# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:38:57 2022
#   Inital geometry file: a 165 line input string
#   Ligand name: {4-[(2S)-2-(acetylamino)-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxopropyl]-2-hydroxyphenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(O)cccc1OCCCCNC(=O)[C@H](Cc2ccc(OCC(O)=O)c(O)c2)NC(C)=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
 429  429  '{4-[(2S)-2-(acetylamino)-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxopropyl]-2-hydroxyphenoxy}acetic acid'  ligand  66  37  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_429
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
 429  C1    C  CR6    0   0.275    6.1408  -1.5905   0.4756
 429  C2    C  CR6    0   0.311    7.1271  -0.5928   0.5926
 429  C3    C  CR16   0  -0.370    6.7242   0.7122   0.8362
 429  C4    C  CR16   0  -0.327    5.3728   1.0314   0.9583
 429  C5    C  CR6    0   0.150    4.3985   0.0567   0.8402
 429  C6    C  CR16   0  -0.431    4.8039  -1.2579   0.5997
 429  O5    O  O2     0  -0.457    8.3992  -1.0092   0.4590
 429  C9    C  CH1    0  -0.185    2.2916   0.5288  -0.4631
 429  N1    N  NH1    0  -0.616    3.0640   1.3431  -1.3628
 429  C10   C  C      0   0.533    3.2143   2.6659  -1.1932
 429  C11   C  C      0   0.568    0.8276   0.9980  -0.4706
 429  N2    N  NH1    0  -0.648    0.1232   0.7615   0.6446
 429  C12   C  CH2    0  -0.278   -1.2884   1.0547   0.7643
 429  C13   C  CH2    0  -0.441   -2.1865  -0.0111   0.1466
 429  C14   C  CH2    0  -0.176   -4.5542  -0.7070  -0.3005
 429  C15   C  CH2    0  -0.461   -3.6588   0.3018   0.3857
 429  O1    O  O2     0  -0.450   -5.9024  -0.3543  -0.0203
 429  O4    O  O      0  -0.506    2.6651   3.2740  -0.2834
 429  C23   C  CH3    0  -0.774    4.1298   3.3485  -2.1761
 429  C8    C  CH2    0  -0.332    9.4250  -0.0389   0.5202
 429  O8    O  O      0  -0.495    0.3384   1.5058  -1.4670
 429  C7    C  CH2    0  -0.579    2.9386   0.3967   0.9299
 429  C24   C  C      0   0.383   10.8052  -0.6842   0.3135
 429  O6    O  OC    -1  -0.623   11.7434   0.1368   0.3268
 429  O7    O  O      0  -0.592   10.8666  -1.9126   0.1632
 429  C32   C  CR6    0   0.417   -6.8971  -1.0417  -0.5842
 429  C33   C  CR16   0  -0.418   -6.6820  -2.1363  -1.4132
 429  C34   C  CR16   0  -0.218   -7.7697  -2.7789  -1.9895
 429  C35   C  CR16   0  -0.366   -9.0603  -2.3461  -1.7774
 429  C36   C  CR6    0   0.380   -9.2917  -1.2401  -0.9591
 429  C37   C  CR6    0  -0.339   -8.2143  -0.5852  -0.3250
 429  C38   C  C      0   0.617   -8.4264   0.5187   0.6368
 429  O11   O  O      0  -0.422   -7.7022   0.8172   1.5489
 429  O12   O  O2     0  -0.506   -9.5712   1.1788   0.3970
 429  C39   C  CH3    0  -0.418   -9.9491   2.2128   1.3118
 429  O13   O  OH1    0  -0.626  -10.5717  -0.8878  -0.8052
 429  O2    O  OH1    0  -0.628    6.5715  -2.8493   0.2465
 429  H3    H  HCR6   0   0.275    7.4538   1.5041   0.9336
 429  H4    H  HCR6   0   0.241    5.0903   2.0590   1.1504
 429  H6    H  HCR6   0   0.261    4.0567  -2.0415   0.5135
 429  H9    H  HCH1   0   0.304    2.2718  -0.4700  -0.9101
 429  HN1   H  HNH1   0   0.403    3.5513   0.8853  -2.1135
