data_6NP
# 
_chem_comp.id                                    6NP 
_chem_comp.name                                  6((S)-3-BENZYLPIPERAZIN-1-YL)-3-(NAPHTHALEN-2-YL)-4-(PYRIDIN-4-YL)PYRAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H27 N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        457.569 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6NP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YQJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
6NP C1   C1   C 0 1 Y N N 23.643 14.929 32.101 0.864  -0.520 0.185  C1   6NP 1  
6NP N1   N1   N 0 1 Y N N 22.471 15.633 32.196 0.485  0.722  -0.082 N1   6NP 2  
6NP N2   N2   N 0 1 Y N N 21.314 14.948 32.296 -0.747 1.053  -0.217 N2   6NP 3  
6NP C2   C2   C 0 1 Y N N 21.182 13.571 32.315 -1.733 0.176  -0.088 C2   6NP 4  
6NP C3   C3   C 0 1 Y N N 22.479 12.769 32.212 -1.434 -1.171 0.202  C3   6NP 5  
6NP C5   C5   C 0 1 Y N N 22.531 11.251 32.218 -2.510 -2.179 0.353  C5   6NP 6  
6NP C6   C6   C 0 1 Y N N 23.223 10.561 33.237 -2.457 -3.395 -0.335 C6   6NP 7  
6NP C7   C7   C 0 1 Y N N 23.249 9.152  33.226 -3.480 -4.306 -0.164 C7   6NP 8  
6NP N3   N3   N 0 1 Y N N 22.627 8.409  32.265 -4.497 -4.041 0.634  N3   6NP 9  
6NP C8   C8   C 0 1 Y N N 21.956 9.069  31.275 -4.585 -2.906 1.301  C8   6NP 10 
6NP C9   C9   C 0 1 Y N N 21.888 10.473 31.218 -3.603 -1.943 1.193  C9   6NP 11 
6NP C4   C4   C 0 1 Y N N 23.657 13.507 32.108 -0.091 -1.522 0.341  C4   6NP 12 
6NP C10  C10  C 0 1 N N N 27.870 13.963 30.408 5.215  1.473  -0.039 C10  6NP 13 
6NP C11  C11  C 0 1 Y N N 26.824 11.731 29.729 7.446  0.922  -1.031 C11  6NP 14 
6NP C12  C12  C 0 1 Y N N 26.555 10.360 29.957 8.803  0.687  -0.912 C12  6NP 15 
6NP C13  C13  C 0 1 Y N N 27.048 9.734  31.122 9.408  0.745  0.330  C13  6NP 16 
6NP C14  C14  C 0 1 Y N N 27.814 10.480 32.057 8.656  1.039  1.452  C14  6NP 17 
6NP C15  C15  C 0 1 Y N N 28.083 11.851 31.827 7.300  1.279  1.332  C15  6NP 18 
6NP C16  C16  C 0 1 Y N N 27.591 12.493 30.662 6.694  1.216  0.091  C16  6NP 19 
6NP C17  C17  C 0 1 Y N N 19.810 12.961 32.427 -3.140 0.609  -0.248 C17  6NP 20 
6NP C18  C18  C 0 1 Y N N 18.884 13.141 31.370 -3.549 1.821  0.277  C18  6NP 21 
6NP C19  C19  C 0 1 Y N N 17.585 12.541 31.454 -4.883 2.228  0.118  C19  6NP 22 
6NP C20  C20  C 0 1 Y N N 17.210 11.748 32.614 -5.793 1.385  -0.569 C20  6NP 23 
6NP C21  C21  C 0 1 Y N N 18.148 11.583 33.666 -5.346 0.156  -1.087 C21  6NP 24 
6NP C22  C22  C 0 1 Y N N 19.429 12.185 33.564 -4.051 -0.218 -0.927 C22  6NP 25 
6NP C23  C23  C 0 1 Y N N 16.648 12.713 30.386 -5.335 3.456  0.634  C23  6NP 26 
6NP C24  C24  C 0 1 Y N N 15.362 12.102 30.471 -6.636 3.818  0.467  C24  6NP 27 
6NP C25  C25  C 0 1 Y N N 15.003 11.325 31.611 -7.530 2.990  -0.208 C25  6NP 28 
6NP C26  C26  C 0 1 Y N N 15.917 11.143 32.688 -7.128 1.794  -0.721 C26  6NP 29 
6NP C27  C27  C 0 1 N N S 26.602 14.818 30.559 4.453  0.155  0.110  C27  6NP 30 
6NP C28  C28  C 0 1 N N N 26.172 15.050 32.023 2.949  0.432  0.102  C28  6NP 31 
6NP N4   N4   N 0 1 N N N 24.832 15.681 31.989 2.215  -0.821 0.316  N4   6NP 32 
