# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 07:43:30 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: (1R,2S)-2-[(4-hydroxy-2-phenylpyrrolo[1,2-a]pyrimidine-8-carbonyl)amino]cyclohexane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1CCCC[C@@H]1NC(=O)c2ccn3c(O)cc(nc23)c4ccccc4
#
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
 8ZP  8ZP  '(1R,2S)-2-[(4-hydroxy-2-phenylpyrrolo[1,2-a]pyrimidine-8-carbonyl)amino]cyclohexane-1-carboxylic acid'  ligand  49  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8ZP
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
 8ZP  C10   C  CR16  0  -0.283  -3.8806  -2.0721  -0.0757
 8ZP  C13   C  CR5   0  -0.189   0.2898   0.8752  -0.0251
 8ZP  C17   C  CH2   0  -0.423   3.5961  -1.8505  -1.7022
 8ZP  C20   C  CH2   0  -0.439   5.3987   0.1715  -0.5387
 8ZP  C21   C  CH1   0  -0.389   4.6634  -0.8378   0.3433
 8ZP  C22   C  C     0   0.570   4.3727  -0.3926   1.7592
 8ZP  C26   C  CR15  0  -0.409   0.7576   2.2142  -0.0962
 8ZP  C02   C  CR6   0   0.669  -2.7473   2.6642  -0.0911
 8ZP  C03   C  CR16  0  -0.529  -3.7062   1.6951  -0.0330
 8ZP  C04   C  CR6   0   0.264  -3.2986   0.3401   0.0494
 8ZP  C05   C  CR6   0   0.053  -4.2930  -0.7516   0.1220
 8ZP  C06   C  CR16  0  -0.327  -5.6396  -0.5067   0.3946
 8ZP  C07   C  CR16  0  -0.235  -6.5499  -1.5516   0.4610
 8ZP  C08   C  CR16  0  -0.259  -6.1306  -2.8583   0.2551
 8ZP  C09   C  CR16  0  -0.238  -4.7909  -3.1138  -0.0128
 8ZP  N11   N  N     0  -0.455  -2.0350  -0.0102   0.0571
 8ZP  C12   C  CR56  0   0.508  -1.1026   0.9395  -0.0012
 8ZP  N15   N  NH1   0  -0.671   2.3902  -0.2112  -0.2899
 8ZP  C16   C  CH1   0  -0.094   3.3420  -1.3038  -0.2971
 8ZP  C18   C  CH2   0  -0.449   4.3398  -0.8566  -2.5861
 8ZP  C19   C  CH2   0  -0.435   5.6409  -0.4084  -1.9296
 8ZP  O23   O  OH1   0  -0.580   4.7083   0.8642   2.0108
 8ZP  O24   O  O     0  -0.453   3.8736  -1.1152   2.5880
 8ZP  O25   O  O     0  -0.486   0.5991  -1.4401   0.3450
 8ZP  C27   C  CR15  0  -0.035  -0.3077   3.0656  -0.1205
 8ZP  N28   N  N     0  -0.567  -1.4437   2.2927  -0.0675
 8ZP  H101  H  HCR6  0   0.263  -2.8376  -2.2742  -0.2785
 8ZP  H172  H  HCH2  0   0.228   4.1869  -2.7674  -1.6088
 8ZP  H171  H  HCH2  0   0.243   2.6427  -2.1375  -2.1512
 8ZP  H201  H  HCH2  0   0.221   4.8290   1.1026  -0.6283
 8ZP  H202  H  HCH2  0   0.253   6.3505   0.4447  -0.0799
 8ZP  H211  H  HCH1  0   0.289   5.2954  -1.7296   0.4336
 8ZP  H261  H  HCR5  0   0.259   1.7848   2.5459  -0.1040
 8ZP  H011  H  HOH1  0   0.506  -3.8743   4.1834  -0.1981
 8ZP  H031  H  HCR6  0   0.297  -4.7464   1.9821  -0.0742
 8ZP  H061  H  HCR6  0   0.255  -5.9947   0.4986   0.5774
