# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:32:29 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: tert-butyl [3-(3-{[4-(diethylamino)piperidin-1-yl]methyl}-4-hydroxy-5-iodophenyl)prop-2-yn-1-yl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C1CCN(CC1)Cc2cc(cc(I)c2O)C#CCNC(=O)OC(C)(C)C
#
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
 P74  P74  'tert-butyl [3-(3-{[4-(diethylamino)piperidin-1-yl]methyl}-4-hydroxy-5-iodophenyl)prop-2-yn-1-yl]carbamate'  ligand  67  31  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_P74
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
 P74  C01   C  CR6   0  -0.111   -0.9429   1.5163  -0.5007
 P74  C04   C  CSP   0   0.207   -2.3656   1.5224  -0.5752
 P74  C05   C  CSP   0  -0.018   -3.5671   1.5311  -0.6589
 P74  C06   C  CH2   0  -0.440   -5.0186   1.5701  -0.7824
 P74  N     N  NH1   0  -0.665   -5.6022   0.2793  -0.4931
 P74  C1    C  CR6   0   0.006    1.1896   0.5797  -1.1960
 P74  N1    N  NT    0  -0.394    2.6965  -1.3644  -1.1636
 P74  O1    O  OH1   0  -0.587    3.2003   1.5126  -0.4580
 P74  C02   C  CR16  0  -0.275   -0.2716   2.4496   0.2836
 P74  C2    C  CH2   0  -0.326    1.9619  -0.4351  -1.9958
 P74  N2    N  NT    0  -0.426    4.4169  -4.8002   0.7072
 P74  C03   C  CH2   0  -0.277    3.6000  -2.1708  -1.9565
 P74  C3    C  CR16  0  -0.324   -0.1912   0.5863  -1.2247
 P74  C4    C  CR6   0  -0.353    1.1134   2.4544   0.3178
 P74  C7    C  CR6   0   0.393    1.8673   1.5384  -0.4219
 P74  C8    C  CH2   0  -0.475    4.4677  -3.0695  -1.0890
 P74  C10   C  CH1   0  -0.027    3.6170  -3.9941  -0.2188
 P74  C11   C  CH2   0  -0.283    3.6244  -5.8230   1.3759
 P74  C12   C  CH3   0  -0.679    4.3004  -6.4106   2.6056
 P74  C13   C  CH2   0  -0.329    5.6575  -5.3341   0.1650
 P74  C14   C  CH3   0  -0.685    5.5392  -6.3636  -0.9594
 P74  C15   C  CH2   0  -0.447    2.6344  -3.1084   0.5532
 P74  C16   C  CH2   0  -0.274    1.8285  -2.2043  -0.3643
 P74  I2    I  I     0   0.081    2.0696   3.8954   1.5197
 P74  C07   C  C     0   0.768   -6.8970   0.1684  -0.1184
 P74  O01   O  O2    0  -0.502   -7.2485  -1.1134  -0.0582
 P74  C08   C  CT    0   0.189   -8.5875  -1.5430   0.3096
 P74  C09   C  CH3   0  -0.672   -9.6152  -1.0447  -0.6989
 P74  C17   C  CH3   0  -0.660   -8.4903  -3.0620   0.2415
 P74  C     C  CH3   0  -0.671   -8.9320  -1.1133   1.7309
 P74  O     O  O     0  -0.518   -7.6100   1.1179   0.1359
 P74  H02   H  HCR6  0   0.284   -0.8375   3.1715   0.8561
 P74  H3    H  HCR6  0   0.265   -0.7048  -0.1509  -1.8291
 P74  H061  H  HCH2  0   0.283   -5.4171   2.3078  -0.0846
 P74  H062  H  HCH2  0   0.273   -5.2836   1.9161  -1.7877
 P74  H     H  HNH1  0   0.404   -5.1208  -0.5415  -0.8252
 P74  H21C  H  HCH2  0   0.216    1.2579  -0.9539  -2.6690
 P74  H22C  H  HCH2  0   0.251    2.6773   0.0809  -2.6425
 P74  H031  H  HCH2  0   0.183    3.0527  -2.7946  -2.6881
 P74  H032  H  HCH2  0   0.237    4.2444  -1.5057  -2.5364
