# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 15:28:51 2021
#   Inital geometry file: a 150 line input string
#   Ligand name: 1-[(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)sulfonyl]-D-prolyl-beta-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCNC(=O)[C@H]1CCCN1[S](=O)(=O)c2ccc(cc2)C(=O)N[C@@H](CCC(O)=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
 TP4  TP4  1-[(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)sulfonyl]-D-prolyl-beta-alanine  ligand  59  34  .  2022-03-29  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TP4
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
 TP4  C1    C  CH2   0  -0.478  15.8327  13.9097  30.3630
 TP4  C2    C  CH2   0  -0.269  16.9843  14.2578  31.2964
 TP4  N3    N  N     0  -0.600  16.6583  15.6274  31.7183
 TP4  C4    C  CH1   0  -0.190  15.5730  16.2211  30.9461
 TP4  C5    C  CH2   0  -0.463  15.4466  15.2554  29.7623
 TP4  C6    C  C     0   0.584  15.9442  17.6272  30.4912
 TP4  O7    O  O     0  -0.485  17.0620  17.8860  30.0781
 TP4  N8    N  NH1   0  -0.636  14.9369  18.5093  30.5194
 TP4  S9    S  S     0   1.389  16.9732  16.1417  33.2316
 TP4  C10   C  CR6   0  -0.184  15.8866  15.2229  34.2954
 TP4  O11   O  OS    0  -0.643  18.3331  15.7513  33.5582
 TP4  O12   O  OS    0  -0.641  16.5669  17.5368  33.2896
 TP4  C13   C  CR16  0  -0.228  14.5865  15.6762  34.4901
 TP4  C14   C  CR16  0  -0.253  13.7201  14.9287  35.2675
 TP4  C15   C  CR6   0  -0.026  14.1536  13.7521  35.8726
 TP4  C16   C  CR16  0  -0.269  15.4596  13.3154  35.6734
 TP4  C17   C  CR16  0  -0.228  16.3312  14.0468  34.8824
 TP4  C18   C  C     0   0.555  13.1788  12.9800  36.7002
 TP4  N19   N  NH1   0  -0.659  13.7033  12.2510  37.7043
 TP4  C20   C  CH1   0  -0.177  12.8541  11.4804  38.5747
 TP4  C21   C  CH2   0  -0.488  13.7015  10.5905  39.4889
 TP4  C22   C  CH2   0  -0.554  14.4924   9.5583  38.6867
 TP4  C23   C  C     0   0.540  15.2790   8.5926  39.5323
 TP4  O24   O  O     0  -0.468  11.9812  13.0059  36.4678
 TP4  C25   C  C     0   0.543  11.9345  12.3410  39.4303
 TP4  O26   O  O     0  -0.437  10.8885  11.9365  39.8698
 TP4  O27   O  OH1   0  -0.582  12.4346  13.5381  39.6797
 TP4  O28   O  OH1   0  -0.590  15.9414   9.1987  40.5104
 TP4  O29   O  O     0  -0.443  15.3331   7.4039  39.3376
 TP4  C30   C  CH2   0  -0.283  15.1096  19.8977  30.1589
 TP4  C31   C  CH2   0  -0.589  15.7131  20.7004  31.3055
 TP4  C32   C  C     0   0.553  15.9413  22.1412  30.9483
 TP4  O33   O  OH1   0  -0.595  16.4858  22.8201  31.9522
 TP4  O34   O  O     0  -0.446  15.6696  22.6405  29.8845
 TP4  HC11  H  HCH2  0   0.266  16.1195  13.1781  29.6092
 TP4  HC12  H  HCH2  0   0.248  14.9998  13.4963  30.9348
 TP4  HC21  H  HCH2  0   0.261  17.0432  13.5717  32.1424
