# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 18:22:56 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 3-[(4-cyclopropyl-2-fluorophenyl)amino]-N-(2-hydroxyethoxy)furo[3,2-c]pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCONC(=O)c1oc2ccncc2c1Nc3ccc(cc3F)C4CC4
#
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
 3EX  3EX  3-[(4-cyclopropyl-2-fluorophenyl)amino]-N-(2-hydroxyethoxy)furo[3,2-c]pyridine-2-carboxamide  ligand  45  27  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3EX
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
 3EX  O3   O  O2    0  -0.379  -4.9876   1.1621   0.9206
 3EX  C4   C  CR56  0   0.466  -1.1368  -2.6103   0.6804
 3EX  C5   C  CR56  0  -0.072  -0.0102  -1.8611   0.3420
 3EX  O4   O  OH1   0  -0.668  -6.1094   3.6136   0.0153
 3EX  C6   C  CR5   0   0.238  -0.4726  -0.4966   0.2293
 3EX  N1   N  N     0  -0.413   1.2716  -3.8541   0.3169
 3EX  C7   C  CR5   0   0.112  -1.8134  -0.5503   0.4982
 3EX  C8   C  C     0   0.505  -2.7814   0.5350   0.4975
 3EX  N2   N  NH1   0  -0.380  -4.0458   0.1930   0.8114
 3EX  C9   C  CH2   0  -0.169  -5.7537   1.2777  -0.2818
 3EX  C10  C  CR6   0   0.090   1.6081   0.7606   0.1264
 3EX  C11  C  CR16  0  -0.263   2.2157   0.3188   1.2966
 3EX  C12  C  CR16  0  -0.334   3.5757   0.4931   1.5011
 3EX  C13  C  CR6   0   0.234   4.3721   1.1461   0.5626
 3EX  C14  C  CR16  0  -0.526   3.7626   1.6166  -0.6010
 3EX  C15  C  CR6   0   0.524   2.4165   1.4104  -0.8006
 3EX  F1   F  F     0  -0.306   1.8493   1.8597  -1.9300
 3EX  C16  C  CH1   0  -0.369   5.8194   1.3268   0.8188
 3EX  C18  C  CH2   0  -0.477   6.5580   2.5338   0.3073
 3EX  C17  C  CH2   0  -0.475   6.8294   1.1967  -0.2914
 3EX  C3   C  CR16  0  -0.081   1.1915  -2.5466   0.1574
 3EX  C2   C  CR16  0  -0.072   0.1743  -4.5399   0.6646
 3EX  O1   O  O     0  -0.468  -2.2205  -1.8387   0.7697
 3EX  C1   C  CR16  0  -0.406  -1.0742  -3.9807   0.8612
 3EX  O2   O  O     0  -0.485  -2.4390   1.6769   0.2088
 3EX  C19  C  CH2   0  -0.194  -6.7672   2.3746  -0.0967
 3EX  H1   H  HOH1  0   0.457  -6.7757   4.2931   0.1512
 3EX  H2   H  HNH1  0   0.420  -4.3266  -0.7253   1.1265
 3EX  H3   H  HCH2  0   0.229  -5.0986   1.4927  -1.1312
 3EX  H4   H  HCH2  0   0.230  -6.2813   0.3403  -0.4840
 3EX  H5   H  HCR6  0   0.286   1.6195  -0.1680   2.0583
 3EX  H6   H  HCR6  0   0.259   4.0198   0.1264   2.4178
 3EX  H7   H  HNH1  0   0.408  -0.3034   1.4304  -0.3039
 3EX  H8   H  HCR6  0   0.274   4.3272   2.1374  -1.3653
 3EX  H9   H  HCH1  0   0.265   6.1388   0.9550   1.7857
 3EX  H10  H  HCH2  0   0.255   5.9990   3.2550  -0.2769
 3EX  H11  H  HCH2  0   0.264   7.3062   2.9720   0.9549
 3EX  H12  H  HCH2  0   0.263   7.7648   0.7060  -0.0548
 3EX  H13  H  HCH2  0   0.255   6.4586   0.9916  -1.2884
 3EX  H14  H  HCR6  0   0.274   2.0998  -2.0316  -0.1311
 3EX  H15  H  HCR6  0   0.277   0.3017  -5.6089   0.7863
 3EX  H16  H  HCR6  0   0.291  -1.9327  -4.5807   1.1279
