# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 08:10:51 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 3-[(3aR,4S,7S,7aS)-2-(carboxymethyl)-1,3-dioxooctahydro-4H-4,7-epoxyisoindol-4-yl]-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](C[C@]12CC[C@H](O1)[C@@H]3[C@H]2C(=O)N(CC(O)=O)C3=O)C(O)=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
 LOU  LOU  3-[(3aR,4S,7S,7aS)-2-(carboxymethyl)-1,3-dioxooctahydro-4H-4,7-epoxyisoindol-4-yl]-L-alanine  L-peptide  36  22  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LOU
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
 LOU  C21  C  C      0   0.377  -4.0792   1.4075  -0.5945
 LOU  C22  C  CH2    0  -0.512  -3.3015   0.7339   0.5635
 LOU  N23  N  NR5    0  -0.336  -2.1021   0.0715   0.1241
 LOU  C24  C  CR5    0   0.541  -2.1116  -1.1690  -0.4715
 LOU  O25  O  O      0  -0.355  -3.1077  -1.8452  -0.6096
 LOU  C26  C  CR5    0   0.431  -0.8739   0.7014   0.0537
 LOU  C27  C  CR15   0  -0.319   0.1256  -0.2771  -0.4943
 LOU  C28  C  CR15   0  -0.417  -0.6933  -1.5127  -0.8774
 LOU  O29  O  O      0  -0.621  -0.6620   1.8174   0.4490
 LOU  O30  O  O      0  -0.374  -3.5275   1.4381  -1.7078
 LOU  N52  N  NH2    0  -0.719   3.3042  -0.3112  -1.4927
 LOU  C53  C  CH1    0  -0.192   3.1130   0.5973  -0.3608
 LOU  C54  C  CH2    0  -0.503   2.4181  -0.1177   0.7938
 LOU  C55  C  CT     0   0.216   1.1337  -0.8782   0.5274
 LOU  O56  O  O2     0  -0.478   1.3448  -2.1653  -0.0598
 LOU  C57  C  CH1    0   0.049  -0.0021  -2.6166  -0.0551
 LOU  C58  C  CH2    0  -0.459  -0.3832  -2.5077   1.4251
 LOU  C59  C  CH2    0  -0.440   0.4035  -1.2493   1.8334
 LOU  C60  C  C      0   0.371   4.3873   1.3201   0.1856
 LOU  O93  O  O      0  -0.570   5.4644   1.1731  -0.4238
 LOU  H19  H  HCH2   0   0.303  -3.0242   1.4825   1.3086
 LOU  H20  H  HCH2   0   0.280  -3.9396   0.0096   1.0667
 LOU  H21  H  HCR5   0   0.304   0.6556   0.1605  -1.3394
 LOU  H22  H  HCR5   0   0.326  -0.6556  -1.7430  -1.9433
 LOU  H42  H  HCH1   0   0.281   2.4423   1.4065  -0.6944
 LOU  H43  H  HCH2   0   0.264   3.1128  -0.8189   1.2662
 LOU  H44  H  HCH2   0   0.256   2.1954   0.6305   1.5542
 LOU  H45  H  HCH1   0   0.238  -0.0817  -3.6134  -0.4896
 LOU  H46  H  HCH2   0   0.178  -1.4512  -2.4381   1.6030
 LOU  H47  H  HCH2   0   0.275  -0.0294  -3.3893   1.9611
 LOU  H48  H  HCH2   0   0.234   1.1418  -1.4768   2.6028
 LOU  H49  H  HCH2   0   0.286  -0.2154  -0.4436   2.2305
 LOU  O31  O  OC    -1  -0.770  -5.1227   1.9946  -0.2405
 LOU  OXT  O  OC    -1  -0.788   4.2160   2.0204   1.2083
 LOU  H41  H  HNH2   0   0.307   3.9936   0.0743  -2.1161
 LOU  H2   H  HNH2   0   0.336   3.7252  -1.1706  -1.1510

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