 TP4  HC22  H  HCH2  0   0.262  17.9470  14.2459  30.7838
 TP4  HC41  H  HCH1  0   0.272  14.6308  16.2239  31.5096
 TP4  HC51  H  HCH2  0   0.256  16.1503  15.5342  28.9756
 TP4  HC52  H  HCH2  0   0.272  14.4421  15.2715  29.3430
 TP4  HN81  H  HNH1  0   0.403  14.0673  18.2410  30.9500
 TP4  H131  H  HCR6  0   0.287  14.2484  16.6068  34.0555
 TP4  H141  H  HCR6  0   0.278  12.7067  15.2747  35.4179
 TP4  H161  H  HCR6  0   0.274  15.8110  12.3916  36.1133
 TP4  H171  H  HCR6  0   0.294  17.3442  13.6972  34.7402
 TP4  H191  H  HNH1  0   0.416  14.6414  12.4525  38.0158
 TP4  H201  H  HCH1  0   0.300  12.2056  10.8411  37.9710
 TP4  H211  H  HCH2  0   0.268  14.3661  11.2141  40.0902
 TP4  H212  H  HCH2  0   0.280  13.0295  10.0782  40.1792
 TP4  H221  H  HCH2  0   0.276  13.8218   8.9784  38.0523
 TP4  H222  H  HCH2  0   0.283  15.2057  10.0528  38.0192
 TP4  H271  H  HOH1  0   0.487  11.8380  14.0367  40.2586
 TP4  H281  H  HOH1  0   0.484  16.4534   8.5511  41.0183
 TP4  H301  H  HCH2  0   0.254  15.7436  19.9567  29.2751
 TP4  H302  H  HCH2  0   0.265  14.1334  20.2946  29.8850
 TP4  H311  H  HCH2  0   0.285  15.0609  20.6601  32.1827
 TP4  H312  H  HCH2  0   0.289  16.6639  20.2605  31.6166
 TP4  H331  H  HOH1  0   0.479  16.6201  23.7440  31.6929

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
 TP4  C1   C2    single    1.523  0.020  1.523
 TP4  C1   C5    single    1.523  0.020  1.523
 TP4  C1   HC11  single    0.970  0.020  1.090
 TP4  C1   HC12  single    0.970  0.020  1.090
 TP4  C2   N3    single    1.470  0.020  1.470
 TP4  C2   HC21  single    0.970  0.020  1.090
 TP4  C2   HC22  single    0.970  0.020  1.090
 TP4  N3   C4    single    1.458  0.020  1.458
 TP4  N3   S9    single    1.629  0.020  1.629
 TP4  C4   C5    single    1.533  0.020  1.533
 TP4  C4   C6    single    1.524  0.020  1.524
 TP4  C4   HC41  single    0.970  0.020  1.090
 TP4  C5   HC51  single    0.970  0.020  1.090
 TP4  C5   HC52  single    0.970  0.020  1.090
 TP4  C6   O7    double    1.219  0.020  1.219
 TP4  C6   N8    single    1.339  0.020  1.339
 TP4  N8   C30   single    1.445  0.020  1.445
 TP4  N8   HN81  single    0.860  0.020  1.020
 TP4  S9   C10   single    1.777  0.020  1.777
 TP4  S9   O11   double    1.452  0.020  1.452
 TP4  S9   O12   double    1.454  0.020  1.454
 TP4  C10  C13   aromatic  1.391  0.020  1.391
 TP4  C10  C17   aromatic  1.388  0.020  1.388
 TP4  C13  C14   aromatic  1.383  0.020  1.383
 TP4  C13  H131  single    0.930  0.020  1.080
 TP4  C14  C15   aromatic  1.392  0.020  1.392
 TP4  C14  H141  single    0.930  0.020  1.080
 TP4  C15  C16   aromatic  1.391  0.020  1.391
 TP4  C15  C18   single    1.494  0.020  1.494
 TP4  C16  C17   aromatic  1.386  0.020  1.386
 TP4  C16  H161  single    0.930  0.020  1.080