 429  HN2   H  HNH1   0   0.410    0.5621   0.3015   1.4229
 429  H121  H  HCH2   0   0.241   -1.4931   2.0247   0.3084
 429  H122  H  HCH2   0   0.248   -1.5075   1.1525   1.8283
 429  H131  H  HCH2   0   0.229   -1.9368  -0.9856   0.5757
 429  H132  H  HCH2   0   0.232   -1.9863  -0.0762  -0.9261
 429  H141  H  HCH2   0   0.228   -4.3428  -1.7186   0.0636
 429  H142  H  HCH2   0   0.227   -4.3760  -0.6978  -1.3814
 429  H151  H  HCH2   0   0.235   -3.8905   1.3025   0.0099
 429  H152  H  HCH2   0   0.236   -3.8654   0.3066   1.4597
 429  H231  H  HCH3   0   0.250    4.3506   2.7453  -3.0548
 429  H232  H  HCH3   0   0.263    3.6882   4.2900  -2.4978
 429  H233  H  HCH3   0   0.267    5.0736   3.5819  -1.6807
 429  H81   H  HCH2   0   0.225    9.2726   0.7334  -0.2445
 429  H82   H  HCH2   0   0.225    9.4172   0.4730   1.4913
 429  H71   H  HCH2   0   0.268    2.8096   1.3196   1.4954
 429  H72   H  HCH2   0   0.258    2.4277  -0.3961   1.4827
 429  H33   H  HCR6   0   0.284   -5.6857  -2.4978  -1.6196
 429  H34   H  HCR6   0   0.270   -7.5960  -3.6358  -2.6272
 429  H35   H  HCR6   0   0.267   -9.9005  -2.8468  -2.2395
 429  H391  H  HCH3   0   0.258  -10.8946   2.5989   0.9443
 429  H392  H  HCH3   0   0.245  -10.0815   1.8207   2.3191
 429  H393  H  HCH3   0   0.247   -9.2098   3.0116   1.3247
 429  H13   H  HOH1   0   0.482  -10.6284  -0.0490  -0.3195
 429  HO2   H  HOH1   0   0.472    5.8176  -3.4464   0.1849

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
 429  C1   C2    aromatic  1.408  0.020  1.408
 429  C1   C6    aromatic  1.383  0.020  1.383
 429  C1   O2    single    1.350  0.020  1.350
 429  C2   C3    aromatic  1.387  0.020  1.387
 429  C2   O5    single    1.345  0.020  1.345
 429  C3   C4    aromatic  1.394  0.020  1.394
 429  C3   H3    single    0.930  0.020  1.080
 429  C4   C5    aromatic  1.383  0.020  1.383
 429  C4   H4    single    0.930  0.020  1.080
 429  C5   C6    aromatic  1.397  0.020  1.397
 429  C5   C7    single    1.502  0.020  1.502
 429  C6   H6    single    0.930  0.020  1.080
 429  O5   C8    single    1.413  0.020  1.413
 429  C9   N1    single    1.438  0.020  1.438
 429  C9   C11   single    1.537  0.020  1.537
 429  C9   C7    single    1.542  0.020  1.542
 429  C9   H9    single    0.970  0.020  1.090
 429  N1   C10   single    1.342  0.020  1.342
 429  N1   HN1   single    0.860  0.020  1.020
 429  C10  O4    double    1.224  0.020  1.224
 429  C10  C23   single    1.507  0.020  1.507
 429  C11  N2    single    1.340  0.020  1.340
 429  C11  O8    double    1.221  0.020  1.221
 429  N2   C12   single    1.447  0.020  1.447
 429  N2   HN2   single    0.860  0.020  1.020
 429  C12  C13   single    1.524  0.020  1.524
 429  C12  H121  single    0.970  0.020  1.090
 429  C12  H122  single    0.970  0.020  1.090
 429  C13  C15   single    1.524  0.020  1.524
 429  C13  H131  single    0.970  0.020  1.090
 429  C13  H132  single    0.970  0.020  1.090
 429  C14  C15   single    1.513  0.020  1.513
 429  C14  O1    single    1.421  0.020  1.421
 429  C14  H141  single    0.970  0.020  1.090
 429  C14  H142  single    0.970  0.020  1.090
 429  C15  H151  single    0.970  0.020  1.090
