data_5LV
#

_chem_comp.id                                   5LV
_chem_comp.name                                 "8-[[1-(3-azanylpropyl)piperidin-4-yl]amino]-5-[5-(hydroxymethyl)pyridin-3-yl]-3-methyl-1~{H}-1,7-naphthyridin-2-one"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H30 N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "8-((1-(3-aminopropyl)piperidin-4-yl)amino)-5-(5-(hydroxymethyl)pyridin-3-yl)-3-methyl-1,7-naphthyridin-2(1H)-one"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-07-13
_chem_comp.pdbx_modified_date                   2021-10-08
_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                       422.523
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    5LV
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       7P4S
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
5LV  N1   N1   N  0  1  N  N  N  13.706   -8.734  20.073   -1.459  -1.321  -0.565  N1   5LV   1  
5LV  N3   N2   N  0  1  N  N  N   8.055  -13.076  15.034   -9.267   1.946   1.932  N3   5LV   2  
5LV  C4   C1   C  0  1  Y  N  N  17.103   -6.863  18.631    2.269   0.364   0.093  C4   5LV   3  
5LV  C5   C2   C  0  1  Y  N  N  17.009   -8.213  18.937    1.121   1.117  -0.119  C5   5LV   4  
5LV  C6   C3   C  0  1  Y  N  N  14.731   -8.139  19.420   -0.200  -0.775  -0.346  C6   5LV   5  
5LV  C7   C4   C  0  1  N  N  N  13.189  -10.102  19.991   -2.608  -0.442  -0.798  C7   5LV   6  
5LV  C8   C5   C  0  1  N  N  N  13.217  -10.554  18.525   -3.204  -0.014   0.546  C8   5LV   7  
5LV  C10  C6   C  0  1  N  N  N  10.074  -12.595  18.281   -6.682   0.843  -0.616  C10  5LV   8  
5LV  C13  C7   C  0  1  N  N  N  10.981  -11.345  20.173   -4.894  -0.291  -1.790  C13  5LV   9  
5LV  C15  C8   C  0  1  Y  N  N  14.682   -6.790  18.896    0.897  -1.620  -0.130  C15  5LV  10  
5LV  C17  C9   C  0  1  Y  N  N  18.444   -6.265  18.373    3.575   1.022   0.326  C17  5LV  11  
5LV  C20  C10  C  0  1  Y  N  N  20.021   -5.183  16.889    5.254   2.612  -0.272  C20  5LV  12  
5LV  C21  C11  C  0  1  N  N  N  20.334   -4.513  15.585    5.786   3.702  -1.168  C21  5LV  13  
5LV  C22  C12  C  0  1  Y  N  N  18.762   -5.711  17.137    4.027   2.030  -0.533  C22  5LV  14  
5LV  O    O1   O  0  1  N  N  N  12.283   -4.178  18.689    1.681  -4.996   0.057  O    5LV  15  
5LV  C16  C13  C  0  1  N  N  N  13.380   -4.729  18.602    1.833  -3.786   0.061  C16  5LV  16  
5LV  C1   C14  C  0  1  N  N  N  14.624   -4.045  18.304    3.122  -3.255   0.285  C1   5LV  17  
5LV  C    C15  C  0  1  N  N  N  14.594   -2.558  18.055    4.292  -4.183   0.492  C    5LV  18  
5LV  N4   N3   N  0  1  N  N  N  13.497   -6.060  18.861    0.764  -2.991  -0.128  N4   5LV  19  
5LV  C3   C16  C  0  1  Y  N  N  15.901   -6.133  18.604    2.159  -1.044   0.089  C3   5LV  20  
5LV  C2   C17  C  0  1  N  N  N  15.801   -4.719  18.300    3.313  -1.912   0.305  C2   5LV  21  
5LV  N    N4   N  0  1  Y  N  N  15.881   -8.845  19.276   -0.047   0.538  -0.327  N    5LV  22  
5LV  O1   O2   O  0  1  N  N  N  19.282   -3.675  15.157    5.350   4.973  -0.681  O1   5LV  23  
5LV  C19  C18  C  0  1  Y  N  N  20.949   -5.261  17.915    5.989   2.184   0.819  C19  5LV  24  
5LV  N5   N5   N  0  1  Y  N  N  20.690   -5.792  19.120    5.535   1.236   1.615  N5   5LV  25  
