# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 17:00:47 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: {2-[(1R,2S)-1-amino-2-hydroxypropyl]-4-[(4-fluoro-1H-indol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)[C@H](N)c1nc(Cc2c[nH]c3cccc(F)c23)c(O)n1CC(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
 4F3  4F3  '{2-[(1R,2S)-1-amino-2-hydroxypropyl]-4-[(4-fluoro-1H-indol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid'  L-peptide  44  26  .  2022-07-23  2022-07-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4F3
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
 4F3  C1    C  CR56   0  -0.216  -4.5133   1.7579   2.0686
 4F3  C2    C  CR6    0   0.488  -3.5155   0.8496   1.7163
 4F3  C3    C  CR16   0  -0.447  -3.2593   0.5368   0.4039
 4F3  C4    C  CR16   0  -0.273  -4.0220   1.1327  -0.6152
 4F3  C5    C  CR16   0  -0.319  -5.0339   2.0251  -0.3307
 4F3  C6    C  CR56   0   0.372  -5.2653   2.3248   1.0138
 4F3  C7    C  CR5    0   0.069  -5.0247   2.2876   3.2983
 4F3  C8    C  CR15   0  -0.089  -6.0426   3.1250   2.9423
 4F3  N9    N  NR15   0  -0.688  -6.1850   3.1516   1.5816
 4F3  F10   F  F      0  -0.309  -2.8096   0.2435   2.6822
 4F3  C11   C  CH2    0  -0.619  -4.5231   2.0476   4.6901
 4F3  C12   C  CR5    0   0.061  -3.3097   2.8573   5.0184
 4F3  N13   N  N      0  -0.440  -2.1334   2.7451   4.3226
 4F3  C14   C  CR5    0   0.501  -1.3098   3.6209   4.8231
 4F3  N15   N  NR5    0  -0.511  -1.8885   4.3092   5.8517
 4F3  C16   C  CR5    0   0.388  -3.1722   3.8266   5.9717
 4F3  O17   O  OH1    0  -0.681  -4.0168   4.2979   6.8879
 4F3  C18   C  CH2    0  -0.467  -1.2667   5.2743   6.7351
 4F3  C     C  C      0   0.471  -1.9565   6.6508   6.7866
 4F3  O     O  O      0  -0.615  -3.2185   6.6634   6.7175
 4F3  C22   C  CH1    0  -0.233   0.1167   3.7894   4.3979
 4F3  C23   C  CH1    0   0.056   0.2538   3.5008   2.8967
 4F3  O24   O  OH1    0  -0.675  -0.4730   4.5211   2.2366
 4F3  C25   C  CH3    0  -0.700   1.7059   3.4863   2.4422
 4F3  N     N  NH2    0  -0.792   0.9587   2.9850   5.2736
 4F3  OXT   O  OC    -1  -0.559  -1.2313   7.6336   6.9446
 4F3  H3    H  HCR6   0   0.261  -2.4773  -0.1709   0.1604
 4F3  H4    H  HCR6   0   0.255  -3.8099   0.8740  -1.6442
 4F3  H5    H  HCR6   0   0.259  -5.6271   2.4731  -1.1172
 4F3  H8    H  HCR5   0   0.279  -6.6839   3.7219   3.5720
 4F3  H9    H  HNR5   0   0.408  -6.8803   3.6808   1.0831
 4F3  H111  H  HCH2   0   0.245  -5.3137   2.2910   5.4033
 4F3  H112  H  HCH2   0   0.238  -4.3158   0.9827   4.8278
 4F3  H17   H  HOH1   0   0.466  -3.8393   5.3027   6.9119
 4F3  H181  H  HCH2   0   0.272  -0.2292   5.3945   6.4360
 4F3  H182  H  HCH2   0   0.273  -1.2483   4.8691   7.7529
 4F3  H22   H  HCH1   0   0.242   0.4208   4.8334   4.5398
 4F3  H23   H  HCH1   0   0.211  -0.1932   2.5195   2.6949
 4F3  HO42  H  HOH1   0   0.446  -0.6584   4.2274   1.3407
