# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:12:45 2022
#   Inital geometry file: a 148 line input string
#   Ligand name: (2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O
#
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
 230  230  (2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide  ligand  56  34  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_230
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
 230  N1    N   NH1   0  -0.744  -1.0304   1.4637  -0.5684
 230  N3    N   NR6   0  -0.613  -6.1096  -0.6753   0.5003
 230  C4    C   CR6   0   0.230  -2.2575   0.8975  -0.2330
 230  C5    C   CR6   0   0.478  -3.2012   0.7435  -1.2516
 230  C6    C   CR16  0  -0.415  -4.4572   0.2287  -1.0437
 230  C7    C   C     0   0.554   0.0969   1.5276   0.1848
 230  C8    C   CR6   0  -0.058   6.0390  -3.4424  -0.3134
 230  C10   C   CR16  0  -0.344   5.5118  -1.5193   1.0049
 230  C13   C   CR16  0  -0.207   5.2395  -2.9637  -1.3385
 230  C15   C   CR6   0   0.552  -6.4356  -1.9453   0.0135
 230  C17   C   CR16  0  -0.118  -8.6099  -1.6201   1.0831
 230  C20   C   CH2   0  -0.508   1.1686   3.7919   0.0127
 230  C21   C   CR15  0  -0.187   1.2082   2.3373  -0.4707
 230  C22   C   CH2   0  -0.318   3.3204   2.9136   0.5592
 230  C1    C   CR6   0   0.295  -4.8031  -0.1683   0.2400
 230  C2    C   CR16  0  -0.262  -3.8940  -0.0419   1.2739
 230  C3    C   CR16  0  -0.314  -2.6333   0.4924   1.0461
 230  F1    F   F     0  -0.311  -2.8581   1.1342  -2.4899
 230  O1    O   O     0  -0.448   0.2144   1.0553   1.2958
 230  C9    C   CR16  0  -0.204   6.1857  -2.7201   0.8593
 230  C11   C   CR6   0   0.384   4.6996  -1.0222  -0.0145
 230  C12   C   CR16  0  -0.302   4.5764  -1.7550  -1.1952
 230  N2    N   NH1   0  -0.798   4.0947   0.2211   0.1771
 230  C14   C   CR16  0   0.048  -6.9645   0.0849   1.2414
 230  C16   C   CR16  0  -0.453  -7.7645  -2.3847   0.3456
 230  C18   C   CR16  0  -0.400  -8.2092  -0.3460   1.5526
 230  O2    O   O     0  -0.501  -5.6167  -2.5880  -0.6321
 230  C19   C   CR15  0   0.054   2.6370   4.1905   0.0528
 230  N4    N   NR5   0  -0.524   2.5123   1.8760  -0.0503
 230  O3    O   O2    0  -0.483   2.8145   5.3104   0.8649
 230  C23   C   C     0   0.745   2.8751   0.6005  -0.3247
 230  O4    O   O     0  -0.518   2.1525  -0.1410  -0.9764
 230  HN1   H   HNH1  0   0.422  -0.9625   1.8473  -1.4994
 230  H6    H   HCR6  0   0.296  -5.1527   0.1510  -1.8686
 230  H10   H   HCR6  0   0.278   5.6182  -0.9635   1.9287
 230  H13   H   HCR6  0   0.280   5.1376  -3.5204  -2.2602
 230  H17   H   HCR6  0   0.281  -9.6016  -1.9865   1.3155
 230  H201  H   HCH2  0   0.280   0.5681   4.4216  -0.6411
 230  H202  H   HCH2  0   0.263   0.7603   3.8551   1.0247
 230  H21   H   HCR5  0   0.292   1.1156   2.2948  -1.5610
 230  H221  H   HCH2  0   0.266   4.3611   2.8438   0.2401
