# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:46:55 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2-phenylpyrrolo[1,2-a]pyrimidine-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](CO)NC(=O)c1ccn2c(O)cc(nc12)c3ccccc3
#
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
 8ZS  8ZS  4-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2-phenylpyrrolo[1,2-a]pyrimidine-8-carboxamide  ligand  40  23  .  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_8ZS
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
 8ZS  C10   C  CR16  0  -0.283  -2.9159   2.0345   0.1365
 8ZS  C13   C  CR5   0  -0.184   1.3441  -0.7611  -0.1224
 8ZS  C17   C  CH2   0  -0.162   5.6163   1.1600  -0.8259
 8ZS  C21   C  CR15  0  -0.411   1.8643  -2.0811  -0.0606
 8ZS  C22   C  CR15  0  -0.035   0.8350  -2.9704   0.0418
 8ZS  C02   C  CR6   0   0.668  -1.6157  -2.6589   0.1509
 8ZS  C03   C  CR16  0  -0.530  -2.6124  -1.7269   0.1367
 8ZS  C04   C  CR6   0   0.265  -2.2606  -0.3590   0.0160
 8ZS  C05   C  CR6   0   0.052  -3.2955   0.6970  -0.0079
 8ZS  C06   C  CR16  0  -0.327  -4.6487   0.4024  -0.1795
 8ZS  C07   C  CR16  0  -0.235  -5.5969   1.4150  -0.1998
 8ZS  C08   C  CR16  0  -0.260  -5.2093   2.7391  -0.0481
 8ZS  C09   C  CR16  0  -0.238  -3.8635   3.0442   0.1193
 8ZS  N11   N  N     0  -0.453  -1.0139   0.0362  -0.0707
 8ZS  C12   C  CR56  0   0.505  -0.0437  -0.8768  -0.0553
 8ZS  N15   N  NH1   0  -0.659   3.4220   0.4055  -0.1376
 8ZS  C16   C  CH1   0  -0.109   4.3116   1.5497  -0.1522
 8ZS  C19   C  CH3   0  -0.654   4.5197   2.1192   1.2488
 8ZS  N23   N  N     0  -0.567  -0.3302  -2.2409   0.0481
 8ZS  H101  H  HCR6  0   0.263  -1.8687   2.2738   0.2639
 8ZS  H171  H  HCH2  0   0.215   5.4052   0.8490  -1.8558
 8ZS  H172  H  HCH2  0   0.204   6.2592   2.0477  -0.8787
 8ZS  H211  H  HCR5  0   0.262   2.9024  -2.3743  -0.1017
 8ZS  H221  H  HCR5  0   0.298   0.8409  -4.0443   0.1025
 8ZS  H011  H  HOH1  0   0.505  -2.6777  -4.2174   0.3338
 8ZS  H031  H  HCR6  0   0.297  -3.6367  -2.0526   0.2399
 8ZS  H061  H  HCR6  0   0.255  -4.9820  -0.6177  -0.3168
 8ZS  H071  H  HCR6  0   0.262  -6.6409   1.1664  -0.3381
 8ZS  H081  H  HCR6  0   0.262  -5.9497   3.5280  -0.0620
 8ZS  H091  H  HCR6  0   0.259  -3.5519   4.0738   0.2384
 8ZS  H151  H  HNH1  0   0.389   3.8334  -0.4718   0.1371
 8ZS  H161  H  HCH1  0   0.250   3.8535   2.3171  -0.7782
 8ZS  H181  H  HOH1  0   0.460   6.9476  -0.2367  -0.6043
 8ZS  H192  H  HCH3  0   0.226   4.9609   1.3804   1.9183
 8ZS  H193  H  HCH3  0   0.225   5.1802   2.9874   1.2189
 8ZS  H191  H  HCH3  0   0.235   3.5693   2.4385   1.6759
 8ZS  C14   C  C     0   0.506   2.0782   0.5053  -0.2373
 8ZS  O01   O  OH1   0  -0.586  -1.7475  -3.9651   0.2622
 8ZS  O18   O  OH1   0  -0.673   6.2210   0.1210  -0.0870
