  C29  C25   109.39  3.000
 U49  N30   C29  C25   113.69  3.000
 U49  C32   N30  C29   124.99  3.000
 U49  C32   N30  C26   107.07  3.000
 U49  C29   N30  C26   127.93  3.000
 U49  H311  C31  N33   122.11  3.000
 U49  H311  C31  C26   126.91  3.000
 U49  N33   C31  C26   110.98  3.000
 U49  H321  C32  N33   126.20  3.000
 U49  H321  C32  N30   121.63  3.000
 U49  N33   C32  N30   112.17  3.000
 U49  C32   N33  C31   105.06  3.000
 U49  H541  N54  C22   108.22  3.000
 U49  H541  N54  C17   106.97  3.000
 U49  C22   N54  C17   115.90  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
 U49  CONST_01  C12   C6   C2   C1      0.00   0.0  0
 U49  CONST_02  C13   C7   C3   C1      0.00   0.0  0
 U49  CONST_03  C12   C8   C3   C1      0.00   0.0  0
 U49  CONST_04  C13   C9   C4   C1      0.00   0.0  0
 U49  CONST_05  C7    C3   C1   C2    180.00   0.0  0
 U49  CONST_06  C8    C3   C1   C2      0.00   0.0  0
 U49  CONST_07  C9    C4   C1   C2    180.00   0.0  0
 U49  CONST_08  C8    C12  C6   C2      0.00   0.0  0
 U49  CONST_09  C6    C2   C1   C3      0.00   0.0  0
 U49  CONST_10  C9    C4   C1   C3      0.00   0.0  0
 U49  CONST_11  C9    C13  C7   C3      0.00   0.0  0
 U49  CONST_12  C6    C12  C8   C3      0.00   0.0  0
 U49  CONST_13  C6    C2   C1   C4    180.00   0.0  0
 U49  CONST_14  C7    C3   C1   C4      0.00   0.0  0
 U49  CONST_15  C8    C3   C1   C4    180.00   0.0  0
 U49  CONST_16  C7    C13  C9   C4      0.00   0.0  0
 U49  CONST_17  C12   C8   C3   C7    180.00   0.0  0
 U49  CONST_18  C13   C7   C3   C8    180.00   0.0  0
 U49  CONST_19  C27   C23  C20  C18     0.00   0.0  0
 U49  CONST_20  C27   C25  C21  C18     0.00   0.0  0
 U49  CONST_21  C25   C21  C18  C20     0.00   0.0  0
 U49  CONST_22  C25   C27  C23  C20     0.00   0.0  0
 U49  CONST_23  C23   C20  C18  C21     0.00   0.0  0
 U49  CONST_24  C23   C27  C25  C21     0.00   0.0  0
 U49  CONST_25  N33   C32  N30  C26     0.00   0.0  0
 U49  CONST_26  C32   N33  C31  C26     0.00   0.0  0
 U49  CONST_27  N33   C31  C26  N30     0.00   0.0  0
 U49  CONST_28  C31   N33  C32  N30     0.00   0.0  0
 U49  CONST_29  C32   N30  C26  C31     0.00   0.0  0
 U49  CONST_30  C17   C11  N5   C2    180.00   0.0  0
 U49  CONST_31  C17   C11  N5   C10     0.00   0.0  0
 U49  CONST_32  C24   C20  C18  O14     0.00   0.0  0
 U49  CONST_33  C24   C20  C18  C21   180.00   0.0  0
 U49  CONST_34  C27   C23  C20  C24   180.00   0.0  0
 U49  CONST_35  O39   C11  N5   C2      0.00   0.0  0
 U49  CONST_36  O39   C11  N5   C10   180.00   0.0  0
 U49  CONST_37  H61   C6   C2   C1    180.00   0.0  0
 U49  CONST_38  H71   C7   C3   C1    180.00   0.0  0
 U49  CONST_39  H81   C8   C3   C1    180.00   0.0  0
 U49  CONST_40  H41   C4   C1   C2      0.00   0.0  0
 U49  CONST_41  H121  C12  C6   C2    180.00   0.0  0
 U49  CONST_42  H131  C13  C7   C3    180.00   0.0  0
 U49  CONST_43  H211  C21  C18  O14     0.00   0.0  0
 U49  CONST_44  H231  C23  C20  C18   180.00   0.0  0
 U49  CONST_45  H271  C27  C23  C20   180.00   0.0  0
 U49  CONST_46  H311  C31  C26  C22     0.00   0.0  0
 U49  CONST_47  H321  C32  N30  C26   180.00   0.0  0
 U49  Var_01    C10   N5   C2   C1   -127.47  30.0  1
 U49  Var_02    C15   C10  N5   C2    167.24  30.0  1
 U49  Var_03    C17   C15  C10  N5     27.51  30.0  1
 U49  Var_04    C20   C18  O14  C9    -91.06  30.0  1
 U49  Var_05    C26   C22  N54  C17   169.07  30.0  1
 U49  Var_06    N30   C29  C25  C21  -155.09  30.0  1
 U49  Var_07    C26   N30  C29  C25    68.32  30.0  1
 U49  Var_08    N54   C22  C26  N30    54.29  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
 U49  chir_01  C17  C11  C15  N54  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
 U49  plan-1  C22   0.020
 U49  plan-1  C26   0.020
 U49  plan-1  C29   0.020
 U49  plan-1  N30   0.020
 U49  plan-1  C31   0.020
 U49  plan-1  C32   0.020
 U49  plan-1  N33   0.020
 U49  plan-1  H311  0.020
 U49  plan-1  H321  0.020
 U49  plan-2  C1    0.020
 U49  plan-2  C2    0.020
 U49  plan-2  C3    0.020
 U49  plan-2  C4    0.020
 U49  plan-2  N5    0.020
 U49  plan-2  C6    0.020
 U49  plan-2  C7    0.020
 U49  plan-2  C8    0.020
 U49  plan-2  C9    0.020
 U49  plan-2  C12   0.020
 U49  plan-2  C13   0.020
 U49  plan-2  O14   0.020
 U49  plan-2  H41   0.020
 U49  plan-2  H61   0.020
 U49  plan-2  H71   0.020
 U49  plan-2  H81   0.020
 U49  plan-2  H121  0.020
 U49  plan-2  H131  0.020
 U49  plan-3  O14   0.020
 U49  plan-3  C18   0.020
 U49  plan-3  C20   0.020
 U49  plan-3  C21   0.020
 U49  plan-3  C23   0.020
 U49  plan-3  C24   0.020
 U49  plan-3  C25   0.020
 U49  plan-3  C27   0.020
 U49  plan-3  N28   0.020
 U49  plan-3  C29   0.020
 U49  plan-3  H211  0.020
 U49  plan-3  H231  0.020
 U49  plan-3  H271  0.020
 U49  plan-4  C2    0.020
 U49  plan-4  N5    0.020
 U49  plan-4  C10   0.020
 U49  plan-4  C11   0.020
 U49  plan-4  C17   0.020
 U49  plan-4  O39   0.020