6NP C29  C29  C 0 1 N N N 24.796 17.003 31.304 2.558  -1.711 -0.800 C29  6NP 33 
6NP C30  C30  C 0 1 N N N 25.425 16.889 29.889 4.062  -1.989 -0.793 C30  6NP 34 
6NP N5   N5   N 0 1 N N N 26.705 16.130 29.882 4.796  -0.736 -1.006 N5   6NP 35 
6NP H6   H6   H 0 1 N N N 23.739 11.118 34.036 -1.628 -3.618 -0.990 H6   6NP 36 
6NP H7   H7   H 0 1 N N N 23.786 8.599  34.014 -3.448 -5.248 -0.691 H7   6NP 37 
6NP H8   H8   H 0 1 N N N 21.458 8.455  30.505 -5.435 -2.731 1.943  H8   6NP 38 
6NP H9   H9   H 0 1 N N N 21.335 10.959 30.396 -3.682 -1.016 1.742  H9   6NP 39 
6NP H4   H4   H 0 1 N N N 24.611 12.959 32.030 0.199  -2.539 0.563  H4   6NP 40 
6NP H101 1H10 H 0 0 N N N 28.693 14.338 31.059 5.006  1.905  -1.018 H101 6NP 41 
6NP H102 2H10 H 0 0 N N N 28.349 14.119 29.413 4.897  2.166  0.740  H102 6NP 42 
6NP H11  H11  H 0 1 N N N 26.432 12.210 28.815 6.973  0.877  -2.001 H11  6NP 43 
6NP H12  H12  H 0 1 N N N 25.962 9.780  29.228 9.390  0.456  -1.789 H12  6NP 44 
6NP H13  H13  H 0 1 N N N 26.835 8.666  31.300 10.468 0.560  0.423  H13  6NP 45 
6NP H14  H14  H 0 1 N N N 28.202 9.991  32.966 9.129  1.084  2.422  H14  6NP 46 
6NP H15  H15  H 0 1 N N N 28.678 12.421 32.559 6.713  1.510  2.208  H15  6NP 47 
6NP H18  H18  H 0 1 N N N 19.171 13.742 30.490 -2.846 2.452  0.802  H18  6NP 48 
6NP H21  H21  H 0 1 N N N 17.883 10.990 34.557 -6.034 -0.491 -1.612 H21  6NP 49 
6NP H22  H22  H 0 1 N N N 20.147 12.046 34.389 -3.716 -1.163 -1.328 H22  6NP 50 
6NP H23  H23  H 0 1 N N N 16.915 13.314 29.500 -4.653 4.108  1.159  H23  6NP 51 
6NP H24  H24  H 0 1 N N N 14.639 12.231 29.648 -6.981 4.761  0.864  H24  6NP 52 
6NP H25  H25  H 0 1 N N N 14.004 10.858 31.660 -8.557 3.301  -0.327 H25  6NP 53 
6NP H26  H26  H 0 1 N N N 15.627 10.542 33.566 -7.832 1.163  -1.242 H26  6NP 54 
6NP H27  H27  H 0 1 N N N 25.816 14.205 30.058 4.730  -0.320 1.051  H27  6NP 55 
6NP H281 1H28 H 0 0 N N N 26.202 14.121 32.640 2.664  0.861  -0.858 H281 6NP 56 
6NP H282 2H28 H 0 0 N N N 26.916 15.636 32.609 2.706  1.135  0.899  H282 6NP 57 
6NP H291 1H29 H 0 0 N N N 23.765 17.426 31.269 2.282  -1.237 -1.741 H291 6NP 58 
6NP H292 2H29 H 0 0 N N N 25.280 17.801 31.912 2.016  -2.651 -0.695 H292 6NP 59 
6NP H301 1H30 H 0 0 N N N 24.698 16.452 29.164 4.347  -2.417 0.168  H301 6NP 60 
6NP H302 2H30 H 0 0 N N N 25.556 17.896 29.429 4.305  -2.692 -1.589 H302 6NP 61 
6NP HN5  HN5  H 0 1 N N N 27.059 16.022 28.931 5.777  -0.954 -0.911 HN5  6NP 62 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
6NP C1  N1   SING Y N 1  
6NP C1  C4   DOUB Y N 2  
6NP C1  N4   SING N N 3  
6NP N1  N2   DOUB Y N 4  
6NP N2  C2   SING Y N 5  
6NP C2  C3   DOUB Y N 6  
6NP C2  C17  SING N N 7  
6NP C3  C5   SING N N 8  
6NP C3  C4   SING Y N 9  
6NP C5  C6   DOUB Y N 10 
6NP C5  C9   SING Y N 11 
6NP C6  C7   SING Y N 12 
6NP C6  H6   SING N N 13 
6NP C7  N3   DOUB Y N 14 
6NP C7  H7   SING N N 15 
6NP N3  C8   SING Y N 16 
6NP C8  C9   DOUB Y N 17 
6NP C8  H8   SING N N 18 
6NP C9  H9   SING N N 19 
6NP C4  H4   SING N N 20 
6NP C10 C16  SING N N 21 
6NP C10 C27  SING N N 22 
6NP C10 H101 SING N N 23 
