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 2011-06-04 _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 Y N 7 6NP C3 C5 SING Y 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 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" 6NP InChI InChI 1.03 "InChI=1S/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 1.03 WFSFNKVFXLIZIY-MHZLTWQESA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6NP "Create component" 2005-02-25 RCSB 6NP "Modify aromatic_flag" 2011-06-04 RCSB 6NP "Modify descriptor" 2011-06-04 RCSB #