# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 03:06:47 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: (2R)-[(4-carbamimidoylphenyl)amino]{3-[3-(dimethylamino)-2,2-dimethylpropoxy]-5-ethylphenyl}ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(OCC(C)(C)CN(C)C)cc(c1)[C@@H](Nc2ccc(cc2)C(N)=N)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
 I25  I25  '(2R)-[(4-carbamimidoylphenyl)amino]{3-[3-(dimethylamino)-2,2-dimethylpropoxy]-5-ethylphenyl}ethanoic acid'  ligand  64  31  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I25
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
 I25  O17   O  OC    -1  -0.601   1.8116   2.1934  -2.2460
 I25  C15   C  C      0   0.407   1.8221   1.0756  -1.6986
 I25  O16   O  O      0  -0.586   1.8695  -0.0415  -2.2370
 I25  C13   C  CH1    0  -0.271   1.7109   1.1013  -0.1430
 I25  N14   N  NH1    0  -0.683   2.2797  -0.0521   0.5119
 I25  C1    C  CR6    0   0.392   3.5974  -0.3736   0.3942
 I25  C6    C  CR16   0  -0.349   4.0576  -1.6268   0.8422
 I25  C4    C  CR16   0  -0.265   5.3942  -1.9545   0.7918
 I25  C3    C  CR6    0   0.008   6.3498  -1.0563   0.3072
 I25  C18   C  C      0   0.323   7.7801  -1.4389   0.2762
 I25  N20   N  N      0  -0.663   8.1003  -2.6782   0.3161
 I25  N19   N  NH2    0  -0.826   8.6649  -0.3987   0.1568
 I25  C5    C  CR16   0  -0.284   5.8926   0.1792  -0.1482
 I25  C2    C  CR16   0  -0.338   4.5515   0.5207  -0.1147
 I25  C11   C  CR6    0   0.168   0.2529   1.2320   0.2195
 I25  C8    C  CR16   0  -0.433  -0.6278   0.1934  -0.0426
 I25  C9    C  CR16   0  -0.434  -0.2245   2.4033   0.8035
 I25  C10   C  CR6    0   0.173  -1.5655   2.5375   1.1366
 I25  C21   C  CH2    0  -0.505  -2.0846   3.8162   1.7361
 I25  C22   C  CH3    0  -0.656  -2.8632   4.6565   0.7257
 I25  C12   C  CR16   0  -0.453  -2.4435   1.4825   0.8868
 I25  C7    C  CR6    0   0.429  -1.9764   0.3111   0.2980
 I25  O23   O  O2     0  -0.477  -2.7470  -0.7562   0.0188
 I25  C24   C  CH2    0  -0.143  -4.1215  -0.7279   0.3584
 I25  C25   C  CT     0  -0.126  -4.7719  -2.0353  -0.0779
 I25  C26   C  CH3    0  -0.652  -4.6515  -2.2111  -1.5909
 I25  C27   C  CH3    0  -0.648  -4.1325  -3.2247   0.6386
 I25  C28   C  CH2    0  -0.261  -6.2535  -1.9769   0.3349
 I25  N29   N  NT     0  -0.407  -6.9999  -0.8795  -0.2648
 I25  C31   C  CH3    0  -0.525  -7.9669  -1.3140  -1.2486
 I25  C30   C  CH3    0  -0.522  -7.5961   0.0083   0.7082
 I25  H13   H  HCH1   0   0.245   2.2228   1.9971   0.2219
 I25  H14   H  HNH1   0   0.383   1.6577  -0.8289   0.6703
 I25  H6    H  HCR6   0   0.252   3.3461  -2.3432   1.2373
 I25  H2    H  HCR6   0   0.263   4.2559   1.4876  -0.4976
 I25  H4    H  HCR6   0   0.246   5.7146  -2.9251   1.1469
 I25  H5    H  HCR6   0   0.247   6.5841   0.9001  -0.5672
 I25  H20   H  H      0   0.317   9.1104  -2.7919   0.3309
 I25  H191  H  HNH2   0   0.390   8.4036   0.4883   0.5552
 I25  H192  H  HNH2   0   0.386   9.6399  -0.6161   0.2893
 I25  H8    H  HCR6   0   0.250  -0.2859  -0.7178  -0.5209
