# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 01:51:41 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 5-(6-azanyl-4-chloranyl-1-propan-2-yl-pyrazolo[3,4-d]pyrimidin-3-yl)-1,3-benzoxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)n1nc(c2ccc3oc(N)nc3c2)c4c(Cl)nc(N)nc14
#
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
 FDH  FDH  5-(6-azanyl-4-chloranyl-1-propan-2-yl-pyrazolo[3,4-d]pyrimidin-3-yl)-1,3-benzoxazol-2-amine  ligand  38  24  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FDH
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
 FDH  C4   C   CR6   0   0.138  -1.3389  -2.0000   0.2681
 FDH  C5   C   CR56  0  -0.188  -1.3958  -0.6204   0.0856
 FDH  C6   C   CR56  0   0.566  -2.7106  -0.1377  -0.0710
 FDH  N1   N   N     0  -0.459  -2.3931  -2.7557   0.2423
 FDH  C9   C   CR5   0   0.246  -0.5793   0.5496   0.0642
 FDH  C11  C   CH3   0  -0.647  -3.7398   3.1318   0.8292
 FDH  C12  C   CH3   0  -0.653  -3.5520   2.8767  -1.6781
 FDH  N3   N   N     0  -0.463  -3.8173  -0.8663  -0.1031
 FDH  C14  C   CR6   0   0.103   0.8769   0.6971   0.1820
 FDH  C2   C   CR6   0   0.533  -3.6029  -2.1664   0.0444
 FDH  N7   N   NR5   0  -0.330  -2.6171   1.1970  -0.1613
 FDH  N8   N   N     0  -0.296  -1.3375   1.6060  -0.0821
 FDH  N13  N   NH2   0  -0.822  -4.6512  -2.9953   0.0186
 FDH  CL   CL  CL    0  -0.019   0.1623  -2.7927   0.5746
 FDH  C16  C   CR16  0  -0.402   1.7261  -0.1003  -0.5874
 FDH  C17  C   CR16  0  -0.307   2.7602   1.8889   1.1698
 FDH  C18  C   CR16  0  -0.367   1.3908   1.6778   1.0395
 FDH  C19  C   CR56  0   0.198   3.5651   1.0827   0.4016
 FDH  C20  C   CR56  0   0.355   3.0906   0.1039  -0.4681
 FDH  N21  N   N     0  -0.559   4.1642  -0.5050  -1.0889
 FDH  C22  C   CR5   0   0.675   5.1963   0.1018  -0.5941
 FDH  O23  O   O     0  -0.472   4.9256   1.0679   0.3145
 FDH  N24  N   NH2   0  -0.858   6.4821  -0.0705  -0.9141
 FDH  H1   H   HCH1  0   0.275  -4.6063   1.5648  -0.3495
 FDH  H2   H   HCH3  0   0.267  -4.5989   3.7932   0.7224
 FDH  H3   H   HCH3  0   0.251  -3.8335   2.6041   1.7782
 FDH  H4   H   HCH3  0   0.207  -2.8412   3.7480   0.8629
 FDH  H5   H   HCH3  0   0.249  -3.5306   2.1705  -2.5079
 FDH  H6   H   HCH3  0   0.233  -4.3978   3.5480  -1.8268
 FDH  H7   H   HCH3  0   0.225  -2.6399   3.4737  -1.7077
 FDH  H8   H   HNH2  0   0.407  -4.5158  -3.9889   0.0708
 FDH  H9   H   HNH2  0   0.395  -5.5748  -2.6421  -0.1581
 FDH  H10  H   HCR6  0   0.266   1.3324  -0.8406  -1.2702
 FDH  H11  H   HCR6  0   0.284   3.1564   2.6441   1.8351
 FDH  H12  H   HCR6  0   0.253   0.7067   2.2786   1.6231
 FDH  H13  H   HNH2  0   0.430   6.7062  -0.8824  -1.4639
 FDH  H14  H   HNH2  0   0.423   7.1952   0.2361  -0.2729
 FDH  C10  C   CH1   0  -0.136  -3.6929   2.1612  -0.3420

