# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 16:54:45 2022
#   Inital geometry file: a 80 line input string
#   Ligand name: 6-chloranyl-9-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]purin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(Cn2cnc3c(Cl)nc(N)nc23)on1
#
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
 GOU  GOU  6-chloranyl-9-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]purin-2-amine  ligand  33  20  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GOU
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
 GOU  C15  C   CR15  0  -0.502   2.8459  39.8225  25.7305
 GOU  C17  C   CH1   0  -0.323   1.1596  39.6774  23.7383
 GOU  C02  C   CR15  0   0.117   4.2866  36.8852  29.1000
 GOU  C04  C   CR56  0   0.530   5.5697  37.3809  27.4000
 GOU  C06  C   CR6   0   0.555   7.1189  37.2167  25.8306
 GOU  C08  C   CR6   0   0.116   6.8499  35.4404  27.2410
 GOU  C09  C   CR56  0   0.108   5.8424  36.1088  27.9143
 GOU  C11  C   CH2   0  -0.437   3.8867  39.1290  28.0109
 GOU  C14  C   CR5   0   0.291   1.7315  39.2507  25.0538
 GOU  C16  C   CR5   0   0.454   2.9449  39.0906  26.8591
 GOU  C18  C   CH3   0  -0.654   0.0924  38.7227  23.2184
 GOU  C19  C   CH3   0  -0.652   0.6224  41.1060  23.8457
 GOU  N01  N   N     0  -0.432   5.0244  35.8263  28.9785
 GOU  N03  N   NR5   0  -0.507   4.5690  37.8661  28.1821
 GOU  N05  N   N     0  -0.474   6.1630  37.9673  26.3811
 GOU  N07  N   N     0  -0.451   7.4748  35.9750  26.2286
 GOU  N13  N   N     0  -0.175   1.2355  38.2644  25.7422
 GOU  O12  O   O     0  -0.338   1.9872  38.1614  26.8767
 GOU  CL2  CL  CL    0  -0.079   7.3080  33.8529  27.7283
 GOU  H1   H   HCR5  0   0.283   3.4719  40.6386  25.4108
 GOU  H2   H   HCH1  0   0.257   1.9923  39.6876  23.0270
 GOU  H3   H   HCR5  0   0.301   3.5153  37.0320  29.8427
 GOU  H4   H   HCH2  0   0.313   4.6179  39.9199  27.8493
 GOU  H5   H   HCH2  0   0.319   3.3586  39.3560  28.9386
 GOU  H6   H   HCH3  0   0.234   0.4740  37.7082  23.1042
 GOU  H7   H   HCH3  0   0.224  -0.7684  38.6858  23.8872
 GOU  H8   H   HCH3  0   0.235  -0.2586  39.0586  22.2427
 GOU  H9   H   HCH3  0   0.238   1.3894  41.8055  24.1789
 GOU  H10  H   HCH3  0   0.239   0.2625  41.4455  22.8741
 GOU  H11  H   HCH3  0   0.228  -0.2103  41.1559  24.5491
 GOU  H12  H   HNH2  0   0.402   8.4232  37.1355  24.2727
 GOU  H13  H   HNH2  0   0.401   7.4911  38.5774  24.3654
 GOU  N10  N   NH2   0  -0.821   7.8161  37.7338  24.8052

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
 GOU  C18  C17  single    1.523  0.020  1.523
 GOU  C17  C19  single    1.530  0.020  1.530
 GOU  C17  C14  single    1.497  0.020  1.497
 GOU  N10  C06  single    1.343  0.020  1.343
 GOU  C14  N13  aromatic  1.301  0.020  1.301
 GOU  C14  C15  aromatic  1.424  0.020  1.424
 GOU  N13  O12  aromatic  1.365  0.020  1.365
 GOU  C15  C16  aromatic  1.349  0.020  1.349
 GOU  C06  N07  aromatic  1.352  0.020  1.352
 GOU  C06  N05  aromatic  1.334  0.020  1.334
 GOU  N07  C08  aromatic  1.304  0.020  1.304
 GOU  N05  C04  aromatic  1.317  0.020  1.317
