# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 17:22:09 2022
#   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  56  34  .  2022-03-29  2022-03-29
;
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  -0.469  16.4108  13.9863  30.9731
 TP4  C2    C  CH2    0  -0.271  17.3344  14.5908  32.0198
 TP4  N3    N  N      0  -0.606  16.7490  15.9180  32.2270
 TP4  C4    C  CH1    0  -0.175  15.8222  16.3123  31.1766
 TP4  C5    C  CH2    0  -0.470  15.9997  15.1931  30.1383
 TP4  C6    C  C      0   0.557  16.2041  17.6659  30.5861
 TP4  O7    O  O      0  -0.487  17.3701  18.0213  30.5113
 TP4  N8    N  NH1    0  -0.632  15.1750  18.3633  30.0941
 TP4  S9    S  S      0   1.390  16.7080  16.6161  33.6964
 TP4  C10   C  CR6    0  -0.196  15.7456  15.5420  34.7329
 TP4  O11   O  OS     0  -0.642  18.0576  16.6216  34.2335
 TP4  O12   O  OS     0  -0.647  15.9724  17.8610  33.5380
 TP4  C13   C  CR16   0  -0.225  14.3585  15.6330  34.7114
 TP4  C14   C  CR16   0  -0.261  13.6129  14.7754  35.5010
 TP4  C15   C  CR6    0  -0.021  14.2394  13.8447  36.3266
 TP4  C16   C  CR16   0  -0.283  15.6285  13.7643  36.3293
 TP4  C17   C  CR16   0  -0.223  16.3868  14.6101  35.5354
 TP4  C18   C  C      0   0.530  13.3818  12.9325  37.1579
 TP4  N19   N  NH1    0  -0.635  13.9530  12.4829  38.2781
 TP4  C20   C  CH1    0  -0.227  13.3177  11.6476  39.2761
 TP4  C21   C  CH2    0  -0.389  13.6923  10.1693  39.1064
 TP4  C22   C  CH2    0  -0.582  13.2582   9.5595  37.7842
 TP4  C23   C  C      0   0.410  13.5171   8.0462  37.6285
 TP4  O24   O  O      0  -0.490  12.2472  12.6527  36.7897
 TP4  C25   C  C      0   0.427  13.7404  12.1385  40.6872
 TP4  O26   O  O      0  -0.596  13.1185  11.6383  41.6398
 TP4  O27   O  OC    -1  -0.593  14.6780  12.9598  40.7390
 TP4  O28   O  OC    -1  -0.605  14.1274   7.4603  38.5453
 TP4  O29   O  O      0  -0.626  13.0876   7.5297  36.5750
 TP4  C30   C  CH2    0  -0.275  15.3263  19.6245  29.3922
 TP4  C31   C  CH2    0  -0.586  15.3659  20.8336  30.3162
 TP4  C32   C  C      0   0.413  15.5012  22.1840  29.5807
 TP4  O33   O  OC    -1  -0.617  15.3193  23.2056  30.2720
 TP4  O34   O  O      0  -0.605  15.7887  22.1450  28.3670
 TP4  HC11  H  HCH2   0   0.261  16.9009  13.2119  30.3846
 TP4  HC12  H  HCH2   0   0.247  15.5387  13.5440  31.4584
 TP4  HC21  H  HCH2   0   0.263  17.3536  14.0064  32.9411
 TP4  HC22  H  HCH2   0   0.256  18.3598  14.6810  31.6562
 TP4  HC41  H  HCH1   0   0.280  14.7876  16.3181  31.5372
 TP4  HC51  H  HCH2   0   0.253  16.7965  15.4495  29.4368
 TP4  HC52  H  HCH2   0   0.269  15.0865  15.0357  29.5672
 TP4  HN81  H  HNH1   0   0.397  14.2403  18.0271  30.2602
 TP4  H131  H  HCR6   0   0.284  13.8566  16.3661  34.0940
 TP4  H141  H  HCR6   0   0.270  12.5335  14.8404  35.4833
 TP4  H161  H  HCR6   0   0.273  16.1414  13.0279  36.9340
 TP4  H171  H  HCR6   0   0.289  17.4653  14.5358  35.5528
 TP4  H191  H  HNH1   0   0.386  14.7911  12.9332  38.6211
 TP4  H201  H  HCH1   0   0.229  12.2332  11.7494  39.1780
 TP4  H211  H  HCH2   0   0.200  14.7753  10.0672  39.2279
 TP4  H212  H  HCH2   0   0.210  13.2373   9.6180  39.9304
 TP4  H221  H  HCH2   0   0.209  12.1895   9.7408  37.6274
 TP4  H222  H  HCH2   0   0.217  13.7572  10.0698  36.9535
 TP4  H301  H  HCH2   0   0.230  16.2318  19.5778  28.7894
 TP4  H302  H  HCH2   0   0.236  14.4904  19.7077  28.6977
 TP4  H311  H  HCH2   0   0.218  14.4676  20.8536  30.9404
 TP4  H312  H  HCH2   0   0.230  16.2056  20.7309  31.0122

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    1.521  0.020  1.521
