# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:16:13 2022
#   Inital geometry file: a 130 line input string
#   Ligand name: N-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}amino)butyl]-3-sulfanylpropanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1cccc2c1cccc2[S](=O)(=O)NCCCCNC(=O)CCS
#
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
 C4H  C4H  N-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}amino)butyl]-3-sulfanylpropanamide  ligand  54  27  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_C4H
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
 C4H  C1    C  CR66  0   0.042  -3.9969   0.7609   0.3665
 C4H  C2    C  CR16  0  -0.290  -4.1979   0.8439   1.7634
 C4H  C3    C  CR6   0   0.301  -4.2972   1.8763  -0.4818
 C4H  N4    N  NT    0  -0.491  -4.6668   3.0882   0.1132
 C4H  C5    C  CH3   0  -0.546  -3.5966   3.8000   0.8002
 C4H  C6    C  CH3   0  -0.546  -5.4661   3.9862  -0.6925
 C4H  C7    C  CR16  0  -0.343  -4.2436   1.7058  -1.8458
 C4H  C8    C  CR16  0  -0.229  -3.8564   0.4754  -2.3979
 C4H  C9    C  CR16  0  -0.382  -3.4897  -0.5803  -1.6099
 C4H  C10   C  CR66  0   0.188  -3.5415  -0.4638  -0.2003
 C4H  C11   C  CR6   0  -0.274  -3.1810  -1.5068   0.7055
 C4H  C12   C  CR16  0  -0.242  -3.3313  -1.3715   2.0603
 C4H  C13   C  CR16  0  -0.250  -3.8799  -0.1944   2.5919
 C4H  S14   S  S     0   1.366  -2.4555  -3.0264   0.1277
 C4H  N15   N  NC1   0  -0.733  -1.0401  -2.6211  -0.6069
 C4H  C16   C  CH2   0  -0.271  -0.0491  -1.8600   0.1518
 C4H  C17   C  CH2   0  -0.449   1.2304  -1.7393  -0.6590
 C4H  C18   C  CH2   0  -0.481   2.2806  -0.9234   0.0812
 C4H  C19   C  CH2   0  -0.235   3.5479  -0.7651  -0.7428
 C4H  N20   N  NH1   0  -0.644   4.5185   0.0385  -0.0296
 C4H  C21   C  C     0   0.565   5.7875   0.1842  -0.4320
 C4H  O22   O  O     0  -0.503   6.2286  -0.3512  -1.4404
 C4H  C23   C  CH2   0  -0.567   6.6559   1.0391   0.4720
 C4H  C24   C  CH2   0  -0.549   7.6664   1.8448  -0.3279
 C4H  S25   S  S2    0  -0.254   8.6918   2.8025   0.8366
 C4H  O26   O  OS    0  -0.648  -2.1166  -3.8165   1.2997
 C4H  O27   O  OS    0  -0.658  -3.3009  -3.6174  -0.8981
 C4H  H2    H  HCR6  0   0.281  -4.6341   1.7417   2.1777
 C4H  H51   H  HCH3  0   0.242  -4.0252   4.5332   1.4840
 C4H  H52   H  HCH3  0   0.253  -2.9770   3.1218   1.3815
 C4H  H53   H  HCH3  0   0.224  -2.9417   4.3298   0.0966
 C4H  H61   H  HCH3  0   0.249  -6.3052   3.4518  -1.1362
 C4H  H62   H  HCH3  0   0.251  -5.8668   4.7703  -0.0500
 C4H  H63   H  HCH3  0   0.213  -4.9021   4.4755  -1.4976
 C4H  H7    H  HCR6  0   0.271  -4.4819   2.5244  -2.5115
 C4H  H8    H  HCR6  0   0.267  -3.8280   0.3691  -3.4745
 C4H  H9    H  HCR6  0   0.253  -3.2127  -1.5054  -2.0912
 C4H  H12   H  HCR6  0   0.288  -3.0466  -2.1707   2.7293
 C4H  H13   H  HCR6  0   0.272  -4.0457  -0.1173   3.6574
 C4H  H15   H  HNC1  0   0.410  -1.1843  -2.2721  -1.5488
 C4H  H161  H  HCH2  0   0.238  -0.4202  -0.8609   0.4095
 C4H  H162  H  HCH2  0   0.260   0.1530  -2.3858   1.0856
 C4H  H171  H  HCH2  0   0.244   1.6162  -2.7372  -0.8819
 C4H  H172  H  HCH2  0   0.236   1.0093  -1.2618  -1.6189
 C4H  H181  H  HCH2  0   0.238   1.8739   0.0645   0.3201
 C4H  H182  H  HCH2  0   0.241   2.5216  -1.4053   1.0330