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
 FDH  N24  C22  single    1.336  0.020  1.336
 FDH  C22  N21  aromatic  1.295  0.020  1.295
 FDH  C22  O23  aromatic  1.354  0.020  1.354
 FDH  N21  C20  aromatic  1.382  0.020  1.382
 FDH  O23  C19  aromatic  1.363  0.020  1.363
 FDH  C20  C19  aromatic  1.393  0.020  1.393
 FDH  C20  C16  aromatic  1.385  0.020  1.385
 FDH  C19  C17  aromatic  1.374  0.020  1.374
 FDH  C16  C14  aromatic  1.396  0.020  1.396
 FDH  C17  C18  aromatic  1.392  0.020  1.392
 FDH  C14  C18  aromatic  1.400  0.020  1.400
 FDH  C14  C9   single    1.468  0.020  1.468
 FDH  C9   N8   aromatic  1.309  0.020  1.309
 FDH  C9   C5   aromatic  1.427  0.020  1.427
 FDH  CL   C4   single    1.725  0.020  1.725
 FDH  N8   N7   aromatic  1.346  0.020  1.346
 FDH  C5   C4   aromatic  1.393  0.020  1.393
 FDH  C5   C6   aromatic  1.409  0.020  1.409
 FDH  C11  C10  single    1.522  0.020  1.522
 FDH  C4   N1   aromatic  1.297  0.020  1.297
 FDH  N7   C6   aromatic  1.341  0.020  1.341
 FDH  N7   C10  single    1.456  0.020  1.456
 FDH  C6   N3   aromatic  1.325  0.020  1.325
 FDH  C10  C12  single    1.522  0.020  1.522
 FDH  N1   C2   aromatic  1.360  0.020  1.360
 FDH  N3   C2   aromatic  1.326  0.020  1.326
 FDH  C2   N13  single    1.337  0.020  1.337
 FDH  C10  H1   single    0.970  0.020  1.090
 FDH  C11  H2   single    0.970  0.020  1.090
 FDH  C11  H3   single    0.970  0.020  1.090
 FDH  C11  H4   single    0.970  0.020  1.090
 FDH  C12  H5   single    0.970  0.020  1.090
 FDH  C12  H6   single    0.970  0.020  1.090
 FDH  C12  H7   single    0.970  0.020  1.090
 FDH  N13  H8   single    0.860  0.020  1.020
 FDH  N13  H9   single    0.860  0.020  1.020
 FDH  C16  H10  single    0.930  0.020  1.080
 FDH  C17  H11  single    0.930  0.020  1.080
 FDH  C18  H12  single    0.930  0.020  1.080
 FDH  N24  H13  single    0.890  0.020  1.040
 FDH  N24  H14  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
 FDH  CL   C4   N1   116.30  3.000
 FDH  N1   C4   C5   122.76  3.000
 FDH  CL   C4   C5   120.93  3.000
 FDH  C9   C5   C6   104.56  3.000
 FDH  C6   C5   C4   113.08  3.000
 FDH  C9   C5   C4   142.26  3.000
 FDH  N7   C6   N3   127.14  3.000
 FDH  N3   C6   C5   126.40  3.000
 FDH  N7   C6   C5   106.46  3.000
 FDH  C2   N1   C4   118.25  3.000
 FDH  N8   C9   C14  120.16  3.000
 FDH  N8   C9   C5   109.40  3.000
 FDH  C14  C9   C5   130.44  3.000
 FDH  H4   C11  H3   108.52  3.000
 FDH  H4   C11  H2   108.05  3.000
 FDH  H3   C11  H2   108.15  3.000
 FDH  H4   C11  C10  111.03  3.000
 FDH  H3   C11  C10  111.34  3.000
 FDH  H2   C11  C10  109.64  3.000
 FDH  H7   C12  H6   107.95  3.000
 FDH  H7   C12  H5   108.53  3.000
 FDH  H6   C12  H5   108.08  3.000
 FDH  H7   C12  C10  111.01  3.000
 FDH  H6   C12  C10  109.72  3.000