 8ZP  H071  H  HCR6  0   0.262  -7.5890  -1.3411   0.6775
 8ZP  H081  H  HCR6  0   0.262  -6.8417  -3.6722   0.3054
 8ZP  H091  H  HCR6  0   0.260  -4.4541  -4.1295  -0.1742
 8ZP  H151  H  HNH1  0   0.395   2.6787   0.6576  -0.7092
 8ZP  H161  H  HCH1  0   0.271   2.9186  -2.0968   0.3175
 8ZP  H181  H  HCH2  0   0.241   4.5429  -1.3091  -3.5589
 8ZP  H182  H  HCH2  0   0.215   3.7074   0.0158  -2.7853
 8ZP  H192  H  HCH2  0   0.238   6.1454   0.3327  -2.5528
 8ZP  H191  H  HCH2  0   0.218   6.3203  -1.2636  -1.8509
 8ZP  H1    H  HOH1  0   0.481   4.4917   1.0848   2.9298
 8ZP  H271  H  HCR5  0   0.299  -0.3453   4.1398  -0.1588
 8ZP  C14   C  C     0   0.511   1.0791  -0.3597   0.0269
 8ZP  O01   O  OH1   0  -0.586  -2.9330   3.9654  -0.1779

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
 8ZP  O24  C22   double    1.207  0.020  1.207
 8ZP  C22  C21   single    1.512  0.020  1.512
 8ZP  C22  O23   single    1.325  0.020  1.325
 8ZP  C21  C16   single    1.541  0.020  1.541
 8ZP  C21  C20   single    1.529  0.020  1.529
 8ZP  C16  C17   single    1.529  0.020  1.529
 8ZP  C16  N15   single    1.449  0.020  1.449
 8ZP  C18  C17   single    1.524  0.020  1.524
 8ZP  C18  C19   single    1.525  0.020  1.525
 8ZP  C20  C19   single    1.526  0.020  1.526
 8ZP  O25  C14   double    1.224  0.020  1.224
 8ZP  N15  C14   single    1.357  0.020  1.357
 8ZP  C14  C13   single    1.467  0.020  1.467
 8ZP  C13  C26   aromatic  1.420  0.020  1.420
 8ZP  C13  C12   aromatic  1.394  0.020  1.394
 8ZP  C26  C27   aromatic  1.364  0.020  1.364
 8ZP  C12  N11   aromatic  1.332  0.020  1.332
 8ZP  C12  N28   aromatic  1.397  0.020  1.397
 8ZP  N11  C04   aromatic  1.311  0.020  1.311
 8ZP  C07  C06   aromatic  1.387  0.020  1.387
 8ZP  C07  C08   aromatic  1.388  0.020  1.388
 8ZP  C06  C05   aromatic  1.395  0.020  1.395
 8ZP  C27  N28   aromatic  1.375  0.020  1.375
 8ZP  N28  C02   aromatic  1.356  0.020  1.356
 8ZP  C04  C05   single    1.478  0.020  1.478
 8ZP  C04  C03   aromatic  1.417  0.020  1.417
 8ZP  C05  C10   aromatic  1.397  0.020  1.397
 8ZP  C08  C09   aromatic  1.390  0.020  1.390
 8ZP  C02  C03   aromatic  1.365  0.020  1.365
 8ZP  C02  O01   single    1.317  0.020  1.317
 8ZP  C10  C09   aromatic  1.385  0.020  1.385
 8ZP  C10  H101  single    0.930  0.020  1.080
 8ZP  C17  H172  single    0.970  0.020  1.090
 8ZP  C17  H171  single    0.970  0.020  1.090
 8ZP  C20  H201  single    0.970  0.020  1.090
 8ZP  C20  H202  single    0.970  0.020  1.090
 8ZP  C21  H211  single    0.970  0.020  1.090
 8ZP  C26  H261  single    0.930  0.020  1.080
 8ZP  O01  H011  single    0.850  0.020  0.980