 4F3  H251  H  HCH3   0   0.221   2.2551   2.6483   2.8723
 4F3  H252  H  HCH3   0   0.221   2.2219   4.4096   2.7169
 4F3  H253  H  HCH3   0   0.236   1.7635   3.3776   1.3575
 4F3  H     H  HNH2   0   0.353   1.9368   3.1633   5.0835
 4F3  HN2   H  HNH2   0   0.341   0.8030   2.0005   5.0900

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
 4F3  C1   C2    aromatic  1.395  0.020  1.395
 4F3  C1   C6    aromatic  1.414  0.020  1.414
 4F3  C1   C7    aromatic  1.433  0.020  1.433
 4F3  C2   C3    aromatic  1.373  0.020  1.373
 4F3  C2   F10   single    1.341  0.020  1.341
 4F3  C3   C4    aromatic  1.405  0.020  1.405
 4F3  C3   H3    single    0.930  0.020  1.080
 4F3  C4   C5    aromatic  1.379  0.020  1.379
 4F3  C4   H4    single    0.930  0.020  1.080
 4F3  C5   C6    aromatic  1.397  0.020  1.397
 4F3  C5   H5    single    0.930  0.020  1.080
 4F3  C6   N9    aromatic  1.361  0.020  1.361
 4F3  C7   C8    aromatic  1.365  0.020  1.365
 4F3  C7   C11   single    1.499  0.020  1.499
 4F3  C8   N9    aromatic  1.368  0.020  1.368
 4F3  C8   H8    single    0.930  0.020  1.080
 4F3  N9   H9    single    0.860  0.020  1.020
 4F3  C11  C12   single    1.495  0.020  1.495
 4F3  C11  H111  single    0.970  0.020  1.090
 4F3  C11  H112  single    0.970  0.020  1.090
 4F3  C12  N13   aromatic  1.371  0.020  1.371
 4F3  C12  C16   aromatic  1.366  0.020  1.366
 4F3  N13  C14   aromatic  1.302  0.020  1.302
 4F3  C14  N15   aromatic  1.366  0.020  1.366
 4F3  C14  C22   single    1.498  0.020  1.498
 4F3  N15  C16   aromatic  1.377  0.020  1.377
 4F3  N15  C18   single    1.449  0.020  1.449
 4F3  C16  O17   single    1.332  0.020  1.332
 4F3  O17  H17   single    0.850  0.020  0.980
 4F3  C18  C     single    1.541  0.020  1.541
 4F3  C18  H181  single    0.970  0.020  1.090
 4F3  C18  H182  single    0.970  0.020  1.090
 4F3  C    O     deloc     1.264  0.020  1.264
 4F3  C    OXT   deloc     1.232  0.020  1.232
 4F3  C22  C23   single    1.535  0.020  1.535
 4F3  C22  N     single    1.457  0.020  1.457
 4F3  C22  H22   single    0.970  0.020  1.090
 4F3  C23  O24   single    1.416  0.020  1.416
 4F3  C23  C25   single    1.522  0.020  1.522
 4F3  C23  H23   single    0.970  0.020  1.090
 4F3  O24  HO42  single    0.850  0.020  0.980
 4F3  C25  H251  single    0.970  0.020  1.090
 4F3  C25  H252  single    0.970  0.020  1.090
 4F3  C25  H253  single    0.970  0.020  1.090
 4F3  N    H     single    0.860  0.020  1.020
 4F3  N    HN2   single    0.890  0.020  1.040

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
 4F3  C7    C1   C6    107.58  3.000
 4F3  C7    C1   C2    135.46  3.000
 4F3  C6    C1   C2    116.95  3.000
 4F3  F10   C2   C3    119.15  3.000
 4F3  F10   C2   C1    119.28  3.000
 4F3  C3    C2   C1    121.55  3.000
 4F3  H3    C3   C4    120.41  3.000
 4F3  H3    C3   C2    119.91  3.000
 4F3  C4    C3   C2    119.68  3.000
 4F3  H4    C4   C5    119.66  3.000