 I25  H9    H  HCR6   0   0.235   0.4626   3.2165   1.0074
 I25  H211  H  HCH2   0   0.239  -2.7309   3.5895   2.5877
 I25  H212  H  HCH2   0   0.239  -1.2483   4.3987   2.1277
 I25  H12   H  HCR6   0   0.266  -3.4859   1.5945   1.1587
 I25  H221  H  HCH3   0   0.226  -2.2475   4.9039  -0.1401
 I25  H222  H  HCH3   0   0.225  -3.7447   4.1242   0.3664
 I25  H223  H  HCH3   0   0.231  -3.1999   5.5907   1.1761
 I25  H241  H  HCH2   0   0.217  -4.2374  -0.5945   1.4428
 I25  H242  H  HCH2   0   0.228  -4.6230   0.1095  -0.1404
 I25  H261  H  HCH3   0   0.233  -3.6114  -2.3124  -1.9025
 I25  H262  H  HCH3   0   0.222  -5.1798  -3.1108  -1.9140
 I25  H263  H  HCH3   0   0.228  -5.0790  -1.3597  -2.1235
 I25  H271  H  HCH3   0   0.222  -4.2187  -3.1320   1.7239
 I25  H272  H  HCH3   0   0.226  -4.6247  -4.1546   0.3458
 I25  H273  H  HCH3   0   0.234  -3.0747  -3.3234   0.3944
 I25  H281  H  HCH2   0   0.227  -6.7107  -2.9417   0.0792
 I25  H282  H  HCH2   0   0.228  -6.3082  -1.9083   1.4278
 I25  H311  H  HCH3   0   0.192  -8.7873  -1.9123  -0.8211
 I25  H312  H  HCH3   0   0.228  -8.4119  -0.4478  -1.7418
 I25  H313  H  HCH3   0   0.235  -7.4849  -1.9165  -2.0183
 I25  H301  H  HCH3   0   0.229  -6.8340   0.4105   1.3777
 I25  H302  H  HCH3   0   0.228  -8.0626   0.8546   0.2009
 I25  H303  H  HCH3   0   0.194  -8.3677  -0.4726   1.3301

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
 I25  O17  C15   deloc     1.245  0.020  1.245
 I25  C15  O16   deloc     1.241  0.020  1.241
 I25  C15  C13   single    1.560  0.020  1.560
 I25  C13  N14   single    1.443  0.020  1.443
 I25  C13  C11   single    1.508  0.020  1.508
 I25  C13  H13   single    0.970  0.020  1.090
 I25  N14  C1    single    1.361  0.020  1.361
 I25  N14  H14   single    0.890  0.020  1.040
 I25  C1   C6    aromatic  1.408  0.020  1.408
 I25  C1   C2    aromatic  1.403  0.020  1.403
 I25  C6   C4    aromatic  1.377  0.020  1.377
 I25  C6   H6    single    0.930  0.020  1.080
 I25  C4   C3    aromatic  1.398  0.020  1.398
 I25  C4   H4    single    0.930  0.020  1.080
 I25  C3   C18   single    1.481  0.020  1.481
 I25  C3   C5    aromatic  1.394  0.020  1.394
 I25  C18  N20   double    1.281  0.020  1.281
 I25  C18  N19   single    1.371  0.020  1.371
 I25  N20  H20   single    0.890  0.020  1.040
 I25  N19  H191  single    0.890  0.020  1.040
 I25  N19  H192  single    0.890  0.020  1.040
 I25  C5   C2    aromatic  1.384  0.020  1.384
 I25  C5   H5    single    0.930  0.020  1.080
 I25  C2   H2    single    0.930  0.020  1.080
 I25  C11  C8    aromatic  1.387  0.020  1.387
 I25  C11  C9    aromatic  1.393  0.020  1.393
 I25  C8   C7    aromatic  1.396  0.020  1.396
 I25  C8   H8    single    0.930  0.020  1.080
 I25  C9   C10   aromatic  1.388  0.020  1.388
 I25  C9   H9    single    0.930  0.020  1.080
 I25  C10  C21   single    1.505  0.020  1.505
 I25  C10  C12   aromatic  1.395  0.020  1.395
 I25  C21  C22   single    1.527  0.020  1.527
 I25  C21  H211  single    0.970  0.020  1.090
 I25  C21  H212  single    0.970  0.020  1.090
