# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 20:15:54 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 3-[3-(carbamimidamidooxy)propoxy]-5-chloro-N-cyclopentyl-N-prop-2-en-1-ylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)NOCCCOc1cc(Cl)cc(c1)C(=O)N(CC=C)C2CCCC2
#
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
 14A  14A  3-[3-(carbamimidamidooxy)propoxy]-5-chloro-N-cyclopentyl-N-prop-2-en-1-ylbenzamide  ligand  54  27  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_14A
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
 14A  N1    N   N     0  -0.685  -0.7538   2.5015   7.4857
 14A  C2    C   C     0   0.513  -0.5711   1.4047   8.1039
 14A  N3    N   NH2   0  -0.820  -0.2983   1.3632   9.4477
 14A  N4    N   NH1   0  -0.390  -0.6026   0.1184   7.5554
 14A  O5    O   O2    0  -0.405  -1.1498   0.0706   6.2901
 14A  C6    C   CH2   0  -0.128  -0.1753  -0.3502   5.3451
 14A  C7    C   CH2   0  -0.513  -0.8327  -0.3175   3.9794
 14A  C8    C   CH2   0  -0.187   0.1438  -0.7795   2.9171
 14A  O9    O   O2    0  -0.469  -0.5076  -0.6771   1.6597
 14A  C10   C   CR6   0   0.410   0.1815  -0.9490   0.5423
 14A  C11   C   CR16  0  -0.343   1.4859  -1.4381   0.5320
 14A  C12   C   CR6   0  -0.007   2.0984  -1.6725  -0.6909
 14A  C13   C   CR16  0  -0.256   1.4672  -1.4296  -1.8957
 14A  C14   C   CR6   0  -0.070   0.1629  -0.9418  -1.8637
 14A  C15   C   CR16  0  -0.364  -0.4836  -0.7149  -0.6628
 14A  CL16  CL  CL    0  -0.118   3.7175  -2.2886  -0.6972
 14A  C17   C   C     0   0.519  -0.5932  -0.7399  -3.1462
 14A  O18   O   O     0  -0.482  -1.4407  -1.5622  -3.4655
 14A  N19   N   NT    0  -0.451  -0.2848   0.3396  -3.8843
 14A  C20   C   CH2   0  -0.401   0.6330   1.3813  -3.4393
 14A  C21   C   C1    0  -0.149   1.9081   1.3769  -4.2232
 14A  C22   C   C2    0  -0.522   2.3430   2.4061  -4.9389
 14A  C23   C   CH1   0  -0.062  -0.9475   0.5829  -5.1645
 14A  C24   C   CH2   0  -0.444  -2.4421   0.9340  -5.0507
 14A  C25   C   CH2   0  -0.451  -3.0226   0.4788  -6.3858
 14A  C26   C   CH2   0  -0.437  -2.2896  -0.8360  -6.6520
 14A  C27   C   CH2   0  -0.451  -0.8492  -0.5551  -6.2128
 14A  HN1   H   H     0   0.327  -1.0496   2.3331   6.5317
 14A  HN31  H   HNH2  0   0.386  -0.0473   2.2565   9.8400
 14A  HN32  H   HNH2  0   0.386   0.3101   0.6222   9.7601
 14A  HN4   H   HNH1  0   0.397  -1.0688  -0.5640   8.1432
 14A  H61   H   HCH2  0   0.222   0.1724  -1.3610   5.5849
 14A  H62   H   HCH2  0   0.218   0.6927   0.3175   5.3705
 14A  H71   H   HCH2  0   0.250  -1.1625   0.6995   3.7527
 14A  H72   H   HCH2  0   0.252  -1.7126  -0.9658   3.9754
 14A  H81   H   HCH2  0   0.235   0.4526  -1.8138   3.1040
 14A  H82   H   HCH2  0   0.233   1.0437  -0.1542   2.9253
 14A  H11   H   HCR6  0   0.302   2.0260  -1.6421   1.4455
 14A  H13   H   HCR6  0   0.280   1.9721  -1.6153  -2.8342
 14A  H15   H   HCR6  0   0.275  -1.4977  -0.3350  -0.6433
 14A  H201  H   HCH2  0   0.282   0.8469   1.2480  -2.3795
 14A  H202  H   HCH2  0   0.273   0.1338   2.3493  -3.5312
 14A  H21   H   H     0   0.248   2.4943   0.4636  -4.1813
 14A  H221  H   H     0   0.247   3.2794   2.3642  -5.4794
 14A  H222  H   H     0   0.242   1.7818   3.3312  -5.0051
