# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 22:38:01 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(1-ethylpropyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)Nc1cc(ccc1N2C(=O)CCC2(CO)CO)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
 RA2  RA2  '4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(1-ethylpropyl)amino]benzoic acid'  ligand  50  25  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RA2
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
 RA2  C1    C  C1     0  -0.244  -2.1555  -0.0741  -0.6813
 RA2  C2    C  C      0   0.235  -0.9547  -0.1174   0.0086
 RA2  C3    C  C      0   0.418   0.2667   0.0714  -0.6728
 RA2  C4    C  C1     0  -0.417   0.1966   0.3174  -2.0536
 RA2  C5    C  C      0  -0.090  -1.0102   0.3790  -2.7347
 RA2  C6    C  C1     0  -0.362  -2.2018   0.1790  -2.0413
 RA2  C10   C  C      0   0.396  -1.0247   0.6591  -4.2346
 RA2  N11   N  NT     0  -0.588  -0.9614  -0.4289   1.3943
 RA2  N12   N  NH1    0  -0.720   1.4431   0.0292   0.0134
 RA2  C13   C  CH1    0  -0.091   2.7778  -0.0415  -0.5371
 RA2  C14   C  CH2    0  -0.417   3.7090   0.8810   0.2504
 RA2  C15   C  CH3    0  -0.668   3.3457   2.3530   0.1303
 RA2  C21   C  CH2    0  -0.397   3.3125  -1.4765  -0.5668
 RA2  C23   C  CH3    0  -0.679   2.4238  -2.4462  -1.3317
 RA2  C29   C  CT     0   0.063  -1.1494   0.5423   2.4819
 RA2  C30   C  CH2    0  -0.476  -1.4224  -0.3795   3.6890
 RA2  C31   C  CH2    0  -0.569  -0.8264  -1.7288   3.3212
 RA2  C32   C  C      0   0.517  -0.7679  -1.7056   1.8145
 RA2  O37   O  O      0  -0.479  -0.5741  -2.6598   1.0838
 RA2  C38   C  CH2    0  -0.161   0.0986   1.3942   2.6905
 RA2  O39   O  OH1    0  -0.660   1.1775   0.5453   3.0196
 RA2  C42   C  CH2    0  -0.150  -2.3614   1.4453   2.2810
 RA2  O43   O  OH1    0  -0.659  -2.1001   2.4415   1.3268
 RA2  O49   O  OC    -1  -0.596  -2.1446   0.7130  -4.7794
 RA2  O50   O  O      0  -0.595   0.0795   0.8121  -4.7929
 RA2  H1    H  H      0   0.237  -3.0717  -0.2549  -0.1324
 RA2  H4    H  H      0   0.242   1.1029   0.4623  -2.6241
 RA2  H6    H  H      0   0.228  -3.1489   0.2124  -2.5610
 RA2  H12   H  HNH1   0   0.382   1.3808  -0.1470   1.0058
 RA2  H13   H  HCH1   0   0.229   2.7469   0.3253  -1.5656
 RA2  H141  H  HCH2   0   0.225   4.7311   0.7259  -0.1045
 RA2  H142  H  HCH2   0   0.207   3.7092   0.5757   1.3024
 RA2  H151  H  HCH3   0   0.229   4.0172   2.9762   0.7213
 RA2  H152  H  HCH3   0   0.219   3.4104   2.6875  -0.9068
 RA2  H153  H  HCH3   0   0.225   2.3279   2.5431   0.4722
 RA2  H211  H  HCH2   0   0.215   4.3105  -1.4555  -1.0142
 RA2  H212  H  HCH2   0   0.208   3.4462  -1.8296   0.4618
 RA2  H231  H  HCH3   0   0.226   2.8914  -3.4294  -1.4012
 RA2  H232  H  HCH3   0   0.236   1.4588  -2.5733  -0.8408
 RA2  H233  H  HCH3   0   0.214   2.2375  -2.0980  -2.3497
 RA2  H301  H  HCH2   0   0.255  -2.5022  -0.4813   3.8225
 RA2  H302  H  HCH2   0   0.261  -1.0222   0.0359   4.6124
 RA2  H311  H  HCH2   0   0.270  -1.4188  -2.5754   3.6669