 8ZP  C03  H031  single    0.930  0.020  1.080
 8ZP  C06  H061  single    0.930  0.020  1.080
 8ZP  C07  H071  single    0.930  0.020  1.080
 8ZP  C08  H081  single    0.930  0.020  1.080
 8ZP  C09  H091  single    0.930  0.020  1.080
 8ZP  N15  H151  single    0.860  0.020  1.020
 8ZP  C16  H161  single    0.970  0.020  1.090
 8ZP  C18  H181  single    0.970  0.020  1.090
 8ZP  C18  H182  single    0.970  0.020  1.090
 8ZP  C19  H192  single    0.970  0.020  1.090
 8ZP  C19  H191  single    0.970  0.020  1.090
 8ZP  O23  H1    single    0.850  0.020  0.980
 8ZP  C27  H271  single    0.930  0.020  1.080

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
 8ZP  H101  C10  C09   120.11  3.000
 8ZP  H101  C10  C05   119.19  3.000
 8ZP  C09   C10  C05   120.69  3.000
 8ZP  C14   C13  C12   125.15  3.000
 8ZP  C12   C13  C26   106.64  3.000
 8ZP  C14   C13  C26   128.20  3.000
 8ZP  H171  C17  H172  106.62  3.000
 8ZP  H171  C17  C18   111.03  3.000
 8ZP  H172  C17  C18   109.41  3.000
 8ZP  H171  C17  C16   109.07  3.000
 8ZP  H172  C17  C16   108.11  3.000
 8ZP  C18   C17  C16   112.39  3.000
 8ZP  H202  C20  H201  105.98  3.000
 8ZP  H202  C20  C19   109.87  3.000
 8ZP  H201  C20  C19   109.33  3.000
 8ZP  H202  C20  C21   110.01  3.000
 8ZP  H201  C20  C21   110.99  3.000
 8ZP  C19   C20  C21   110.56  3.000
 8ZP  H211  C21  C16   106.41  3.000
 8ZP  H211  C21  C22   105.84  3.000
 8ZP  C16   C21  C22   108.26  3.000
 8ZP  H211  C21  C20   107.89  3.000
 8ZP  C16   C21  C20   111.86  3.000
 8ZP  C22   C21  C20   115.99  3.000
 8ZP  O24   C22  O23   122.82  3.000
 8ZP  O23   C22  C21   114.09  3.000
 8ZP  O24   C22  C21   123.09  3.000
 8ZP  H261  C26  C27   123.46  3.000
 8ZP  H261  C26  C13   127.12  3.000
 8ZP  C27   C26  C13   109.40  3.000
 8ZP  N28   C02  C03   118.71  3.000
 8ZP  C03   C02  O01   127.25  3.000
 8ZP  N28   C02  O01   114.04  3.000
 8ZP  H031  C03  C04   122.23  3.000
 8ZP  H031  C03  C02   119.12  3.000
 8ZP  C04   C03  C02   118.64  3.000
 8ZP  N11   C04  C05   116.78  3.000
 8ZP  C05   C04  C03   121.02  3.000
 8ZP  N11   C04  C03   122.20  3.000
 8ZP  C06   C05  C04   121.94  3.000
 8ZP  C04   C05  C10   119.49  3.000
 8ZP  C06   C05  C10   118.57  3.000
 8ZP  H061  C06  C07   118.45  3.000
 8ZP  H061  C06  C05   120.85  3.000
 8ZP  C07   C06  C05   120.69  3.000
 8ZP  H071  C07  C08   120.20  3.000
 8ZP  H071  C07  C06   119.55  3.000
 8ZP  C08   C07  C06   120.25  3.000
 8ZP  H081  C08  C09   120.27  3.000
 8ZP  H081  C08  C07   120.19  3.000
 8ZP  C09   C08  C07   119.54  3.000
 8ZP  H091  C09  C08   120.08  3.000
 8ZP  H091  C09  C10   119.65  3.000
 8ZP  C08   C09  C10   120.26  3.000
