# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 15:34:54 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (2R)-N~4~-hydroxy-N~1~-[(1S)-1-(4-methoxybenzyl)-2-(methylamino)-2-oxoethyl]-2-(2-methylpropyl)butanediamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)[C@H](Cc1ccc(OC)cc1)NC(=O)[C@H](CC(C)C)CC(=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
 HTA  HTA  (2R)-N~4~-hydroxy-N~1~-[(1S)-1-(4-methoxybenzyl)-2-(methylamino)-2-oxoethyl]-2-(2-methylpropyl)butanediamide  ligand  56  27  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HTA
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
 HTA  C1    C  C     0   0.531  -2.7121   0.5042   0.8517
 HTA  C2    C  CH2   0  -0.592  -1.4796  -0.3187   0.5500
 HTA  C3    C  CH1   0  -0.387  -0.2849   0.0922   1.4248
 HTA  C4    C  C     0   0.568   0.9380  -0.4887   0.7375
 HTA  C5    C  CH2   0  -0.397  -0.4663  -0.3945   2.8616
 HTA  C6    C  CH1   0  -0.232   0.3758   0.3272   3.9151
 HTA  C7    C  CH3   0  -0.653  -0.0181  -0.1599   5.3063
 HTA  C8    C  CH3   0  -0.667   1.8764   0.1611   3.7008
 HTA  C9    C  CH1   0  -0.179   2.5436  -0.0122  -1.0620
 HTA  C10   C  C     0   0.550   4.0204   0.2095  -0.7461
 HTA  C11   C  CH2   0  -0.540   2.1774   0.6921  -2.3812
 HTA  C12   C  CR6   0   0.110   0.7207   0.5237  -2.7124
 HTA  C13   C  CR16  0  -0.305  -0.1718   1.5889  -2.6041
 HTA  C14   C  CR16  0  -0.278   0.2060  -0.7126  -3.0829
 HTA  C15   C  CR16  0  -0.327  -1.5237   1.4289  -2.8528
 HTA  C16   C  CR16  0  -0.372  -1.1480  -0.8965  -3.3343
 HTA  C17   C  CR6   0   0.366  -2.0262   0.1796  -3.2173
 HTA  C18   C  CH3   0  -0.514   5.6581   1.0912   0.8259
 HTA  C19   C  CH3   0  -0.435  -3.9197  -1.1523  -3.7341
 HTA  N1    N  NH1   0  -0.374  -3.8327  -0.2326   0.9566
 HTA  N2    N  NH1   0  -0.657   1.6380   0.3938  -0.0152
 HTA  O1    O  OH1   0  -0.543  -5.0493   0.3760   1.0063
 HTA  O2    O  O     0  -0.471  -2.6893   1.7146   0.9820
 HTA  O3    O  O     0  -0.470   1.2202  -1.6729   0.7978
 HTA  O4    O  O     0  -0.505   4.8759  -0.1459  -1.5470
 HTA  O5    O  O2    0  -0.469  -3.3541   0.1064  -3.4322
 HTA  H21   H  HCH2  0   0.303  -1.2565  -0.1528  -0.5091
 HTA  H22   H  HCH2  0   0.267  -1.6685  -1.3887   0.6647
 HTA  H3    H  HCH1  0   0.264  -0.2225   1.1853   1.4189
 HTA  H51   H  HCH2  0   0.234  -1.5190  -0.2687   3.1354
 HTA  H52   H  HCH2  0   0.226  -0.2758  -1.4717   2.9071
 HTA  H6    H  HCH1  0   0.218   0.1398   1.3963   3.8512
 HTA  H71   H  HCH3  0   0.227   0.5255   0.3776   6.0846
 HTA  H72   H  HCH3  0   0.225  -1.0852  -0.0213   5.4887
 HTA  H73   H  HCH3  0   0.215   0.2028  -1.2236   5.4229
 HTA  H81   H  HCH3  0   0.219   2.1600  -0.8937   3.6891
 HTA  H82   H  HCH3  0   0.217   2.2099   0.6067   2.7630
 HTA  H83   H  HCH3  0   0.234   2.4387   0.6482   4.4991
 HTA  H9    H  HCH1  0   0.288   2.4254  -1.0894  -1.1995
 HTA  H111  H  HCH2  0   0.265   2.4184   1.7557  -2.3018
 HTA  H112  H  HCH2  0   0.273   2.8061   0.2832  -3.1730
 HTA  H13   H  HCR6  0   0.252   0.1931   2.5675  -2.3141
 HTA  H14   H  HCR6  0   0.254   0.8699  -1.5648  -3.1769
 HTA  H15   H  HCR6  0   0.260  -2.2006   2.2688  -2.7583