 RA2  H312  H  HCH2   0   0.274   0.1862  -1.8611   3.7063
 RA2  H381  H  HCH2   0   0.229   0.3136   1.9776   1.7888
 RA2  H282  H  HCH2   0   0.224  -0.1045   2.1078   3.4991
 RA2  H39   H  HOH1   0   0.463   1.9562   1.0905   3.1666
 RA2  H421  H  HCH2   0   0.217  -3.2168   0.8178   2.0016
 RA2  H422  H  HCH2   0   0.214  -2.6013   1.8863   3.2598
 RA2  H43   H  HOH1   0   0.458  -2.9312   2.8689   1.1026

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
 RA2  C1   C2    aromatic  1.386  0.020  1.386
 RA2  C1   C6    aromatic  1.384  0.020  1.384
 RA2  C1   H1    single    0.930  0.020  1.080
 RA2  C2   C3    aromatic  1.411  0.020  1.411
 RA2  C2   N11   single    1.420  0.020  1.420
 RA2  C3   C4    aromatic  1.404  0.020  1.404
 RA2  C3   N12   single    1.363  0.020  1.363
 RA2  C4   C5    aromatic  1.387  0.020  1.387
 RA2  C4   H4    single    0.930  0.020  1.080
 RA2  C5   C6    aromatic  1.393  0.020  1.393
 RA2  C5   C10   single    1.526  0.020  1.526
 RA2  C6   H6    single    0.930  0.020  1.080
 RA2  C10  O49   deloc     1.247  0.020  1.247
 RA2  C10  O50   deloc     1.247  0.020  1.247
 RA2  N11  C29   single    1.470  0.020  1.470
 RA2  N11  C32   single    1.358  0.020  1.358
 RA2  N12  C13   single    1.446  0.020  1.446
 RA2  N12  H12   single    0.860  0.020  1.020
 RA2  C13  C14   single    1.529  0.020  1.529
 RA2  C13  C21   single    1.532  0.020  1.532
 RA2  C13  H13   single    0.970  0.020  1.090
 RA2  C14  C15   single    1.521  0.020  1.521
 RA2  C14  H141  single    0.970  0.020  1.090
 RA2  C14  H142  single    0.970  0.020  1.090
 RA2  C15  H151  single    0.970  0.020  1.090
 RA2  C15  H152  single    0.970  0.020  1.090
 RA2  C15  H153  single    0.970  0.020  1.090
 RA2  C21  C23   single    1.522  0.020  1.522
 RA2  C21  H211  single    0.970  0.020  1.090
 RA2  C21  H212  single    0.970  0.020  1.090
 RA2  C23  H231  single    0.970  0.020  1.090
 RA2  C23  H232  single    0.970  0.020  1.090
 RA2  C23  H233  single    0.970  0.020  1.090
 RA2  C29  C30   single    1.543  0.020  1.543
 RA2  C29  C38   single    1.525  0.020  1.525
 RA2  C29  C42   single    1.525  0.020  1.525
 RA2  C30  C31   single    1.520  0.020  1.520
 RA2  C30  H301  single    0.970  0.020  1.090
 RA2  C30  H302  single    0.970  0.020  1.090
 RA2  C31  C32   single    1.508  0.020  1.508
 RA2  C31  H311  single    0.970  0.020  1.090
 RA2  C31  H312  single    0.970  0.020  1.090
 RA2  C32  O37   double    1.217  0.020  1.217
 RA2  C38  O39   single    1.412  0.020  1.412
 RA2  C38  H381  single    0.970  0.020  1.090
 RA2  C38  H282  single    0.970  0.020  1.090
 RA2  O39  H39   single    0.850  0.020  0.980
 RA2  C42  O43   single    1.404  0.020  1.404
 RA2  C42  H421  single    0.970  0.020  1.090
 RA2  C42  H422  single    0.970  0.020  1.090
 RA2  O43  H43   single    0.850  0.020  0.980

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
 RA2  H1    C1   C6    120.01  3.000
 RA2  H1    C1   C2    118.39  3.000