 GOU  O12  C16  aromatic  1.335  0.020  1.335
 GOU  C16  C11  single    1.488  0.020  1.488
 GOU  C08  C09  aromatic  1.384  0.020  1.384
 GOU  C08  CL2  single    1.723  0.020  1.723
 GOU  C04  C09  aromatic  1.399  0.020  1.399
 GOU  C04  N03  aromatic  1.360  0.020  1.360
 GOU  C11  N03  single    1.446  0.020  1.446
 GOU  C09  N01  aromatic  1.372  0.020  1.372
 GOU  N03  C02  aromatic  1.373  0.020  1.373
 GOU  N01  C02  aromatic  1.296  0.020  1.296
 GOU  C15  H1   single    0.930  0.020  1.080
 GOU  C17  H2   single    0.970  0.020  1.090
 GOU  C02  H3   single    0.930  0.020  1.080
 GOU  C11  H4   single    0.970  0.020  1.090
 GOU  C11  H5   single    0.970  0.020  1.090
 GOU  C18  H6   single    0.970  0.020  1.090
 GOU  C18  H7   single    0.970  0.020  1.090
 GOU  C18  H8   single    0.970  0.020  1.090
 GOU  C19  H9   single    0.970  0.020  1.090
 GOU  C19  H10  single    0.970  0.020  1.090
 GOU  C19  H11  single    0.970  0.020  1.090
 GOU  N10  H12  single    0.890  0.020  1.040
 GOU  N10  H13  single    0.890  0.020  1.040

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
 GOU  H1   C15  C16  128.10  3.000
 GOU  H1   C15  C14  128.18  3.000
 GOU  C16  C15  C14  103.72  3.000
 GOU  H2   C17  C19  107.69  3.000
 GOU  H2   C17  C18  108.47  3.000
 GOU  C19  C17  C18  111.29  3.000
 GOU  H2   C17  C14  106.44  3.000
 GOU  C19  C17  C14  109.80  3.000
 GOU  C18  C17  C14  112.89  3.000
 GOU  H3   C02  N03  120.61  3.000
 GOU  H3   C02  N01  125.56  3.000
 GOU  N03  C02  N01  113.82  3.000
 GOU  N05  C04  N03  128.15  3.000
 GOU  N03  C04  C09  104.86  3.000
 GOU  N05  C04  C09  126.98  3.000
 GOU  N10  C06  N07  116.21  3.000
 GOU  N07  C06  N05  125.73  3.000
 GOU  N10  C06  N05  118.05  3.000
 GOU  CL2  C08  N07  118.02  3.000
 GOU  CL2  C08  C09  120.07  3.000
 GOU  N07  C08  C09  121.90  3.000
 GOU  N01  C09  C08  135.41  3.000
 GOU  N01  C09  C04  110.87  3.000
 GOU  C08  C09  C04  113.72  3.000
 GOU  H5   C11  H4   107.46  3.000
 GOU  H5   C11  N03  108.03  3.000
 GOU  H4   C11  N03  109.58  3.000
 GOU  H5   C11  C16  110.91  3.000
 GOU  H4   C11  C16  109.19  3.000
 GOU  N03  C11  C16  111.58  3.000
 GOU  N13  C14  C17  122.38  3.000
 GOU  N13  C14  C15  110.57  3.000
 GOU  C17  C14  C15  127.05  3.000
 GOU  O12  C16  C11  117.51  3.000
 GOU  C11  C16  C15  132.84  3.000
 GOU  O12  C16  C15  109.65  3.000
 GOU  H8   C18  H7   107.77  3.000
 GOU  H8   C18  H6   107.80  3.000
 GOU  H7   C18  H6   108.00  3.000
 GOU  H8   C18  C17  109.76  3.000
 GOU  H7   C18  C17  111.40  3.000
 GOU  H6   C18  C17  111.95  3.000
 GOU  H11  C19  H10  107.96  3.000
 GOU  H11  C19  H9   108.09  3.000
 GOU  H10  C19  H9   107.75  3.000
 GOU  H11  C19  C17  110.84  3.000
 GOU  H10  C19  C17  110.13  3.000
 GOU  H9   C19  C17  111.93  3.000
 GOU  C09  N01  C02  104.12  3.000
 GOU  C11  N03  C04  126.23  3.000
 GOU  C11  N03  C02  127.32  3.000
 GOU  C04  N03  C02  106.32  3.000
 GOU  C06  N05  C04  113.05  3.000
 GOU  C08  N07  C06  118.61  3.000
 GOU  O12  N13  C14  106.68  3.000
 GOU  N13  O12  C16  109.37  3.000
 GOU  H13  N10  H12  117.58  3.000