 8ZS  O20   O  O     0  -0.496   1.5136   1.5786  -0.4224

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
 8ZS  C17  C16   single    1.519  0.020  1.519
 8ZS  C17  O18   single    1.411  0.020  1.411
 8ZS  C16  C19   single    1.527  0.020  1.527
 8ZS  C16  N15   single    1.449  0.020  1.449
 8ZS  O20  C14   double    1.227  0.020  1.227
 8ZS  N15  C14   single    1.351  0.020  1.351
 8ZS  C14  C13   single    1.468  0.020  1.468
 8ZS  C13  C21   aromatic  1.420  0.020  1.420
 8ZS  C13  C12   aromatic  1.394  0.020  1.394
 8ZS  C21  C22   aromatic  1.364  0.020  1.364
 8ZS  C12  N11   aromatic  1.332  0.020  1.332
 8ZS  C12  N23   aromatic  1.398  0.020  1.398
 8ZS  N11  C04   aromatic  1.311  0.020  1.311
 8ZS  C06  C07   aromatic  1.387  0.020  1.387
 8ZS  C06  C05   aromatic  1.395  0.020  1.395
 8ZS  C07  C08   aromatic  1.388  0.020  1.388
 8ZS  C22  N23   aromatic  1.375  0.020  1.375
 8ZS  N23  C02   aromatic  1.356  0.020  1.356
 8ZS  C04  C05   single    1.479  0.020  1.479
 8ZS  C04  C03   aromatic  1.418  0.020  1.418
 8ZS  C05  C10   aromatic  1.398  0.020  1.398
 8ZS  C08  C09   aromatic  1.390  0.020  1.390
 8ZS  C02  C03   aromatic  1.365  0.020  1.365
 8ZS  C02  O01   single    1.318  0.020  1.318
 8ZS  C10  C09   aromatic  1.385  0.020  1.385
 8ZS  C10  H101  single    0.930  0.020  1.080
 8ZS  C17  H171  single    0.970  0.020  1.090
 8ZS  C17  H172  single    0.970  0.020  1.090
 8ZS  C21  H211  single    0.930  0.020  1.080
 8ZS  C22  H221  single    0.930  0.020  1.080
 8ZS  O01  H011  single    0.850  0.020  0.980
 8ZS  C03  H031  single    0.930  0.020  1.080
 8ZS  C06  H061  single    0.930  0.020  1.080
 8ZS  C07  H071  single    0.930  0.020  1.080
 8ZS  C08  H081  single    0.930  0.020  1.080
 8ZS  C09  H091  single    0.930  0.020  1.080
 8ZS  N15  H151  single    0.860  0.020  1.020
 8ZS  C16  H161  single    0.970  0.020  1.090
 8ZS  O18  H181  single    0.850  0.020  0.980
 8ZS  C19  H192  single    0.970  0.020  1.090
 8ZS  C19  H193  single    0.970  0.020  1.090
 8ZS  C19  H191  single    0.970  0.020  1.090

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
 8ZS  H101  C10  C09   120.17  3.000
 8ZS  H101  C10  C05   119.13  3.000
 8ZS  C09   C10  C05   120.70  3.000
 8ZS  C14   C13  C12   124.96  3.000
 8ZS  C12   C13  C21   106.58  3.000
 8ZS  C14   C13  C21   128.46  3.000
 8ZS  H172  C17  H171  107.28  3.000
 8ZS  H172  C17  O18   111.70  3.000
 8ZS  H171  C17  O18   111.44  3.000
 8ZS  H172  C17  C16   108.48  3.000
 8ZS  H171  C17  C16   108.91  3.000
 8ZS  O18   C17  C16   108.94  3.000
 8ZS  H211  C21  C22   123.46  3.000
 8ZS  H211  C21  C13   127.09  3.000
 8ZS  C22   C21  C13   109.44  3.000
 8ZS  H221  C22  N23   122.29  3.000
 8ZS  H221  C22  C21   130.62  3.000