 RA2  C6    C1   C2    121.60  3.000
 RA2  N11   C2   C3    120.30  3.000
 RA2  N11   C2   C1    119.24  3.000
 RA2  C3    C2   C1    120.36  3.000
 RA2  N12   C3   C4    122.94  3.000
 RA2  N12   C3   C2    119.99  3.000
 RA2  C4    C3   C2    117.06  3.000
 RA2  H4    C4   C5    117.68  3.000
 RA2  H4    C4   C3    120.04  3.000
 RA2  C5    C4   C3    122.28  3.000
 RA2  C10   C5   C6    120.49  3.000
 RA2  C10   C5   C4    119.94  3.000
 RA2  C6    C5   C4    119.57  3.000
 RA2  H6    C6   C5    120.38  3.000
 RA2  H6    C6   C1    120.50  3.000
 RA2  C5    C6   C1    119.12  3.000
 RA2  O50   C10  O49   126.49  3.000
 RA2  O50   C10  C5    117.02  3.000
 RA2  O49   C10  C5    116.49  3.000
 RA2  C32   N11  C29   114.22  3.000
 RA2  C32   N11  C2    120.50  3.000
 RA2  C29   N11  C2    125.27  3.000
 RA2  H12   N12  C13   115.01  3.000
 RA2  H12   N12  C3    116.55  3.000
 RA2  C13   N12  C3    127.37  3.000
 RA2  H13   C13  C21   107.83  3.000
 RA2  H13   C13  C14   107.43  3.000
 RA2  C21   C13  C14   111.26  3.000
 RA2  H13   C13  N12   108.43  3.000
 RA2  C21   C13  N12   112.05  3.000
 RA2  C14   C13  N12   109.68  3.000
 RA2  H142  C14  H141  105.79  3.000
 RA2  H142  C14  C15   110.22  3.000
 RA2  H141  C14  C15   109.58  3.000
 RA2  H142  C14  C13   109.06  3.000
 RA2  H141  C14  C13   108.46  3.000
 RA2  C15   C14  C13   113.44  3.000
 RA2  H153  C15  H152  107.44  3.000
 RA2  H153  C15  H151  107.78  3.000
 RA2  H152  C15  H151  107.66  3.000
 RA2  H153  C15  C14   111.53  3.000
 RA2  H152  C15  C14   110.95  3.000
 RA2  H151  C15  C14   111.30  3.000
 RA2  H212  C21  H211  106.19  3.000
 RA2  H212  C21  C23   109.75  3.000
 RA2  H211  C21  C23   109.84  3.000
 RA2  H212  C21  C13   109.05  3.000
 RA2  H211  C21  C13   107.96  3.000
 RA2  C23   C21  C13   113.76  3.000
 RA2  H233  C23  H232  107.82  3.000
 RA2  H233  C23  H231  107.53  3.000
 RA2  H232  C23  H231  107.64  3.000
 RA2  H233  C23  C21   111.41  3.000
 RA2  H232  C23  C21   111.40  3.000
 RA2  H231  C23  C21   110.86  3.000
 RA2  C42   C29  C38   109.73  3.000
 RA2  C42   C29  C30   108.43  3.000
 RA2  C38   C29  C30   111.80  3.000
 RA2  C42   C29  N11   113.29  3.000
 RA2  C38   C29  N11   111.44  3.000
 RA2  C30   C29  N11   101.93  3.000
 RA2  H302  C30  H301  107.16  3.000
 RA2  H302  C30  C31   113.56  3.000
 RA2  H301  C30  C31   109.53  3.000
 RA2  H302  C30  C29   111.75  3.000
 RA2  H301  C30  C29   109.03  3.000
 RA2  C31   C30  C29   105.76  3.000
 RA2  H312  C31  H311  107.35  3.000
 RA2  H312  C31  C32   108.57  3.000
 RA2  H311  C31  C32   110.49  3.000
 RA2  H312  C31  C30   112.70  3.000
 RA2  H311  C31  C30   113.56  3.000
 RA2  C32   C31  C30   104.08  3.000
 RA2  O37   C32  C31   126.43  3.000
 RA2  O37   C32  N11   125.02  3.000
 RA2  C31   C32  N11   108.55  3.000
 RA2  H282  C38  H381  107.26  3.000
 RA2  H282  C38  O39   111.14  3.000
 RA2  H381  C38  O39   111.24  3.000
 RA2  H282  C38  C29   108.20  3.000
 RA2  H381  C38  C29   110.21  3.000
 RA2  O39   C38  C29   108.74  3.000