 I25  C22  H221  single    0.970  0.020  1.090
 I25  C22  H222  single    0.970  0.020  1.090
 I25  C22  H223  single    0.970  0.020  1.090
 I25  C12  C7    aromatic  1.392  0.020  1.392
 I25  C12  H12   single    0.930  0.020  1.080
 I25  C7   O23   single    1.346  0.020  1.346
 I25  O23  C24   single    1.416  0.020  1.416
 I25  C24  C25   single    1.524  0.020  1.524
 I25  C24  H241  single    0.970  0.020  1.090
 I25  C24  H242  single    0.970  0.020  1.090
 I25  C25  C26   single    1.528  0.020  1.528
 I25  C25  C27   single    1.529  0.020  1.529
 I25  C25  C28   single    1.539  0.020  1.539
 I25  C26  H261  single    0.970  0.020  1.090
 I25  C26  H262  single    0.970  0.020  1.090
 I25  C26  H263  single    0.970  0.020  1.090
 I25  C27  H271  single    0.970  0.020  1.090
 I25  C27  H272  single    0.970  0.020  1.090
 I25  C27  H273  single    0.970  0.020  1.090
 I25  C28  N29   single    1.456  0.020  1.456
 I25  C28  H281  single    0.970  0.020  1.090
 I25  C28  H282  single    0.970  0.020  1.090
 I25  N29  C31   single    1.446  0.020  1.446
 I25  N29  C30   single    1.446  0.020  1.446
 I25  C31  H311  single    0.970  0.020  1.090
 I25  C31  H312  single    0.970  0.020  1.090
 I25  C31  H313  single    0.970  0.020  1.090
 I25  C30  H301  single    0.970  0.020  1.090
 I25  C30  H302  single    0.970  0.020  1.090
 I25  C30  H303  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
 I25  C13   C15  O16   116.76  3.000
 I25  C13   C15  O17   115.03  3.000
 I25  O16   C15  O17   128.17  3.000
 I25  H13   C13  C11   107.53  3.000
 I25  H13   C13  N14   108.57  3.000
 I25  C11   C13  N14   109.95  3.000
 I25  H13   C13  C15   108.23  3.000
 I25  C11   C13  C15   108.06  3.000
 I25  N14   C13  C15   114.28  3.000
 I25  H14   N14  C1    115.40  3.000
 I25  H14   N14  C13   116.37  3.000
 I25  C1    N14  C13   122.07  3.000
 I25  C2    C1   C6    117.41  3.000
 I25  C2    C1   N14   122.61  3.000
 I25  C6    C1   N14   119.93  3.000
 I25  H6    C6   C4    119.54  3.000
 I25  H6    C6   C1    119.31  3.000
 I25  C4    C6   C1    121.15  3.000
 I25  H4    C4   C3    119.18  3.000
 I25  H4    C4   C6    119.27  3.000
 I25  C3    C4   C6    121.55  3.000
 I25  C5    C3   C18   122.61  3.000
 I25  C5    C3   C4    117.29  3.000
 I25  C18   C3   C4    120.09  3.000
 I25  N19   C18  N20   125.15  3.000
 I25  N19   C18  C3    115.41  3.000
 I25  N20   C18  C3    119.40  3.000
 I25  H20   N20  C18   110.92  3.000
 I25  H192  N19  H191  112.91  3.000
 I25  H192  N19  C18   116.70  3.000
 I25  H191  N19  C18   117.81  3.000
 I25  H5    C5   C2    117.62  3.000
 I25  H5    C5   C3    120.46  3.000
 I25  C2    C5   C3    121.91  3.000
 I25  H2    C2   C5    118.48  3.000
 I25  H2    C2   C1    120.83  3.000
 I25  C5    C2   C1    120.68  3.000
 I25  C9    C11  C8    119.42  3.000
 I25  C9    C11  C13   120.33  3.000
 I25  C8    C11  C13   120.25  3.000
 I25  H8    C8   C7    118.89  3.000
 I25  H8    C8   C11   120.83  3.000
 I25  C7    C8   C11   120.28  3.000
 I25  H9    C9   C10   119.65  3.000