 8ZP  C12   N11  C04   118.93  3.000
 8ZP  N28   C12  N11   121.44  3.000
 8ZP  N28   C12  C13   106.72  3.000
 8ZP  N11   C12  C13   131.83  3.000
 8ZP  H151  N15  C16   117.41  3.000
 8ZP  H151  N15  C14   117.94  3.000
 8ZP  C16   N15  C14   123.59  3.000
 8ZP  H161  C16  N15   106.91  3.000
 8ZP  H161  C16  C21   108.61  3.000
 8ZP  N15   C16  C21   109.46  3.000
 8ZP  H161  C16  C17   108.84  3.000
 8ZP  N15   C16  C17   112.54  3.000
 8ZP  C21   C16  C17   110.34  3.000
 8ZP  H182  C18  H181  105.98  3.000
 8ZP  H182  C18  C19   109.67  3.000
 8ZP  H181  C18  C19   110.28  3.000
 8ZP  H182  C18  C17   110.07  3.000
 8ZP  H181  C18  C17   109.71  3.000
 8ZP  C19   C18  C17   111.00  3.000
 8ZP  H191  C19  H192  106.53  3.000
 8ZP  H191  C19  C18   109.32  3.000
 8ZP  H192  C19  C18   110.37  3.000
 8ZP  H191  C19  C20   109.25  3.000
 8ZP  H192  C19  C20   109.61  3.000
 8ZP  C18   C19  C20   111.63  3.000
 8ZP  H1    O23  C22   109.83  3.000
 8ZP  H271  C27  N28   122.27  3.000
 8ZP  H271  C27  C26   130.65  3.000
 8ZP  N28   C27  C26   107.08  3.000
 8ZP  C27   N28  C12   110.15  3.000
 8ZP  C27   N28  C02   129.77  3.000
 8ZP  C12   N28  C02   120.06  3.000
 8ZP  O25   C14  N15   122.41  3.000
 8ZP  N15   C14  C13   114.81  3.000
 8ZP  O25   C14  C13   122.77  3.000
 8ZP  H011  O01  C02   111.19  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
 8ZP  CONST_01  C07   C06  C05  C10    0.00   0.0  0
 8ZP  CONST_02  N11   C04  C05  C10    0.00   0.0  0
 8ZP  CONST_03  C03   C04  C05  C10  180.00   0.0  0
 8ZP  CONST_04  C07   C08  C09  C10    0.00   0.0  0
 8ZP  CONST_05  N28   C27  C26  C13    0.00   0.0  0
 8ZP  CONST_06  C04   N11  C12  C13  180.00   0.0  0
 8ZP  CONST_07  C27   N28  C12  C13    0.00   0.0  0
 8ZP  CONST_08  C02   N28  C12  C13  180.00   0.0  0
 8ZP  CONST_09  N11   C12  C13  C26  180.00   0.0  0
 8ZP  CONST_10  N28   C12  C13  C26    0.00   0.0  0
 8ZP  CONST_11  C12   N28  C27  C26    0.00   0.0  0
 8ZP  CONST_12  C02   N28  C27  C26  180.00   0.0  0
 8ZP  CONST_13  N11   C12  N28  C02    0.00   0.0  0
 8ZP  CONST_14  N11   C04  C03  C02    0.00   0.0  0
 8ZP  CONST_15  C05   C04  C03  C02  180.00   0.0  0
 8ZP  CONST_16  C12   N11  C04  C03    0.00   0.0  0
 8ZP  CONST_17  C06   C05  C04  C03    0.00   0.0  0
 8ZP  CONST_18  C12   N28  C02  C03    0.00   0.0  0
 8ZP  CONST_19  C27   N28  C02  C03  180.00   0.0  0
 8ZP  CONST_20  N28   C12  N11  C04    0.00   0.0  0
 8ZP  CONST_21  C07   C06  C05  C04  180.00   0.0  0
 8ZP  CONST_22  C09   C10  C05  C04  180.00   0.0  0
 8ZP  CONST_23  N28   C02  C03  C04    0.00   0.0  0
 8ZP  CONST_24  C08   C07  C06  C05    0.00   0.0  0
 8ZP  CONST_25  C12   N11  C04  C05  180.00   0.0  0