 230  H222  H   HCH2  0   0.251   3.2863   2.8734   1.6540
 230  H2    H   HCR6  0   0.281  -4.1640  -0.3541   2.2740
 230  H3    H   HCR6  0   0.298  -1.9495   0.5873   1.8723
 230  H9    H   HCR6  0   0.281   6.8112  -3.0874   1.6614
 230  H12   H   HCR6  0   0.277   3.9787  -1.3902  -2.0157
 230  HN2   H   HNH1  0   0.425   4.4951   0.7803   0.9141
 230  H14   H   HCR6  0   0.314  -6.5870   1.0480   1.5540
 230  H16   H   HCR6  0   0.276  -8.0597  -3.3606  -0.0145
 230  H18   H   HCR6  0   0.281  -8.8665   0.2768   2.1391
 230  H19   H   HCR5  0   0.228   2.9928   4.3917  -0.9685
 230  C24   C   CH3   0  -0.411   4.1212   5.8376   0.8275
 230  CL1   CL  CL    0  -0.137   6.8700  -4.9532  -0.5039
 230  H241  H   HCH3  0   0.214   4.8611   5.1524   1.2541
 230  H242  H   HCH3  0   0.212   4.4322   6.0824  -0.1943
 230  H243  H   HCH3  0   0.240   4.1248   6.7523   1.4182

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
 230  N1   C4    single    1.392  0.020  1.392
 230  N1   C7    single    1.357  0.020  1.357
 230  N1   HN1   single    0.860  0.020  1.020
 230  N3   C15   single    1.399  0.020  1.399
 230  N3   C14   single    1.363  0.020  1.363
 230  N3   C1    single    1.425  0.020  1.425
 230  C4   C3    aromatic  1.393  0.020  1.393
 230  C4   C5    aromatic  1.397  0.020  1.397
 230  C5   C6    aromatic  1.373  0.020  1.373
 230  C5   F1    single    1.343  0.020  1.343
 230  C6   C1    aromatic  1.387  0.020  1.387
 230  C6   H6    single    0.930  0.020  1.080
 230  C7   O1    double    1.213  0.020  1.213
 230  C7   C21   single    1.523  0.020  1.523
 230  C8   C9    aromatic  1.385  0.020  1.385
 230  C8   CL1   single    1.735  0.020  1.735
 230  C8   C13   aromatic  1.385  0.020  1.385
 230  C10  C9    aromatic  1.385  0.020  1.385
 230  C10  C11   aromatic  1.395  0.020  1.395
 230  C10  H10   single    0.930  0.020  1.080
 230  C13  C12   aromatic  1.386  0.020  1.386
 230  C13  H13   single    0.930  0.020  1.080
 230  C15  C16   single    1.439  0.020  1.439
 230  C15  O2    double    1.225  0.020  1.225
 230  C17  C16   double    1.358  0.020  1.358
 230  C17  C18   single    1.416  0.020  1.416
 230  C17  H17   single    0.930  0.020  1.080
 230  C20  C21   single    1.533  0.020  1.533
 230  C20  C19   single    1.522  0.020  1.522
 230  C20  H201  single    0.970  0.020  1.090
 230  C20  H202  single    0.970  0.020  1.090
 230  C21  N4    single    1.446  0.020  1.446
 230  C21  H21   single    0.970  0.020  1.090
 230  C22  N4    single    1.450  0.020  1.450
 230  C22  C19   single    1.534  0.020  1.534
 230  C22  H221  single    0.970  0.020  1.090
 230  C22  H222  single    0.970  0.020  1.090
 230  C24  O3    single    1.410  0.020  1.410
 230  C24  H241  single    0.970  0.020  1.090
 230  C24  H242  single    0.970  0.020  1.090
 230  C24  H243  single    0.970  0.020  1.090