 3EX  H17  H  HCH2  0   0.210  -7.3867   2.1574   0.7830
 3EX  H18  H  HCH2  0   0.213  -7.4335   2.3363  -0.9674
 3EX  N3   N  NH1   0  -0.763   0.2441   0.5961  -0.1439

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
 3EX  C1   C2   aromatic  1.382  0.020  1.382
 3EX  C1   C4   aromatic  1.384  0.020  1.384
 3EX  C2   N1   aromatic  1.340  0.020  1.340
 3EX  O1   C4   aromatic  1.333  0.020  1.333
 3EX  O1   C7   aromatic  1.378  0.020  1.378
 3EX  C4   C5   aromatic  1.395  0.020  1.395
 3EX  N2   O3   single    1.356  0.020  1.356
 3EX  N2   C8   single    1.347  0.020  1.347
 3EX  O3   C9   single    1.430  0.020  1.430
 3EX  C9   C19  single    1.505  0.020  1.505
 3EX  N1   C3   aromatic  1.320  0.020  1.320
 3EX  C7   C8   single    1.454  0.020  1.454
 3EX  C7   C6   aromatic  1.368  0.020  1.368
 3EX  C8   O2   double    1.227  0.020  1.227
 3EX  C5   C3   aromatic  1.396  0.020  1.396
 3EX  C5   C6   aromatic  1.445  0.020  1.445
 3EX  C6   N3   single    1.359  0.020  1.359
 3EX  C19  O4   single    1.407  0.020  1.407
 3EX  C11  C12  aromatic  1.386  0.020  1.386
 3EX  C11  C10  aromatic  1.391  0.020  1.391
 3EX  N3   C10  single    1.400  0.020  1.400
 3EX  C12  C13  aromatic  1.393  0.020  1.393
 3EX  C10  C15  aromatic  1.391  0.020  1.391
 3EX  C13  C16  single    1.481  0.020  1.481
 3EX  C13  C14  aromatic  1.395  0.020  1.395
 3EX  C15  C14  aromatic  1.376  0.020  1.376
 3EX  C15  F1   single    1.341  0.020  1.341
 3EX  C16  C17  single    1.507  0.020  1.507
 3EX  C16  C18  single    1.505  0.020  1.505
 3EX  C17  C18  single    1.490  0.020  1.490
 3EX  O4   H1   single    0.850  0.020  0.980
 3EX  N2   H2   single    0.860  0.020  1.020
 3EX  C9   H3   single    0.970  0.020  1.090
 3EX  C9   H4   single    0.970  0.020  1.090
 3EX  C11  H5   single    0.930  0.020  1.080
 3EX  C12  H6   single    0.930  0.020  1.080
 3EX  N3   H7   single    0.890  0.020  1.040
 3EX  C14  H8   single    0.930  0.020  1.080
 3EX  C16  H9   single    0.970  0.020  1.090
 3EX  C18  H10  single    0.970  0.020  1.090
 3EX  C18  H11  single    0.970  0.020  1.090
 3EX  C17  H12  single    0.970  0.020  1.090
 3EX  C17  H13  single    0.970  0.020  1.090
 3EX  C3   H14  single    0.930  0.020  1.080
 3EX  C2   H15  single    0.930  0.020  1.080
 3EX  C1   H16  single    0.930  0.020  1.080
 3EX  C19  H17  single    0.970  0.020  1.090
 3EX  C19  H18  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
 3EX  C9   O3   N2   111.23  3.000
 3EX  C1   C4   O1   126.95  3.000
 3EX  O1   C4   C5   111.22  3.000
 3EX  C1   C4   C5   121.82  3.000
 3EX  C3   C5   C6   136.80  3.000
 3EX  C6   C5   C4   105.53  3.000
 3EX  C3   C5   C4   117.63  3.000
 3EX  H1   O4   C19  108.03  3.000
 3EX  N3   C6   C7   127.03  3.000
 3EX  N3   C6   C5   127.72  3.000
 3EX  C7   C6   C5   105.13  3.000
 3EX  C2   N1   C3   119.27  3.000
 3EX  O1   C7   C8   120.07  3.000
 3EX  C8   C7   C6   128.52  3.000
 3EX  O1   C7   C6   111.40  3.000
 3EX  O2   C8   N2   123.59  3.000
