# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 05:14:53 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: N-[(1S,2R)-2-hydroxy-1-(hydroxycarbamoyl)propyl]-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H](NC(=O)c1ccc(cc1)C#Cc2ccc(CN3CCOCC3)cc2)C(=O)NO
#
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
 C90  C90  N-[(1S,2R)-2-hydroxy-1-(hydroxycarbamoyl)propyl]-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide  ligand  59  32  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C90
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
 C90  C5    C  CH2   0  -0.330   -7.5512  -0.4264  -1.4179
 C90  C6    C  CR6   0   0.093   -6.0810  -0.2599  -1.1430
 C90  C9    C  CR6   0  -0.128   -3.3375   0.0862  -0.6762
 C90  C10   C  CSP   0   0.148   -1.9462   0.2624  -0.4413
 C90  O1    O  O2    0  -0.485  -10.3980  -0.5815   1.6624
 C90  C11   C  CSP   0   0.137   -0.7633   0.4096  -0.2458
 C90  C12   C  CR6   0  -0.110    0.6285   0.5765  -0.0127
 C90  C19   C  CH1   0   0.039    7.6745  -0.5935   1.4175
 C90  C15   C  CR6   0  -0.036    3.3733   0.9028   0.4297
 C90  C16   C  C     0   0.549    4.8284   1.1370   0.6773
 C90  C18   C  CH1   0  -0.252    7.0957   0.2837   0.2854
 C90  C21   C  CH3   0  -0.692    7.1640  -0.1767   2.7854
 C90  C22   C  C     0   0.541    7.6742  -0.1615  -1.0572
 C90  CA1   C  CH2   0  -0.187   -9.0337  -0.6925   2.0040
 C90  CA2   C  CH2   0  -0.188  -10.5800   0.3550   0.6237
 C90  CB1   C  CH2   0  -0.300   -8.1874  -1.0804   0.8073
 C90  CB2   C  CH2   0  -0.304   -9.7707  -0.0098  -0.6061
 C90  N4    N  NT    0  -0.420   -8.3642  -0.1138  -0.2616
 C90  CC1   C  CR16  0  -0.304   -5.1732  -1.2623  -1.4673
 C90  CC2   C  CR16  0  -0.272   -5.6004   0.9186  -0.5728
 C90  CD1   C  CR16  0  -0.278   -3.8160  -1.0982  -1.2407
 C90  CD2   C  CR16  0  -0.281   -4.2490   1.0959  -0.3435
 C90  CE1   C  CR16  0  -0.282    1.4831  -0.5298  -0.0143
 C90  CE2   C  CR16  0  -0.283    1.1630   1.8470   0.2265
 C90  CF1   C  CR16  0  -0.284    2.8386  -0.3649   0.2047
 C90  CF    C  CR16  0  -0.259    2.5173   2.0024   0.4522
 C90  O16   O  O     0  -0.474    5.2156   2.1309   1.2716
 C90  N17   N  NH1   0  -0.672    5.6611   0.1883   0.2017
 C90  N23   N  NH1   0  -0.370    8.9554   0.2022  -1.2224
 C90  O22   O  O     0  -0.461    7.0418  -0.8191  -1.8619
 C90  O24   O  OH1   0  -0.539    9.5792  -0.0333  -2.4088
 C90  H51   H  HCH2  0   0.257   -7.8374   0.2567  -2.2242
 C90  H52   H  HCH2  0   0.218   -7.7413  -1.4449  -1.7954
 C90  H19   H  HCH1  0   0.246    8.7602  -0.4652   1.4018
 C90  H18   H  HCH1  0   0.295    7.3746   1.3227   0.4796
 C90  H211  H  HCH3  0   0.248    7.6533  -0.7665   3.5606
 C90  H212  H  HCH3  0   0.238    7.3737   0.8746   2.9778
 C90  H213  H  HCH3  0   0.228    6.0868  -0.3281   2.8791
 C90  HA11  H  HCH2  0   0.200   -8.6634   0.2564   2.4184