 P74  H161  H  HCH2  0   0.240    1.1798  -1.5730   0.2461
 P74  H162  H  HCH2  0   0.181    1.1624  -2.8172  -1.0004
 P74  H1    H  HOH1  0   0.472    3.5967   2.2544   0.0169
 P74  H10   H  HCH1  0   0.180    3.0328  -4.6407  -0.9010
 P74  H111  H  HCH2  0   0.232    2.6884  -5.3719   1.7011
 P74  H112  H  HCH2  0   0.193    3.3350  -6.6391   0.6946
 P74  H131  H  HCH2  0   0.238    6.2818  -4.5053  -0.1712
 P74  H132  H  HCH2  0   0.238    6.2165  -5.7832   0.9887
 P74  H81C  H  HCH2  0   0.241    5.1226  -3.6321  -1.7566
 P74  H82C  H  HCH2  0   0.222    5.1062  -2.4515  -0.4499
 P74  H151  H  HCH2  0   0.236    1.9282  -3.7001   1.1372
 P74  H152  H  HCH2  0   0.216    3.2010  -2.4945   1.2601
 P74  H121  H  HCH3  0   0.220    4.6286  -5.6190   3.2808
 P74  H122  H  HCH3  0   0.230    3.5955  -7.0430   3.1464
 P74  H123  H  HCH3  0   0.223    5.1652  -7.0285   2.3637
 P74  H141  H  HCH3  0   0.225    5.0153  -7.2652  -0.6395
 P74  H142  H  HCH3  0   0.222    5.0118  -5.9676  -1.8290
 P74  H143  H  HCH3  0   0.229    6.5338  -6.6663  -1.2896
 P74  H091  H  HCH3  0   0.235   -9.3468  -1.3449  -1.7130
 P74  H092  H  HCH3  0   0.235  -10.5840  -1.4899  -0.4685
 P74  H093  H  HCH3  0   0.246   -9.7335   0.0364  -0.6733
 P74  H171  H  HCH3  0   0.238   -7.7489  -3.4445   0.9447
 P74  H172  H  HCH3  0   0.231   -9.4525  -3.5054   0.4974
 P74  H173  H  HCH3  0   0.238   -8.2233  -3.4002  -0.7610
 P74  HC1   H  HCH3  0   0.246   -9.0955  -0.0418   1.8163
 P74  HC2   H  HCH3  0   0.234   -9.8479  -1.6174   2.0412
 P74  HC3   H  HCH3  0   0.235   -8.1450  -1.4052   2.4284

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
 P74  C01  C04   single    1.425  0.020  1.425
 P74  C01  C02   aromatic  1.392  0.020  1.392
 P74  C01  C3    aromatic  1.398  0.020  1.398
 P74  C04  C05   triple    1.204  0.020  1.204
 P74  C05  C06   single    1.457  0.020  1.457
 P74  C06  N     single    1.446  0.020  1.446
 P74  N    C07   single    1.352  0.020  1.352
 P74  C1   C2    single    1.505  0.020  1.505
 P74  C1   C3    aromatic  1.381  0.020  1.381
 P74  C1   C7    aromatic  1.406  0.020  1.406
 P74  N1   C2    single    1.448  0.020  1.448
 P74  N1   C03   single    1.447  0.020  1.447
 P74  N1   C16   single    1.448  0.020  1.448
 P74  O1   C7    single    1.334  0.020  1.334
 P74  C02  C4    aromatic  1.385  0.020  1.385
 P74  N2   C10   single    1.465  0.020  1.465
 P74  N2   C11   single    1.457  0.020  1.457
 P74  N2   C13   single    1.455  0.020  1.455
 P74  C03  C8    single    1.521  0.020  1.521
 P74  C4   C7    aromatic  1.398  0.020  1.398
 P74  C4   I2    single    2.106  0.020  2.106
 P74  C8   C10   single    1.528  0.020  1.528
 P74  C10  C15   single    1.532  0.020  1.532
 P74  C11  C12   single    1.521  0.020  1.521
 P74  C13  C14   single    1.529  0.020  1.529
 P74  C15  C16   single    1.519  0.020  1.519
 P74  C07  O01   single    1.330  0.020  1.330
 P74  C07  O     double    1.214  0.020  1.214