 3EX  O2   C8   C7   120.60  3.000
 3EX  N2   C8   C7   115.81  3.000
 3EX  H2   N2   C8   124.34  3.000
 3EX  H2   N2   O3   115.56  3.000
 3EX  C8   N2   O3   119.30  3.000
 3EX  H4   C9   H3   108.27  3.000
 3EX  H4   C9   C19  108.81  3.000
 3EX  H3   C9   C19  110.83  3.000
 3EX  H4   C9   O3   110.13  3.000
 3EX  H3   C9   O3   110.35  3.000
 3EX  C19  C9   O3   108.43  3.000
 3EX  C15  C10  N3   119.50  3.000
 3EX  C15  C10  C11  117.08  3.000
 3EX  N3   C10  C11  123.42  3.000
 3EX  H5   C11  C12  119.53  3.000
 3EX  H5   C11  C10  119.61  3.000
 3EX  C12  C11  C10  120.85  3.000
 3EX  H6   C12  C13  119.65  3.000
 3EX  H6   C12  C11  119.00  3.000
 3EX  C13  C12  C11  121.35  3.000
 3EX  C16  C13  C14  122.01  3.000
 3EX  C14  C13  C12  118.04  3.000
 3EX  C16  C13  C12  119.95  3.000
 3EX  H8   C14  C15  118.64  3.000
 3EX  H8   C14  C13  121.52  3.000
 3EX  C15  C14  C13  119.84  3.000
 3EX  F1   C15  C14  119.05  3.000
 3EX  F1   C15  C10  118.15  3.000
 3EX  C14  C15  C10  122.80  3.000
 3EX  H9   C16  C17  115.48  3.000
 3EX  H9   C16  C18  115.70  3.000
 3EX  C17  C16  C18   59.31  3.000
 3EX  H9   C16  C13  113.60  3.000
 3EX  C18  C16  C13  121.25  3.000
 3EX  C17  C16  C13  121.15  3.000
 3EX  H11  C18  H10  114.19  3.000
 3EX  H11  C18  C17  118.55  3.000
 3EX  H10  C18  C17  118.34  3.000
 3EX  H11  C18  C16  117.43  3.000
 3EX  H10  C18  C16  117.64  3.000
 3EX  C17  C18  C16   60.40  3.000
 3EX  H13  C17  H12  114.28  3.000
 3EX  H13  C17  C18  118.51  3.000
 3EX  H12  C17  C18  118.45  3.000
 3EX  H13  C17  C16  117.71  3.000
 3EX  H12  C17  C16  117.22  3.000
 3EX  C18  C17  C16   60.28  3.000
 3EX  H14  C3   N1   116.90  3.000
 3EX  H14  C3   C5   121.58  3.000
 3EX  N1   C3   C5   121.52  3.000
 3EX  H15  C2   C1   119.31  3.000
 3EX  H15  C2   N1   115.97  3.000
 3EX  C1   C2   N1   124.72  3.000
 3EX  C7   O1   C4   106.72  3.000
 3EX  H16  C1   C2   121.87  3.000
 3EX  H16  C1   C4   123.10  3.000
 3EX  C2   C1   C4   115.03  3.000
 3EX  H18  C19  H17  106.65  3.000
 3EX  H18  C19  C9   106.61  3.000
 3EX  H17  C19  C9   109.54  3.000
 3EX  H18  C19  O4   112.20  3.000
 3EX  H17  C19  O4   111.98  3.000
 3EX  C9   C19  O4   109.68  3.000
 3EX  H7   N3   C10  117.47  3.000
 3EX  H7   N3   C6   114.93  3.000
 3EX  C10  N3   C6   123.72  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
 3EX  CONST_01  N1   C2   C1   C4      0.00   0.0  0
 3EX  CONST_02  C6   C7   O1   C4      0.00   0.0  0
 3EX  CONST_03  N1   C3   C5   C4      0.00   0.0  0
 3EX  CONST_04  C7   C6   C5   C4      0.00   0.0  0
 3EX  CONST_05  C2   C1   C4   C5      0.00   0.0  0
 3EX  CONST_06  C7   O1   C4   C5      0.00   0.0  0
 3EX  CONST_07  C2   N1   C3   C5      0.00   0.0  0
 3EX  CONST_08  O1   C7   C6   C5      0.00   0.0  0
 3EX  CONST_09  C1   C4   C5   C6    180.00   0.0  0
 3EX  CONST_10  O1   C4   C5   C6      0.00   0.0  0
 3EX  CONST_11  N1   C3   C5   C6    180.00   0.0  0
 3EX  CONST_12  C1   C4   O1   C7    180.00   0.0  0