 C90  HA12  H  HCH2  0   0.237   -8.9522  -1.4528   2.7819
 C90  HA21  H  HCH2  0   0.237  -11.6434   0.3717   0.3801
 C90  HA22  H  HCH2  0   0.200  -10.2933   1.3617   0.9597
 C90  HB11  H  HCH2  0   0.246   -7.1392  -1.1062   1.1137
 C90  HB12  H  HCH2  0   0.199   -8.4555  -2.0995   0.4775
 C90  HB21  H  HCH2  0   0.198  -10.1580  -0.9493  -1.0368
 C90  HB22  H  HCH2  0   0.243   -9.9031   0.7701  -1.3602
 C90  HC1   H  HCR6  0   0.258   -5.5311  -2.1889  -1.8997
 C90  HC2   H  HCR6  0   0.253   -6.2961   1.7029  -0.3033
 C90  HD1   H  HCR6  0   0.260   -3.1238  -1.8894  -1.4971
 C90  HD2   H  HCR6  0   0.260   -3.8897   2.0172   0.0958
 C90  HE1   H  HCR6  0   0.269    1.0814  -1.5197  -0.1822
 C90  HE2   H  HCR6  0   0.267    0.5108   2.7098   0.2333
 C90  HF1   H  HCR6  0   0.264    3.4644  -1.2479   0.2255
 C90  HF    H  HCR6  0   0.267    2.9145   2.9909   0.6385
 C90  HN17  H  HNH1  0   0.406    5.3027  -0.4918  -0.4523
 C90  HN23  H  HNH1  0   0.421    9.3967   0.9043  -0.6451
 C90  HO24  H  HOH1  0   0.481   10.0908  -0.8439  -2.2881
 C90  O20   O  OH1   0  -0.657    7.4452  -1.9577   1.1538
 C90  HO20  H  HOH1  0   0.444    6.5097  -2.1427   1.2927

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
 C90  CB2  CA2   single    1.517  0.020  1.517
 C90  CB2  N4    single    1.452  0.020  1.452
 C90  CC2  CD2   aromatic  1.382  0.020  1.382
 C90  CC2  C6    aromatic  1.395  0.020  1.395
 C90  CA2  O1    single    1.410  0.020  1.410
 C90  C5   N4    single    1.448  0.020  1.448
 C90  C5   C6    single    1.505  0.020  1.505
 C90  CD2  C9    aromatic  1.400  0.020  1.400
 C90  N4   CB1   single    1.452  0.020  1.452
 C90  C6   CC1   aromatic  1.391  0.020  1.391
 C90  O1   CA1   single    1.411  0.020  1.411
 C90  C9   C10   single    1.422  0.020  1.422
 C90  C9   CD1   aromatic  1.397  0.020  1.397
 C90  CB1  CA1   single    1.516  0.020  1.516
 C90  O22  C22   double    1.217  0.020  1.217
 C90  CC1  CD1   aromatic  1.386  0.020  1.386
 C90  C10  C11   triple    1.208  0.020  1.208
 C90  CE1  CF1   aromatic  1.383  0.020  1.383
 C90  CE1  C12   aromatic  1.398  0.020  1.398
 C90  C11  C12   single    1.421  0.020  1.421
 C90  C21  C19   single    1.518  0.020  1.518
 C90  CF1  C15   aromatic  1.394  0.020  1.394
 C90  C12  CE2   aromatic  1.399  0.020  1.399
 C90  O24  N23   single    1.361  0.020  1.361
 C90  C22  N23   single    1.342  0.020  1.342
 C90  C22  C18   single    1.528  0.020  1.528
 C90  N17  C18   single    1.440  0.020  1.440
 C90  N17  C16   single    1.349  0.020  1.349
 C90  C15  C16   single    1.494  0.020  1.494
 C90  C15  CF    aromatic  1.394  0.020  1.394
 C90  CE2  CF    aromatic  1.382  0.020  1.382
 C90  C18  C19   single    1.545  0.020  1.545
 C90  C19  O20   single    1.408  0.020  1.408
 C90  C16  O16   double    1.221  0.020  1.221