 C4H  H191  H  HCH2  0   0.237   3.9756  -1.7466  -0.9602
 C4H  H192  H  HCH2  0   0.233   3.3071  -0.3035  -1.7058
 C4H  H20   H  HNH1  0   0.402   4.2050   0.5499   0.7794
 C4H  H231  H  HCH2  0   0.264   6.0401   1.7013   1.0841
 C4H  H232  H  HCH2  0   0.283   7.1773   0.3678   1.1616
 C4H  H241  H  HCH2  0   0.275   8.3043   1.1860  -0.9124
 C4H  H242  H  HCH2  0   0.274   7.1579   2.5274  -1.0082
 C4H  H25   H  HSH1  0   0.226   9.5132   3.3522  -0.0641

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
 C4H  C1   C2    aromatic  1.414  0.020  1.414
 C4H  C1   C3    aromatic  1.433  0.020  1.433
 C4H  C1   C10   aromatic  1.424  0.020  1.424
 C4H  C2   C13   aromatic  1.366  0.020  1.366
 C4H  C2   H2    single    0.930  0.020  1.080
 C4H  C3   N4    single    1.400  0.020  1.400
 C4H  C3   C7    aromatic  1.376  0.020  1.376
 C4H  N4   C5    single    1.457  0.020  1.457
 C4H  N4   C6    single    1.447  0.020  1.447
 C4H  C5   H51   single    0.970  0.020  1.090
 C4H  C5   H52   single    0.970  0.020  1.090
 C4H  C5   H53   single    0.970  0.020  1.090
 C4H  C6   H61   single    0.970  0.020  1.090
 C4H  C6   H62   single    0.970  0.020  1.090
 C4H  C6   H63   single    0.970  0.020  1.090
 C4H  C7   C8    aromatic  1.403  0.020  1.403
 C4H  C7   H7    single    0.930  0.020  1.080
 C4H  C8   C9    aromatic  1.367  0.020  1.367
 C4H  C8   H8    single    0.930  0.020  1.080
 C4H  C9   C10   aromatic  1.415  0.020  1.415
 C4H  C9   H9    single    0.930  0.020  1.080
 C4H  C10  C11   aromatic  1.428  0.020  1.428
 C4H  C11  C12   aromatic  1.370  0.020  1.370
 C4H  C11  S14   single    1.780  0.020  1.780
 C4H  C12  C13   aromatic  1.403  0.020  1.403
 C4H  C12  H12   single    0.930  0.020  1.080
 C4H  C13  H13   single    0.930  0.020  1.080
 C4H  S14  N15   single    1.645  0.020  1.645
 C4H  S14  O26   double    1.453  0.020  1.453
 C4H  S14  O27   double    1.455  0.020  1.455
 C4H  N15  C16   single    1.462  0.020  1.462
 C4H  N15  H15   single    0.890  0.020  1.040
 C4H  C16  C17   single    1.520  0.020  1.520
 C4H  C16  H161  single    0.970  0.020  1.090
 C4H  C16  H162  single    0.970  0.020  1.090
 C4H  C17  C18   single    1.522  0.020  1.522
 C4H  C17  H171  single    0.970  0.020  1.090
 C4H  C17  H172  single    0.970  0.020  1.090
 C4H  C18  C19   single    1.520  0.020  1.520
 C4H  C18  H181  single    0.970  0.020  1.090
 C4H  C18  H182  single    0.970  0.020  1.090
 C4H  C19  N20   single    1.448  0.020  1.448
 C4H  C19  H191  single    0.970  0.020  1.090
 C4H  C19  H192  single    0.970  0.020  1.090
 C4H  N20  C21   single    1.339  0.020  1.339
 C4H  N20  H20   single    0.860  0.020  1.020
 C4H  C21  O22   double    1.224  0.020  1.224
 C4H  C21  C23   single    1.517  0.020  1.517
 C4H  C23  C24   single    1.520  0.020  1.520
 C4H  C23  H231  single    0.970  0.020  1.090
 C4H  C23  H232  single    0.970  0.020  1.090
 C4H  C24  S25   single    1.823  0.020  1.823
 C4H  C24  H241  single    0.970  0.020  1.090
 C4H  C24  H242  single    0.970  0.020  1.090
 C4H  S25  H25   single    1.200  0.020  1.300

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
 C4H  C10   C1   C3    120.05  3.000
 C4H  C10   C1   C2    119.29  3.000
 C4H  C3    C1   C2    120.62  3.000
 C4H  H2    C2   C13   119.53  3.000