 3EX  CONST_13  C3   C5   C6   C7    180.00   0.0  0
 3EX  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 3EX  CONST_15  C13  C14  C15  C10     0.00   0.0  0
 3EX  CONST_16  C14  C13  C12  C11     0.00   0.0  0
 3EX  CONST_17  C14  C15  C10  C11     0.00   0.0  0
 3EX  CONST_18  C15  C10  C11  C12     0.00   0.0  0
 3EX  CONST_19  C15  C14  C13  C12     0.00   0.0  0
 3EX  CONST_20  C1   C2   N1   C3      0.00   0.0  0
 3EX  CONST_21  C1   C4   C5   C3      0.00   0.0  0
 3EX  CONST_22  O1   C4   C5   C3    180.00   0.0  0
 3EX  CONST_23  O1   C4   C1   C2    180.00   0.0  0
 3EX  CONST_24  C16  C13  C12  C11   180.00   0.0  0
 3EX  CONST_25  C16  C13  C14  C15   180.00   0.0  0
 3EX  CONST_26  C8   C7   O1   C4    180.00   0.0  0
 3EX  CONST_27  N3   C6   C5   C4    180.00   0.0  0
 3EX  CONST_28  C8   C7   C6   C5    180.00   0.0  0
 3EX  CONST_29  F1   C15  C10  C11   180.00   0.0  0
 3EX  CONST_30  N3   C10  C11  C12   180.00   0.0  0
 3EX  CONST_31  O1   C7   C6   N3    180.00   0.0  0
 3EX  CONST_32  C3   C5   C6   N3      0.00   0.0  0
 3EX  CONST_33  C14  C15  C10  N3    180.00   0.0  0
 3EX  CONST_34  F1   C15  C14  C13   180.00   0.0  0
 3EX  CONST_35  H15  C2   C1   C4    180.00   0.0  0
 3EX  CONST_36  H14  C3   C5   C4    180.00   0.0  0
 3EX  CONST_37  H16  C1   C4   C5    180.00   0.0  0
 3EX  CONST_38  H6   C12  C11  C10   180.00   0.0  0
 3EX  CONST_39  H8   C14  C15  C10   180.00   0.0  0
 3EX  CONST_40  H5   C11  C12  C13   180.00   0.0  0
 3EX  CONST_41  C7   C8   N2   O3    180.00   0.0  0
 3EX  CONST_42  H2   N2   C8   C7      0.00   0.0  0
 3EX  CONST_43  O2   C8   N2   O3      0.00   0.0  0
 3EX  Var_01    C17  C16  C13  C12   141.57  30.0  2
 3EX  Var_02    C18  C17  C16  C13   110.26  30.0  1
 3EX  Var_03    C10  N3   C6   C5    -32.40  30.0  2
 3EX  Var_04    C11  C10  N3   C6    -35.96  30.0  2
 3EX  Var_05    N2   C8   C7   C6   -179.55  30.0  2
 3EX  Var_06    O4   C19  C9   O3     66.75  30.0  3
 3EX  Var_07    C19  C9   O3   N2   -179.49  30.0  3

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
 3EX  chir_01  C16  C13  C17  C18  both

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
 3EX  plan-1  C10  0.020
 3EX  plan-1  C11  0.020
 3EX  plan-1  C12  0.020
 3EX  plan-1  C13  0.020
 3EX  plan-1  C14  0.020
 3EX  plan-1  C15  0.020
 3EX  plan-1  F1   0.020
 3EX  plan-1  C16  0.020
 3EX  plan-1  H5   0.020
 3EX  plan-1  H6   0.020
 3EX  plan-1  H8   0.020
 3EX  plan-1  N3   0.020
 3EX  plan-2  C4   0.020
 3EX  plan-2  C5   0.020
 3EX  plan-2  C6   0.020
 3EX  plan-2  N1   0.020
 3EX  plan-2  C7   0.020
 3EX  plan-2  C8   0.020
 3EX  plan-2  C3   0.020
 3EX  plan-2  C2   0.020
 3EX  plan-2  O1   0.020
 3EX  plan-2  C1   0.020
 3EX  plan-2  H14  0.020
 3EX  plan-2  H15  0.020
 3EX  plan-2  H16  0.020
 3EX  plan-2  N3   0.020
 3EX  plan-3  O3   0.020
 3EX  plan-3  C7   0.020
 3EX  plan-3  C8   0.020
 3EX  plan-3  N2   0.020
 3EX  plan-3  O2   0.020
 3EX  plan-3  H2   0.020

