# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 20:26:25 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  48  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  -0.285  -3.8988  -2.0812  -0.1565
 8ZP  C13   C  CR5    0  -0.181   0.2604   0.8610  -0.3840
 8ZP  C17   C  CH2    0  -0.437   3.5999  -1.8253  -1.6440
 8ZP  C20   C  CH2    0  -0.418   5.3530   0.2008  -0.4483
 8ZP  C21   C  CH1    0  -0.395   4.6348  -0.8275   0.4269
 8ZP  C22   C  C      0   0.429   4.3440  -0.3202   1.8524
 8ZP  C26   C  CR15   0  -0.410   0.7280   2.1991  -0.4502
 8ZP  C02   C  CR6    0   0.668  -2.7648   2.6559  -0.1535
 8ZP  C03   C  CR16   0  -0.531  -3.7184   1.6863  -0.0442
 8ZP  C04   C  CR6    0   0.263  -3.3095   0.3283  -0.0309
 8ZP  C05   C  CR6    0   0.054  -4.2958  -0.7656   0.0988
 8ZP  C06   C  CR16   0  -0.329  -5.6172  -0.5297   0.4799
 8ZP  C07   C  CR16   0  -0.235  -6.5178  -1.5783   0.6003
 8ZP  C08   C  CR16   0  -0.260  -6.1141  -2.8801   0.3396
 8ZP  C09   C  CR16   0  -0.239  -4.7997  -3.1265  -0.0395
 8ZP  N11   N  N      0  -0.455  -2.0518  -0.0224  -0.1392
 8ZP  C12   C  CR56   0   0.501  -1.1249   0.9274  -0.2629
 8ZP  N15   N  NH1    0  -0.670   2.3682  -0.2190  -0.2175
 8ZP  C16   C  CH1    0  -0.058   3.3276  -1.3111  -0.2283
 8ZP  C18   C  CH2    0  -0.431   4.3136  -0.7945  -2.5093
 8ZP  C19   C  CH2    0  -0.431   5.6101  -0.3335  -1.8531
 8ZP  O23   O  OC    -1  -0.604   4.0433   0.8906   1.9680
 8ZP  O24   O  O      0  -0.606   4.3881  -1.1568   2.7738
 8ZP  O25   O  O      0  -0.500   0.5497  -1.4625  -0.7326
 8ZP  C27   C  CR15   0  -0.038  -0.3332   3.0549  -0.3726
 8ZP  N28   N  N      0  -0.566  -1.4649   2.2840  -0.2548
 8ZP  H101  H  HCR6   0   0.264  -2.8752  -2.2759  -0.4474
 8ZP  H172  H  HCH2   0   0.216   4.2233  -2.7219  -1.5568
 8ZP  H171  H  HCH2   0   0.236   2.6659  -2.1441  -2.1089
 8ZP  H201  H  HCH2   0   0.207   4.7685   1.1228  -0.5122
 8ZP  H202  H  HCH2   0   0.224   6.2978   0.4784   0.0270
 8ZP  H211  H  HCH1   0   0.221   5.2729  -1.7151   0.4991
 8ZP  H261  H  HCR5   0   0.261   1.7515   2.5184  -0.5740
 8ZP  H011  H  HOH1   0   0.505  -3.8921   4.1776  -0.0950
 8ZP  H031  H  HCR6   0   0.296  -4.7568   1.9760   0.0180
 8ZP  H061  H  HCR6   0   0.255  -5.9598   0.4716   0.7045
 8ZP  H071  H  HCR6   0   0.261  -7.5367  -1.3741   0.9018
 8ZP  H081  H  HCR6   0   0.261  -6.8171  -3.6974   0.4327
 8ZP  H091  H  HCR6   0   0.260  -4.4749  -4.1381  -0.2448
 8ZP  H151  H  HNH1   0   0.390   2.6736   0.6298   0.2382
 8ZP  H161  H  HCH1   0   0.238   2.9322  -2.1387   0.3713
 8ZP  H181  H  HCH2   0   0.225   4.5152  -1.2177  -3.4965
 8ZP  H182  H  HCH2   0   0.211   3.6575   0.0671  -2.6708
 8ZP  H192  H  HCH2   0   0.223   6.0957   0.4318  -2.4641
