# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:47:11 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: 2-{[4-(diethylamino)piperidin-1-yl]methyl}-6-iodo-4-[3-(phenylamino)prop-1-yn-1-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C1CCN(CC1)Cc2cc(cc(I)c2O)C#CCNc3ccccc3
#
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
 P96  P96  2-{[4-(diethylamino)piperidin-1-yl]methyl}-6-iodo-4-[3-(phenylamino)prop-1-yn-1-yl]phenol  ligand  62  30  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P96
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
 P96  C     C  CR16  0  -0.343   7.5237   2.6862  -0.8040
 P96  N     N  NH1   0  -0.693   5.8261   1.1192  -0.1522
 P96  C01   C  CR6   0  -0.117   1.5211  -0.9899  -0.3889
 P96  C1    C  CR6   0   0.012  -0.6271  -0.3586  -1.3323
 P96  N1    N  NT    0  -0.400  -2.4779   1.2484  -1.2264
 P96  C02   C  CR16  0  -0.280   0.9656  -2.1837   0.0619
 P96  C2    C  CH2   0  -0.331  -1.4795   0.6336  -2.0767
 P96  N2    N  NT    0  -0.425  -5.0842   3.9199   0.8675
 P96  C03   C  CH2   0  -0.276  -3.4701   1.9612  -2.0027
 P96  C3    C  CR16  0  -0.327   0.7047  -0.0913  -1.0816
 P96  C04   C  CSP   0   0.179   2.8943  -0.7001  -0.1441
 P96  C4    C  CR6   0  -0.351  -0.3682  -2.4632  -0.1873
 P96  C05   C  CSP   0   0.045   4.0577  -0.4690   0.0647
 P96  C06   C  CH2   0  -0.478   5.4687  -0.2029   0.3115
 P96  C07   C  CR6   0   0.364   7.1326   1.5541  -0.0728
 P96  C7    C  CR6   0   0.391  -1.1847  -1.5693  -0.8851
 P96  C08   C  CR16  0  -0.347   8.0859   0.9282   0.7386
 P96  C8    C  CH2   0  -0.474  -4.5846   2.5069  -1.1245
 P96  C09   C  CR16  0  -0.245   9.3769   1.4352   0.8228
 P96  C10   C  CH1   0  -0.026  -4.0429   3.4478  -0.0484
 P96  C12   C  CH3   0  -0.683  -6.2898   5.4864  -0.7324
 P96  C13   C  CH2   0  -0.281  -4.5877   4.9556   1.7657
 P96  C14   C  CH3   0  -0.688  -5.5591   5.3310   2.8742
 P96  C15   C  CH2   0  -0.446  -2.9480   2.6881   0.7063
 P96  C16   C  CH2   0  -0.276  -1.8932   2.1237  -0.2312
 P96  C17   C  CR16  0  -0.293   9.7559   2.5580   0.1032
 P96  C18   C  CR16  0  -0.245   8.8137   3.1758  -0.7139
 P96  I2    I  I     0   0.081  -1.1472  -4.2899   0.5149
 P96  C11   C  CH2   0  -0.332  -6.3372   4.2978   0.2271
 P96  H     H  HCR6  0   0.256   6.8035   3.1801  -1.4461
 P96  H18   H  HCR6  0   0.252   9.0859   4.0520  -1.2889
 P96  HA    H  HNH1  0   0.385   5.3407   1.4102  -0.9865
 P96  H061  H  HCH2  0   0.260   6.0712  -0.9927  -0.1596
 P96  H062  H  HCH2  0   0.272   5.6525  -0.2802   1.3874
 P96  H02   H  HCR6  0   0.284   1.5814  -2.8882   0.6038
 P96  H3    H  HCR6  0   0.265   1.1251   0.8424  -1.4344
 P96  H21C  H  HCH2  0   0.219  -0.8182   1.3824  -2.5446
 P96  H22C  H  HCH2  0   0.251  -1.9950   0.1270  -2.8969
 P96  H031  H  HCH2  0   0.185  -3.0186   2.7943  -2.5731
 P96  H032  H  HCH2  0   0.236  -3.9005   1.2772  -2.7381