 P74  O01  C08   single    1.454  0.020  1.454
 P74  C08  C09   single    1.524  0.020  1.524
 P74  C08  C17   single    1.524  0.020  1.524
 P74  C08  C     single    1.524  0.020  1.524
 P74  C02  H02   single    0.930  0.020  1.080
 P74  C3   H3    single    0.930  0.020  1.080
 P74  C06  H061  single    0.970  0.020  1.090
 P74  C06  H062  single    0.970  0.020  1.090
 P74  N    H     single    0.860  0.020  1.020
 P74  C2   H21C  single    0.970  0.020  1.090
 P74  C2   H22C  single    0.970  0.020  1.090
 P74  C03  H031  single    0.970  0.020  1.090
 P74  C03  H032  single    0.970  0.020  1.090
 P74  C16  H161  single    0.970  0.020  1.090
 P74  C16  H162  single    0.970  0.020  1.090
 P74  O1   H1    single    0.850  0.020  0.980
 P74  C10  H10   single    0.970  0.020  1.090
 P74  C11  H111  single    0.970  0.020  1.090
 P74  C11  H112  single    0.970  0.020  1.090
 P74  C13  H131  single    0.970  0.020  1.090
 P74  C13  H132  single    0.970  0.020  1.090
 P74  C8   H81C  single    0.970  0.020  1.090
 P74  C8   H82C  single    0.970  0.020  1.090
 P74  C15  H151  single    0.970  0.020  1.090
 P74  C15  H152  single    0.970  0.020  1.090
 P74  C12  H121  single    0.970  0.020  1.090
 P74  C12  H122  single    0.970  0.020  1.090
 P74  C12  H123  single    0.970  0.020  1.090
 P74  C14  H141  single    0.970  0.020  1.090
 P74  C14  H142  single    0.970  0.020  1.090
 P74  C14  H143  single    0.970  0.020  1.090
 P74  C09  H091  single    0.970  0.020  1.090
 P74  C09  H092  single    0.970  0.020  1.090
 P74  C09  H093  single    0.970  0.020  1.090
 P74  C17  H171  single    0.970  0.020  1.090
 P74  C17  H172  single    0.970  0.020  1.090
 P74  C17  H173  single    0.970  0.020  1.090
 P74  C    HC1   single    0.970  0.020  1.090
 P74  C    HC2   single    0.970  0.020  1.090
 P74  C    HC3   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
 P74  C3    C01  C02   118.60  3.000
 P74  C3    C01  C04   120.85  3.000
 P74  C02   C01  C04   120.55  3.000
 P74  C05   C04  C01   180.00  3.000
 P74  C06   C05  C04   180.00  3.000
 P74  H062  C06  H061  106.56  3.000
 P74  H062  C06  N     111.58  3.000
 P74  H061  C06  N     109.17  3.000
 P74  H062  C06  C05   109.09  3.000
 P74  H061  C06  C05   109.14  3.000
 P74  N     C06  C05   111.17  3.000
 P74  H     N    C07   118.81  3.000
 P74  H     N    C06   117.93  3.000
 P74  C07   N    C06   121.00  3.000
 P74  C7    C1   C3    119.34  3.000
 P74  C7    C1   C2    120.32  3.000
 P74  C3    C1   C2    120.34  3.000
 P74  C16   N1   C03   110.69  3.000
 P74  C16   N1   C2    112.67  3.000
 P74  C03   N1   C2    111.07  3.000
 P74  H1    O1   C7    112.46  3.000
 P74  H02   C02  C4    120.52  3.000
 P74  H02   C02  C01   119.58  3.000
 P74  C4    C02  C01   119.90  3.000
 P74  H22C  C2   H21C  106.16  3.000
 P74  H22C  C2   N1    108.10  3.000
 P74  H21C  C2   N1    111.87  3.000
 P74  H22C  C2   C1    109.38  3.000