 LOU  C21  C22  single  1.549  0.020  1.549
 LOU  C21  O30  deloc   1.243  0.020  1.243
 LOU  C22  N23  single  1.439  0.020  1.439
 LOU  N23  C26  single  1.382  0.020  1.382
 LOU  N23  C24  single  1.376  0.020  1.376
 LOU  C24  O25  double  1.212  0.020  1.212
 LOU  C24  C28  single  1.515  0.020  1.515
 LOU  C26  C27  single  1.502  0.020  1.502
 LOU  C26  O29  double  1.203  0.020  1.203
 LOU  C27  C28  single  1.531  0.020  1.531
 LOU  C27  C55  single  1.556  0.020  1.556
 LOU  C28  C57  single  1.540  0.020  1.540
 LOU  N52  C53  single  1.464  0.020  1.464
 LOU  C53  C54  single  1.525  0.020  1.525
 LOU  C53  C60  single  1.564  0.020  1.564
 LOU  C54  C55  single  1.516  0.020  1.516
 LOU  C55  O56  single  1.430  0.020  1.430
 LOU  C55  C59  single  1.542  0.020  1.542
 LOU  O56  C57  single  1.421  0.020  1.421
 LOU  C57  C58  single  1.532  0.020  1.532
 LOU  C58  C59  single  1.539  0.020  1.539
 LOU  C60  O93  deloc   1.246  0.020  1.246
 LOU  C22  H19  single  0.970  0.020  1.090
 LOU  C22  H20  single  0.970  0.020  1.090
 LOU  C27  H21  single  0.970  0.020  1.090
 LOU  C28  H22  single  0.970  0.020  1.090
 LOU  N52  H41  single  0.890  0.020  1.040
 LOU  C53  H42  single  0.970  0.020  1.090
 LOU  C54  H43  single  0.970  0.020  1.090
 LOU  C54  H44  single  0.970  0.020  1.090
 LOU  C57  H45  single  0.970  0.020  1.090
 LOU  C58  H46  single  0.970  0.020  1.090
 LOU  C58  H47  single  0.970  0.020  1.090
 LOU  C59  H48  single  0.970  0.020  1.090
 LOU  C59  H49  single  0.970  0.020  1.090
 LOU  C21  O31  deloc   1.249  0.020  1.249
 LOU  N52  H2   single  0.890  0.020  1.040
 LOU  C60  OXT  deloc   1.251  0.020  1.251

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
 LOU  O31  C21  O30  127.83  3.000
 LOU  O31  C21  C22  114.34  3.000
 LOU  O30  C21  C22  117.23  3.000
 LOU  H20  C22  H19  106.83  3.000
 LOU  H20  C22  N23  108.87  3.000
 LOU  H19  C22  N23  108.20  3.000
 LOU  H20  C22  C21  109.92  3.000
 LOU  H19  C22  C21  109.84  3.000
 LOU  N23  C22  C21  112.98  3.000
 LOU  C26  N23  C24  113.26  3.000
 LOU  C24  N23  C22  122.78  3.000
 LOU  C26  N23  C22  123.13  3.000
 LOU  C28  C24  O25  127.77  3.000
 LOU  C28  C24  N23  108.31  3.000
 LOU  O25  C24  N23  123.91  3.000
 LOU  O29  C26  C27  127.37  3.000
 LOU  O29  C26  N23  124.24  3.000
 LOU  C27  C26  N23  108.24  3.000
 LOU  H21  C27  C55  110.45  3.000
 LOU  H21  C27  C28  112.97  3.000
 LOU  C55  C27  C28  101.48  3.000
 LOU  H21  C27  C26  110.18  3.000
 LOU  C55  C27  C26  116.30  3.000
 LOU  C28  C27  C26  105.13  3.000
 LOU  H22  C28  C57  110.78  3.000
 LOU  H22  C28  C27  113.35  3.000
 LOU  C57  C28  C27  101.82  3.000
 LOU  H22  C28  C24  110.00  3.000
 LOU  C57  C28  C24  116.09  3.000
 LOU  C27  C28  C24  104.51  3.000