 TP4  C17  H171  single    0.930  0.020  1.080
 TP4  C18  N19   single    1.347  0.020  1.347
 TP4  C18  O24   double    1.220  0.020  1.220
 TP4  N19  C20   single    1.440  0.020  1.440
 TP4  N19  H191  single    0.860  0.020  1.020
 TP4  C20  C21   single    1.532  0.020  1.532
 TP4  C20  C25   single    1.523  0.020  1.523
 TP4  C20  H201  single    0.970  0.020  1.090
 TP4  C21  C22   single    1.528  0.020  1.528
 TP4  C21  H211  single    0.970  0.020  1.090
 TP4  C21  H212  single    0.970  0.020  1.090
 TP4  C22  C23   single    1.505  0.020  1.505
 TP4  C22  H221  single    0.970  0.020  1.090
 TP4  C22  H222  single    0.970  0.020  1.090
 TP4  C23  O28   single    1.328  0.020  1.328
 TP4  C23  O29   double    1.206  0.020  1.206
 TP4  C25  O26   double    1.205  0.020  1.205
 TP4  C25  O27   single    1.321  0.020  1.321
 TP4  O27  H271  single    0.850  0.020  0.980
 TP4  O28  H281  single    0.850  0.020  0.980
 TP4  C30  C31   single    1.524  0.020  1.524
 TP4  C30  H301  single    0.970  0.020  1.090
 TP4  C30  H302  single    0.970  0.020  1.090
 TP4  C31  C32   single    1.502  0.020  1.502
 TP4  C31  H311  single    0.970  0.020  1.090
 TP4  C31  H312  single    0.970  0.020  1.090
 TP4  C32  O33   single    1.329  0.020  1.329
 TP4  C32  O34   double    1.206  0.020  1.206
 TP4  O33  H331  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
 TP4  HC12  C1   HC11  108.00  3.000
 TP4  HC12  C1   C5    110.35  3.000
 TP4  HC11  C1   C5    112.78  3.000
 TP4  HC12  C1   C2    110.03  3.000
 TP4  HC11  C1   C2    112.26  3.000
 TP4  C5    C1   C2    103.39  3.000
 TP4  HC22  C2   HC21  108.06  3.000
 TP4  HC22  C2   N3    109.93  3.000
 TP4  HC21  C2   N3    112.05  3.000
 TP4  HC22  C2   C1    112.15  3.000
 TP4  HC21  C2   C1    111.87  3.000
 TP4  N3    C2   C1    102.78  3.000
 TP4  S9    N3   C4    120.48  3.000
 TP4  S9    N3   C2    121.20  3.000
 TP4  C4    N3   C2    113.11  3.000
 TP4  HC41  C4   C6    111.10  3.000
 TP4  HC41  C4   C5    109.10  3.000
 TP4  C6    C4   C5    111.77  3.000
 TP4  HC41  C4   N3    111.59  3.000
 TP4  C6    C4   N3    110.63  3.000
 TP4  C5    C4   N3    102.35  3.000
 TP4  HC52  C5   HC51  108.27  3.000
 TP4  HC52  C5   C4    111.36  3.000
 TP4  HC51  C5   C4    110.03  3.000
 TP4  HC52  C5   C1    113.50  3.000
 TP4  HC51  C5   C1    110.26  3.000
 TP4  C4    C5   C1    103.36  3.000
 TP4  N8    C6   O7    123.83  3.000
 TP4  N8    C6   C4    114.72  3.000
 TP4  O7    C6   C4    121.35  3.000
 TP4  HN81  N8   C30   117.78  3.000
 TP4  HN81  N8   C6    118.89  3.000
 TP4  C30   N8   C6    122.53  3.000
 TP4  O12   S9   O11   120.70  3.000
 TP4  O12   S9   C10   107.54  3.000
 TP4  O11   S9   C10   107.40  3.000
 TP4  O12   S9   N3    106.61  3.000