 I25  H9    C9   C11   119.50  3.000
 I25  C10   C9   C11   120.86  3.000
 I25  C12   C10  C21   119.79  3.000
 I25  C12   C10  C9    119.47  3.000
 I25  C21   C10  C9    120.73  3.000
 I25  H212  C21  H211  106.51  3.000
 I25  H212  C21  C22   109.52  3.000
 I25  H211  C21  C22   109.15  3.000
 I25  H212  C21  C10   109.39  3.000
 I25  H211  C21  C10   109.77  3.000
 I25  C22   C21  C10   112.32  3.000
 I25  H223  C22  H222  107.73  3.000
 I25  H223  C22  H221  107.92  3.000
 I25  H222  C22  H221  107.78  3.000
 I25  H223  C22  C21   110.82  3.000
 I25  H222  C22  C21   111.19  3.000
 I25  H221  C22  C21   111.23  3.000
 I25  H12   C12  C7    121.08  3.000
 I25  H12   C12  C10   118.85  3.000
 I25  C7    C12  C10   120.07  3.000
 I25  O23   C7   C12   124.27  3.000
 I25  O23   C7   C8    115.83  3.000
 I25  C12   C7   C8    119.89  3.000
 I25  C24   O23  C7    119.35  3.000
 I25  H242  C24  H241  107.95  3.000
 I25  H242  C24  C25   109.26  3.000
 I25  H241  C24  C25   109.98  3.000
 I25  H242  C24  O23   110.50  3.000
 I25  H241  C24  O23   109.97  3.000
 I25  C25   C24  O23   109.17  3.000
 I25  C28   C25  C27   107.84  3.000
 I25  C28   C25  C26   110.23  3.000
 I25  C27   C25  C26   109.98  3.000
 I25  C28   C25  C24   107.55  3.000
 I25  C27   C25  C24   110.78  3.000
 I25  C26   C25  C24   110.40  3.000
 I25  H263  C26  H262  107.98  3.000
 I25  H263  C26  H261  107.86  3.000
 I25  H262  C26  H261  107.48  3.000
 I25  H263  C26  C25   111.26  3.000
 I25  H262  C26  C25   110.46  3.000
 I25  H261  C26  C25   111.65  3.000
 I25  H273  C27  H272  107.47  3.000
 I25  H273  C27  H271  107.86  3.000
 I25  H272  C27  H271  107.64  3.000
 I25  H273  C27  C25   111.80  3.000
 I25  H272  C27  C25   110.38  3.000
 I25  H271  C27  C25   111.50  3.000
 I25  H282  C28  H281  105.45  3.000
 I25  H282  C28  N29   109.74  3.000
 I25  H281  C28  N29   110.66  3.000
 I25  H282  C28  C25   108.53  3.000
 I25  H281  C28  C25   107.76  3.000
 I25  N29   C28  C25   114.30  3.000
 I25  C30   N29  C31   111.50  3.000
 I25  C30   N29  C28   113.38  3.000
 I25  C31   N29  C28   113.35  3.000
 I25  H313  C31  H312  107.45  3.000
 I25  H313  C31  H311  107.65  3.000
 I25  H312  C31  H311  107.62  3.000
 I25  H313  C31  N29   110.53  3.000
 I25  H312  C31  N29   109.97  3.000
 I25  H311  C31  N29   113.40  3.000
 I25  H303  C30  H302  107.55  3.000
 I25  H303  C30  H301  107.68  3.000
 I25  H302  C30  H301  107.34  3.000
 I25  H303  C30  N29   113.62  3.000
 I25  H302  C30  N29   109.85  3.000
 I25  H301  C30  N29   110.56  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
 I25  CONST_01  C3    C4   C6   C1     0.00   0.0  0
 I25  CONST_02  C3    C5   C2   C1     0.00   0.0  0
 I25  CONST_03  C5    C2   C1   C6     0.00   0.0  0
 I25  CONST_04  C5    C3   C4   C6     0.00   0.0  0
 I25  CONST_05  C2    C1   C6   C4     0.00   0.0  0
 I25  CONST_06  C2    C5   C3   C4     0.00   0.0  0
 I25  CONST_07  C12   C7   C8   C11    0.00   0.0  0
 I25  CONST_08  C12   C10  C9   C11    0.00   0.0  0