 TP4  C1   C5    single    1.524  0.020  1.524
 TP4  C1   HC11  single    0.970  0.020  1.090
 TP4  C1   HC12  single    0.970  0.020  1.090
 TP4  C2   N3    single    1.465  0.020  1.465
 TP4  C2   HC21  single    0.970  0.020  1.090
 TP4  C2   HC22  single    0.970  0.020  1.090
 TP4  N3   C4    single    1.455  0.020  1.455
 TP4  N3   S9    single    1.627  0.020  1.627
 TP4  C4   C5    single    1.537  0.020  1.537
 TP4  C4   C6    single    1.525  0.020  1.525
 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    1.221  0.020  1.221
 TP4  C6   N8    single    1.337  0.020  1.337
 TP4  N8   C30   single    1.451  0.020  1.451
 TP4  N8   HN81  single    0.860  0.020  1.020
 TP4  S9   C10   single    1.776  0.020  1.776
 TP4  S9   O11   double    1.452  0.020  1.452
 TP4  S9   O12   double    1.455  0.020  1.455
 TP4  C10  C13   aromatic  1.390  0.020  1.390
 TP4  C10  C17   aromatic  1.387  0.020  1.387
 TP4  C13  C14   aromatic  1.384  0.020  1.384
 TP4  C13  H131  single    0.930  0.020  1.080
 TP4  C14  C15   aromatic  1.393  0.020  1.393
 TP4  C14  H141  single    0.930  0.020  1.080
 TP4  C15  C16   aromatic  1.391  0.020  1.391
 TP4  C15  C18   single    1.503  0.020  1.503
 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    1.335  0.020  1.335
 TP4  C18  O24   double    1.225  0.020  1.225
 TP4  N19  C20   single    1.448  0.020  1.448
 TP4  N19  H191  single    0.860  0.020  1.020
 TP4  C20  C21   single    1.534  0.020  1.534
 TP4  C20  C25   single    1.553  0.020  1.553
 TP4  C20  H201  single    0.970  0.020  1.090
 TP4  C21  C22   single    1.519  0.020  1.519
 TP4  C21  H211  single    0.970  0.020  1.090
 TP4  C21  H212  single    0.970  0.020  1.090
 TP4  C22  C23   single    1.543  0.020  1.543
 TP4  C22  H221  single    0.970  0.020  1.090
 TP4  C22  H222  single    0.970  0.020  1.090
 TP4  C23  O28   deloc     1.248  0.020  1.248
 TP4  C23  O29   deloc     1.249  0.020  1.249
 TP4  C25  O26   deloc     1.243  0.020  1.243
 TP4  C25  O27   deloc     1.248  0.020  1.248
 TP4  C30  C31   single    1.522  0.020  1.522
 TP4  C30  H301  single    0.970  0.020  1.090
 TP4  C30  H302  single    0.970  0.020  1.090
 TP4  C31  C32   single    1.544  0.020  1.544
 TP4  C31  H311  single    0.970  0.020  1.090
 TP4  C31  H312  single    0.970  0.020  1.090
 TP4  C32  O33   deloc     1.247  0.020  1.247
 TP4  C32  O34   deloc     1.248  0.020  1.248

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  108.16  3.000
 TP4  HC12  C1   C5    110.42  3.000
 TP4  HC11  C1   C5    112.86  3.000
 TP4  HC12  C1   C2    109.89  3.000
 TP4  HC11  C1   C2    112.41  3.000
 TP4  C5    C1   C2    103.06  3.000
 TP4  HC22  C2   HC21  107.99  3.000
 TP4  HC22  C2   N3    110.34  3.000
 TP4  HC21  C2   N3    111.88  3.000
 TP4  HC22  C2   C1    111.96  3.000
 TP4  HC21  C2   C1    112.26  3.000
 TP4  N3    C2   C1    102.40  3.000
 TP4  S9    N3   C4    121.30  3.000
 TP4  S9    N3   C2    121.76  3.000
 TP4  C4    N3   C2    113.44  3.000
 TP4  HC41  C4   C6    111.04  3.000
 TP4  HC41  C4   C5    109.59  3.000
 TP4  C6    C4   C5    110.84  3.000
 TP4  HC41  C4   N3    111.42  3.000
 TP4  C6    C4   N3    111.13  3.000
 TP4  C5    C4   N3    102.52  3.000
 TP4  HC52  C5   HC51  108.00  3.000
 TP4  HC52  C5   C4    111.28  3.000
 TP4  HC51  C5   C4    110.32  3.000
 TP4  HC52  C5   C1    113.53  3.000
 TP4  HC51  C5   C1    109.94  3.000
 TP4  C4    C5   C1    103.75  3.000
 TP4  N8    C6   O7    124.10  3.000
 TP4  N8    C6   C4    114.37  3.000
 TP4  O7    C6   C4    121.40  3.000