 P96  H161  H  HCH2  0   0.241  -1.1646   1.5647   0.3594
 P96  H162  H  HCH2  0   0.182  -1.3406   2.9568  -0.7055
 P96  H1    H  HOH1  0   0.471  -2.7677  -2.6607  -0.8925
 P96  H10   H  HCH1  0   0.179  -3.5612   4.2984  -0.5667
 P96  H131  H  HCH2  0   0.233  -3.6799   4.5879   2.2428
 P96  H132  H  HCH2  0   0.189  -4.2868   5.8659   1.2220
 P96  H111  H  HCH2  0   0.240  -6.7396   3.4301  -0.2966
 P96  H112  H  HCH2  0   0.240  -7.0663   4.5058   1.0119
 P96  H81C  H  HCH2  0   0.240  -5.2972   3.0112  -1.7795
 P96  H82C  H  HCH2  0   0.222  -5.1125   1.6741  -0.6490
 P96  H08   H  HCR6  0   0.267   7.8348   0.0447   1.3104
 P96  H09   H  HCR6  0   0.252  10.0930   0.9346   1.4624
 P96  H17   H  HCR6  0   0.246  10.7646   2.9425   0.1707
 P96  H151  H  HCH2  0   0.236  -2.4352   3.3289   1.4243
 P96  H152  H  HCH2  0   0.215  -3.4118   1.8739   1.2715
 P96  H121  H  HCH3  0   0.224  -5.9897   6.4079  -0.2317
 P96  H122  H  HCH3  0   0.222  -5.5980   5.3186  -1.5592
 P96  H123  H  HCH3  0   0.229  -7.2783   5.6562  -1.1615
 P96  H141  H  HCH3  0   0.224  -6.4209   5.8945   2.5165
 P96  H142  H  HCH3  0   0.222  -5.9260   4.4412   3.3887
 P96  H143  H  HCH3  0   0.234  -5.0504   5.9560   3.6084
 P96  O1    O  OH1   0  -0.589  -2.4686  -1.7874  -1.1764

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
 P96  C    C07   aromatic  1.403  0.020  1.403
 P96  C    C18   aromatic  1.383  0.020  1.383
 P96  N    C06   single    1.446  0.020  1.446
 P96  N    C07   single    1.379  0.020  1.379
 P96  C01  C02   aromatic  1.392  0.020  1.392
 P96  C01  C3    aromatic  1.398  0.020  1.398
 P96  C01  C04   single    1.425  0.020  1.425
 P96  C1   C2    single    1.505  0.020  1.505
 P96  C1   C3    aromatic  1.381  0.020  1.381
 P96  C1   C7    aromatic  1.406  0.020  1.406
 P96  N1   C2    single    1.448  0.020  1.448
 P96  N1   C03   single    1.448  0.020  1.448
 P96  N1   C16   single    1.449  0.020  1.449
 P96  O1   C7    single    1.334  0.020  1.334
 P96  C02  C4    aromatic  1.385  0.020  1.385
 P96  N2   C10   single    1.465  0.020  1.465
 P96  N2   C13   single    1.458  0.020  1.458
 P96  N2   C11   single    1.457  0.020  1.457
 P96  C03  C8    single    1.520  0.020  1.520
 P96  C04  C05   triple    1.204  0.020  1.204
 P96  C4   C7    aromatic  1.397  0.020  1.397
 P96  C4   I2    single    2.106  0.020  2.106
 P96  C05  C06   single    1.457  0.020  1.457
 P96  C07  C08   aromatic  1.400  0.020  1.400
 P96  C08  C09   aromatic  1.390  0.020  1.390
 P96  C8   C10   single    1.529  0.020  1.529
 P96  C09  C17   aromatic  1.386  0.020  1.386
 P96  C10  C15   single    1.531  0.020  1.531
 P96  C12  C11   single    1.528  0.020  1.528
 P96  C13  C14   single    1.521  0.020  1.521
 P96  C15  C16   single    1.520  0.020  1.520
 P96  C17  C18   aromatic  1.392  0.020  1.392
 P96  C    H     single    0.930  0.020  1.080
 P96  C18  H18   single    0.930  0.020  1.080