 C90  C5   H51   single    0.970  0.020  1.090
 C90  C5   H52   single    0.970  0.020  1.090
 C90  C19  H19   single    0.970  0.020  1.090
 C90  C18  H18   single    0.970  0.020  1.090
 C90  C21  H211  single    0.970  0.020  1.090
 C90  C21  H212  single    0.970  0.020  1.090
 C90  C21  H213  single    0.970  0.020  1.090
 C90  CA1  HA11  single    0.970  0.020  1.090
 C90  CA1  HA12  single    0.970  0.020  1.090
 C90  CA2  HA21  single    0.970  0.020  1.090
 C90  CA2  HA22  single    0.970  0.020  1.090
 C90  CB1  HB11  single    0.970  0.020  1.090
 C90  CB1  HB12  single    0.970  0.020  1.090
 C90  CB2  HB21  single    0.970  0.020  1.090
 C90  CB2  HB22  single    0.970  0.020  1.090
 C90  CC1  HC1   single    0.930  0.020  1.080
 C90  CC2  HC2   single    0.930  0.020  1.080
 C90  CD1  HD1   single    0.930  0.020  1.080
 C90  CD2  HD2   single    0.930  0.020  1.080
 C90  CE1  HE1   single    0.930  0.020  1.080
 C90  CE2  HE2   single    0.930  0.020  1.080
 C90  CF1  HF1   single    0.930  0.020  1.080
 C90  CF   HF    single    0.930  0.020  1.080
 C90  N17  HN17  single    0.860  0.020  1.020
 C90  O20  HO20  single    0.850  0.020  0.980
 C90  N23  HN23  single    0.890  0.020  1.040
 C90  O24  HO24  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
 C90  H52   C5   H51   106.20  3.000
 C90  H52   C5   N4    112.09  3.000
 C90  H51   C5   N4    107.86  3.000
 C90  H52   C5   C6    109.46  3.000
 C90  H51   C5   C6    108.72  3.000
 C90  N4    C5   C6    112.26  3.000
 C90  CC2   C6   CC1   118.65  3.000
 C90  CC1   C6   C5    121.02  3.000
 C90  CC2   C6   C5    120.32  3.000
 C90  CD2   C9   CD1   118.98  3.000
 C90  CD1   C9   C10   120.47  3.000
 C90  CD2   C9   C10   120.55  3.000
 C90  C11   C10  C9    180.00  3.000
 C90  CA2   O1   CA1   110.81  3.000
 C90  C12   C11  C10   180.00  3.000
 C90  CE2   C12  CE1   119.04  3.000
 C90  CE2   C12  C11   120.59  3.000
 C90  CE1   C12  C11   120.37  3.000
 C90  H19   C19  O20   105.82  3.000
 C90  H19   C19  C21   108.33  3.000
 C90  O20   C19  C21   112.33  3.000
 C90  H19   C19  C18   107.15  3.000
 C90  O20   C19  C18   110.60  3.000
 C90  C21   C19  C18   112.23  3.000
 C90  CF    C15  CF1   118.98  3.000
 C90  CF    C15  C16   118.14  3.000
 C90  CF1   C15  C16   122.87  3.000
 C90  N17   C16  O16   123.25  3.000
 C90  O16   C16  C15   121.13  3.000
 C90  N17   C16  C15   115.62  3.000
 C90  H18   C18  N17   109.11  3.000
 C90  H18   C18  C22   109.65  3.000
 C90  N17   C18  C22   107.86  3.000
 C90  H18   C18  C19   108.30  3.000
 C90  N17   C18  C19   112.22  3.000
 C90  C22   C18  C19   109.67  3.000
 C90  H213  C21  H212  107.98  3.000
 C90  H213  C21  H211  107.87  3.000
 C90  H212  C21  H211  108.07  3.000
 C90  H213  C21  C19   111.77  3.000
 C90  H212  C21  C19   111.06  3.000
 C90  H211  C21  C19   109.95  3.000