 230  C1   C2    aromatic  1.383  0.020  1.383
 230  C2   C3    aromatic  1.388  0.020  1.388
 230  C2   H2    single    0.930  0.020  1.080
 230  C3   H3    single    0.930  0.020  1.080
 230  C9   H9    single    0.930  0.020  1.080
 230  C11  N2    single    1.396  0.020  1.396
 230  C11  C12   aromatic  1.395  0.020  1.395
 230  C12  H12   single    0.930  0.020  1.080
 230  N2   C23   single    1.372  0.020  1.372
 230  N2   HN2   single    0.860  0.020  1.020
 230  C14  C18   double    1.353  0.020  1.353
 230  C14  H14   single    0.930  0.020  1.080
 230  C16  H16   single    0.930  0.020  1.080
 230  C18  H18   single    0.930  0.020  1.080
 230  C19  O3    single    1.395  0.020  1.395
 230  C19  H19   single    0.970  0.020  1.090
 230  N4   C23   single    1.354  0.020  1.354
 230  C23  O4    double    1.223  0.020  1.223

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
 230  HN1   N1   C7    115.98  3.000
 230  HN1   N1   C4    115.86  3.000
 230  C7    N1   C4    128.12  3.000
 230  C14   N3   C1    118.41  3.000
 230  C1    N3   C15   118.23  3.000
 230  C14   N3   C15   123.33  3.000
 230  C3    C4   C5    117.07  3.000
 230  C5    C4   N1    117.67  3.000
 230  C3    C4   N1    125.25  3.000
 230  F1    C5   C6    118.84  3.000
 230  F1    C5   C4    117.88  3.000
 230  C6    C5   C4    123.28  3.000
 230  H6    C6   C1    121.65  3.000
 230  H6    C6   C5    119.97  3.000
 230  C1    C6   C5    118.38  3.000
 230  O1    C7   C21   122.04  3.000
 230  C21   C7   N1    113.09  3.000
 230  O1    C7   N1    124.78  3.000
 230  CL1   C8   C9    119.76  3.000
 230  CL1   C8   C13   119.75  3.000
 230  C9    C8   C13   120.49  3.000
 230  H10   C10  C11   119.83  3.000
 230  H10   C10  C9    119.13  3.000
 230  C11   C10  C9    121.04  3.000
 230  H13   C13  C12   119.47  3.000
 230  H13   C13  C8    120.47  3.000
 230  C12   C13  C8    120.06  3.000
 230  O2    C15  C16   125.38  3.000
 230  O2    C15  N3    120.27  3.000
 230  C16   C15  N3    114.35  3.000
 230  H17   C17  C18   119.52  3.000
 230  H17   C17  C16   119.77  3.000
 230  C18   C17  C16   120.71  3.000
 230  H202  C20  H201  108.46  3.000
 230  H202  C20  C19   108.71  3.000
 230  H201  C20  C19   113.36  3.000
 230  H202  C20  C21   110.88  3.000
 230  H201  C20  C21   111.95  3.000
 230  C19   C20  C21   103.41  3.000
 230  H21   C21  N4    110.70  3.000
 230  H21   C21  C20   110.40  3.000
 230  N4    C21  C20   103.55  3.000
 230  H21   C21  C7    110.25  3.000
 230  N4    C21  C7    111.31  3.000
 230  C20   C21  C7    110.47  3.000
 230  H222  C22  H221  108.64  3.000
 230  H222  C22  N4    112.11  3.000
 230  H221  C22  N4    111.29  3.000
 230  H222  C22  C19   110.26  3.000
 230  H221  C22  C19   112.44  3.000
 230  N4    C22  C19   102.04  3.000
 230  C2    C1   C6    120.12  3.000
 230  C2    C1   N3    119.91  3.000