 C4H  H2    C2   C1    119.01  3.000
 C4H  C13   C2   C1    121.44  3.000
 C4H  C7    C3   N4    122.62  3.000
 C4H  C7    C3   C1    118.83  3.000
 C4H  N4    C3   C1    118.53  3.000
 C4H  C6    N4   C5    111.41  3.000
 C4H  C6    N4   C3    116.51  3.000
 C4H  C5    N4   C3    115.43  3.000
 C4H  H53   C5   H52   107.69  3.000
 C4H  H53   C5   H51   108.18  3.000
 C4H  H52   C5   H51   107.95  3.000
 C4H  H53   C5   N4    111.83  3.000
 C4H  H52   C5   N4    111.46  3.000
 C4H  H51   C5   N4    109.60  3.000
 C4H  H63   C6   H62   107.48  3.000
 C4H  H63   C6   H61   108.40  3.000
 C4H  H62   C6   H61   108.05  3.000
 C4H  H63   C6   N4    113.64  3.000
 C4H  H62   C6   N4    108.74  3.000
 C4H  H61   C6   N4    110.36  3.000
 C4H  H7    C7   C8    118.84  3.000
 C4H  H7    C7   C3    120.51  3.000
 C4H  C8    C7   C3    120.64  3.000
 C4H  H8    C8   C9    119.37  3.000
 C4H  H8    C8   C7    119.00  3.000
 C4H  C9    C8   C7    121.62  3.000
 C4H  H9    C9   C10   121.62  3.000
 C4H  H9    C9   C8    118.27  3.000
 C4H  C10   C9   C8    120.04  3.000
 C4H  C11   C10  C9    124.22  3.000
 C4H  C11   C10  C1    117.16  3.000
 C4H  C9    C10  C1    118.61  3.000
 C4H  S14   C11  C12   116.74  3.000
 C4H  S14   C11  C10   121.37  3.000
 C4H  C12   C11  C10   121.84  3.000
 C4H  H12   C12  C13   119.27  3.000
 C4H  H12   C12  C11   120.69  3.000
 C4H  C13   C12  C11   120.03  3.000
 C4H  H13   C13  C12   119.54  3.000
 C4H  H13   C13  C2    120.53  3.000
 C4H  C12   C13  C2    119.93  3.000
 C4H  O27   S14  O26   118.90  3.000
 C4H  O27   S14  N15   106.57  3.000
 C4H  O26   S14  N15   107.06  3.000
 C4H  O27   S14  C11   109.81  3.000
 C4H  O26   S14  C11   107.30  3.000
 C4H  N15   S14  C11   106.57  3.000
 C4H  H15   N15  C16   113.52  3.000
 C4H  H15   N15  S14   112.14  3.000
 C4H  C16   N15  S14   118.66  3.000
 C4H  H162  C16  H161  107.51  3.000
 C4H  H162  C16  C17   109.82  3.000
 C4H  H161  C16  C17   109.76  3.000
 C4H  H162  C16  N15   108.60  3.000
 C4H  H161  C16  N15   111.53  3.000
 C4H  C17   C16  N15   109.59  3.000
 C4H  H172  C17  H171  106.91  3.000
 C4H  H172  C17  C18   109.39  3.000
 C4H  H171  C17  C18   110.19  3.000
 C4H  H172  C17  C16   109.42  3.000
 C4H  H171  C17  C16   109.48  3.000
 C4H  C18   C17  C16   111.35  3.000
 C4H  H182  C18  H181  106.84  3.000
 C4H  H182  C18  C19   109.51  3.000
 C4H  H181  C18  C19   109.51  3.000
 C4H  H182  C18  C17   109.83  3.000
 C4H  H181  C18  C17   109.48  3.000
 C4H  C19   C18  C17   111.56  3.000
 C4H  H192  C19  H191  106.86  3.000
 C4H  H192  C19  N20   110.29  3.000
 C4H  H191  C19  N20   109.53  3.000
 C4H  H192  C19  C18   109.72  3.000
 C4H  H191  C19  C18   109.92  3.000
 C4H  N20   C19  C18   110.47  3.000
 C4H  H20   N20  C21   118.76  3.000
 C4H  H20   N20  C19   117.96  3.000
 C4H  C21   N20  C19   123.20  3.000
 C4H  C23   C21  O22   122.07  3.000
 C4H  C23   C21  N20   115.13  3.000
 C4H  O22   C21  N20   122.78  3.000
 C4H  H232  C23  H231  106.71  3.000
 C4H  H232  C23  C24   109.88  3.000
 C4H  H231  C23  C24   110.39  3.000
 C4H  H232  C23  C21   107.61  3.000
 C4H  H231  C23  C21   110.66  3.000
 C4H  C24   C23  C21   111.45  3.000
 C4H  H242  C24  H241  108.52  3.000
 C4H  H242  C24  S25   109.40  3.000
 C4H  H241  C24  S25   109.36  3.000