 TP4  HN81  N8   C30   117.82  3.000
 TP4  HN81  N8   C6    118.66  3.000
 TP4  C30   N8   C6    123.44  3.000
 TP4  O12   S9   O11   120.46  3.000
 TP4  O12   S9   C10   107.88  3.000
 TP4  O11   S9   C10   106.86  3.000
 TP4  O12   S9   N3    106.35  3.000
 TP4  O11   S9   N3    108.19  3.000
 TP4  C10   S9   N3    106.33  3.000
 TP4  C17   C10  C13   120.95  3.000
 TP4  C17   C10  S9    119.57  3.000
 TP4  C13   C10  S9    119.47  3.000
 TP4  H131  C13  C14   119.71  3.000
 TP4  H131  C13  C10   121.07  3.000
 TP4  C14   C13  C10   119.22  3.000
 TP4  H141  C14  C15   119.92  3.000
 TP4  H141  C14  C13   119.42  3.000
 TP4  C15   C14  C13   120.66  3.000
 TP4  C18   C15  C16   122.24  3.000
 TP4  C18   C15  C14   118.47  3.000
 TP4  C16   C15  C14   119.26  3.000
 TP4  H161  C16  C17   118.43  3.000
 TP4  H161  C16  C15   120.91  3.000
 TP4  C17   C16  C15   120.65  3.000
 TP4  H171  C17  C16   119.64  3.000
 TP4  H171  C17  C10   121.11  3.000
 TP4  C16   C17  C10   119.24  3.000
 TP4  O24   C18  N19   124.84  3.000
 TP4  O24   C18  C15   120.06  3.000
 TP4  N19   C18  C15   115.11  3.000
 TP4  H191  N19  C20   112.75  3.000
 TP4  H191  N19  C18   119.28  3.000
 TP4  C20   N19  C18   125.77  3.000
 TP4  H201  C20  C25   108.79  3.000
 TP4  H201  C20  C21   108.78  3.000
 TP4  C25   C20  C21   109.79  3.000
 TP4  H201  C20  N19   108.64  3.000
 TP4  C25   C20  N19   108.93  3.000
 TP4  C21   C20  N19   111.86  3.000
 TP4  H212  C21  H211  106.36  3.000
 TP4  H212  C21  C22   109.59  3.000
 TP4  H211  C21  C22   109.99  3.000
 TP4  H212  C21  C20   107.55  3.000
 TP4  H211  C21  C20   108.62  3.000
 TP4  C22   C21  C20   114.40  3.000
 TP4  H222  C22  H221  105.00  3.000
 TP4  H222  C22  C23   107.70  3.000
 TP4  H221  C22  C23   108.15  3.000
 TP4  H222  C22  C21   110.05  3.000
 TP4  H221  C22  C21   109.69  3.000
 TP4  C23   C22  C21   115.69  3.000
 TP4  O29   C23  O28   126.42  3.000
 TP4  O29   C23  C22   115.64  3.000
 TP4  O28   C23  C22   117.94  3.000
 TP4  O27   C25  O26   127.53  3.000
 TP4  O27   C25  C20   116.78  3.000
 TP4  O26   C25  C20   115.67  3.000
 TP4  H302  C30  H301  106.76  3.000
 TP4  H302  C30  C31   110.25  3.000
 TP4  H301  C30  C31   110.40  3.000
 TP4  H302  C30  N8    107.13  3.000
 TP4  H301  C30  N8    108.49  3.000
 TP4  C31   C30  N8    113.54  3.000
 TP4  H312  C31  H311  105.57  3.000
 TP4  H312  C31  C32   108.52  3.000
 TP4  H311  C31  C32   109.14  3.000
 TP4  H312  C31  C30   109.34  3.000
 TP4  H311  C31  C30   109.85  3.000
 TP4  C32   C31  C30   114.08  3.000
 TP4  O34   C32  O33   126.76  3.000
 TP4  O34   C32  C31   117.14  3.000
 TP4  O33   C32  C31   116.09  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_18  H191  N19  C18  C15     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  Var_01    C4    N3   C2   C1    -16.08  30.0  1
 TP4  Var_02    C4    C5   C1   C2    -38.76  30.0  1
 TP4  Var_03    C5    C1   C2   N3     33.20  30.0  1
 TP4  Var_04    C10   S9   N3   C2    -60.91  30.0  3
 TP4  Var_05    C13   C10  S9   N3    -83.19  30.0  2
 TP4  Var_06    N19   C18  C15  C14  -153.48  30.0  2
 TP4  Var_07    C31   C30  N8   C6    -86.32  30.0  3
 TP4  Var_08    C32   C31  C30  N8   -178.96  30.0  3
 TP4  Var_09    C23   C22  C21  C20  -175.21  30.0  3
 TP4  Var_10    O28   C23  C22  C21    -4.34  30.0  3
 TP4  Var_11    O33   C32  C31  C30   168.72  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-5  C20   0.020
 TP4  plan-5  C25   0.020
 TP4  plan-5  O26   0.020
 TP4  plan-5  O27   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