 230  C6    C1   N3    119.95  3.000
 230  H2    C2   C3    119.31  3.000
 230  H2    C2   C1    120.05  3.000
 230  C3    C2   C1    120.64  3.000
 230  H3    C3   C2    119.00  3.000
 230  H3    C3   C4    120.50  3.000
 230  C2    C3   C4    120.50  3.000
 230  H9    C9   C10   119.87  3.000
 230  H9    C9   C8    120.81  3.000
 230  C10   C9   C8    119.32  3.000
 230  N2    C11  C12   123.08  3.000
 230  C12   C11  C10   118.86  3.000
 230  N2    C11  C10   118.00  3.000
 230  H12   C12  C11   121.00  3.000
 230  H12   C12  C13   118.77  3.000
 230  C11   C12  C13   120.22  3.000
 230  HN2   N2   C23   117.84  3.000
 230  HN2   N2   C11   114.98  3.000
 230  C23   N2   C11   125.54  3.000
 230  H14   C14  C18   122.58  3.000
 230  H14   C14  N3    115.80  3.000
 230  C18   C14  N3    121.61  3.000
 230  H16   C16  C17   121.28  3.000
 230  H16   C16  C15   116.81  3.000
 230  C17   C16  C15   121.91  3.000
 230  H18   C18  C14   120.10  3.000
 230  H18   C18  C17   121.83  3.000
 230  C14   C18  C17   118.07  3.000
 230  H19   C19  O3    110.64  3.000
 230  H19   C19  C22   108.33  3.000
 230  O3    C19  C22   114.80  3.000
 230  H19   C19  C20   109.60  3.000
 230  O3    C19  C20   110.39  3.000
 230  C22   C19  C20   102.73  3.000
 230  C23   N4   C22   127.59  3.000
 230  C23   N4   C21   118.90  3.000
 230  C22   N4   C21   113.38  3.000
 230  C19   O3   C24   113.76  3.000
 230  O4    C23  N4    121.37  3.000
 230  O4    C23  N2    123.52  3.000
 230  N4    C23  N2    115.11  3.000
 230  H243  C24  H242  108.49  3.000
 230  H243  C24  H241  108.18  3.000
 230  H242  C24  H241  108.14  3.000
 230  H243  C24  O3    107.63  3.000
 230  H242  C24  O3    111.80  3.000
 230  H241  C24  O3    112.47  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
 230  CONST_01  C1    C2   C3   C4     0.00   0.0  0
 230  CONST_02  C1    C6   C5   C4     0.00   0.0  0
 230  CONST_03  C2    C3   C4   C5     0.00   0.0  0
 230  CONST_04  C2    C1   C6   C5     0.00   0.0  0
 230  CONST_05  C3    C4   C5   C6     0.00   0.0  0
 230  CONST_06  C3    C2   C1   C6     0.00   0.0  0
 230  CONST_07  C11   C10  C9   C8     0.00   0.0  0
 230  CONST_08  C11   C12  C13  C8     0.00   0.0  0
 230  CONST_09  C13   C8   C9   C10    0.00   0.0  0
 230  CONST_10  C13   C12  C11  C10    0.00   0.0  0
 230  CONST_11  C12   C13  C8   C9     0.00   0.0  0
 230  CONST_12  C12   C11  C10  C9     0.00   0.0  0
 230  CONST_13  C5    C6   C1   N3   180.00   0.0  0
 230  CONST_14  C3    C2   C1   N3   180.00   0.0  0
 230  CONST_15  C16   C15  N3   C1   180.00   0.0  0
 230  CONST_16  C16   C15  N3   C14    0.00   0.0  0
 230  CONST_17  C2    C3   C4   N1   180.00   0.0  0
 230  CONST_18  C6    C5   C4   N1   180.00   0.0  0
 230  CONST_19  CL1   C8   C9   C10  180.00   0.0  0
 230  CONST_20  N2    C11  C12  C13  180.00   0.0  0