 4F3  H4    C4   C3    118.80  3.000
 4F3  C5    C4   C3    121.54  3.000
 4F3  H5    C5   C6    121.32  3.000
 4F3  H5    C5   C4    121.35  3.000
 4F3  C6    C5   C4    117.33  3.000
 4F3  N9    C6   C5    130.09  3.000
 4F3  N9    C6   C1    106.96  3.000
 4F3  C5    C6   C1    122.95  3.000
 4F3  C11   C7   C8    126.15  3.000
 4F3  C11   C7   C1    128.18  3.000
 4F3  C8    C7   C1    105.60  3.000
 4F3  H8    C8   N9    120.51  3.000
 4F3  H8    C8   C7    129.07  3.000
 4F3  N9    C8   C7    110.42  3.000
 4F3  H9    N9   C8    125.10  3.000
 4F3  H9    N9   C6    125.45  3.000
 4F3  C8    N9   C6    109.43  3.000
 4F3  H112  C11  H111  105.78  3.000
 4F3  H112  C11  C12   110.23  3.000
 4F3  H111  C11  C12   108.87  3.000
 4F3  H112  C11  C7    109.65  3.000
 4F3  H111  C11  C7    109.17  3.000
 4F3  C12   C11  C7    112.88  3.000
 4F3  C16   C12  N13   109.01  3.000
 4F3  C16   C12  C11   128.24  3.000
 4F3  N13   C12  C11   122.71  3.000
 4F3  C14   N13  C12   107.01  3.000
 4F3  C22   C14  N15   124.08  3.000
 4F3  C22   C14  N13   124.67  3.000
 4F3  N15   C14  N13   111.11  3.000
 4F3  C18   N15  C16   125.50  3.000
 4F3  C18   N15  C14   127.80  3.000
 4F3  C16   N15  C14   106.50  3.000
 4F3  O17   C16  N15   121.81  3.000
 4F3  O17   C16  C12   131.83  3.000
 4F3  N15   C16  C12   106.36  3.000
 4F3  H17   O17  C16   104.73  3.000
 4F3  H182  C18  H181  106.30  3.000
 4F3  H182  C18  C     107.87  3.000
 4F3  H181  C18  C     109.75  3.000
 4F3  H182  C18  N15   109.11  3.000
 4F3  H181  C18  N15   108.41  3.000
 4F3  C     C18  N15   115.05  3.000
 4F3  OXT   C    O     125.94  3.000
 4F3  OXT   C    C18   116.98  3.000
 4F3  O     C    C18   117.01  3.000
 4F3  H22   C22  N     106.71  3.000
 4F3  H22   C22  C23   106.30  3.000
 4F3  N     C22  C23   115.62  3.000
 4F3  H22   C22  C14   109.54  3.000
 4F3  N     C22  C14   108.52  3.000
 4F3  C23   C22  C14   109.97  3.000
 4F3  H23   C23  C25   108.98  3.000
 4F3  H23   C23  O24   110.47  3.000
 4F3  C25   C23  O24   110.94  3.000
 4F3  H23   C23  C22   108.16  3.000
 4F3  C25   C23  C22   112.29  3.000
 4F3  O24   C23  C22   105.94  3.000
 4F3  HO42  O24  C23   108.27  3.000
 4F3  H253  C25  H252  108.00  3.000
 4F3  H253  C25  H251  106.80  3.000
 4F3  H252  C25  H251  108.21  3.000
 4F3  H253  C25  C23   110.37  3.000
 4F3  H252  C25  C23   111.55  3.000
 4F3  H251  C25  C23   111.72  3.000
 4F3  HN2   N    H     106.59  3.000
 4F3  HN2   N    C22   109.80  3.000
 4F3  H     N    C22   110.38  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
 4F3  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 4F3  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 4F3  CONST_03  C8   N9   C6   C1     0.00   0.0  0
 4F3  CONST_04  N9   C8   C7   C1     0.00   0.0  0
 4F3  CONST_05  C5   C6   C1   C2     0.00   0.0  0
 4F3  CONST_06  N9   C6   C1   C2   180.00   0.0  0