 HTA  H16   H  HCR6  0   0.278  -1.4958  -1.8801  -3.6190
 HTA  H181  H  HCH3  0   0.250   5.6312   1.5225   1.8223
 HTA  H182  H  HCH3  0   0.241   6.2662   0.1876   0.8583
 HTA  H183  H  HCH3  0   0.240   6.1382   1.8045   0.1550
 HTA  H191  H  HCH3  0   0.259  -4.9908  -0.9950  -3.8335
 HTA  H192  H  HCH3  0   0.228  -3.5373  -1.5607  -4.6734
 HTA  H193  H  HCH3  0   0.225  -3.7442  -1.8808  -2.9378
 HTA  HN1   H  HNH1  0   0.414  -3.8580  -1.2177   0.7362
 HTA  HN2   H  HNH1  0   0.405   1.3087   1.3475  -0.0371
 HTA  HN3   H  HNH1  0   0.415   3.5448   1.0888   1.0083
 HTA  HO1   H  HOH1  0   0.478  -5.2872   0.4272   1.9410
 HTA  N3    N  NH1   0  -0.632   4.3046   0.8004   0.4154

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
 HTA  C1   C2    single    1.512  0.020  1.512
 HTA  C1   N1    single    1.345  0.020  1.345
 HTA  C1   O2    double    1.218  0.020  1.218
 HTA  C2   C3    single    1.537  0.020  1.537
 HTA  C2   H21   single    0.970  0.020  1.090
 HTA  C2   H22   single    0.970  0.020  1.090
 HTA  C3   C4    single    1.518  0.020  1.518
 HTA  C3   C5    single    1.528  0.020  1.528
 HTA  C3   H3    single    0.970  0.020  1.090
 HTA  C4   N2    single    1.355  0.020  1.355
 HTA  C4   O3    double    1.219  0.020  1.219
 HTA  C5   C6    single    1.530  0.020  1.530
 HTA  C5   H51   single    0.970  0.020  1.090
 HTA  C5   H52   single    0.970  0.020  1.090
 HTA  C6   C7    single    1.526  0.020  1.526
 HTA  C6   C8    single    1.525  0.020  1.525
 HTA  C6   H6    single    0.970  0.020  1.090
 HTA  C7   H71   single    0.970  0.020  1.090
 HTA  C7   H72   single    0.970  0.020  1.090
 HTA  C7   H73   single    0.970  0.020  1.090
 HTA  C8   H81   single    0.970  0.020  1.090
 HTA  C8   H82   single    0.970  0.020  1.090
 HTA  C8   H83   single    0.970  0.020  1.090
 HTA  C9   C10   single    1.526  0.020  1.526
 HTA  C9   C11   single    1.540  0.020  1.540
 HTA  C9   N2    single    1.443  0.020  1.443
 HTA  C9   H9    single    0.970  0.020  1.090
 HTA  C10  N3    single    1.334  0.020  1.334
 HTA  C10  O4    double    1.225  0.020  1.225
 HTA  C11  C12   single    1.503  0.020  1.503
 HTA  C11  H111  single    0.970  0.020  1.090
 HTA  C11  H112  single    0.970  0.020  1.090
 HTA  C12  C13   aromatic  1.394  0.020  1.394
 HTA  C12  C14   aromatic  1.390  0.020  1.390
 HTA  C13  C15   aromatic  1.384  0.020  1.384
 HTA  C13  H13   single    0.930  0.020  1.080
 HTA  C14  C16   aromatic  1.389  0.020  1.389
 HTA  C14  H14   single    0.930  0.020  1.080
 HTA  C15  C17   aromatic  1.395  0.020  1.395
 HTA  C15  H15   single    0.930  0.020  1.080
 HTA  C16  C17   aromatic  1.394  0.020  1.394
 HTA  C16  H16   single    0.930  0.020  1.080
 HTA  C17  O5    single    1.347  0.020  1.347
 HTA  C18  N3    single    1.444  0.020  1.444
 HTA  C18  H181  single    0.970  0.020  1.090
 HTA  C18  H182  single    0.970  0.020  1.090
 HTA  C18  H183  single    0.970  0.020  1.090
 HTA  C19  O5    single    1.413  0.020  1.413
 HTA  C19  H191  single    0.970  0.020  1.090
 HTA  C19  H192  single    0.970  0.020  1.090
 HTA  C19  H193  single    0.970  0.020  1.090