 C90  O22   C22  N23   124.16  3.000
 C90  N23   C22  C18   112.99  3.000
 C90  O22   C22  C18   122.81  3.000
 C90  HA12  CA1  HA11  107.91  3.000
 C90  HA12  CA1  CB1   110.05  3.000
 C90  HA11  CA1  CB1   109.28  3.000
 C90  HA12  CA1  O1    107.44  3.000
 C90  HA11  CA1  O1    110.43  3.000
 C90  CB1   CA1  O1    111.64  3.000
 C90  HA22  CA2  HA21  107.96  3.000
 C90  HA22  CA2  CB2   109.20  3.000
 C90  HA21  CA2  CB2   110.05  3.000
 C90  HA22  CA2  O1    110.44  3.000
 C90  HA21  CA2  O1    107.48  3.000
 C90  CB2   CA2  O1    111.63  3.000
 C90  HB12  CB1  HB11  107.15  3.000
 C90  HB12  CB1  N4    111.40  3.000
 C90  HB11  CB1  N4    109.82  3.000
 C90  HB12  CB1  CA1   109.66  3.000
 C90  HB11  CB1  CA1   108.68  3.000
 C90  N4    CB1  CA1   110.05  3.000
 C90  HB22  CB2  HB21  107.19  3.000
 C90  HB22  CB2  N4    109.40  3.000
 C90  HB21  CB2  N4    111.81  3.000
 C90  HB22  CB2  CA2   108.85  3.000
 C90  HB21  CB2  CA2   109.51  3.000
 C90  N4    CB2  CA2   109.99  3.000
 C90  CB2   N4   CB1   109.90  3.000
 C90  CB1   N4   C5    112.08  3.000
 C90  CB2   N4   C5    111.72  3.000
 C90  HC1   CC1  CD1   119.34  3.000
 C90  HC1   CC1  C6    119.60  3.000
 C90  CD1   CC1  C6    121.06  3.000
 C90  HC2   CC2  CD2   119.61  3.000
 C90  HC2   CC2  C6    119.51  3.000
 C90  CD2   CC2  C6    120.88  3.000
 C90  HD1   CD1  CC1   120.08  3.000
 C90  HD1   CD1  C9    119.78  3.000
 C90  CC1   CD1  C9    120.13  3.000
 C90  HD2   CD2  CC2   120.09  3.000
 C90  HD2   CD2  C9    119.61  3.000
 C90  CC2   CD2  C9    120.30  3.000
 C90  HE1   CE1  CF1   119.85  3.000
 C90  HE1   CE1  C12   119.83  3.000
 C90  CF1   CE1  C12   120.31  3.000
 C90  HE2   CE2  CF    120.02  3.000
 C90  HE2   CE2  C12   119.68  3.000
 C90  CF    CE2  C12   120.30  3.000
 C90  HF1   CF1  CE1   118.20  3.000
 C90  HF1   CF1  C15   121.12  3.000
 C90  CE1   CF1  C15   120.65  3.000
 C90  HF    CF   CE2   119.40  3.000
 C90  HF    CF   C15   119.89  3.000
 C90  CE2   CF   C15   120.71  3.000
 C90  HN17  N17  C18   115.85  3.000
 C90  HN17  N17  C16   118.89  3.000
 C90  C18   N17  C16   123.22  3.000
 C90  HN23  N23  O24   114.71  3.000
 C90  HN23  N23  C22   122.34  3.000
 C90  O24   N23  C22   119.87  3.000
 C90  HO24  O24  N23   106.20  3.000
 C90  HO20  O20  C19   108.48  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
 C90  CONST_01  C9    CD2  CC2  C6     0.00   0.0  0
 C90  CONST_02  C9    CD1  CC1  C6     0.00   0.0  0
 C90  CONST_03  C15   CF1  CE1  C12    0.00   0.0  0
 C90  CONST_04  C15   CF   CE2  C12    0.00   0.0  0
 C90  CONST_05  CD2   CC2  C6   CC1    0.00   0.0  0
 C90  CONST_06  CD2   C9   CD1  CC1    0.00   0.0  0
 C90  CONST_07  CD1   C9   CD2  CC2    0.00   0.0  0
 C90  CONST_08  CD1   CC1  C6   CC2    0.00   0.0  0
 C90  CONST_09  CF    C15  CF1  CE1    0.00   0.0  0