 P96  N    HA    single    0.890  0.020  1.040
 P96  C06  H061  single    0.970  0.020  1.090
 P96  C06  H062  single    0.970  0.020  1.090
 P96  C02  H02   single    0.930  0.020  1.080
 P96  C3   H3    single    0.930  0.020  1.080
 P96  C2   H21C  single    0.970  0.020  1.090
 P96  C2   H22C  single    0.970  0.020  1.090
 P96  C03  H031  single    0.970  0.020  1.090
 P96  C03  H032  single    0.970  0.020  1.090
 P96  C16  H161  single    0.970  0.020  1.090
 P96  C16  H162  single    0.970  0.020  1.090
 P96  O1   H1    single    0.850  0.020  0.980
 P96  C10  H10   single    0.970  0.020  1.090
 P96  C13  H131  single    0.970  0.020  1.090
 P96  C13  H132  single    0.970  0.020  1.090
 P96  C11  H111  single    0.970  0.020  1.090
 P96  C11  H112  single    0.970  0.020  1.090
 P96  C8   H81C  single    0.970  0.020  1.090
 P96  C8   H82C  single    0.970  0.020  1.090
 P96  C08  H08   single    0.930  0.020  1.080
 P96  C09  H09   single    0.930  0.020  1.080
 P96  C17  H17   single    0.930  0.020  1.080
 P96  C15  H151  single    0.970  0.020  1.090
 P96  C15  H152  single    0.970  0.020  1.090
 P96  C12  H121  single    0.970  0.020  1.090
 P96  C12  H122  single    0.970  0.020  1.090
 P96  C12  H123  single    0.970  0.020  1.090
 P96  C14  H141  single    0.970  0.020  1.090
 P96  C14  H142  single    0.970  0.020  1.090
 P96  C14  H143  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
 P96  H     C    C18   119.81  3.000
 P96  H     C    C07   119.41  3.000
 P96  C18   C    C07   120.78  3.000
 P96  HA    N    C07   114.38  3.000
 P96  HA    N    C06   114.22  3.000
 P96  C07   N    C06   120.26  3.000
 P96  C04   C01  C3    121.15  3.000
 P96  C04   C01  C02   120.23  3.000
 P96  C3    C01  C02   118.61  3.000
 P96  C7    C1   C3    119.43  3.000
 P96  C7    C1   C2    120.03  3.000
 P96  C3    C1   C2    120.55  3.000
 P96  C16   N1   C03   110.34  3.000
 P96  C16   N1   C2    112.43  3.000
 P96  C03   N1   C2    111.51  3.000
 P96  H02   C02  C4    120.46  3.000
 P96  H02   C02  C01   119.60  3.000
 P96  C4    C02  C01   119.94  3.000
 P96  H22C  C2   H21C  106.20  3.000
 P96  H22C  C2   N1    108.19  3.000
 P96  H21C  C2   N1    111.97  3.000
 P96  H22C  C2   C1    109.43  3.000
 P96  H21C  C2   C1    108.52  3.000
 P96  N1    C2   C1    112.33  3.000
 P96  C11   N2   C13   112.30  3.000
 P96  C11   N2   C10   114.84  3.000
 P96  C13   N2   C10   111.84  3.000
 P96  H032  C03  H031  106.57  3.000
 P96  H032  C03  C8    108.95  3.000
 P96  H031  C03  C8    109.08  3.000
 P96  H032  C03  N1    108.82  3.000
 P96  H031  C03  N1    111.57  3.000
 P96  C8    C03  N1    111.68  3.000
 P96  H3    C3   C1    118.81  3.000
 P96  H3    C3   C01   119.27  3.000
 P96  C1    C3   C01   121.91  3.000
 P96  C05   C04  C01   180.00  3.000
 P96  I2    C4   C7    120.34  3.000
 P96  I2    C4   C02   118.10  3.000
 P96  C7    C4   C02   121.56  3.000