 8ZP  H191  H  HCH2   0   0.205   6.3068  -1.1775  -1.8009
 8ZP  H271  H  HCR5   0   0.297  -0.3716   4.1294  -0.4035
 8ZP  O01   O  OH1    0  -0.587  -2.9542   3.9602  -0.1780
 8ZP  C14   C  C      0   0.498   1.0512  -0.3766  -0.4585

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   deloc     1.245  0.020  1.245
 8ZP  C22  C21   single    1.541  0.020  1.541
 8ZP  C22  O23   deloc     1.253  0.020  1.253
 8ZP  C21  C16   single    1.540  0.020  1.540
 8ZP  C21  C20   single    1.529  0.020  1.529
 8ZP  C16  C17   single    1.531  0.020  1.531
 8ZP  C16  N15   single    1.454  0.020  1.454
 8ZP  C18  C17   single    1.523  0.020  1.523
 8ZP  C18  C19   single    1.524  0.020  1.524
 8ZP  C20  C19   single    1.525  0.020  1.525
 8ZP  O25  C14   double    1.227  0.020  1.227
 8ZP  N15  C14   single    1.348  0.020  1.348
 8ZP  C14  C13   single    1.471  0.020  1.471
 8ZP  C13  C26   aromatic  1.419  0.020  1.419
 8ZP  C13  C12   aromatic  1.392  0.020  1.392
 8ZP  C26  C27   aromatic  1.365  0.020  1.365
 8ZP  C12  N11   aromatic  1.333  0.020  1.333
 8ZP  C12  N28   aromatic  1.399  0.020  1.399
 8ZP  N11  C04   aromatic  1.310  0.020  1.310
 8ZP  C07  C06   aromatic  1.388  0.020  1.388
 8ZP  C07  C08   aromatic  1.388  0.020  1.388
 8ZP  C06  C05   aromatic  1.395  0.020  1.395
 8ZP  C27  N28   aromatic  1.374  0.020  1.374
 8ZP  N28  C02   aromatic  1.356  0.020  1.356
 8ZP  C04  C05   single    1.479  0.020  1.479
 8ZP  C04  C03   aromatic  1.418  0.020  1.418
 8ZP  C05  C10   aromatic  1.398  0.020  1.398
 8ZP  C08  C09   aromatic  1.390  0.020  1.390
 8ZP  C02  C03   aromatic  1.364  0.020  1.364
 8ZP  C02  O01   single    1.318  0.020  1.318
 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  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   120.16  3.000
 8ZP  H101  C10  C05   119.16  3.000
 8ZP  C09   C10  C05   120.68  3.000
 8ZP  C14   C13  C12   125.42  3.000
 8ZP  C12   C13  C26   106.68  3.000
 8ZP  C14   C13  C26   127.88  3.000
 8ZP  H171  C17  H172  106.38  3.000
 8ZP  H171  C17  C18   110.90  3.000
 8ZP  H172  C17  C18   109.42  3.000
 8ZP  H171  C17  C16   109.88  3.000
 8ZP  H172  C17  C16   107.61  3.000
 8ZP  C18   C17  C16   112.42  3.000
 8ZP  H202  C20  H201  105.85  3.000
 8ZP  H202  C20  C19   110.10  3.000
 8ZP  H201  C20  C19   109.37  3.000
 8ZP  H202  C20  C21   109.13  3.000
 8ZP  H201  C20  C21   110.44  3.000
 8ZP  C19   C20  C21   111.77  3.000
 8ZP  H211  C21  C16   105.54  3.000
 8ZP  H211  C21  C22   108.41  3.000
 8ZP  C16   C21  C22   109.68  3.000
 8ZP  H211  C21  C20   107.99  3.000
 8ZP  C16   C21  C20   111.48  3.000
 8ZP  C22   C21  C20   113.37  3.000
 8ZP  O24   C22  O23   126.12  3.000
 8ZP  O23   C22  C21   116.67  3.000