 C90  CONST_10  CF    CE2  C12  CE1    0.00   0.0  0
 C90  CONST_11  CF1   CE1  C12  CE2    0.00   0.0  0
 C90  CONST_12  CF1   C15  CF   CE2    0.00   0.0  0
 C90  CONST_13  CD2   CC2  C6   C5   180.00   0.0  0
 C90  CONST_14  CD1   CC1  C6   C5   180.00   0.0  0
 C90  CONST_15  CC2   CD2  C9   C10  180.00   0.0  0
 C90  CONST_16  CC1   CD1  C9   C10  180.00   0.0  0
 C90  CONST_17  CF1   CE1  C12  C11  180.00   0.0  0
 C90  CONST_18  CF    CE2  C12  C11  180.00   0.0  0
 C90  CONST_19  CE1   CF1  C15  C16  180.00   0.0  0
 C90  CONST_20  CE2   CF   C15  C16  180.00   0.0  0
 C90  CONST_21  HD2   CD2  CC2  C6   180.00   0.0  0
 C90  CONST_22  HD1   CD1  CC1  C6   180.00   0.0  0
 C90  CONST_23  HC2   CC2  CD2  C9   180.00   0.0  0
 C90  CONST_24  HC1   CC1  CD1  C9   180.00   0.0  0
 C90  CONST_25  HF1   CF1  CE1  C12  180.00   0.0  0
 C90  CONST_26  HF    CF   CE2  C12  180.00   0.0  0
 C90  CONST_27  HE1   CE1  CF1  C15  180.00   0.0  0
 C90  CONST_28  HE2   CE2  CF   C15  180.00   0.0  0
 C90  CONST_29  C18   N17  C16  C15  180.00   0.0  0
 C90  CONST_30  HN17  N17  C16  C15    0.00   0.0  0
 C90  CONST_31  O24   N23  C22  C18  180.00   0.0  0
 C90  CONST_32  O16   C16  N17  C18    0.00   0.0  0
 C90  CONST_33  O24   N23  C22  O22    0.00   0.0  0
 C90  Var_01    N4    CB2  CA2  O1   -57.19  30.0  1
 C90  Var_02    N4    CB1  CA1  O1    57.06  30.0  1
 C90  Var_03    CB2   CA2  O1   CA1   57.29  30.0  1
 C90  Var_04    CB2   N4   CB1  CA1  -56.42  30.0  1
 C90  Var_05    CB1   N4   CB2  CA2   56.47  30.0  1
 C90  Var_06    CB1   CA1  O1   CA2  -57.22  30.0  1
 C90  Var_07    CC2   C6   C5   N4   -50.63  30.0  2
 C90  Var_08    N17   C16  C15  CF1   23.55  30.0  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
 C90  chir_01  C19  C21  C18  O20  positiv
 C90  chir_02  C18  N17  C19  C22  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
 C90  plan-1  C5    0.020
 C90  plan-1  C6    0.020
 C90  plan-1  C9    0.020
 C90  plan-1  C10   0.020
 C90  plan-1  C11   0.020
 C90  plan-1  CC1   0.020
 C90  plan-1  CC2   0.020
 C90  plan-1  CD1   0.020
 C90  plan-1  CD2   0.020
 C90  plan-1  HC1   0.020
 C90  plan-1  HC2   0.020
 C90  plan-1  HD1   0.020
 C90  plan-1  HD2   0.020
 C90  plan-2  C10   0.020
 C90  plan-2  C11   0.020
 C90  plan-2  C12   0.020
 C90  plan-2  C15   0.020
 C90  plan-2  C16   0.020
 C90  plan-2  CE1   0.020
 C90  plan-2  CE2   0.020
 C90  plan-2  CF1   0.020
 C90  plan-2  CF    0.020
 C90  plan-2  HE1   0.020
 C90  plan-2  HE2   0.020
 C90  plan-2  HF1   0.020
 C90  plan-2  HF    0.020
 C90  plan-3  C18   0.020
 C90  plan-3  C22   0.020
 C90  plan-3  N23   0.020
 C90  plan-3  O22   0.020
 C90  plan-3  O24   0.020
 C90  plan-3  HN23  0.020
 C90  plan-4  C15   0.020
 C90  plan-4  C16   0.020
 C90  plan-4  C18   0.020
 C90  plan-4  O16   0.020
 C90  plan-4  N17   0.020
 C90  plan-4  HN17  0.020