 C4H  H242  C24  C23   110.52  3.000
 C4H  H241  C24  C23   110.59  3.000
 C4H  S25   C24  C23   108.43  3.000
 C4H  H25   S25  C24    97.54  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
 C4H  CONST_01  C12  C13  C2   C1      0.00   0.0  0
 C4H  CONST_02  C8   C7   C3   C1      0.00   0.0  0
 C4H  CONST_03  C8   C9   C10  C1      0.00   0.0  0
 C4H  CONST_04  C12  C11  C10  C1      0.00   0.0  0
 C4H  CONST_05  C7   C3   C1   C2    180.00   0.0  0
 C4H  CONST_06  C9   C10  C1   C2    180.00   0.0  0
 C4H  CONST_07  C11  C10  C1   C2      0.00   0.0  0
 C4H  CONST_08  C11  C12  C13  C2      0.00   0.0  0
 C4H  CONST_09  C13  C2   C1   C3    180.00   0.0  0
 C4H  CONST_10  C9   C10  C1   C3      0.00   0.0  0
 C4H  CONST_11  C11  C10  C1   C3    180.00   0.0  0
 C4H  CONST_12  C9   C8   C7   C3      0.00   0.0  0
 C4H  CONST_13  C10  C1   C3   C7      0.00   0.0  0
 C4H  CONST_14  C10  C9   C8   C7      0.00   0.0  0
 C4H  CONST_15  C11  C10  C9   C8    180.00   0.0  0
 C4H  CONST_16  C12  C11  C10  C9    180.00   0.0  0
 C4H  CONST_17  C13  C2   C1   C10     0.00   0.0  0
 C4H  CONST_18  C13  C12  C11  C10     0.00   0.0  0
 C4H  CONST_19  S14  C11  C10  C1    180.00   0.0  0
 C4H  CONST_20  N4   C3   C1   C2      0.00   0.0  0
 C4H  CONST_21  C10  C1   C3   N4    180.00   0.0  0
 C4H  CONST_22  C8   C7   C3   N4    180.00   0.0  0
 C4H  CONST_23  S14  C11  C10  C9      0.00   0.0  0
 C4H  CONST_24  S14  C11  C12  C13   180.00   0.0  0
 C4H  CONST_25  H13  C13  C2   C1    180.00   0.0  0
 C4H  CONST_26  H7   C7   C3   C1    180.00   0.0  0
 C4H  CONST_27  H9   C9   C10  C1    180.00   0.0  0
 C4H  CONST_28  H12  C12  C13  C2    180.00   0.0  0
 C4H  CONST_29  H2   C2   C1   C3      0.00   0.0  0
 C4H  CONST_30  H8   C8   C7   C3    180.00   0.0  0
 C4H  CONST_35  O22  C21  N20  C19     0.00   0.0  0
 C4H  CONST_36  C23  C21  N20  C19   180.00   0.0  0
 C4H  CONST_37  H20  N20  C21  O22   180.00   0.0  0
 C4H  Var_01    N15  S14  C11  C10    61.18  30.0  2
 C4H  Var_02    C16  N15  S14  C11    55.74  30.0  3
 C4H  Var_03    H51  C5   N4   C3   -161.86  30.0  3
 C4H  Var_04    H61  C6   N4   C3     49.05  30.0  3
 C4H  Var_05    C17  C16  N15  S14   173.47  30.0  3
 C4H  Var_06    C18  C17  C16  N15   178.63  30.0  3
 C4H  Var_07    C19  C18  C17  C16  -178.33  30.0  3
 C4H  Var_08    N20  C19  C18  C17   178.74  30.0  3
 C4H  Var_09    C21  N20  C19  C18   170.34  30.0  3
 C4H  Var_10    C24  C23  C21  N20  -145.03  30.0  3
 C4H  Var_11    S25  C24  C23  C21  -178.47  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
 C4H  plan-1  C1   0.020
 C4H  plan-1  C2   0.020
 C4H  plan-1  C3   0.020
 C4H  plan-1  N4   0.020
 C4H  plan-1  C7   0.020
 C4H  plan-1  C8   0.020
 C4H  plan-1  C9   0.020
 C4H  plan-1  C10  0.020
 C4H  plan-1  C11  0.020
 C4H  plan-1  C12  0.020
 C4H  plan-1  C13  0.020
 C4H  plan-1  S14  0.020
 C4H  plan-1  H2   0.020
 C4H  plan-1  H7   0.020
 C4H  plan-1  H8   0.020
 C4H  plan-1  H9   0.020
 C4H  plan-1  H12  0.020
 C4H  plan-1  H13  0.020
 C4H  plan-2  C19  0.020
 C4H  plan-2  N20  0.020
 C4H  plan-2  C21  0.020
 C4H  plan-2  O22  0.020
 C4H  plan-2  C23  0.020
 C4H  plan-2  H20  0.020
 C4H  plan-3  C3   0.020
 C4H  plan-3  N4   0.020
 C4H  plan-3  C5   0.020
 C4H  plan-3  C6   0.020