 LOU  H2   N52  H41  104.39  3.000
 LOU  H2   N52  C53  108.60  3.000
 LOU  H41  N52  C53  109.31  3.000
 LOU  H42  C53  C60  105.20  3.000
 LOU  H42  C53  C54  107.21  3.000
 LOU  C60  C53  C54  108.87  3.000
 LOU  H42  C53  N52  107.51  3.000
 LOU  C60  C53  N52  116.78  3.000
 LOU  C54  C53  N52  110.72  3.000
 LOU  H44  C54  H43  105.57  3.000
 LOU  H44  C54  C55  107.08  3.000
 LOU  H43  C54  C55  106.99  3.000
 LOU  H44  C54  C53  107.42  3.000
 LOU  H43  C54  C53  109.75  3.000
 LOU  C55  C54  C53  119.21  3.000
 LOU  C59  C55  O56  101.60  3.000
 LOU  C59  C55  C54  111.91  3.000
 LOU  O56  C55  C54  113.48  3.000
 LOU  C59  C55  C27  110.02  3.000
 LOU  O56  C55  C27  100.00  3.000
 LOU  C54  C55  C27  118.06  3.000
 LOU  C57  O56  C55   98.31  3.000
 LOU  H45  C57  C58  115.58  3.000
 LOU  H45  C57  O56  111.00  3.000
 LOU  C58  C57  O56  102.50  3.000
 LOU  H45  C57  C28  114.18  3.000
 LOU  C58  C57  C28  110.68  3.000
 LOU  O56  C57  C28  101.30  3.000
 LOU  H47  C58  H46  106.90  3.000
 LOU  H47  C58  C59  111.38  3.000
 LOU  H46  C58  C59  114.03  3.000
 LOU  H47  C58  C57  109.66  3.000
 LOU  H46  C58  C57  114.07  3.000
 LOU  C59  C58  C57  100.79  3.000
 LOU  H49  C59  H48  106.35  3.000
 LOU  H49  C59  C58  114.23  3.000
 LOU  H48  C59  C58  111.27  3.000
 LOU  H49  C59  C55  113.54  3.000
 LOU  H48  C59  C55  109.11  3.000
 LOU  C58  C59  C55  102.37  3.000
 LOU  OXT  C60  O93  125.73  3.000
 LOU  OXT  C60  C53  115.64  3.000
 LOU  O93  C60  C53  118.62  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
 LOU  CONST_01  C28  C24  N23  C26    0.00   0.0  0
 LOU  CONST_02  C28  C24  N23  C22  180.00   0.0  0
 LOU  CONST_03  C26  N23  C24  O25  180.00   0.0  0
 LOU  CONST_04  O25  C24  N23  C22    0.00   0.0  0
 LOU  Var_01    C27  C26  N23  C24   -8.00  30.0  1
 LOU  Var_02    C57  C58  C59  C55   -1.63  30.0  3
 LOU  Var_03    C26  N23  C22  C21   89.74  30.0  3
 LOU  Var_04    O30  C21  C22  N23   -7.94  30.0  2

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
 LOU  chir_01  C27  C26  C28  C55  positiv
 LOU  chir_02  C28  C57  C27  C24  positiv
 LOU  chir_03  C53  N52  C54  C60  negativ
 LOU  chir_04  C55  C27  O56  C59  positiv
 LOU  chir_05  C57  O56  C58  C28  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
 LOU  plan-1  N23  0.020
 LOU  plan-1  C26  0.020
 LOU  plan-1  C27  0.020
 LOU  plan-1  O29  0.020
 LOU  plan-2  C22  0.020
 LOU  plan-2  N23  0.020
 LOU  plan-2  C24  0.020
 LOU  plan-2  O25  0.020
 LOU  plan-2  C26  0.020
 LOU  plan-2  C28  0.020
 LOU  plan-3  C21  0.020
 LOU  plan-3  C22  0.020
 LOU  plan-3  O30  0.020
 LOU  plan-3  O31  0.020
 LOU  plan-4  C53  0.020
 LOU  plan-4  C60  0.020
 LOU  plan-4  O93  0.020
 LOU  plan-4  OXT  0.020