 8ZS  N23   C22  C21   107.09  3.000
 8ZS  N23   C02  C03   118.76  3.000
 8ZS  C03   C02  O01   127.22  3.000
 8ZS  N23   C02  O01   114.01  3.000
 8ZS  H031  C03  C04   122.31  3.000
 8ZS  H031  C03  C02   119.07  3.000
 8ZS  C04   C03  C02   118.60  3.000
 8ZS  N11   C04  C05   116.70  3.000
 8ZS  C05   C04  C03   121.12  3.000
 8ZS  N11   C04  C03   122.18  3.000
 8ZS  C06   C05  C04   121.99  3.000
 8ZS  C04   C05  C10   119.44  3.000
 8ZS  C06   C05  C10   118.56  3.000
 8ZS  H061  C06  C07   118.41  3.000
 8ZS  H061  C06  C05   120.89  3.000
 8ZS  C07   C06  C05   120.69  3.000
 8ZS  H071  C07  C08   120.17  3.000
 8ZS  H071  C07  C06   119.58  3.000
 8ZS  C08   C07  C06   120.25  3.000
 8ZS  H081  C08  C09   120.27  3.000
 8ZS  H081  C08  C07   120.20  3.000
 8ZS  C09   C08  C07   119.53  3.000
 8ZS  H091  C09  C08   120.05  3.000
 8ZS  H091  C09  C10   119.69  3.000
 8ZS  C08   C09  C10   120.26  3.000
 8ZS  C12   N11  C04   119.03  3.000
 8ZS  N23   C12  N11   121.36  3.000
 8ZS  N23   C12  C13   106.78  3.000
 8ZS  N11   C12  C13   131.86  3.000
 8ZS  H151  N15  C16   116.08  3.000
 8ZS  H151  N15  C14   119.39  3.000
 8ZS  C16   N15  C14   123.46  3.000
 8ZS  H161  C16  C19   108.75  3.000
 8ZS  H161  C16  N15   107.65  3.000
 8ZS  C19   C16  N15   111.65  3.000
 8ZS  H161  C16  C17   106.65  3.000
 8ZS  N15   C16  C17   109.21  3.000
 8ZS  C19   C16  C17   112.68  3.000
 8ZS  H191  C19  H193  107.78  3.000
 8ZS  H191  C19  H192  108.11  3.000
 8ZS  H193  C19  H192  108.12  3.000
 8ZS  H191  C19  C16   110.49  3.000
 8ZS  H193  C19  C16   110.74  3.000
 8ZS  H192  C19  C16   111.46  3.000
 8ZS  C12   N23  C02   120.07  3.000
 8ZS  C02   N23  C22   129.82  3.000
 8ZS  C12   N23  C22   110.11  3.000
 8ZS  O20   C14  N15   122.24  3.000
 8ZS  N15   C14  C13   115.32  3.000
 8ZS  O20   C14  C13   122.43  3.000
 8ZS  H011  O01  C02   111.18  3.000
 8ZS  H181  O18  C17   108.43  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
 8ZS  CONST_01  C07   C06  C05  C10    0.00   0.0  0
 8ZS  CONST_02  N11   C04  C05  C10    0.00   0.0  0
 8ZS  CONST_03  C03   C04  C05  C10  180.00   0.0  0
 8ZS  CONST_04  C07   C08  C09  C10    0.00   0.0  0
 8ZS  CONST_05  N23   C22  C21  C13    0.00   0.0  0
 8ZS  CONST_06  C04   N11  C12  C13  180.00   0.0  0
 8ZS  CONST_07  C22   N23  C12  C13    0.00   0.0  0
 8ZS  CONST_08  C02   N23  C12  C13  180.00   0.0  0
 8ZS  CONST_09  N11   C12  C13  C21  180.00   0.0  0
 8ZS  CONST_10  N23   C12  C13  C21    0.00   0.0  0
 8ZS  CONST_11  C12   N23  C22  C21    0.00   0.0  0
 8ZS  CONST_12  C02   N23  C22  C21  180.00   0.0  0
 8ZS  CONST_13  C12   C13  C21  C22    0.00   0.0  0
 8ZS  CONST_14  N11   C12  N23  C22  180.00   0.0  0
 8ZS  CONST_15  C03   C02  N23  C22  180.00   0.0  0