 P96  C06   C05  C04   180.00  3.000
 P96  H062  C06  H061  106.17  3.000
 P96  H062  C06  C05   108.44  3.000
 P96  H061  C06  C05   109.08  3.000
 P96  H062  C06  N     109.78  3.000
 P96  H061  C06  N     112.58  3.000
 P96  C05   C06  N     110.61  3.000
 P96  C08   C07  N     122.52  3.000
 P96  C08   C07  C     118.23  3.000
 P96  N     C07  C     119.23  3.000
 P96  C4    C7   O1    124.52  3.000
 P96  C4    C7   C1    118.55  3.000
 P96  O1    C7   C1    116.93  3.000
 P96  H08   C08  C09   118.79  3.000
 P96  H08   C08  C07   120.90  3.000
 P96  C09   C08  C07   120.32  3.000
 P96  H82C  C8   H81C  107.30  3.000
 P96  H82C  C8   C10   109.47  3.000
 P96  H81C  C8   C10   111.69  3.000
 P96  H82C  C8   C03   109.35  3.000
 P96  H81C  C8   C03   107.33  3.000
 P96  C10   C8   C03   111.58  3.000
 P96  H09   C09  C17   120.01  3.000
 P96  H09   C09  C08   118.79  3.000
 P96  C17   C09  C08   121.20  3.000
 P96  H10   C10  C15   107.52  3.000
 P96  H10   C10  C8    107.32  3.000
 P96  C15   C10  C8    107.16  3.000
 P96  H10   C10  N2    110.77  3.000
 P96  C15   C10  N2    111.10  3.000
 P96  C8    C10  N2    112.74  3.000
 P96  H123  C12  H122  107.48  3.000
 P96  H123  C12  H121  107.36  3.000
 P96  H122  C12  H121  107.66  3.000
 P96  H123  C12  C11   109.87  3.000
 P96  H122  C12  C11   112.07  3.000
 P96  H121  C12  C11   112.17  3.000
 P96  H132  C13  H131  105.50  3.000
 P96  H132  C13  C14   109.27  3.000
 P96  H131  C13  C14   107.24  3.000
 P96  H132  C13  N2    112.07  3.000
 P96  H131  C13  N2    108.29  3.000
 P96  C14   C13  N2    114.00  3.000
 P96  H143  C14  H142  107.87  3.000
 P96  H143  C14  H141  107.07  3.000
 P96  H142  C14  H141  108.09  3.000
 P96  H143  C14  C13   109.53  3.000
 P96  H142  C14  C13   110.92  3.000
 P96  H141  C14  C13   113.17  3.000
 P96  H152  C15  H151  107.25  3.000
 P96  H152  C15  C16   109.66  3.000
 P96  H151  C15  C16   107.34  3.000
 P96  H152  C15  C10   108.70  3.000
 P96  H151  C15  C10   111.67  3.000
 P96  C16   C15  C10   112.11  3.000
 P96  H162  C16  H161  106.50  3.000
 P96  H162  C16  C15   109.35  3.000
 P96  H161  C16  C15   108.63  3.000
 P96  H162  C16  N1    111.23  3.000
 P96  H161  C16  N1    109.37  3.000
 P96  C15   C16  N1    111.60  3.000
 P96  H17   C17  C18   120.67  3.000
 P96  H17   C17  C09   120.70  3.000
 P96  C18   C17  C09   118.63  3.000
 P96  H18   C18  C17   120.05  3.000
 P96  H18   C18  C     119.11  3.000
 P96  C17   C18  C     120.84  3.000
 P96  H112  C11  H111  104.50  3.000
 P96  H112  C11  C12   108.90  3.000
 P96  H111  C11  C12   109.20  3.000
 P96  H112  C11  N2    107.94  3.000
 P96  H111  C11  N2    108.79  3.000
 P96  C12   C11  N2    116.81  3.000
 P96  H1    O1   C7    112.43  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
 P96  CONST_01  C09   C08  C07  C       0.00   0.0  0
 P96  CONST_02  C09   C17  C18  C       0.00   0.0  0