 8ZP  O24   C22  C21   117.17  3.000
 8ZP  H261  C26  C27   123.92  3.000
 8ZP  H261  C26  C13   126.64  3.000
 8ZP  C27   C26  C13   109.41  3.000
 8ZP  N28   C02  C03   118.77  3.000
 8ZP  C03   C02  O01   127.17  3.000
 8ZP  N28   C02  O01   114.06  3.000
 8ZP  H031  C03  C04   122.24  3.000
 8ZP  H031  C03  C02   119.09  3.000
 8ZP  C04   C03  C02   118.66  3.000
 8ZP  N11   C04  C05   116.71  3.000
 8ZP  C05   C04  C03   121.12  3.000
 8ZP  N11   C04  C03   122.16  3.000
 8ZP  C06   C05  C04   122.04  3.000
 8ZP  C04   C05  C10   119.40  3.000
 8ZP  C06   C05  C10   118.56  3.000
 8ZP  H061  C06  C07   118.42  3.000
 8ZP  H061  C06  C05   120.87  3.000
 8ZP  C07   C06  C05   120.70  3.000
 8ZP  H071  C07  C08   120.22  3.000
 8ZP  H071  C07  C06   119.52  3.000
 8ZP  C08   C07  C06   120.25  3.000
 8ZP  H081  C08  C09   120.26  3.000
 8ZP  H081  C08  C07   120.22  3.000
 8ZP  C09   C08  C07   119.51  3.000
 8ZP  H091  C09  C08   120.08  3.000
 8ZP  H091  C09  C10   119.63  3.000
 8ZP  C08   C09  C10   120.29  3.000
 8ZP  C12   N11  C04   118.98  3.000
 8ZP  N28   C12  N11   121.44  3.000
 8ZP  N28   C12  C13   106.78  3.000
 8ZP  N11   C12  C13   131.77  3.000
 8ZP  H151  N15  C16   115.78  3.000
 8ZP  H151  N15  C14   118.30  3.000
 8ZP  C16   N15  C14   123.75  3.000
 8ZP  H161  C16  N15   108.98  3.000
 8ZP  H161  C16  C21   108.10  3.000
 8ZP  N15   C16  C21   108.73  3.000
 8ZP  H161  C16  C17   108.45  3.000
 8ZP  N15   C16  C17   112.13  3.000
 8ZP  C21   C16  C17   110.37  3.000
 8ZP  H182  C18  H181  106.38  3.000
 8ZP  H182  C18  C19   109.58  3.000
 8ZP  H181  C18  C19   110.43  3.000
 8ZP  H182  C18  C17   109.61  3.000
 8ZP  H181  C18  C17   109.72  3.000
 8ZP  C19   C18  C17   111.01  3.000
 8ZP  H191  C19  H192  106.47  3.000
 8ZP  H191  C19  C18   109.17  3.000
 8ZP  H192  C19  C18   110.42  3.000
 8ZP  H191  C19  C20   109.46  3.000
 8ZP  H192  C19  C20   110.16  3.000
 8ZP  C18   C19  C20   111.05  3.000
 8ZP  H271  C27  N28   122.23  3.000
 8ZP  H271  C27  C26   130.71  3.000
 8ZP  N28   C27  C26   107.05  3.000
 8ZP  C27   N28  C12   110.08  3.000
 8ZP  C27   N28  C02   129.95  3.000
 8ZP  C12   N28  C02   119.97  3.000
 8ZP  H011  O01  C02   111.13  3.000
 8ZP  O25   C14  N15   122.86  3.000
 8ZP  N15   C14  C13   114.70  3.000
 8ZP  O25   C14  C13   122.43  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  Var_01    C20   C19  C18  C17   -55.46  30.0  1
 8ZP  Var_02    C18   C19  C20  C21    55.61  30.0  1
 8ZP  Var_03    C19   C18  C17  C16    55.79  30.0  1
 8ZP  Var_04    O25   C14  C13  C26  -160.88  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  O01   0.020
 8ZP  plan-2  C14   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