 I25  CONST_09  C10   C9   C11  C8     0.00   0.0  0
 I25  CONST_10  C10   C12  C7   C8     0.00   0.0  0
 I25  CONST_11  C7    C8   C11  C9     0.00   0.0  0
 I25  CONST_12  C7    C12  C10  C9     0.00   0.0  0
 I25  CONST_13  C7    C8   C11  C13  180.00   0.0  0
 I25  CONST_14  C10   C9   C11  C13  180.00   0.0  0
 I25  CONST_15  C4    C6   C1   N14  180.00   0.0  0
 I25  CONST_16  C5    C2   C1   N14  180.00   0.0  0
 I25  CONST_17  C18   C3   C4   C6   180.00   0.0  0
 I25  CONST_18  C2    C5   C3   C18  180.00   0.0  0
 I25  CONST_19  O23   C7   C8   C11  180.00   0.0  0
 I25  CONST_20  C21   C10  C9   C11  180.00   0.0  0
 I25  CONST_21  O23   C7   C12  C10  180.00   0.0  0
 I25  CONST_22  C7    C12  C10  C21  180.00   0.0  0
 I25  CONST_23  H4    C4   C6   C1   180.00   0.0  0
 I25  CONST_24  H5    C5   C2   C1   180.00   0.0  0
 I25  CONST_25  H2    C2   C1   C6   180.00   0.0  0
 I25  CONST_26  H6    C6   C4   C3   180.00   0.0  0
 I25  CONST_27  H9    C9   C11  C8   180.00   0.0  0
 I25  CONST_28  H12   C12  C7   C8   180.00   0.0  0
 I25  CONST_29  H8    C8   C11  C9   180.00   0.0  0
 I25  CONST_30  C6    C1   N14  C13  180.00   0.0  0
 I25  CONST_31  C2    C1   N14  C13    0.00   0.0  0
 I25  CONST_33  H20   N20  C18  C3   180.00   0.0  0
 I25  CONST_35  H192  N19  C18  C3   180.00   0.0  0
 I25  Var_01    N20   C18  C3   C4    20.13  30.0  2
 I25  Var_02    C22   C21  C10  C9   104.03  30.0  2
 I25  Var_03    C25   C24  O23  C7   179.13  30.0  3
 I25  Var_04    H221  C22  C21  C10  -58.10  30.0  3
 I25  Var_05    C26   C25  C24  O23  -60.88  30.0  3
 I25  Var_06    N29   C28  C25  C24   60.05  30.0  3
 I25  Var_07    C31   N29  C28  C25  110.04  30.0  3
 I25  Var_08    H261  C26  C25  C24   64.57  30.0  3
 I25  Var_09    H271  C27  C25  C24   58.57  30.0  3
 I25  Var_10    H311  C31  N29  C28   65.84  30.0  3
 I25  Var_11    H301  C30  N29  C28   56.66  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
 I25  chir_01  C13  C15  N14  C11  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
 I25  plan-1  N14   0.020
 I25  plan-1  C1    0.020
 I25  plan-1  C6    0.020
 I25  plan-1  C4    0.020
 I25  plan-1  C3    0.020
 I25  plan-1  C18   0.020
 I25  plan-1  C5    0.020
 I25  plan-1  C2    0.020
 I25  plan-1  H6    0.020
 I25  plan-1  H2    0.020
 I25  plan-1  H4    0.020
 I25  plan-1  H5    0.020
 I25  plan-2  C13   0.020
 I25  plan-2  C11   0.020
 I25  plan-2  C8    0.020
 I25  plan-2  C9    0.020
 I25  plan-2  C10   0.020
 I25  plan-2  C21   0.020
 I25  plan-2  C12   0.020
 I25  plan-2  C7    0.020
 I25  plan-2  O23   0.020
 I25  plan-2  H8    0.020
 I25  plan-2  H9    0.020
 I25  plan-2  H12   0.020
 I25  plan-3  C13   0.020
 I25  plan-3  N14   0.020
 I25  plan-3  C1    0.020
 I25  plan-3  H14   0.020
 I25  plan-4  C3    0.020
 I25  plan-4  C18   0.020
 I25  plan-4  N20   0.020
 I25  plan-4  N19   0.020
 I25  plan-4  H20   0.020
 I25  plan-4  H191  0.020
 I25  plan-4  H192  0.020
 I25  plan-5  O17   0.020
 I25  plan-5  C15   0.020
 I25  plan-5  O16   0.020
 I25  plan-5  C13   0.020

