# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 11:54:57 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: N-[(1S)-2-amino-1-phenylethyl]-2-[(4S)-7-(2-fluoropyridin-4-yl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC[C@@H](NC(=O)C[C@H]1CNC(=O)c2cc(cn12)c3ccnc(F)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
 676  676  N-[(1S)-2-amino-1-phenylethyl]-2-[(4S)-7-(2-fluoropyridin-4-yl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide  ligand  52  30  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_676
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
 676  O21   O  O     0  -0.495   2.3461  -0.4497   2.2858
 676  C19   C  C     0   0.547   2.1746  -0.3572   1.0781
 676  N20   N  NH1   0  -0.607   3.1643  -0.1830   0.1896
 676  C22   C  CH1   0  -0.219   4.5366   0.1008   0.5566
 676  C24   C  CR6   0   0.182   5.5008  -0.8008  -0.1785
 676  C29   C  CR16  0  -0.323   6.3629  -1.6307   0.5305
 676  C28   C  CR16  0  -0.237   7.2639  -2.4546  -0.1326
 676  C27   C  CR16  0  -0.268   7.3102  -2.4591  -1.5195
 676  C26   C  CR16  0  -0.238   6.4533  -1.6337  -2.2375
 676  C25   C  CR16  0  -0.317   5.5577  -0.8095  -1.5711
 676  C23   C  CH2   0  -0.252   4.8660   1.5786   0.3238
 676  N30   N  NH2   0  -0.773   3.9745   2.4353   1.0804
 676  C11   C  CH2   0  -0.561   0.7820  -0.4209   0.4869
 676  C6    C  CH1   0  -0.135  -0.0659   0.7321   1.0332
 676  N5    N  NR5   0  -0.480  -1.4241   0.6365   0.5256
 676  C1    C  CR15  0  -0.038  -2.4375  -0.0991   1.0094
 676  C7    C  CH2   0  -0.329   0.4522   2.1078   0.6399
 676  N8    N  NH1   0  -0.643   0.2842   2.3213  -0.7854
 676  C9    C  C     0   0.513  -0.8697   2.0469  -1.4287
 676  O10   O  O     0  -0.480  -1.1257   2.4230  -2.5649
 676  C4    C  CR5   0   0.236  -1.7992   1.2152  -0.6594
 676  C2    C  CR15  0  -0.447  -3.0941   0.8452  -0.9233
 676  C3    C  CR5   0   0.037  -3.5139   0.0078   0.1389
 676  C12   C  CR6   0   0.207  -4.8137  -0.6248   0.3066
 676  C14   C  CR16  0  -0.560  -5.8135  -0.4854  -0.6531
 676  C16   C  CR6   0   0.594  -7.0172  -1.1226  -0.4187
 676  F18   F  F     0  -0.304  -7.9837  -0.9991  -1.3353
 676  N17   N  N     0  -0.437  -7.3190  -1.8476   0.6197
 676  C15   C  CR16  0  -0.047  -6.3617  -1.9814   1.5407
 676  C13   C  CR16  0  -0.421  -5.1162  -1.4023   1.4338
 676  H20   H  HNH1  0   0.397   2.9077  -0.0488  -0.7759
 676  H111  H  HCH2  0   0.265   0.7915  -0.3944  -0.6040
 676  H112  H  HCH2  0   0.292   0.3282  -1.3685   0.7854
 676  H22   H  HCH1  0   0.271   4.6221  -0.1054   1.6248
 676  H231  H  HCH2  0   0.213   5.9298   1.7205   0.5554
 676  H232  H  HCH2  0   0.223   4.7473   1.8087  -0.7388
 676  H29   H  HCR6  0   0.254   6.3298  -1.6336   1.6138
 676  H25   H  HCR6  0   0.252   4.9040  -0.1686  -2.1521
 676  H28   H  HCR6  0   0.257   7.9267  -3.0934   0.4367
 676  H27   H  HCR6  0   0.257   8.0097  -3.1000  -2.0405
 676  H26   H  HCR6  0   0.258   6.4841  -1.6298  -3.3195
 676  H301  H  HNH2  0   0.345   4.1914   2.3716   2.0673
 676  H302  H  HNH2  0   0.355   4.1301   3.4002   0.8204
 676  H6    H  HCH1  0   0.299  -0.1053   0.6720   2.1207
 676  H71C  H  HCH2  0   0.267  -0.0856   2.8679   1.2155
 676  H72C  H  HCH2  0   0.306   1.5136   2.2021   0.8769
 676  H1    H  HCR5  0   0.302  -2.3329  -0.6496   1.9309
 676  H8    H  HNH1  0   0.404   0.9389   2.9291  -1.2540
 676  H2    H  HCR5  0   0.261  -3.6695   1.1633  -1.7785