 RA2  H39   O39  C38   108.27  3.000
 RA2  H422  C42  H421  106.62  3.000
 RA2  H422  C42  O43   111.15  3.000
 RA2  H421  C42  O43   112.20  3.000
 RA2  H422  C42  C29   107.07  3.000
 RA2  H421  C42  C29   108.34  3.000
 RA2  O43   C42  C29   111.21  3.000
 RA2  H43   O43  C42   108.25  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
 RA2  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 RA2  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 RA2  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 RA2  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 RA2  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 RA2  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 RA2  CONST_07  N11   C2   C3   C4    180.00   0.0  0
 RA2  CONST_08  N11   C2   C1   C6    180.00   0.0  0
 RA2  CONST_09  C31   C32  N11  C2    180.00   0.0  0
 RA2  CONST_10  C31   C32  N11  C29     0.00   0.0  0
 RA2  CONST_11  N12   C3   C2   C1    180.00   0.0  0
 RA2  CONST_12  C10   C5   C6   C1    180.00   0.0  0
 RA2  CONST_13  C10   C5   C4   C3    180.00   0.0  0
 RA2  CONST_14  N12   C3   C4   C5    180.00   0.0  0
 RA2  CONST_15  N12   C3   C2   N11     0.00   0.0  0
 RA2  CONST_16  O37   C32  N11  C2      0.00   0.0  0
 RA2  CONST_17  O37   C32  N11  C29   180.00   0.0  0
 RA2  CONST_18  H6    C6   C1   C2    180.00   0.0  0
 RA2  CONST_19  H4    C4   C3   C2    180.00   0.0  0
 RA2  CONST_20  H1    C1   C2   C3    180.00   0.0  0
 RA2  CONST_21  C13   N12  C3   C2    180.00   0.0  0
 RA2  CONST_22  C13   N12  C3   C4      0.00   0.0  0
 RA2  CONST_23  H12   N12  C3   C2      0.00   0.0  0
 RA2  Var_01    C29   N11  C2   C1    -86.36  30.0  2
 RA2  Var_02    C30   C29  N11  C2    166.19  30.0  1
 RA2  Var_03    C31   C30  C29  N11    22.25  30.0  1
 RA2  Var_04    C30   C31  C32  N11    13.84  30.0  1
 RA2  Var_05    C32   C31  C30  C29   -22.30  30.0  1
 RA2  Var_06    O49   C10  C5   C4   -179.34  30.0  2
 RA2  Var_07    O39   C38  C29  N11   -60.07  30.0  3
 RA2  Var_08    O43   C42  C29  N11   -76.43  30.0  3
 RA2  Var_09    C14   C13  N12  C3    138.69  30.0  3
 RA2  Var_10    C15   C14  C13  N12   -64.52  30.0  3
 RA2  Var_11    C23   C21  C13  N12    56.52  30.0  3
 RA2  Var_12    H151  C15  C14  C13   178.76  30.0  3
 RA2  Var_13    H231  C23  C21  C13   174.82  30.0  3

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
 RA2  plan-1  C1   0.020
 RA2  plan-1  C2   0.020
 RA2  plan-1  C3   0.020
 RA2  plan-1  C4   0.020
 RA2  plan-1  C5   0.020
 RA2  plan-1  C6   0.020
 RA2  plan-1  C10  0.020
 RA2  plan-1  N11  0.020
 RA2  plan-1  N12  0.020
 RA2  plan-1  H1   0.020
 RA2  plan-1  H4   0.020
 RA2  plan-1  H6   0.020
 RA2  plan-2  C3   0.020
 RA2  plan-2  N12  0.020
 RA2  plan-2  C13  0.020
 RA2  plan-2  H12  0.020
 RA2  plan-3  C2   0.020
 RA2  plan-3  N11  0.020
 RA2  plan-3  C29  0.020
 RA2  plan-3  C31  0.020
 RA2  plan-3  C32  0.020
 RA2  plan-3  O37  0.020
 RA2  plan-4  C5   0.020
 RA2  plan-4  C10  0.020
 RA2  plan-4  O49  0.020
 RA2  plan-4  O50  0.020