 HTA  N1   O1    single    1.361  0.020  1.361
 HTA  N1   HN1   single    0.860  0.020  1.020
 HTA  N2   HN2   single    0.860  0.020  1.020
 HTA  N3   HN3   single    0.860  0.020  1.020
 HTA  O1   HO1   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
 HTA  O2    C1   N1    123.48  3.000
 HTA  O2    C1   C2    123.16  3.000
 HTA  N1    C1   C2    113.36  3.000
 HTA  H22   C2   H21   106.57  3.000
 HTA  H22   C2   C3    109.67  3.000
 HTA  H21   C2   C3    110.60  3.000
 HTA  H22   C2   C1    111.77  3.000
 HTA  H21   C2   C1    106.05  3.000
 HTA  C3    C2   C1    111.99  3.000
 HTA  H3    C3   C5    109.27  3.000
 HTA  H3    C3   C4    109.49  3.000
 HTA  C5    C3   C4    113.54  3.000
 HTA  H3    C3   C2    107.95  3.000
 HTA  C5    C3   C2    110.97  3.000
 HTA  C4    C3   C2    105.43  3.000
 HTA  O3    C4   N2    122.74  3.000
 HTA  O3    C4   C3    122.40  3.000
 HTA  N2    C4   C3    114.73  3.000
 HTA  H52   C5   H51   105.66  3.000
 HTA  H52   C5   C6    109.86  3.000
 HTA  H51   C5   C6    107.63  3.000
 HTA  H52   C5   C3    109.38  3.000
 HTA  H51   C5   C3    108.22  3.000
 HTA  C6    C5   C3    115.59  3.000
 HTA  H6    C6   C8    108.04  3.000
 HTA  H6    C6   C7    107.98  3.000
 HTA  C8    C6   C7    110.33  3.000
 HTA  H6    C6   C5    107.54  3.000
 HTA  C8    C6   C5    113.18  3.000
 HTA  C7    C6   C5    109.59  3.000
 HTA  H73   C7   H72   107.66  3.000
 HTA  H73   C7   H71   107.63  3.000
 HTA  H72   C7   H71   107.78  3.000
 HTA  H73   C7   C6    110.85  3.000
 HTA  H72   C7   C6    111.36  3.000
 HTA  H71   C7   C6    111.39  3.000
 HTA  H83   C8   H82   106.81  3.000
 HTA  H83   C8   H81   107.76  3.000
 HTA  H82   C8   H81   107.81  3.000
 HTA  H83   C8   C6    110.84  3.000
 HTA  H82   C8   C6    112.16  3.000
 HTA  H81   C8   C6    111.24  3.000
 HTA  H9    C9   N2    107.51  3.000
 HTA  H9    C9   C11   108.51  3.000
 HTA  N2    C9   C11   110.10  3.000
 HTA  H9    C9   C10   105.91  3.000
 HTA  N2    C9   C10   114.60  3.000
 HTA  C11   C9   C10   109.94  3.000
 HTA  O4    C10  N3    123.32  3.000
 HTA  O4    C10  C9    119.89  3.000
 HTA  N3    C10  C9    116.79  3.000
 HTA  H112  C11  H111  106.89  3.000
 HTA  H112  C11  C12   110.89  3.000
 HTA  H111  C11  C12   109.79  3.000
 HTA  H112  C11  C9    108.26  3.000
 HTA  H111  C11  C9    109.29  3.000
 HTA  C12   C11  C9    111.59  3.000
 HTA  C14   C12  C13   117.61  3.000
 HTA  C14   C12  C11   121.16  3.000
 HTA  C13   C12  C11   121.18  3.000
 HTA  H13   C13  C15   118.77  3.000
 HTA  H13   C13  C12   119.68  3.000
 HTA  C15   C13  C12   121.54  3.000
 HTA  H14   C14  C16   118.49  3.000
 HTA  H14   C14  C12   119.71  3.000
 HTA  C16   C14  C12   121.80  3.000
 HTA  H15   C15  C17   119.49  3.000
 HTA  H15   C15  C13   120.35  3.000
 HTA  C17   C15  C13   120.16  3.000
 HTA  H16   C16  C17   121.44  3.000
 HTA  H16   C16  C14   118.78  3.000
 HTA  C17   C16  C14   119.78  3.000
 HTA  O5    C17  C16   124.45  3.000
 HTA  O5    C17  C15   116.45  3.000
 HTA  C16   C17  C15   119.10  3.000
 HTA  H183  C18  H182  108.36  3.000
 HTA  H183  C18  H181  108.40  3.000
 HTA  H182  C18  H181  108.41  3.000
 HTA  H183  C18  N3    111.69  3.000