 429  C15  H152  single    0.970  0.020  1.090
 429  O1   C32   single    1.334  0.020  1.334
 429  C23  H231  single    0.970  0.020  1.090
 429  C23  H232  single    0.970  0.020  1.090
 429  C23  H233  single    0.970  0.020  1.090
 429  C8   C24   single    1.538  0.020  1.538
 429  C8   H81   single    0.970  0.020  1.090
 429  C8   H82   single    0.970  0.020  1.090
 429  C7   H71   single    0.970  0.020  1.090
 429  C7   H72   single    0.970  0.020  1.090
 429  C24  O6    deloc     1.247  0.020  1.247
 429  C24  O7    deloc     1.239  0.020  1.239
 429  C32  C33   aromatic  1.390  0.020  1.390
 429  C32  C37   aromatic  1.418  0.020  1.418
 429  C33  C34   aromatic  1.389  0.020  1.389
 429  C33  H33   single    0.930  0.020  1.080
 429  C34  C35   aromatic  1.378  0.020  1.378
 429  C34  H34   single    0.930  0.020  1.080
 429  C35  C36   aromatic  1.395  0.020  1.395
 429  C35  H35   single    0.930  0.020  1.080
 429  C36  C37   aromatic  1.411  0.020  1.411
 429  C36  O13   single    1.337  0.020  1.337
 429  C37  C38   single    1.479  0.020  1.479
 429  C38  O11   double    1.202  0.020  1.202
 429  C38  O12   single    1.343  0.020  1.343
 429  O12  C39   single    1.431  0.020  1.431
 429  C39  H391  single    0.970  0.020  1.090
 429  C39  H392  single    0.970  0.020  1.090
 429  C39  H393  single    0.970  0.020  1.090
 429  O13  H13   single    0.850  0.020  0.980
 429  O2   HO2   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
 429  O2    C1   C6    123.21  3.000
 429  O2    C1   C2    116.83  3.000
 429  C6    C1   C2    119.95  3.000
 429  O5    C2   C3    125.68  3.000
 429  O5    C2   C1    115.78  3.000
 429  C3    C2   C1    118.54  3.000
 429  H3    C3   C4    118.60  3.000
 429  H3    C3   C2    120.59  3.000
 429  C4    C3   C2    120.82  3.000
 429  H4    C4   C5    120.00  3.000
 429  H4    C4   C3    119.06  3.000
 429  C5    C4   C3    120.93  3.000
 429  C7    C5   C6    120.37  3.000
 429  C7    C5   C4    121.34  3.000
 429  C6    C5   C4    118.27  3.000
 429  H6    C6   C5    119.54  3.000
 429  H6    C6   C1    118.97  3.000
 429  C5    C6   C1    121.49  3.000
 429  C8    O5   C2    118.01  3.000
 429  H9    C9   C7    107.37  3.000
 429  H9    C9   C11   105.03  3.000
 429  C7    C9   C11   115.48  3.000
 429  H9    C9   N1    105.72  3.000
 429  C7    C9   N1    112.85  3.000
 429  C11   C9   N1    109.60  3.000
 429  HN1   N1   C10   119.27  3.000
 429  HN1   N1   C9    118.01  3.000
 429  C10   N1   C9    122.62  3.000
 429  C23   C10  O4    122.16  3.000
 429  C23   C10  N1    115.60  3.000
 429  O4    C10  N1    122.23  3.000
 429  O8    C11  N2    122.83  3.000
 429  O8    C11  C9    120.84  3.000
 429  N2    C11  C9    116.27  3.000
 429  HN2   N2   C12   117.05  3.000
 429  HN2   N2   C11   119.72  3.000
 429  C12   N2   C11   123.09  3.000
 429  H122  C12  H121  106.87  3.000
 429  H122  C12  C13   109.85  3.000
 429  H121  C12  C13   109.98  3.000
 429  H122  C12  N2    107.15  3.000
 429  H121  C12  N2    109.18  3.000
 429  C13   C12  N2    113.55  3.000
 429  H132  C13  H131  106.87  3.000
 429  H132  C13  C15   110.07  3.000
 429  H131  C13  C15   110.00  3.000