 14A  H23   H   HCH1  0   0.263  -0.4332   1.4509  -5.5787
 14A  H241  H   HCH2  0   0.236  -2.9082   0.3744  -4.2399
 14A  H242  H   HCH2  0   0.235  -2.5934   1.9954  -4.8488
 14A  H251  H   HCH2  0   0.218  -2.7932   1.2065  -7.1700
 14A  H252  H   HCH2  0   0.233  -4.1075   0.3684  -6.3573
 14A  H261  H   HCH2  0   0.227  -2.3568  -1.1604  -7.6913
 14A  H262  H   HCH2  0   0.223  -2.7216  -1.6249  -6.0334
 14A  H271  H   HCH2  0   0.232  -0.2595  -0.2005  -7.0606
 14A  H272  H   HCH2  0   0.241  -0.3449  -1.4430  -5.8357

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
 14A  N1   C2    double    1.272  0.020  1.272
 14A  N1   HN1   single    0.890  0.020  1.040
 14A  C2   N3    single    1.372  0.020  1.372
 14A  C2   N4    single    1.399  0.020  1.399
 14A  N3   HN31  single    0.890  0.020  1.040
 14A  N3   HN32  single    0.890  0.020  1.040
 14A  N4   O5    single    1.379  0.020  1.379
 14A  N4   HN4   single    0.890  0.020  1.040
 14A  O5   C6    single    1.421  0.020  1.421
 14A  C6   C7    single    1.516  0.020  1.516
 14A  C6   H61   single    0.970  0.020  1.090
 14A  C6   H62   single    0.970  0.020  1.090
 14A  C7   C8    single    1.515  0.020  1.515
 14A  C7   H71   single    0.970  0.020  1.090
 14A  C7   H72   single    0.970  0.020  1.090
 14A  C8   O9    single    1.420  0.020  1.420
 14A  C8   H81   single    0.970  0.020  1.090
 14A  C8   H82   single    0.970  0.020  1.090
 14A  O9   C10   single    1.341  0.020  1.341
 14A  C10  C11   aromatic  1.393  0.020  1.393
 14A  C10  C15   aromatic  1.396  0.020  1.396
 14A  C11  C12   aromatic  1.388  0.020  1.388
 14A  C11  H11   single    0.930  0.020  1.080
 14A  C12  C13   aromatic  1.382  0.020  1.382
 14A  C12  CL16  single    1.732  0.020  1.732
 14A  C13  C14   aromatic  1.393  0.020  1.393
 14A  C13  H13   single    0.930  0.020  1.080
 14A  C14  C15   aromatic  1.383  0.020  1.383
 14A  C14  C17   single    1.502  0.020  1.502
 14A  C15  H15   single    0.930  0.020  1.080
 14A  C17  O18   double    1.223  0.020  1.223
 14A  C17  N19   single    1.344  0.020  1.344
 14A  N19  C20   single    1.458  0.020  1.458
 14A  N19  C23   single    1.462  0.020  1.462
 14A  C20  C21   single    1.497  0.020  1.497
 14A  C20  H201  single    0.970  0.020  1.090
 14A  C20  H202  single    0.970  0.020  1.090
 14A  C21  C22   double    1.327  0.020  1.327
 14A  C21  H21   single    0.930  0.020  1.080
 14A  C22  H221  single    0.930  0.020  1.080
 14A  C22  H222  single    0.930  0.020  1.080
 14A  C23  C24   single    1.540  0.020  1.540
 14A  C23  C27   single    1.550  0.020  1.550
 14A  C23  H23   single    0.970  0.020  1.090
 14A  C24  C25   single    1.525  0.020  1.525
 14A  C24  H241  single    0.970  0.020  1.090
 14A  C24  H242  single    0.970  0.020  1.090
 14A  C25  C26   single    1.529  0.020  1.529
 14A  C25  H251  single    0.970  0.020  1.090
 14A  C25  H252  single    0.970  0.020  1.090
 14A  C26  C27   single    1.532  0.020  1.532
 14A  C26  H261  single    0.970  0.020  1.090
 14A  C26  H262  single    0.970  0.020  1.090
 14A  C27  H271  single    0.970  0.020  1.090
 14A  C27  H272  single    0.970  0.020  1.090

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
 14A  HN1   N1   C2    110.87  3.000