 TP4  O11   S9   N3    107.76  3.000
 TP4  C10   S9   N3    105.95  3.000
 TP4  C17   C10  C13   121.11  3.000
 TP4  C17   C10  S9    119.71  3.000
 TP4  C13   C10  S9    119.14  3.000
 TP4  H131  C13  C14   119.68  3.000
 TP4  H131  C13  C10   121.11  3.000
 TP4  C14   C13  C10   119.21  3.000
 TP4  H141  C14  C15   120.11  3.000
 TP4  H141  C14  C13   119.49  3.000
 TP4  C15   C14  C13   120.39  3.000
 TP4  C18   C15  C16   121.98  3.000
 TP4  C18   C15  C14   118.32  3.000
 TP4  C16   C15  C14   119.69  3.000
 TP4  H161  C16  C17   118.59  3.000
 TP4  H161  C16  C15   120.97  3.000
 TP4  C17   C16  C15   120.43  3.000
 TP4  H171  C17  C16   119.59  3.000
 TP4  H171  C17  C10   121.25  3.000
 TP4  C16   C17  C10   119.16  3.000
 TP4  O24   C18  N19   122.39  3.000
 TP4  O24   C18  C15   121.60  3.000
 TP4  N19   C18  C15   116.01  3.000
 TP4  H191  N19  C20   117.96  3.000
 TP4  H191  N19  C18   118.96  3.000
 TP4  C20   N19  C18   120.70  3.000
 TP4  H201  C20  C25   106.42  3.000
 TP4  H201  C20  C21   108.56  3.000
 TP4  C25   C20  C21   109.09  3.000
 TP4  H201  C20  N19   109.23  3.000
 TP4  C25   C20  N19   113.17  3.000
 TP4  C21   C20  N19   110.21  3.000
 TP4  H212  C21  H211  107.13  3.000
 TP4  H212  C21  C22   109.50  3.000
 TP4  H211  C21  C22   111.10  3.000
 TP4  H212  C21  C20   108.04  3.000
 TP4  H211  C21  C20   109.49  3.000
 TP4  C22   C21  C20   111.44  3.000
 TP4  H222  C22  H221  106.63  3.000
 TP4  H222  C22  C23   106.96  3.000
 TP4  H221  C22  C23   107.88  3.000
 TP4  H222  C22  C21   110.62  3.000
 TP4  H221  C22  C21   110.28  3.000
 TP4  C23   C22  C21   114.14  3.000
 TP4  O29   C23  O28   123.13  3.000
 TP4  O29   C23  C22   124.41  3.000
 TP4  O28   C23  C22   112.44  3.000
 TP4  O27   C25  O26   124.35  3.000
 TP4  O27   C25  C20   112.92  3.000
 TP4  O26   C25  C20   122.67  3.000
 TP4  H271  O27  C25   110.23  3.000
 TP4  H281  O28  C23   110.16  3.000
 TP4  H302  C30  H301  107.34  3.000
 TP4  H302  C30  C31   110.63  3.000
 TP4  H301  C30  C31   110.57  3.000
 TP4  H302  C30  N8    107.81  3.000
 TP4  H301  C30  N8    108.91  3.000
 TP4  C31   C30  N8    111.45  3.000
 TP4  H312  C31  H311  106.00  3.000
 TP4  H312  C31  C32   108.76  3.000
 TP4  H311  C31  C32   108.46  3.000
 TP4  H312  C31  C30   110.28  3.000
 TP4  H311  C31  C30   110.35  3.000
 TP4  C32   C31  C30   112.73  3.000
 TP4  O34   C32  O33   123.17  3.000
 TP4  O34   C32  C31   124.94  3.000
 TP4  O33   C32  C31   111.89  3.000
 TP4  H331  O33  C32   109.99  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
 TP4  CONST_01  C15   C14  C13  C10     0.00   0.0  0
 TP4  CONST_02  C15   C16  C17  C10     0.00   0.0  0
 TP4  CONST_03  C16   C17  C10  C13     0.00   0.0  0
 TP4  CONST_04  C16   C15  C14  C13     0.00   0.0  0