 P96  CONST_03  C7    C4   C02  C01     0.00   0.0  0
 P96  CONST_04  C7    C1   C3   C01     0.00   0.0  0
 P96  CONST_05  C02   C01  C3   C1      0.00   0.0  0
 P96  CONST_06  C02   C4   C7   C1      0.00   0.0  0
 P96  CONST_07  C4    C02  C01  C3      0.00   0.0  0
 P96  CONST_08  C4    C7   C1   C3      0.00   0.0  0
 P96  CONST_09  C17   C18  C    C07     0.00   0.0  0
 P96  CONST_10  C17   C09  C08  C07     0.00   0.0  0
 P96  CONST_11  C18   C    C07  C08     0.00   0.0  0
 P96  CONST_12  C18   C17  C09  C08     0.00   0.0  0
 P96  CONST_13  C18   C    C07  N     180.00   0.0  0
 P96  CONST_14  C09   C08  C07  N     180.00   0.0  0
 P96  CONST_15  I2    C4   C02  C01   180.00   0.0  0
 P96  CONST_16  C2    C1   C3   C01   180.00   0.0  0
 P96  CONST_17  C04   C01  C3   C1    180.00   0.0  0
 P96  CONST_18  I2    C4   C7   C1    180.00   0.0  0
 P96  CONST_19  C3    C1   C7   O1    180.00   0.0  0
 P96  CONST_20  C02   C4   C7   O1    180.00   0.0  0
 P96  CONST_21  C4    C7   C1   C2    180.00   0.0  0
 P96  CONST_22  C4    C02  C01  C04   180.00   0.0  0
 P96  CONST_23  H08   C08  C07  C     180.00   0.0  0
 P96  CONST_24  H17   C17  C18  C     180.00   0.0  0
 P96  CONST_25  H3    C3   C01  C02   180.00   0.0  0
 P96  CONST_26  H02   C02  C01  C3    180.00   0.0  0
 P96  CONST_27  H18   C18  C    C07   180.00   0.0  0
 P96  CONST_28  H09   C09  C08  C07   180.00   0.0  0
 P96  CONST_29  H     C    C07  C08   180.00   0.0  0
 P96  Var_01    C10   C8   C03  N1     58.36  30.0  1
 P96  Var_02    C10   C15  C16  N1    -57.26  30.0  1
 P96  Var_03    C15   C16  N1   C03    58.49  30.0  1
 P96  Var_04    C16   N1   C03  C8    -59.19  30.0  1
 P96  Var_05    C03   N1   C2   C1   -167.08  30.0  1
 P96  Var_06    C3    C1   C2   N1   -110.79  30.0  2
 P96  Var_07    C07   N    C06  C05  -176.97  30.0  2
 P96  Var_08    C14   C13  N2   C10  -171.15  30.0  3
 P96  Var_09    C12   C11  N2   C10   -64.14  30.0  3
 P96  Var_10    H141  C14  C13  N2    -71.67  30.0  3
 P96  Var_11    H121  C12  C11  N2    -61.89  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
 P96  chir_01  C10  N2  C8  C15  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
 P96  plan-1  C    0.020
 P96  plan-1  N    0.020
 P96  plan-1  C07  0.020
 P96  plan-1  C08  0.020
 P96  plan-1  C09  0.020
 P96  plan-1  C17  0.020
 P96  plan-1  C18  0.020
 P96  plan-1  H    0.020
 P96  plan-1  H18  0.020
 P96  plan-1  H08  0.020
 P96  plan-1  H09  0.020
 P96  plan-1  H17  0.020
 P96  plan-2  C01  0.020
 P96  plan-2  C1   0.020
 P96  plan-2  C02  0.020
 P96  plan-2  C2   0.020
 P96  plan-2  C3   0.020
 P96  plan-2  C04  0.020
 P96  plan-2  C4   0.020
 P96  plan-2  C05  0.020
 P96  plan-2  C7   0.020
 P96  plan-2  I2   0.020
 P96  plan-2  H02  0.020
 P96  plan-2  H3   0.020
 P96  plan-2  O1   0.020
 P96  plan-3  N    0.020
 P96  plan-3  C06  0.020
 P96  plan-3  C07  0.020
 P96  plan-3  HA   0.020