 676  H14   H  HCR6  0   0.276  -5.6709   0.0945  -1.5545
 676  H13   H  HCR6  0   0.266  -4.3927  -1.5577   2.2218
 676  H15   H  HCR6  0   0.276  -6.6097  -2.5833   2.4064

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
 676  O21  C19   double    1.223  0.020  1.223
 676  C19  N20   single    1.341  0.020  1.341
 676  C19  C11   single    1.514  0.020  1.514
 676  N20  C22   single    1.449  0.020  1.449
 676  C22  C24   single    1.511  0.020  1.511
 676  C22  C23   single    1.532  0.020  1.532
 676  C24  C29   aromatic  1.391  0.020  1.391
 676  C24  C25   aromatic  1.394  0.020  1.394
 676  C29  C28   aromatic  1.389  0.020  1.389
 676  C28  C27   aromatic  1.388  0.020  1.388
 676  C27  C26   aromatic  1.390  0.020  1.390
 676  C26  C25   aromatic  1.388  0.020  1.388
 676  C23  N30   single    1.450  0.020  1.450
 676  C11  C6    single    1.532  0.020  1.532
 676  C6   N5    single    1.453  0.020  1.453
 676  C6   C7    single    1.522  0.020  1.522
 676  N5   C1    aromatic  1.343  0.020  1.343
 676  N5   C4    aromatic  1.371  0.020  1.371
 676  C1   C3    aromatic  1.388  0.020  1.388
 676  C7   N8    single    1.451  0.020  1.451
 676  N8   C9    single    1.349  0.020  1.349
 676  C9   O10   double    1.224  0.020  1.224
 676  C9   C4    single    1.465  0.020  1.465
 676  C4   C2    aromatic  1.372  0.020  1.372
 676  C2   C3    aromatic  1.416  0.020  1.416
 676  C3   C12   single    1.455  0.020  1.455
 676  C12  C14   aromatic  1.393  0.020  1.393
 676  C12  C13   aromatic  1.402  0.020  1.402
 676  C14  C16   aromatic  1.382  0.020  1.382
 676  C16  F18   single    1.338  0.020  1.338
 676  C16  N17   aromatic  1.302  0.020  1.302
 676  N17  C15   aromatic  1.335  0.020  1.335
 676  C15  C13   aromatic  1.378  0.020  1.378
 676  N20  H20   single    0.860  0.020  1.020
 676  C11  H111  single    0.970  0.020  1.090
 676  C11  H112  single    0.970  0.020  1.090
 676  C22  H22   single    0.970  0.020  1.090
 676  C23  H231  single    0.970  0.020  1.090
 676  C23  H232  single    0.970  0.020  1.090
 676  C29  H29   single    0.930  0.020  1.080
 676  C25  H25   single    0.930  0.020  1.080
 676  C28  H28   single    0.930  0.020  1.080
 676  C27  H27   single    0.930  0.020  1.080
 676  C26  H26   single    0.930  0.020  1.080
 676  N30  H301  single    0.890  0.020  1.040
 676  N30  H302  single    0.890  0.020  1.040
 676  C6   H6    single    0.970  0.020  1.090
 676  C7   H71C  single    0.970  0.020  1.090
 676  C7   H72C  single    0.970  0.020  1.090
 676  C1   H1    single    0.930  0.020  1.080
 676  N8   H8    single    0.860  0.020  1.020
 676  C2   H2    single    0.930  0.020  1.080
 676  C14  H14   single    0.930  0.020  1.080
 676  C13  H13   single    0.930  0.020  1.080
 676  C15  H15   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
 676  C11   C19  N20   115.18  3.000
 676  C11   C19  O21   120.75  3.000
 676  N20   C19  O21   124.07  3.000
 676  H20   N20  C22   117.24  3.000
 676  H20   N20  C19   117.64  3.000
 676  C22   N20  C19   123.82  3.000
 676  H22   C22  C23   108.31  3.000
 676  H22   C22  C24   108.27  3.000
 676  C23   C22  C24   111.38  3.000
 676  H22   C22  N20   106.57  3.000
 676  C23   C22  N20   110.74  3.000
 676  C24   C22  N20   111.37  3.000
 676  C25   C24  C29   118.70  3.000
 676  C25   C24  C22   121.06  3.000
 676  C29   C24  C22   120.23  3.000
 676  H29   C29  C28   119.69  3.000