 TP4  CONST_05  C17   C10  C13  C14     0.00   0.0  0
 TP4  CONST_06  C17   C16  C15  C14     0.00   0.0  0
 TP4  CONST_07  C14   C13  C10  S9    180.00   0.0  0
 TP4  CONST_08  C16   C17  C10  S9    180.00   0.0  0
 TP4  CONST_09  C18   C15  C14  C13   180.00   0.0  0
 TP4  CONST_10  C18   C15  C16  C17   180.00   0.0  0
 TP4  CONST_11  H141  C14  C13  C10   180.00   0.0  0
 TP4  CONST_12  H161  C16  C17  C10   180.00   0.0  0
 TP4  CONST_13  H171  C17  C10  C13   180.00   0.0  0
 TP4  CONST_14  H131  C13  C14  C15   180.00   0.0  0
 TP4  CONST_15  C30   N8   C6   C4    180.00   0.0  0
 TP4  CONST_16  C20   N19  C18  C15   180.00   0.0  0
 TP4  CONST_17  HN81  N8   C6   C4      0.00   0.0  0
 TP4  CONST_19  C30   N8   C6   O7      0.00   0.0  0
 TP4  CONST_20  O24   C18  N19  C20     0.00   0.0  0
 TP4  CONST_21  H271  O27  C25  C20   180.00   0.0  0
 TP4  CONST_22  H281  O28  C23  C22   180.00   0.0  0
 TP4  CONST_23  H331  O33  C32  C31   180.00   0.0  0
 TP4  Var_01    C4    N3   C2   C1    -10.76  30.0  1
 TP4  Var_02    C4    C5   C1   C2    -39.23  30.0  1
 TP4  Var_03    C5    C1   C2   N3     30.51  30.0  1
 TP4  Var_04    C10   S9   N3   C2    -67.35  30.0  3
 TP4  Var_05    C13   C10  S9   N3    -84.43  30.0  2
 TP4  Var_06    N19   C18  C15  C14  -151.37  30.0  2
 TP4  Var_07    C31   C30  N8   C6    -80.34  30.0  3
 TP4  Var_08    C32   C31  C30  N8    178.38  30.0  3
 TP4  Var_09    C23   C22  C21  C20  -176.26  30.0  3
 TP4  Var_10    O28   C23  C22  C21   -45.32  30.0  3
 TP4  Var_11    O33   C32  C31  C30  -179.06  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
 TP4  chir_01  C4   N3   C5   C6   positiv
 TP4  chir_02  C20  N19  C21  C25  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
 TP4  plan-1  S9    0.020
 TP4  plan-1  C10   0.020
 TP4  plan-1  C13   0.020
 TP4  plan-1  C14   0.020
 TP4  plan-1  C15   0.020
 TP4  plan-1  C16   0.020
 TP4  plan-1  C17   0.020
 TP4  plan-1  C18   0.020
 TP4  plan-1  H131  0.020
 TP4  plan-1  H141  0.020
 TP4  plan-1  H161  0.020
 TP4  plan-1  H171  0.020
 TP4  plan-2  C15   0.020
 TP4  plan-2  C18   0.020
 TP4  plan-2  N19   0.020
 TP4  plan-2  C20   0.020
 TP4  plan-2  O24   0.020
 TP4  plan-2  H191  0.020
 TP4  plan-3  C4    0.020
 TP4  plan-3  C6    0.020
 TP4  plan-3  O7    0.020
 TP4  plan-3  N8    0.020
 TP4  plan-3  C30   0.020
 TP4  plan-3  HN81  0.020
 TP4  plan-4  C22   0.020
 TP4  plan-4  C23   0.020
 TP4  plan-4  O28   0.020
 TP4  plan-4  O29   0.020
 TP4  plan-4  H281  0.020
 TP4  plan-5  C20   0.020
 TP4  plan-5  C25   0.020
 TP4  plan-5  O26   0.020
 TP4  plan-5  O27   0.020
 TP4  plan-5  H271  0.020
 TP4  plan-6  C31   0.020
 TP4  plan-6  C32   0.020
 TP4  plan-6  O33   0.020
 TP4  plan-6  O34   0.020
 TP4  plan-6  H331  0.020