 14A  N4    C2   N3    111.15  3.000
 14A  N4    C2   N1    126.80  3.000
 14A  N3    C2   N1    122.05  3.000
 14A  HN32  N3   HN31  112.38  3.000
 14A  HN32  N3   C2    116.47  3.000
 14A  HN31  N3   C2    113.84  3.000
 14A  HN4   N4   O5    109.03  3.000
 14A  HN4   N4   C2    113.69  3.000
 14A  O5    N4   C2    113.61  3.000
 14A  C6    O5   N4    110.38  3.000
 14A  H62   C6   H61   107.81  3.000
 14A  H62   C6   C7    110.57  3.000
 14A  H61   C6   C7    110.77  3.000
 14A  H62   C6   O5    110.33  3.000
 14A  H61   C6   O5    110.20  3.000
 14A  C7    C6   O5    107.17  3.000
 14A  H72   C7   H71   107.95  3.000
 14A  H72   C7   C8    109.60  3.000
 14A  H71   C7   C8    109.44  3.000
 14A  H72   C7   C6    109.86  3.000
 14A  H71   C7   C6    109.74  3.000
 14A  C8    C7   C6    110.22  3.000
 14A  H82   C8   H81   107.82  3.000
 14A  H82   C8   O9    110.02  3.000
 14A  H81   C8   O9    110.40  3.000
 14A  H82   C8   C7    110.48  3.000
 14A  H81   C8   C7    110.49  3.000
 14A  O9    C8   C7    107.65  3.000
 14A  C10   O9   C8    119.19  3.000
 14A  C15   C10  C11   119.90  3.000
 14A  C15   C10  O9    116.14  3.000
 14A  C11   C10  O9    123.96  3.000
 14A  H11   C11  C12   119.50  3.000
 14A  H11   C11  C10   121.87  3.000
 14A  C12   C11  C10   118.63  3.000
 14A  CL16  C12  C13   119.10  3.000
 14A  CL16  C12  C11   118.41  3.000
 14A  C13   C12  C11   122.49  3.000
 14A  H13   C13  C14   121.14  3.000
 14A  H13   C13  C12   120.87  3.000
 14A  C14   C13  C12   117.99  3.000
 14A  C17   C14  C15   118.95  3.000
 14A  C17   C14  C13   119.91  3.000
 14A  C15   C14  C13   121.02  3.000
 14A  H15   C15  C14   120.73  3.000
 14A  H15   C15  C10   119.29  3.000
 14A  C14   C15  C10   119.96  3.000
 14A  N19   C17  O18   123.76  3.000
 14A  N19   C17  C14   117.48  3.000
 14A  O18   C17  C14   118.76  3.000
 14A  C23   N19  C20   115.71  3.000
 14A  C23   N19  C17   120.71  3.000
 14A  C20   N19  C17   123.43  3.000
 14A  H202  C20  H201  106.26  3.000
 14A  H202  C20  C21   110.34  3.000
 14A  H201  C20  C21   109.99  3.000
 14A  H202  C20  N19   108.64  3.000
 14A  H201  C20  N19   109.46  3.000
 14A  C21   C20  N19   111.98  3.000
 14A  H21   C21  C22   119.74  3.000
 14A  H21   C21  C20   116.24  3.000
 14A  C22   C21  C20   124.02  3.000
 14A  H222  C22  H221  116.78  3.000
 14A  H222  C22  C21   121.68  3.000
 14A  H221  C22  C21   121.54  3.000
 14A  H23   C23  C27   107.31  3.000
 14A  H23   C23  C24   107.72  3.000
 14A  C27   C23  C24   106.19  3.000
 14A  H23   C23  N19   104.55  3.000
 14A  C27   C23  N19   116.18  3.000
 14A  C24   C23  N19   114.41  3.000
 14A  H242  C24  H241  107.61  3.000
 14A  H242  C24  C25   113.55  3.000
 14A  H241  C24  C25   109.58  3.000
 14A  H242  C24  C23   111.73  3.000
 14A  H241  C24  C23   110.68  3.000
 14A  C25   C24  C23   103.69  3.000
 14A  H252  C25  H251  107.13  3.000
 14A  H252  C25  C26   113.23  3.000
 14A  H251  C25  C26   110.28  3.000
 14A  H252  C25  C24   112.70  3.000
 14A  H251  C25  C24   110.44  3.000
 14A  C26   C25  C24   103.10  3.000
 14A  H262  C26  H261  107.50  3.000
 14A  H262  C26  C27   110.01  3.000
 14A  H261  C26  C27   112.68  3.000
 14A  H262  C26  C25   109.46  3.000