 P74  H21C  C2   C1    108.29  3.000
 P74  N1    C2   C1    112.81  3.000
 P74  C13   N2   C11   112.16  3.000
 P74  C13   N2   C10   115.58  3.000
 P74  C11   N2   C10   112.30  3.000
 P74  H032  C03  H031  106.50  3.000
 P74  H032  C03  C8    109.02  3.000
 P74  H031  C03  C8    109.04  3.000
 P74  H032  C03  N1    108.65  3.000
 P74  H031  C03  N1    111.57  3.000
 P74  C8    C03  N1    111.89  3.000
 P74  H3    C3   C1    118.85  3.000
 P74  H3    C3   C01   119.14  3.000
 P74  C1    C3   C01   122.01  3.000
 P74  I2    C4   C7    120.35  3.000
 P74  I2    C4   C02   118.06  3.000
 P74  C7    C4   C02   121.59  3.000
 P74  C4    C7   O1    124.47  3.000
 P74  C4    C7   C1    118.55  3.000
 P74  O1    C7   C1    116.97  3.000
 P74  H82C  C8   H81C  107.35  3.000
 P74  H82C  C8   C10   109.50  3.000
 P74  H81C  C8   C10   111.74  3.000
 P74  H82C  C8   C03   109.41  3.000
 P74  H81C  C8   C03   107.35  3.000
 P74  C10   C8   C03   111.38  3.000
 P74  H10   C10  C15   108.05  3.000
 P74  H10   C10  C8    107.24  3.000
 P74  C15   C10  C8    107.11  3.000
 P74  H10   C10  N2    110.88  3.000
 P74  C15   C10  N2    110.48  3.000
 P74  C8    C10  N2    112.87  3.000
 P74  H112  C11  H111  105.42  3.000
 P74  H112  C11  C12   109.30  3.000
 P74  H111  C11  C12   107.49  3.000
 P74  H112  C11  N2    112.28  3.000
 P74  H111  C11  N2    108.29  3.000
 P74  C12   C11  N2    113.62  3.000
 P74  H123  C12  H122  107.11  3.000
 P74  H123  C12  H121  108.05  3.000
 P74  H122  C12  H121  107.96  3.000
 P74  H123  C12  C11   113.08  3.000
 P74  H122  C12  C11   109.73  3.000
 P74  H121  C12  C11   110.71  3.000
 P74  H132  C13  H131  104.59  3.000
 P74  H132  C13  C14   108.51  3.000
 P74  H131  C13  C14   109.23  3.000
 P74  H132  C13  N2    107.83  3.000
 P74  H131  C13  N2    108.90  3.000
 P74  C14   C13  N2    117.06  3.000
 P74  H143  C14  H142  107.45  3.000
 P74  H143  C14  H141  107.30  3.000
 P74  H142  C14  H141  107.55  3.000
 P74  H143  C14  C13   109.80  3.000
 P74  H142  C14  C13   112.27  3.000
 P74  H141  C14  C13   112.22  3.000
 P74  H152  C15  H151  107.08  3.000
 P74  H152  C15  C16   109.32  3.000
 P74  H151  C15  C16   107.62  3.000
 P74  H152  C15  C10   108.53  3.000
 P74  H151  C15  C10   111.81  3.000
 P74  C16   C15  C10   112.33  3.000
 P74  H162  C16  H161  106.50  3.000
 P74  H162  C16  C15   109.69  3.000
 P74  H161  C16  C15   108.76  3.000
 P74  H162  C16  N1    111.39  3.000
 P74  H161  C16  N1    109.23  3.000
 P74  C15   C16  N1    111.13  3.000
 P74  O     C07  O01   126.06  3.000
 P74  O     C07  N     123.78  3.000
 P74  O01   C07  N     110.15  3.000
 P74  C08   O01  C07   122.66  3.000
 P74  C     C08  C17   109.70  3.000
 P74  C     C08  C09   111.87  3.000
 P74  C17   C08  C09   109.84  3.000
 P74  C     C08  O01   111.15  3.000
 P74  C17   C08  O01   102.98  3.000
 P74  C09   C08  O01   110.93  3.000
 P74  H093  C09  H092  107.70  3.000
 P74  H093  C09  H091  108.79  3.000