 GOU  H13  N10  C06  119.28  3.000
 GOU  H12  N10  C06  119.26  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
 GOU  CONST_01  O12  N13  C14  C15     0.00   0.0  0
 GOU  CONST_02  N13  O12  C16  C15     0.00   0.0  0
 GOU  CONST_03  N05  C04  N03  C02   180.00   0.0  0
 GOU  CONST_04  C09  C04  N03  C02     0.00   0.0  0
 GOU  CONST_05  C08  C09  N01  C02   180.00   0.0  0
 GOU  CONST_06  C04  C09  N01  C02     0.00   0.0  0
 GOU  CONST_07  N07  C06  N05  C04     0.00   0.0  0
 GOU  CONST_08  N07  C08  C09  C04     0.00   0.0  0
 GOU  CONST_09  N01  C02  N03  C04     0.00   0.0  0
 GOU  CONST_10  C09  C08  N07  C06     0.00   0.0  0
 GOU  CONST_11  C09  C04  N05  C06     0.00   0.0  0
 GOU  CONST_12  N03  C04  N05  C06   180.00   0.0  0
 GOU  CONST_13  N05  C06  N07  C08     0.00   0.0  0
 GOU  CONST_14  N05  C04  C09  C08     0.00   0.0  0
 GOU  CONST_15  N03  C04  C09  C08   180.00   0.0  0
 GOU  CONST_16  N03  C02  N01  C09     0.00   0.0  0
 GOU  CONST_17  C16  O12  N13  C14     0.00   0.0  0
 GOU  CONST_18  O12  C16  C15  C14     0.00   0.0  0
 GOU  CONST_19  N13  C14  C15  C16     0.00   0.0  0
 GOU  CONST_20  N07  C08  C09  N01   180.00   0.0  0
 GOU  CONST_21  N05  C04  C09  N01   180.00   0.0  0
 GOU  CONST_22  N03  C04  C09  N01     0.00   0.0  0
 GOU  CONST_23  O12  N13  C14  C17   180.00   0.0  0
 GOU  CONST_24  C16  C15  C14  C17   180.00   0.0  0
 GOU  CONST_25  N10  C06  N05  C04   180.00   0.0  0
 GOU  CONST_26  CL2  C08  C09  C04   180.00   0.0  0
 GOU  CONST_27  CL2  C08  N07  C06   180.00   0.0  0
 GOU  CONST_28  N10  C06  N07  C08   180.00   0.0  0
 GOU  CONST_29  C11  N03  C04  C09   180.00   0.0  0
 GOU  CONST_30  C14  C15  C16  C11   180.00   0.0  0
 GOU  CONST_31  N13  O12  C16  C11   180.00   0.0  0
 GOU  CONST_32  N05  C04  N03  C11     0.00   0.0  0
 GOU  CONST_33  N01  C02  N03  C11   180.00   0.0  0
 GOU  CONST_34  CL2  C08  C09  N01     0.00   0.0  0
 GOU  CONST_35  H3   C02  N03  C04   180.00   0.0  0
 GOU  CONST_36  H1   C15  C14  N13   180.00   0.0  0
 GOU  CONST_37  H12  N10  C06  N05   180.00   0.0  0
 GOU  CONST_38  H13  N10  C06  N05     0.00   0.0  0
 GOU  Var_01    N03  C11  C16  C15  -121.64  30.0  2
 GOU  Var_02    C16  C11  N03  C02  -101.38  30.0  2
 GOU  Var_03    C18  C17  C14  C15   171.89  30.0  2
 GOU  Var_04    H6   C18  C17  C14   -58.02  30.0  3
 GOU  Var_05    H9   C19  C17  C14    56.55  30.0  3

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
 GOU  plan-1  C15  0.020
 GOU  plan-1  C17  0.020
 GOU  plan-1  C11  0.020
 GOU  plan-1  C14  0.020
 GOU  plan-1  C16  0.020
 GOU  plan-1  N13  0.020
 GOU  plan-1  O12  0.020
 GOU  plan-1  H1   0.020
 GOU  plan-2  C02  0.020
 GOU  plan-2  C04  0.020
 GOU  plan-2  C06  0.020
 GOU  plan-2  C08  0.020
 GOU  plan-2  C09  0.020
 GOU  plan-2  C11  0.020
 GOU  plan-2  N01  0.020
 GOU  plan-2  N03  0.020
 GOU  plan-2  N05  0.020
 GOU  plan-2  N07  0.020
 GOU  plan-2  CL2  0.020
 GOU  plan-2  H3   0.020
 GOU  plan-2  N10  0.020
 GOU  plan-3  C06  0.020
 GOU  plan-3  H12  0.020
 GOU  plan-3  H13  0.020
 GOU  plan-3  N10  0.020