 676  H29   C29  C24   119.48  3.000
 676  C28   C29  C24   120.83  3.000
 676  H28   C28  C27   120.23  3.000
 676  H28   C28  C29   119.74  3.000
 676  C27   C28  C29   120.04  3.000
 676  H27   C27  C26   120.10  3.000
 676  H27   C27  C28   120.30  3.000
 676  C26   C27  C28   119.59  3.000
 676  H26   C26  C25   119.76  3.000
 676  H26   C26  C27   120.06  3.000
 676  C25   C26  C27   120.18  3.000
 676  H25   C25  C26   118.87  3.000
 676  H25   C25  C24   120.47  3.000
 676  C26   C25  C24   120.66  3.000
 676  H232  C23  H231  106.43  3.000
 676  H232  C23  N30   108.43  3.000
 676  H231  C23  N30   114.17  3.000
 676  H232  C23  C22   109.10  3.000
 676  H231  C23  C22   107.51  3.000
 676  N30   C23  C22   111.01  3.000
 676  H302  N30  H301  106.12  3.000
 676  H302  N30  C23   109.57  3.000
 676  H301  N30  C23   109.87  3.000
 676  H112  C11  H111  107.33  3.000
 676  H112  C11  C6    109.00  3.000
 676  H111  C11  C6    110.06  3.000
 676  H112  C11  C19   108.17  3.000
 676  H111  C11  C19   112.41  3.000
 676  C6    C11  C19   109.76  3.000
 676  H6    C6   C7    108.66  3.000
 676  H6    C6   N5    108.13  3.000
 676  C7    C6   N5    106.70  3.000
 676  H6    C6   C11   109.54  3.000
 676  C7    C6   C11   113.56  3.000
 676  N5    C6   C11   110.08  3.000
 676  C4    N5   C1    109.65  3.000
 676  C4    N5   C6    122.00  3.000
 676  C1    N5   C6    128.00  3.000
 676  H1    C1   C3    130.56  3.000
 676  H1    C1   N5    120.96  3.000
 676  C3    C1   N5    108.49  3.000
 676  H72C  C7   H71C  107.67  3.000
 676  H72C  C7   N8    108.25  3.000
 676  H71C  C7   N8    110.94  3.000
 676  H72C  C7   C6    110.67  3.000
 676  H71C  C7   C6    108.94  3.000
 676  N8    C7   C6    110.33  3.000
 676  H8    N8   C9    117.13  3.000
 676  H8    N8   C7    118.03  3.000
 676  C9    N8   C7    122.51  3.000
 676  C4    C9   O10   121.95  3.000
 676  C4    C9   N8    114.05  3.000
 676  O10   C9   N8    123.98  3.000
 676  C2    C4   C9    130.58  3.000
 676  C2    C4   N5    108.09  3.000
 676  C9    C4   N5    121.32  3.000
 676  H2    C2   C3    127.65  3.000
 676  H2    C2   C4    125.19  3.000
 676  C3    C2   C4    107.15  3.000
 676  C12   C3   C2    127.46  3.000
 676  C12   C3   C1    125.93  3.000
 676  C2    C3   C1    106.62  3.000
 676  C13   C12  C14   117.03  3.000
 676  C13   C12  C3    121.76  3.000
 676  C14   C12  C3    121.21  3.000
 676  H14   C14  C16   120.23  3.000
 676  H14   C14  C12   122.24  3.000
 676  C16   C14  C12   117.53  3.000
 676  N17   C16  F18   115.50  3.000
 676  N17   C16  C14   126.43  3.000
 676  F18   C16  C14   118.07  3.000
 676  C15   N17  C16   116.09  3.000
 676  H15   C15  C13   120.17  3.000
 676  H15   C15  N17   116.29  3.000
 676  C13   C15  N17   123.54  3.000
 676  H13   C13  C15   119.22  3.000
 676  H13   C13  C12   121.42  3.000
 676  C15   C13  C12   119.37  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
 676  CONST_01  C27   C28  C29  C24    0.00   0.0  0
 676  CONST_02  C27   C26  C25  C24    0.00   0.0  0
 676  CONST_03  C26   C25  C24  C29    0.00   0.0  0
 676  CONST_04  C26   C27  C28  C29    0.00   0.0  0
 676  CONST_05  C25   C24  C29  C28    0.00   0.0  0
 676  CONST_06  C25   C26  C27  C28    0.00   0.0  0
 676  CONST_07  C2    C3   C1   N5     0.00   0.0  0
 676  CONST_08  C12   C3   C1   N5   180.00   0.0  0
 676  CONST_09  C3    C2   C4   N5     0.00   0.0  0