 429  H132  C13  C12   109.35  3.000
 429  H131  C13  C12   109.23  3.000
 429  C15   C13  C12   111.22  3.000
 429  H142  C14  H141  107.71  3.000
 429  H142  C14  O1    110.28  3.000
 429  H141  C14  O1    110.28  3.000
 429  H142  C14  C15   110.21  3.000
 429  H141  C14  C15   110.52  3.000
 429  O1    C14  C15   107.84  3.000
 429  H152  C15  H151  107.06  3.000
 429  H152  C15  C14   109.66  3.000
 429  H151  C15  C14   109.19  3.000
 429  H152  C15  C13   109.73  3.000
 429  H151  C15  C13   109.79  3.000
 429  C14   C15  C13   111.32  3.000
 429  C32   O1   C14   119.74  3.000
 429  H233  C23  H232  107.46  3.000
 429  H233  C23  H231  108.03  3.000
 429  H232  C23  H231  108.85  3.000
 429  H233  C23  C10   109.04  3.000
 429  H232  C23  C10   109.76  3.000
 429  H231  C23  C10   113.50  3.000
 429  H82   C8   H81   106.69  3.000
 429  H82   C8   C24   108.73  3.000
 429  H81   C8   C24   109.05  3.000
 429  H82   C8   O5    110.68  3.000
 429  H81   C8   O5    110.62  3.000
 429  C24   C8   O5    110.95  3.000
 429  H72   C7   H71   107.24  3.000
 429  H72   C7   C9    108.84  3.000
 429  H71   C7   C9    110.28  3.000
 429  H72   C7   C5    108.68  3.000
 429  H71   C7   C5    109.74  3.000
 429  C9    C7   C5    111.93  3.000
 429  O7    C24  O6    128.08  3.000
 429  O7    C24  C8    118.48  3.000
 429  O6    C24  C8    113.44  3.000
 429  C37   C32  C33   120.42  3.000
 429  C37   C32  O1    116.71  3.000
 429  C33   C32  O1    122.85  3.000
 429  H33   C33  C34   119.25  3.000
 429  H33   C33  C32   121.37  3.000
 429  C34   C33  C32   119.39  3.000
 429  H34   C34  C35   119.33  3.000
 429  H34   C34  C33   119.03  3.000
 429  C35   C34  C33   121.64  3.000
 429  H35   C35  C36   119.26  3.000
 429  H35   C35  C34   121.10  3.000
 429  C36   C35  C34   119.65  3.000
 429  O13   C36  C37   123.86  3.000
 429  O13   C36  C35   115.81  3.000
 429  C37   C36  C35   120.32  3.000
 429  C38   C37  C36   121.93  3.000
 429  C38   C37  C32   119.49  3.000
 429  C36   C37  C32   118.53  3.000
 429  O12   C38  O11   121.79  3.000
 429  O12   C38  C37   111.89  3.000
 429  O11   C38  C37   126.31  3.000
 429  C39   O12  C38   117.78  3.000
 429  H393  C39  H392  109.63  3.000
 429  H393  C39  H391  109.55  3.000
 429  H392  C39  H391  109.59  3.000
 429  H393  C39  O12   111.00  3.000
 429  H392  C39  O12   111.29  3.000
 429  H391  C39  O12   105.70  3.000
 429  H13   O13  C36   109.95  3.000
 429  HO2   O2   C1    109.82  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
 429  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 429  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 429  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 429  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 429  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 429  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 429  CONST_07  C35   C34  C33  C32     0.00   0.0  0
 429  CONST_08  C35   C36  C37  C32     0.00   0.0  0
 429  CONST_09  C36   C37  C32  C33     0.00   0.0  0
 429  CONST_10  C36   C35  C34  C33     0.00   0.0  0
 429  CONST_11  C37   C32  C33  C34     0.00   0.0  0
 429  CONST_12  C37   C36  C35  C34     0.00   0.0  0