 230  CONST_21  F1    C5   C6   C1   180.00   0.0  0
 230  CONST_22  F1    C5   C4   C3   180.00   0.0  0
 230  CONST_23  N2    C11  C10  C9   180.00   0.0  0
 230  CONST_24  CL1   C8   C13  C12  180.00   0.0  0
 230  CONST_25  O2    C15  N3   C1     0.00   0.0  0
 230  CONST_26  O2    C15  N3   C14  180.00   0.0  0
 230  CONST_27  H6    C6   C1   N3     0.00   0.0  0
 230  CONST_28  H2    C2   C1   N3     0.00   0.0  0
 230  CONST_29  H3    C3   C4   C5   180.00   0.0  0
 230  CONST_30  H10   C10  C9   C8   180.00   0.0  0
 230  CONST_31  H12   C12  C13  C8   180.00   0.0  0
 230  CONST_32  H9    C9   C8   C13  180.00   0.0  0
 230  CONST_33  H13   C13  C8   C9   180.00   0.0  0
 230  CONST_34  C21   C7   N1   C4   180.00   0.0  0
 230  CONST_35  O4    C23  N4   C21    0.00   0.0  0
 230  CONST_36  O4    C23  N4   C22  180.00   0.0  0
 230  CONST_37  C7    N1   C4   C5   180.00   0.0  0
 230  CONST_38  C3    C4   N1   C7     0.00   0.0  0
 230  CONST_40  N4    C23  N2   C11  180.00   0.0  0
 230  CONST_42  N2    C23  N4   C21  180.00   0.0  0
 230  CONST_43  N2    C23  N4   C22    0.00   0.0  0
 230  CONST_44  HN1   N1   C4   C5     0.00   0.0  0
 230  CONST_46  O1    C7   N1   C4     0.00   0.0  0
 230  CONST_47  O4    C23  N2   C11    0.00   0.0  0
 230  Var_01    C15   N3   C1   C6    71.65  30.0  2
 230  Var_02    C19   C22  N4   C21  -19.53  30.0  1
 230  Var_03    H241  C24  O3   C19  -66.04  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
 230  chir_01  C21  C7  C20  N4   negativ
 230  chir_02  C19  O3  C20  C22  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
 230  plan-1  N3   0.020
 230  plan-1  C15  0.020
 230  plan-1  C17  0.020
 230  plan-1  C1   0.020
 230  plan-1  C14  0.020
 230  plan-1  C16  0.020
 230  plan-1  C18  0.020
 230  plan-1  O2   0.020
 230  plan-1  H17  0.020
 230  plan-1  H14  0.020
 230  plan-1  H16  0.020
 230  plan-1  H18  0.020
 230  plan-2  N1   0.020
 230  plan-2  N3   0.020
 230  plan-2  C4   0.020
 230  plan-2  C5   0.020
 230  plan-2  C6   0.020
 230  plan-2  C1   0.020
 230  plan-2  C2   0.020
 230  plan-2  C3   0.020
 230  plan-2  F1   0.020
 230  plan-2  H6   0.020
 230  plan-2  H2   0.020
 230  plan-2  H3   0.020
 230  plan-3  C8   0.020
 230  plan-3  C10  0.020
 230  plan-3  C13  0.020
 230  plan-3  C9   0.020
 230  plan-3  C11  0.020
 230  plan-3  C12  0.020
 230  plan-3  N2   0.020
 230  plan-3  H10  0.020
 230  plan-3  H13  0.020
 230  plan-3  H9   0.020
 230  plan-3  H12  0.020
 230  plan-3  CL1  0.020
 230  plan-4  C21  0.020
 230  plan-4  C22  0.020
 230  plan-4  C11  0.020
 230  plan-4  N2   0.020
 230  plan-4  N4   0.020
 230  plan-4  C23  0.020
 230  plan-4  O4   0.020
 230  plan-4  HN2  0.020
 230  plan-5  N1   0.020
 230  plan-5  C4   0.020
 230  plan-5  C7   0.020
 230  plan-5  C21  0.020
 230  plan-5  O1   0.020
 230  plan-5  HN1  0.020