 HTA  H182  C18  N3    111.38  3.000
 HTA  H181  C18  N3    108.52  3.000
 HTA  H193  C19  H192  108.70  3.000
 HTA  H193  C19  H191  108.73  3.000
 HTA  H192  C19  H191  108.67  3.000
 HTA  H193  C19  O5    111.95  3.000
 HTA  H192  C19  O5    112.12  3.000
 HTA  H191  C19  O5    106.57  3.000
 HTA  HN1   N1   O1    114.95  3.000
 HTA  HN1   N1   C1    122.55  3.000
 HTA  O1    N1   C1    120.16  3.000
 HTA  HN2   N2   C9    117.07  3.000
 HTA  HN2   N2   C4    117.32  3.000
 HTA  C9    N2   C4    122.97  3.000
 HTA  HO1   O1   N1    106.20  3.000
 HTA  C19   O5   C17   118.50  3.000
 HTA  HN3   N3   C18   118.86  3.000
 HTA  HN3   N3   C10   118.64  3.000
 HTA  C18   N3   C10   122.45  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
 HTA  CONST_01  C17   C15  C13  C12     0.00   0.0  0
 HTA  CONST_02  C17   C16  C14  C12     0.00   0.0  0
 HTA  CONST_03  C16   C14  C12  C13     0.00   0.0  0
 HTA  CONST_04  C16   C17  C15  C13     0.00   0.0  0
 HTA  CONST_05  C15   C13  C12  C14     0.00   0.0  0
 HTA  CONST_06  C15   C17  C16  C14     0.00   0.0  0
 HTA  CONST_07  C15   C13  C12  C11   180.00   0.0  0
 HTA  CONST_08  C16   C14  C12  C11   180.00   0.0  0
 HTA  CONST_09  O5    C17  C15  C13   180.00   0.0  0
 HTA  CONST_10  O5    C17  C16  C14   180.00   0.0  0
 HTA  CONST_11  H15   C15  C13  C12   180.00   0.0  0
 HTA  CONST_12  H16   C16  C14  C12   180.00   0.0  0
 HTA  CONST_13  H14   C14  C12  C13   180.00   0.0  0
 HTA  CONST_14  H13   C13  C12  C14   180.00   0.0  0
 HTA  CONST_15  O1    N1   C1   C2    180.00   0.0  0
 HTA  CONST_17  C18   N3   C10  C9    180.00   0.0  0
 HTA  CONST_19  O4    C10  N3   C18     0.00   0.0  0
 HTA  CONST_20  O2    C1   N1   O1      0.00   0.0  0
 HTA  CONST_21  HN1   N1   C1   C2      0.00   0.0  0
 HTA  CONST_22  HN2   N2   C4   C3      0.00   0.0  0
 HTA  CONST_23  HN3   N3   C10  C9      0.00   0.0  0
 HTA  Var_01    C13   C12  C11  C9    107.92  30.0  2
 HTA  Var_02    H191  C19  O5   C17   178.02  30.0  3
 HTA  Var_03    N1    C1   C2   C3   -134.93  30.0  2
 HTA  Var_04    C7    C6   C5   C3    174.01  30.0  3
 HTA  Var_05    H71   C7   C6   C5   -176.76  30.0  3
 HTA  Var_06    H81   C8   C6   C5    -57.32  30.0  3
 HTA  Var_07    H181  C18  N3   C10  -177.11  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
 HTA  chir_01  C3  C2  C4   C5   positiv
 HTA  chir_02  C9  N2  C10  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
 HTA  plan-1  C11  0.020
 HTA  plan-1  C12  0.020
 HTA  plan-1  C13  0.020
 HTA  plan-1  C14  0.020
 HTA  plan-1  C15  0.020
 HTA  plan-1  C16  0.020
 HTA  plan-1  C17  0.020
 HTA  plan-1  O5   0.020
 HTA  plan-1  H13  0.020
 HTA  plan-1  H14  0.020
 HTA  plan-1  H15  0.020
 HTA  plan-1  H16  0.020
 HTA  plan-2  C1   0.020
 HTA  plan-2  C2   0.020
 HTA  plan-2  N1   0.020
 HTA  plan-2  O1   0.020
 HTA  plan-2  O2   0.020
 HTA  plan-2  HN1  0.020
 HTA  plan-3  C3   0.020
 HTA  plan-3  C4   0.020
 HTA  plan-3  C9   0.020
 HTA  plan-3  N2   0.020
 HTA  plan-3  O3   0.020
 HTA  plan-3  HN2  0.020
 HTA  plan-4  C9   0.020
 HTA  plan-4  C10  0.020
 HTA  plan-4  C18  0.020
 HTA  plan-4  O4   0.020
 HTA  plan-4  HN3  0.020
 HTA  plan-4  N3   0.020