 FDH  H5   C12  C10  111.44  3.000
 FDH  C2   N3   C6   113.66  3.000
 FDH  C18  C14  C16  120.94  3.000
 FDH  C18  C14  C9   118.91  3.000
 FDH  C16  C14  C9   120.11  3.000
 FDH  N13  C2   N3   118.63  3.000
 FDH  N13  C2   N1   115.57  3.000
 FDH  N3   C2   N1   125.79  3.000
 FDH  N8   N7   C10  120.57  3.000
 FDH  C10  N7   C6   128.03  3.000
 FDH  N8   N7   C6   111.40  3.000
 FDH  N7   N8   C9   108.19  3.000
 FDH  H9   N13  H8   118.76  3.000
 FDH  H9   N13  C2   120.42  3.000
 FDH  H8   N13  C2   120.45  3.000
 FDH  H10  C16  C20  120.94  3.000
 FDH  H10  C16  C14  121.17  3.000
 FDH  C20  C16  C14  117.88  3.000
 FDH  H11  C17  C19  122.62  3.000
 FDH  H11  C17  C18  121.60  3.000
 FDH  C19  C17  C18  115.79  3.000
 FDH  H12  C18  C17  119.19  3.000
 FDH  H12  C18  C14  119.16  3.000
 FDH  C17  C18  C14  121.65  3.000
 FDH  O23  C19  C20  107.01  3.000
 FDH  C20  C19  C17  124.19  3.000
 FDH  O23  C19  C17  128.80  3.000
 FDH  N21  C20  C19  109.00  3.000
 FDH  C19  C20  C16  119.55  3.000
 FDH  N21  C20  C16  131.45  3.000
 FDH  C22  N21  C20  103.95  3.000
 FDH  N24  C22  O23  116.44  3.000
 FDH  O23  C22  N21  115.55  3.000
 FDH  N24  C22  N21  127.94  3.000
 FDH  C22  O23  C19  104.49  3.000
 FDH  H14  N24  H13  115.86  3.000
 FDH  H14  N24  C22  119.32  3.000
 FDH  H13  N24  C22  116.71  3.000
 FDH  H1   C10  N7   104.92  3.000
 FDH  H1   C10  C12  109.18  3.000
 FDH  N7   C10  C12  110.60  3.000
 FDH  H1   C10  C11  109.16  3.000
 FDH  C12  C10  C11  112.25  3.000
 FDH  N7   C10  C11  110.47  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
 FDH  CONST_01  C14  C9   C5   C4      0.00   0.0  0
 FDH  CONST_02  N8   C9   C5   C4    180.00   0.0  0
 FDH  CONST_03  N7   C6   C5   C4    180.00   0.0  0
 FDH  CONST_04  N3   C6   C5   C4      0.00   0.0  0
 FDH  CONST_05  N3   C2   N1   C4      0.00   0.0  0
 FDH  CONST_08  N7   N8   C9   C5      0.00   0.0  0
 FDH  CONST_09  C2   N1   C4   C5      0.00   0.0  0
 FDH  CONST_10  N8   N7   C6   C5      0.00   0.0  0
 FDH  CONST_11  C2   N3   C6   C5      0.00   0.0  0
 FDH  CONST_12  C14  C9   C5   C6    180.00   0.0  0
 FDH  CONST_13  N8   C9   C5   C6      0.00   0.0  0
 FDH  CONST_14  N1   C4   C5   C6      0.00   0.0  0
 FDH  CONST_15  C9   N8   N7   C6      0.00   0.0  0
 FDH  CONST_16  N1   C2   N3   C6      0.00   0.0  0
 FDH  CONST_17  C9   C5   C4   N1    180.00   0.0  0
 FDH  CONST_18  C20  C16  C14  C9    180.00   0.0  0
 FDH  CONST_19  C17  C18  C14  C9    180.00   0.0  0
 FDH  CONST_20  N7   C6   C5   C9      0.00   0.0  0
 FDH  CONST_21  N3   C6   C5   C9    180.00   0.0  0
 FDH  CONST_22  N8   N7   C6   N3    180.00   0.0  0
 FDH  CONST_23  N21  C20  C16  C14   180.00   0.0  0
 FDH  CONST_24  C19  C20  C16  C14     0.00   0.0  0
 FDH  CONST_25  C19  C17  C18  C14     0.00   0.0  0