 429  CONST_13  C7    C5   C6   C1    180.00   0.0  0
 429  CONST_14  O2    C1   C2   C3    180.00   0.0  0
 429  CONST_15  C7    C5   C4   C3    180.00   0.0  0
 429  CONST_16  O5    C2   C3   C4    180.00   0.0  0
 429  CONST_17  O2    C1   C6   C5    180.00   0.0  0
 429  CONST_18  O5    C2   C1   C6    180.00   0.0  0
 429  CONST_19  C34   C33  C32  O1    180.00   0.0  0
 429  CONST_20  C36   C37  C32  O1    180.00   0.0  0
 429  CONST_21  O13   C36  C37  C32   180.00   0.0  0
 429  CONST_22  C38   C37  C32  C33   180.00   0.0  0
 429  CONST_23  O13   C36  C35  C34   180.00   0.0  0
 429  CONST_24  C38   C37  C36  C35   180.00   0.0  0
 429  CONST_25  H3    C3   C2   C1    180.00   0.0  0
 429  CONST_26  H6    C6   C1   C2    180.00   0.0  0
 429  CONST_27  H4    C4   C3   C2    180.00   0.0  0
 429  CONST_28  H34   C34  C33  C32   180.00   0.0  0
 429  CONST_29  H35   C35  C34  C33   180.00   0.0  0
 429  CONST_30  H33   C33  C34  C35   180.00   0.0  0
 429  CONST_31  O4    C10  N1   C9      0.00   0.0  0
 429  CONST_32  C23   C10  N1   C9    180.00   0.0  0
 429  CONST_33  C12   N2   C11  C9    180.00   0.0  0
 429  CONST_34  O8    C11  N2   C12     0.00   0.0  0
 429  CONST_35  HN2   N2   C11  C9      0.00   0.0  0
 429  CONST_36  HN1   N1   C10  O4    180.00   0.0  0
 429  Var_01    C9    C7   C5   C4     98.57  30.0  2
 429  Var_02    C33   C32  O1   C14     2.28  30.0  2
 429  Var_03    O11   C38  C37  C32   -25.63  30.0  2
 429  Var_04    C24   C8   O5   C2   -178.55  30.0  3
 429  Var_05    H141  C14  O1   C32   -63.51  30.0  2
 429  Var_06    O6    C24  C8   O5    178.38  30.0  3
 429  Var_07    C13   C12  N2   C11    80.84  30.0  3
 429  Var_08    C15   C13  C12  N2    176.10  30.0  3
 429  Var_09    C14   C15  C13  C12   176.42  30.0  3
 429  Var_10    O1    C14  C15  C13   179.47  30.0  2
 429  Var_11    H231  C23  C10  N1     15.24  30.0  3
 429  Var_12    H391  C39  O12  C38  -179.27  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
 429  chir_01  C9  N1  C11  C7  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
 429  plan-1  C1   0.020
 429  plan-1  C2   0.020
 429  plan-1  C3   0.020
 429  plan-1  C4   0.020
 429  plan-1  C5   0.020
 429  plan-1  C6   0.020
 429  plan-1  O5   0.020
 429  plan-1  C7   0.020
 429  plan-1  O2   0.020
 429  plan-1  H3   0.020
 429  plan-1  H4   0.020
 429  plan-1  H6   0.020
 429  plan-2  C37  0.020
 429  plan-2  C38  0.020
 429  plan-2  O11  0.020
 429  plan-2  O12  0.020
 429  plan-3  O1   0.020
 429  plan-3  C32  0.020
 429  plan-3  C33  0.020
 429  plan-3  C34  0.020
 429  plan-3  C35  0.020
 429  plan-3  C36  0.020
 429  plan-3  C37  0.020
 429  plan-3  C38  0.020
 429  plan-3  O13  0.020
 429  plan-3  H33  0.020
 429  plan-3  H34  0.020
 429  plan-3  H35  0.020
 429  plan-4  C9   0.020
 429  plan-4  N1   0.020
 429  plan-4  C10  0.020
 429  plan-4  O4   0.020
 429  plan-4  C23  0.020
 429  plan-4  HN1  0.020
 429  plan-5  C9   0.020
 429  plan-5  C11  0.020
 429  plan-5  N2   0.020
 429  plan-5  C12  0.020
 429  plan-5  O8   0.020
 429  plan-5  HN2  0.020
 429  plan-6  C8   0.020
 429  plan-6  C24  0.020
 429  plan-6  O6   0.020
 429  plan-6  O7   0.020