 4F3  CONST_07  C8   C7   C1   C2   180.00   0.0  0
 4F3  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 4F3  CONST_09  C6   C1   C2   C3     0.00   0.0  0
 4F3  CONST_10  C7   C1   C2   C3   180.00   0.0  0
 4F3  CONST_11  C6   C5   C4   C3     0.00   0.0  0
 4F3  CONST_12  N9   C6   C5   C4   180.00   0.0  0
 4F3  CONST_13  C7   C1   C6   C5   180.00   0.0  0
 4F3  CONST_14  C8   N9   C6   C5   180.00   0.0  0
 4F3  CONST_15  C8   C7   C1   C6     0.00   0.0  0
 4F3  CONST_16  C7   C8   N9   C6     0.00   0.0  0
 4F3  CONST_17  N9   C6   C1   C7     0.00   0.0  0
 4F3  CONST_18  N15  C14  N13  C12    0.00   0.0  0
 4F3  CONST_19  C14  N15  C16  C12    0.00   0.0  0
 4F3  CONST_20  N15  C16  C12  N13    0.00   0.0  0
 4F3  CONST_21  C16  N15  C14  N13    0.00   0.0  0
 4F3  CONST_22  C16  C12  N13  C14    0.00   0.0  0
 4F3  CONST_23  C11  C7   C1   C2     0.00   0.0  0
 4F3  CONST_24  F10  C2   C3   C4   180.00   0.0  0
 4F3  CONST_25  F10  C2   C1   C6   180.00   0.0  0
 4F3  CONST_26  C11  C7   C1   C6   180.00   0.0  0
 4F3  CONST_27  F10  C2   C1   C7     0.00   0.0  0
 4F3  CONST_28  C11  C7   C8   N9   180.00   0.0  0
 4F3  CONST_29  C14  N13  C12  C11  180.00   0.0  0
 4F3  CONST_30  N15  C16  C12  C11  180.00   0.0  0
 4F3  CONST_31  C22  C14  N13  C12  180.00   0.0  0
 4F3  CONST_32  C18  N15  C16  C12  180.00   0.0  0
 4F3  CONST_33  O17  C16  C12  N13  180.00   0.0  0
 4F3  CONST_34  C18  N15  C14  N13  180.00   0.0  0
 4F3  CONST_35  O17  C16  N15  C14  180.00   0.0  0
 4F3  CONST_36  C22  C14  N15  C16  180.00   0.0  0
 4F3  CONST_37  H3   C3   C2   C1   180.00   0.0  0
 4F3  CONST_38  H5   C5   C6   C1   180.00   0.0  0
 4F3  CONST_39  H9   N9   C6   C1   180.00   0.0  0
 4F3  CONST_40  H8   C8   C7   C1   180.00   0.0  0
 4F3  CONST_41  H4   C4   C3   C2   180.00   0.0  0
 4F3  Var_01    C12  C11  C7   C1    78.74  30.0  2
 4F3  Var_02    N13  C12  C11  C7   -60.55  30.0  2
 4F3  Var_03    C    C18  N15  C14  124.50  30.0  2
 4F3  Var_04    O    C    C18  N15   36.64  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
 4F3  chir_01  C22  C14  C23  N    positiv
 4F3  chir_02  C23  O24  C22  C25  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
 4F3  plan-1  C11  0.020
 4F3  plan-1  C12  0.020
 4F3  plan-1  N13  0.020
 4F3  plan-1  C14  0.020
 4F3  plan-1  N15  0.020
 4F3  plan-1  C16  0.020
 4F3  plan-1  O17  0.020
 4F3  plan-1  C18  0.020
 4F3  plan-1  C22  0.020
 4F3  plan-2  C1   0.020
 4F3  plan-2  C2   0.020
 4F3  plan-2  C3   0.020
 4F3  plan-2  C4   0.020
 4F3  plan-2  C5   0.020
 4F3  plan-2  C6   0.020
 4F3  plan-2  C7   0.020
 4F3  plan-2  C8   0.020
 4F3  plan-2  N9   0.020
 4F3  plan-2  F10  0.020
 4F3  plan-2  C11  0.020
 4F3  plan-2  H3   0.020
 4F3  plan-2  H4   0.020
 4F3  plan-2  H5   0.020
 4F3  plan-2  H8   0.020
 4F3  plan-2  H9   0.020
 4F3  plan-3  C18  0.020
 4F3  plan-3  C    0.020
 4F3  plan-3  O    0.020
 4F3  plan-3  OXT  0.020