 FDH  CONST_26  N7   N8   C9   C14   180.00   0.0  0
 FDH  CONST_27  N7   C6   N3   C2    180.00   0.0  0
 FDH  CONST_30  C22  N21  C20  C16   180.00   0.0  0
 FDH  CONST_31  O23  C19  C20  C16   180.00   0.0  0
 FDH  CONST_32  C17  C19  C20  C16     0.00   0.0  0
 FDH  CONST_33  C17  C18  C14  C16     0.00   0.0  0
 FDH  CONST_34  C22  O23  C19  C17   180.00   0.0  0
 FDH  CONST_35  N21  C20  C19  C17   180.00   0.0  0
 FDH  CONST_36  O23  C19  C17  C18   180.00   0.0  0
 FDH  CONST_37  C20  C19  C17  C18     0.00   0.0  0
 FDH  CONST_38  C20  C16  C14  C18     0.00   0.0  0
 FDH  CONST_39  N21  C22  O23  C19     0.00   0.0  0
 FDH  CONST_40  C22  N21  C20  C19     0.00   0.0  0
 FDH  CONST_41  O23  C22  N21  C20     0.00   0.0  0
 FDH  CONST_42  C22  O23  C19  C20     0.00   0.0  0
 FDH  CONST_43  O23  C19  C20  N21     0.00   0.0  0
 FDH  CONST_44  N13  C2   N1   C4    180.00   0.0  0
 FDH  CONST_45  C10  N7   C6   C5    180.00   0.0  0
 FDH  CONST_46  CL   C4   C5   C6    180.00   0.0  0
 FDH  CONST_47  N13  C2   N3   C6    180.00   0.0  0
 FDH  CONST_48  C10  N7   N8   C9    180.00   0.0  0
 FDH  CONST_49  CL   C4   C5   C9      0.00   0.0  0
 FDH  CONST_50  N3   C6   N7   C10     0.00   0.0  0
 FDH  CONST_51  CL   C4   N1   C2    180.00   0.0  0
 FDH  CONST_52  N24  C22  O23  C19   180.00   0.0  0
 FDH  CONST_53  N24  C22  N21  C20   180.00   0.0  0
 FDH  CONST_54  H10  C16  C14  C9      0.00   0.0  0
 FDH  CONST_55  H12  C18  C14  C9      0.00   0.0  0
 FDH  CONST_56  H11  C17  C18  C14   180.00   0.0  0
 FDH  CONST_57  H8   N13  C2   N1      0.00   0.0  0
 FDH  CONST_58  H9   N13  C2   N1    180.00   0.0  0
 FDH  CONST_59  H13  N24  C22  N21     0.00   0.0  0
 FDH  Var_01    C11  C10  N7   C6    119.68  30.0  2
 FDH  Var_02    H2   C11  C10  N7   -175.28  30.0  3
 FDH  Var_03    H5   C12  C10  N7     56.75  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
 FDH  plan-1  C4   0.020
 FDH  plan-1  C5   0.020
 FDH  plan-1  C6   0.020
 FDH  plan-1  N1   0.020
 FDH  plan-1  C9   0.020
 FDH  plan-1  N3   0.020
 FDH  plan-1  C14  0.020
 FDH  plan-1  C2   0.020
 FDH  plan-1  N7   0.020
 FDH  plan-1  N8   0.020
 FDH  plan-1  N13  0.020
 FDH  plan-1  CL   0.020
 FDH  plan-1  C10  0.020
 FDH  plan-2  C9   0.020
 FDH  plan-2  C14  0.020
 FDH  plan-2  C16  0.020
 FDH  plan-2  C17  0.020
 FDH  plan-2  C18  0.020
 FDH  plan-2  C19  0.020
 FDH  plan-2  C20  0.020
 FDH  plan-2  N21  0.020
 FDH  plan-2  C22  0.020
 FDH  plan-2  O23  0.020
 FDH  plan-2  N24  0.020
 FDH  plan-2  H10  0.020
 FDH  plan-2  H11  0.020
 FDH  plan-2  H12  0.020
 FDH  plan-3  C2   0.020
 FDH  plan-3  N13  0.020
 FDH  plan-3  H8   0.020
 FDH  plan-3  H9   0.020
 FDH  plan-4  C22  0.020
 FDH  plan-4  N24  0.020
 FDH  plan-4  H13  0.020
 FDH  plan-4  H14  0.020