 P74  H092  C09  H091  107.61  3.000
 P74  H093  C09  C08   112.51  3.000
 P74  H092  C09  C08   109.01  3.000
 P74  H091  C09  C08   111.05  3.000
 P74  H173  C17  H172  107.80  3.000
 P74  H173  C17  H171  108.50  3.000
 P74  H172  C17  H171  107.81  3.000
 P74  H173  C17  C08   111.45  3.000
 P74  H172  C17  C08   109.80  3.000
 P74  H171  C17  C08   111.35  3.000
 P74  HC3   C    HC2   107.47  3.000
 P74  HC3   C    HC1   108.77  3.000
 P74  HC2   C    HC1   107.87  3.000
 P74  HC3   C    C08   110.95  3.000
 P74  HC2   C    C08   108.95  3.000
 P74  HC1   C    C08   112.64  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
 P74  CONST_01  C7    C4   C02  C01     0.00   0.0  0
 P74  CONST_02  C7    C1   C3   C01     0.00   0.0  0
 P74  CONST_03  C02   C01  C3   C1      0.00   0.0  0
 P74  CONST_04  C02   C4   C7   C1      0.00   0.0  0
 P74  CONST_05  C4    C02  C01  C3      0.00   0.0  0
 P74  CONST_06  C4    C7   C1   C3      0.00   0.0  0
 P74  CONST_07  I2    C4   C02  C01   180.00   0.0  0
 P74  CONST_08  C2    C1   C3   C01   180.00   0.0  0
 P74  CONST_09  C4    C02  C01  C04   180.00   0.0  0
 P74  CONST_10  C1    C3   C01  C04   180.00   0.0  0
 P74  CONST_11  I2    C4   C7   C1    180.00   0.0  0
 P74  CONST_12  C3    C1   C7   O1    180.00   0.0  0
 P74  CONST_13  C02   C4   C7   O1    180.00   0.0  0
 P74  CONST_14  C4    C7   C1   C2    180.00   0.0  0
 P74  CONST_15  H3    C3   C01  C02   180.00   0.0  0
 P74  CONST_16  H02   C02  C01  C3    180.00   0.0  0
 P74  Var_01    C10   C8   C03  N1     57.97  30.0  1
 P74  Var_02    C10   C15  C16  N1    -57.45  30.0  1
 P74  Var_03    C15   C16  N1   C03    58.26  30.0  1
 P74  Var_04    C16   N1   C03  C8    -58.99  30.0  1
 P74  Var_05    C03   N1   C2   C1   -170.15  30.0  2
 P74  Var_06    C3    C1   C2   N1   -114.23  30.0  2
 P74  Var_07    C12   C11  N2   C10  -163.75  30.0  3
 P74  Var_08    C14   C13  N2   C10   -65.51  30.0  3
 P74  Var_09    N     C06  C05  C04   156.55  30.0  3
 P74  Var_10    C07   N    C06  C05   158.15  30.0  3
 P74  Var_11    O01   C07  N    C06   172.82  30.0  2
 P74  Var_12    C09   C08  O01  C07    62.79  30.0  3
 P74  Var_13    H121  C12  C11  N2     51.73  30.0  3
 P74  Var_14    H141  C14  C13  N2    -61.97  30.0  3
 P74  Var_15    H091  C09  C08  O01    54.29  30.0  3
 P74  Var_16    H171  C17  C08  O01    60.93  30.0  3
 P74  Var_17    HC1   C    C08  O01    71.59  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
 P74  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
 P74  plan-1  C01  0.020
 P74  plan-1  C04  0.020
 P74  plan-1  C05  0.020
 P74  plan-1  C1   0.020
 P74  plan-1  O1   0.020
 P74  plan-1  C02  0.020
 P74  plan-1  C2   0.020
 P74  plan-1  C3   0.020
 P74  plan-1  C4   0.020
 P74  plan-1  C7   0.020
 P74  plan-1  I2   0.020
 P74  plan-1  H02  0.020
 P74  plan-1  H3   0.020
 P74  plan-2  N    0.020
 P74  plan-2  C07  0.020
 P74  plan-2  O01  0.020
 P74  plan-2  O    0.020