 8ZP  CONST_26  C08   C09  C10  C05    0.00   0.0  0
 8ZP  CONST_27  C09   C08  C07  C06    0.00   0.0  0
 8ZP  CONST_28  N11   C04  C05  C06  180.00   0.0  0
 8ZP  CONST_29  C09   C10  C05  C06    0.00   0.0  0
 8ZP  CONST_30  C27   N28  C12  N11  180.00   0.0  0
 8ZP  CONST_31  C27   C26  C13  C12    0.00   0.0  0
 8ZP  CONST_32  C12   N28  C02  O01  180.00   0.0  0
 8ZP  CONST_33  C27   N28  C02  O01    0.00   0.0  0
 8ZP  CONST_34  C04   C03  C02  O01  180.00   0.0  0
 8ZP  CONST_35  C14   C13  C12  N11    0.00   0.0  0
 8ZP  CONST_36  C27   C26  C13  C14  180.00   0.0  0
 8ZP  CONST_37  N28   C12  C13  C14  180.00   0.0  0
 8ZP  CONST_38  H061  C06  C05  C10  180.00   0.0  0
 8ZP  CONST_39  H081  C08  C09  C10  180.00   0.0  0
 8ZP  CONST_40  H271  C27  C26  C13  180.00   0.0  0
 8ZP  CONST_41  H101  C10  C05  C04    0.00   0.0  0
 8ZP  CONST_42  H071  C07  C06  C05  180.00   0.0  0
 8ZP  CONST_43  H031  C03  C04  C05    0.00   0.0  0
 8ZP  CONST_44  H091  C09  C10  C05  180.00   0.0  0
 8ZP  CONST_45  H261  C26  C13  C12  180.00   0.0  0
 8ZP  CONST_46  C16   N15  C14  C13  180.00   0.0  0
 8ZP  CONST_47  O25   C14  N15  C16    0.00   0.0  0
 8ZP  CONST_48  H151  N15  C14  C13    0.00   0.0  0
 8ZP  CONST_49  H1    O23  C22  C21  180.00   0.0  0
 8ZP  Var_01    C20   C19  C18  C17  -55.59  30.0  1
 8ZP  Var_02    C18   C19  C20  C21   56.09  30.0  1
 8ZP  Var_03    C19   C18  C17  C16   54.97  30.0  1
 8ZP  Var_04    O25   C14  C13  C26  165.41  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
 8ZP  chir_01  C21  C22  C16  C20  negativ
 8ZP  chir_02  C16  N15  C17  C21  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
 8ZP  plan-1  C10   0.020
 8ZP  plan-1  C04   0.020
 8ZP  plan-1  C05   0.020
 8ZP  plan-1  C06   0.020
 8ZP  plan-1  C07   0.020
 8ZP  plan-1  C08   0.020
 8ZP  plan-1  C09   0.020
 8ZP  plan-1  H101  0.020
 8ZP  plan-1  H061  0.020
 8ZP  plan-1  H071  0.020
 8ZP  plan-1  H081  0.020
 8ZP  plan-1  H091  0.020
 8ZP  plan-2  C13   0.020
 8ZP  plan-2  C26   0.020
 8ZP  plan-2  C02   0.020
 8ZP  plan-2  C03   0.020
 8ZP  plan-2  C04   0.020
 8ZP  plan-2  C05   0.020
 8ZP  plan-2  N11   0.020
 8ZP  plan-2  C12   0.020
 8ZP  plan-2  C27   0.020
 8ZP  plan-2  N28   0.020
 8ZP  plan-2  H261  0.020
 8ZP  plan-2  H031  0.020
 8ZP  plan-2  H271  0.020
 8ZP  plan-2  C14   0.020
 8ZP  plan-2  O01   0.020
 8ZP  plan-3  C13   0.020
 8ZP  plan-3  N15   0.020
 8ZP  plan-3  C16   0.020
 8ZP  plan-3  O25   0.020
 8ZP  plan-3  H151  0.020
 8ZP  plan-3  C14   0.020
 8ZP  plan-4  C21   0.020
 8ZP  plan-4  C22   0.020
 8ZP  plan-4  O23   0.020
 8ZP  plan-4  O24   0.020
 8ZP  plan-4  H1    0.020