 676  CONST_10  C2    C4   N5   C1     0.00   0.0  0
 676  CONST_11  C4    C2   C3   C1     0.00   0.0  0
 676  CONST_12  C14   C12  C3   C1   180.00   0.0  0
 676  CONST_13  C13   C12  C3   C1     0.00   0.0  0
 676  CONST_14  C3    C1   N5   C4     0.00   0.0  0
 676  CONST_15  C12   C3   C2   C4   180.00   0.0  0
 676  CONST_16  C14   C12  C3   C2     0.00   0.0  0
 676  CONST_17  C13   C12  C3   C2   180.00   0.0  0
 676  CONST_18  C16   C14  C12  C3   180.00   0.0  0
 676  CONST_19  C15   C13  C12  C3   180.00   0.0  0
 676  CONST_20  N17   C16  C14  C12    0.00   0.0  0
 676  CONST_21  N17   C15  C13  C12    0.00   0.0  0
 676  CONST_22  C15   C13  C12  C14    0.00   0.0  0
 676  CONST_23  C15   N17  C16  C14    0.00   0.0  0
 676  CONST_24  C13   C12  C14  C16    0.00   0.0  0
 676  CONST_25  C13   C15  N17  C16    0.00   0.0  0
 676  CONST_26  C4    C9   N8   C7     0.00   0.0  0
 676  CONST_27  C28   C29  C24  C22  180.00   0.0  0
 676  CONST_28  C26   C25  C24  C22  180.00   0.0  0
 676  CONST_29  F18   C16  C14  C12  180.00   0.0  0
 676  CONST_30  C15   N17  C16  F18  180.00   0.0  0
 676  CONST_31  O10   C9   N8   C7   180.00   0.0  0
 676  CONST_32  H28   C28  C29  C24  180.00   0.0  0
 676  CONST_33  H26   C26  C25  C24  180.00   0.0  0
 676  CONST_34  H25   C25  C24  C29  180.00   0.0  0
 676  CONST_35  H27   C27  C28  C29  180.00   0.0  0
 676  CONST_36  H29   C29  C28  C27  180.00   0.0  0
 676  CONST_37  H1    C1   N5   C6     0.00   0.0  0
 676  CONST_38  H2    C2   C4   N5   180.00   0.0  0
 676  CONST_39  H14   C14  C12  C3     0.00   0.0  0
 676  CONST_40  H13   C13  C12  C3     0.00   0.0  0
 676  CONST_41  H15   C15  C13  C12  180.00   0.0  0
 676  CONST_42  H8    N8   C9   C4   180.00   0.0  0
 676  CONST_43  C22   N20  C19  O21    0.00   0.0  0
 676  CONST_44  C11   C19  N20  C22  180.00   0.0  0
 676  CONST_45  H20   N20  C19  O21  180.00   0.0  0
 676  Var_01    C9    N8   C7   C6    47.07  30.0  1
 676  Var_02    N8    C9   C4   N5    -8.28  30.0  1
 676  Var_03    C6    C11  C19  O21   61.14  30.0  3
 676  Var_04    H301  N30  C23  C22   71.08  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
 676  chir_01  C22  N20  C24  C23  negativ
 676  chir_02  C6   N5   C11  C7   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
 676  plan-1  C22  0.020
 676  plan-1  C24  0.020
 676  plan-1  C29  0.020
 676  plan-1  C28  0.020
 676  plan-1  C27  0.020
 676  plan-1  C26  0.020
 676  plan-1  C25  0.020
 676  plan-1  H29  0.020
 676  plan-1  H25  0.020
 676  plan-1  H28  0.020
 676  plan-1  H27  0.020
 676  plan-1  H26  0.020
 676  plan-2  C3   0.020
 676  plan-2  C12  0.020
 676  plan-2  C14  0.020
 676  plan-2  C16  0.020
 676  plan-2  F18  0.020
 676  plan-2  N17  0.020
 676  plan-2  C15  0.020
 676  plan-2  C13  0.020
 676  plan-2  H14  0.020
 676  plan-2  H13  0.020
 676  plan-2  H15  0.020
 676  plan-3  C6   0.020
 676  plan-3  N5   0.020
 676  plan-3  C1   0.020
 676  plan-3  C9   0.020
 676  plan-3  C4   0.020
 676  plan-3  C2   0.020
 676  plan-3  C3   0.020
 676  plan-3  C12  0.020
 676  plan-3  H1   0.020
 676  plan-3  H2   0.020
 676  plan-4  O21  0.020
 676  plan-4  C19  0.020
 676  plan-4  N20  0.020
 676  plan-4  C22  0.020
 676  plan-4  C11  0.020
 676  plan-4  H20  0.020
 676  plan-5  C7   0.020
 676  plan-5  N8   0.020
 676  plan-5  C9   0.020
 676  plan-5  O10  0.020
 676  plan-5  C4   0.020
 676  plan-5  H8   0.020