 14A  H261  C26  C25   113.09  3.000
 14A  C27   C26  C25   104.07  3.000
 14A  H272  C27  H271  106.48  3.000
 14A  H272  C27  C26   112.66  3.000
 14A  H271  C27  C26   110.17  3.000
 14A  H272  C27  C23   113.19  3.000
 14A  H271  C27  C23   108.71  3.000
 14A  C26   C27  C23   105.60  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
 14A  CONST_01  C13   C12  C11  C10     0.00   0.0  0
 14A  CONST_02  C13   C14  C15  C10     0.00   0.0  0
 14A  CONST_03  C14   C15  C10  C11     0.00   0.0  0
 14A  CONST_04  C14   C13  C12  C11     0.00   0.0  0
 14A  CONST_05  C15   C10  C11  C12     0.00   0.0  0
 14A  CONST_06  C15   C14  C13  C12     0.00   0.0  0
 14A  CONST_07  C12   C11  C10  O9    180.00   0.0  0
 14A  CONST_08  C14   C15  C10  O9    180.00   0.0  0
 14A  CONST_09  CL16  C12  C11  C10   180.00   0.0  0
 14A  CONST_10  C17   C14  C15  C10   180.00   0.0  0
 14A  CONST_11  C17   C14  C13  C12   180.00   0.0  0
 14A  CONST_12  CL16  C12  C13  C14   180.00   0.0  0
 14A  CONST_13  H15   C15  C10  C11   180.00   0.0  0
 14A  CONST_14  H13   C13  C12  C11   180.00   0.0  0
 14A  CONST_15  H11   C11  C12  C13   180.00   0.0  0
 14A  CONST_16  C23   N19  C17  C14   180.00   0.0  0
 14A  CONST_17  C20   N19  C17  C14     0.00   0.0  0
 14A  CONST_18  C23   N19  C17  O18     0.00   0.0  0
 14A  CONST_19  C20   N19  C17  O18   180.00   0.0  0
 14A  CONST_20  O5    N4   C2   N1      0.00   0.0  0
 14A  CONST_21  O5    N4   C2   N3    180.00   0.0  0
 14A  CONST_22  HN31  N3   C2   N1      0.00   0.0  0
 14A  CONST_25  HN1   N1   C2   N3    180.00   0.0  0
 14A  Var_01    C26   C25  C24  C23    39.69  30.0  1
 14A  Var_02    C25   C26  C27  C23    25.27  30.0  1
 14A  Var_03    C27   C26  C25  C24   -40.48  30.0  1
 14A  Var_04    C11   C10  O9   C8      5.49  30.0  2
 14A  Var_05    O18   C17  C14  C13   102.72  30.0  2
 14A  Var_06    C23   N19  C20  C21   -73.71  30.0  2
 14A  Var_07    H81   C8   O9   C10   -63.58  30.0  2
 14A  Var_08    C7    C6   O5   N4   -177.53  30.0  3
 14A  Var_09    C8    C7   C6   O5   -179.01  30.0  3
 14A  Var_10    O9    C8   C7   C6   -177.72  30.0  3
 14A  Var_11    C22   C21  C20  N19   120.20  30.0  3
 14A  Var_12    H221  C22  C21  C20   179.09   0.0  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
 14A  chir_01  C23  N19  C24  C27  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
 14A  plan-1  O9    0.020
 14A  plan-1  C10   0.020
 14A  plan-1  C11   0.020
 14A  plan-1  C12   0.020
 14A  plan-1  C13   0.020
 14A  plan-1  C14   0.020
 14A  plan-1  C15   0.020
 14A  plan-1  CL16  0.020
 14A  plan-1  C17   0.020
 14A  plan-1  H11   0.020
 14A  plan-1  H13   0.020
 14A  plan-1  H15   0.020
 14A  plan-2  C14   0.020
 14A  plan-2  C17   0.020
 14A  plan-2  O18   0.020
 14A  plan-2  N19   0.020
 14A  plan-2  C20   0.020
 14A  plan-2  C23   0.020
 14A  plan-3  N1    0.020
 14A  plan-3  C2    0.020
 14A  plan-3  N3    0.020
 14A  plan-3  N4    0.020
 14A  plan-3  O5    0.020
 14A  plan-3  HN1   0.020
 14A  plan-3  HN31  0.020
 14A  plan-3  HN32  0.020
 14A  plan-3  HN4   0.020
 14A  plan-4  C20   0.020
 14A  plan-4  C21   0.020
 14A  plan-4  C22   0.020
 14A  plan-4  H21   0.020
 14A  plan-4  H221  0.020
 14A  plan-4  H222  0.020