 8ZS  CONST_16  N11   C12  N23  C02    0.00   0.0  0
 8ZS  CONST_17  N11   C04  C03  C02    0.00   0.0  0
 8ZS  CONST_18  C05   C04  C03  C02  180.00   0.0  0
 8ZS  CONST_19  C12   N11  C04  C03    0.00   0.0  0
 8ZS  CONST_20  C06   C05  C04  C03    0.00   0.0  0
 8ZS  CONST_21  C12   N23  C02  C03    0.00   0.0  0
 8ZS  CONST_22  N23   C12  N11  C04    0.00   0.0  0
 8ZS  CONST_23  C07   C06  C05  C04  180.00   0.0  0
 8ZS  CONST_24  C09   C10  C05  C04  180.00   0.0  0
 8ZS  CONST_25  N23   C02  C03  C04    0.00   0.0  0
 8ZS  CONST_26  C08   C07  C06  C05    0.00   0.0  0
 8ZS  CONST_27  C12   N11  C04  C05  180.00   0.0  0
 8ZS  CONST_28  C08   C09  C10  C05    0.00   0.0  0
 8ZS  CONST_29  C09   C08  C07  C06    0.00   0.0  0
 8ZS  CONST_30  N11   C04  C05  C06  180.00   0.0  0
 8ZS  CONST_31  C09   C10  C05  C06    0.00   0.0  0
 8ZS  CONST_32  C14   C13  C21  C22  180.00   0.0  0
 8ZS  CONST_33  O01   C02  N23  C22    0.00   0.0  0
 8ZS  CONST_34  C12   N23  C02  O01  180.00   0.0  0
 8ZS  CONST_35  C04   C03  C02  O01  180.00   0.0  0
 8ZS  CONST_36  C14   C13  C12  N11    0.00   0.0  0
 8ZS  CONST_37  N23   C12  C13  C14  180.00   0.0  0
 8ZS  CONST_38  H061  C06  C05  C10  180.00   0.0  0
 8ZS  CONST_39  H081  C08  C09  C10  180.00   0.0  0
 8ZS  CONST_40  H221  C22  C21  C13  180.00   0.0  0
 8ZS  CONST_41  H101  C10  C05  C04    0.00   0.0  0
 8ZS  CONST_42  H071  C07  C06  C05  180.00   0.0  0
 8ZS  CONST_43  H031  C03  C04  C05    0.00   0.0  0
 8ZS  CONST_44  H091  C09  C10  C05  180.00   0.0  0
 8ZS  CONST_45  H211  C21  C13  C12  180.00   0.0  0
 8ZS  CONST_46  C16   N15  C14  C13  180.00   0.0  0
 8ZS  CONST_47  H151  N15  C14  C13    0.00   0.0  0
 8ZS  CONST_48  O20   C14  N15  C16    0.00   0.0  0
 8ZS  Var_01    O20   C14  C13  C21  172.18  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
 8ZS  chir_01  C16  C17  C19  N15  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
 8ZS  plan-1  C10   0.020
 8ZS  plan-1  C04   0.020
 8ZS  plan-1  C05   0.020
 8ZS  plan-1  C06   0.020
 8ZS  plan-1  C07   0.020
 8ZS  plan-1  C08   0.020
 8ZS  plan-1  C09   0.020
 8ZS  plan-1  H101  0.020
 8ZS  plan-1  H061  0.020
 8ZS  plan-1  H071  0.020
 8ZS  plan-1  H081  0.020
 8ZS  plan-1  H091  0.020
 8ZS  plan-2  C13   0.020
 8ZS  plan-2  C21   0.020
 8ZS  plan-2  C22   0.020
 8ZS  plan-2  C02   0.020
 8ZS  plan-2  C03   0.020
 8ZS  plan-2  C04   0.020
 8ZS  plan-2  C05   0.020
 8ZS  plan-2  N11   0.020
 8ZS  plan-2  C12   0.020
 8ZS  plan-2  N23   0.020
 8ZS  plan-2  H211  0.020
 8ZS  plan-2  H221  0.020
 8ZS  plan-2  H031  0.020
 8ZS  plan-2  C14   0.020
 8ZS  plan-2  O01   0.020
 8ZS  plan-3  C13   0.020
 8ZS  plan-3  N15   0.020
 8ZS  plan-3  C16   0.020
 8ZS  plan-3  H151  0.020
 8ZS  plan-3  C14   0.020
 8ZS  plan-3  O20   0.020