6NP C10 H102 SING N N 24 
6NP C11 C12  DOUB Y N 25 
6NP C11 C16  SING Y N 26 
6NP C11 H11  SING N N 27 
6NP C12 C13  SING Y N 28 
6NP C12 H12  SING N N 29 
6NP C13 C14  DOUB Y N 30 
6NP C13 H13  SING N N 31 
6NP C14 C15  SING Y N 32 
6NP C14 H14  SING N N 33 
6NP C15 C16  DOUB Y N 34 
6NP C15 H15  SING N N 35 
6NP C17 C18  DOUB Y N 36 
6NP C17 C22  SING Y N 37 
6NP C18 C19  SING Y N 38 
6NP C18 H18  SING N N 39 
6NP C19 C20  DOUB Y N 40 
6NP C19 C23  SING Y N 41 
6NP C20 C21  SING Y N 42 
6NP C20 C26  SING Y N 43 
6NP C21 C22  DOUB Y N 44 
6NP C21 H21  SING N N 45 
6NP C22 H22  SING N N 46 
6NP C23 C24  DOUB Y N 47 
6NP C23 H23  SING N N 48 
6NP C24 C25  SING Y N 49 
6NP C24 H24  SING N N 50 
6NP C25 C26  DOUB Y N 51 
6NP C25 H25  SING N N 52 
6NP C26 H26  SING N N 53 
6NP C27 C28  SING N N 54 
6NP C27 N5   SING N N 55 
6NP C27 H27  SING N N 56 
6NP C28 N4   SING N N 57 
6NP C28 H281 SING N N 58 
6NP C28 H282 SING N N 59 
6NP N4  C29  SING N N 60 
6NP C29 C30  SING N N 61 
6NP C29 H291 SING N N 62 
6NP C29 H292 SING N N 63 
6NP C30 N5   SING N N 64 
6NP C30 H301 SING N N 65 
6NP C30 H302 SING N N 66 
6NP N5  HN5  SING N N 67 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
6NP SMILES           ACDLabs              10.04 n2nc(cc(c1ccncc1)c2c4cc3ccccc3cc4)N5CC(NCC5)Cc6ccccc6                                                                                                                       
6NP InChI            InChI                1.02b InChI=1/C30H27N5/c1-2-6-22(7-3-1)18-27-21-35(17-16-32-27)29-20-28(24-12-14-31-15-13-24)30(34-33-29)26-11-10-23-8-4-5-9-25(23)19-26/h1-15,19-20,27,32H,16-18,21H2/t27-/m0/s1 
6NP InChIKey         InChI                1.02b WFSFNKVFXLIZIY-MHZLTWQEBK                                                                                                                                                   
6NP SMILES_CANONICAL CACTVS               3.341 C1CN(C[C@H](Cc2ccccc2)N1)c3cc(c4ccncc4)c(nn3)c5ccc6ccccc6c5                                                                                                                 
6NP SMILES           CACTVS               3.341 C1CN(C[CH](Cc2ccccc2)N1)c3cc(c4ccncc4)c(nn3)c5ccc6ccccc6c5                                                                                                                  
6NP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H]2C[N@@](CCN2)c3cc(c(nn3)c4ccc5ccccc5c4)c6ccncc6                                                                                                             
6NP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC2CN(CCN2)c3cc(c(nn3)c4ccc5ccccc5c4)c6ccncc6                                                                                                                     
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
6NP "SYSTEMATIC NAME" ACDLabs              10.04 6-[(3S)-3-benzylpiperazin-1-yl]-3-naphthalen-2-yl-4-pyridin-4-ylpyridazine             
6NP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-naphthalen-2-yl-6-[(1R,3S)-3-(phenylmethyl)piperazin-1-yl]-4-pyridin-4-yl-pyridazine 
# 