5LV  C18  C19  C  0  1  Y  N  N  19.454   -6.267  19.333    4.373   0.651   1.408  C18  5LV  26  
5LV  C14  C20  C  0  1  N  N  N  11.759  -10.086  20.563   -3.672  -1.193  -1.603  C14  5LV  27  
5LV  N2   N6   N  0  1  N  N  N  10.992  -11.537  18.724   -5.428   0.091  -0.476  N2   5LV  28  
5LV  C9   C21  C  0  1  N  N  N  12.368  -11.799  18.320   -4.440   0.854   0.297  C9   5LV  29  
5LV  C11  C22  C  0  1  N  N  N   9.338  -12.246  16.998   -7.334   1.006   0.758  C11  5LV  30  
5LV  C12  C23  C  0  1  N  N  N   8.776  -13.445  16.259   -8.641   1.789   0.613  C12  5LV  31  
5LV  H1   H1   H  0  1  N  N  N  13.938   -8.621  21.039   -1.576  -2.284  -0.569  H1   5LV  32  
5LV  H2   H2   H  0  1  N  N  N   7.708  -13.902  14.590   -8.635   2.388   2.582  H2   5LV  33  
5LV  H3   H3   H  0  1  N  N  N   7.290  -12.475  15.266  -10.132   2.461   1.863  H3   5LV  34  
5LV  H5   H5   H  0  1  N  N  N  17.916   -8.798  18.898    1.186   2.195  -0.115  H5   5LV  35  
5LV  H6   H6   H  0  1  N  N  N  13.812  -10.781  20.592   -2.286   0.439  -1.352  H6   5LV  36  
5LV  H7   H7   H  0  1  N  N  N  14.255  -10.776  18.237   -3.489  -0.898   1.116  H7   5LV  37  
5LV  H8   H8   H  0  1  N  N  N  12.826   -9.744  17.892   -2.464   0.558   1.107  H8   5LV  38  
5LV  H9   H9   H  0  1  N  N  N   9.332  -12.770  19.074   -6.471   1.826  -1.038  H9   5LV  39  
5LV  H10  H10  H  0  1  N  N  N  10.654  -13.514  18.113   -7.359   0.301  -1.277  H10  5LV  40  
5LV  H11  H11  H  0  1  N  N  N   9.940  -11.246  20.515   -4.603   0.605  -2.339  H11  5LV  41  
5LV  H12  H12  H  0  1  N  N  N  11.444  -12.218  20.656   -5.659  -0.828  -2.351  H12  5LV  42  
5LV  H13  H13  H  0  1  N  N  N  20.507   -5.285  14.821    6.875   3.669  -1.173  H13  5LV  43  
5LV  H14  H14  H  0  1  N  N  N  21.244   -3.907  15.706    5.413   3.554  -2.181  H14  5LV  44  
5LV  H15  H15  H  0  1  N  N  N  18.016   -5.692  16.357    3.432   2.344  -1.378  H15  5LV  45  
5LV  H16  H16  H  0  1  N  N  N  13.555   -2.199  18.099    3.950  -5.217   0.435  H16  5LV  46  
5LV  H17  H17  H  0  1  N  N  N  15.191   -2.046  18.824    5.039  -4.004  -0.281  H17  5LV  47  
5LV  H18  H18  H  0  1  N  N  N  15.014   -2.344  17.061    4.732  -4.000   1.472  H18  5LV  48  
5LV  H19  H19  H  0  1  N  N  N  12.651   -6.561  19.044   -0.108  -3.388  -0.280  H19  5LV  49  
5LV  H20  H20  H  0  1  N  N  N  16.704   -4.178  18.060    4.294  -1.495   0.475  H20  5LV  50  
5LV  H21  H21  H  0  1  N  N  N  19.516   -3.269  14.330    5.656   5.723  -1.210  H21  5LV  51  
5LV  H22  H22  H  0  1  N  N  N  21.940   -4.871  17.734    6.948   2.637   1.025  H22  5LV  52  
5LV  H23  H23  H  0  1  N  N  N  19.228   -6.676  20.307    4.035  -0.123   2.082  H23  5LV  53  
5LV  H24  H24  H  0  1  N  N  N  11.814  -10.026  21.660   -3.267  -1.464  -2.578  H24  5LV  54  
5LV  H25  H25  H  0  1  N  N  N  11.229   -9.204  20.174   -3.964  -2.096  -1.067  H25  5LV  55  
5LV  H27  H27  H  0  1  N  N  N  12.388  -12.082  17.257   -4.875   1.149   1.251  H27  5LV  56  
5LV  H28  H28  H  0  1  N  N  N  12.775  -12.621  18.926   -4.152   1.745  -0.262  H28  5LV  57  
5LV  H29  H29  H  0  1  N  N  N  10.039  -11.725  16.329   -7.545   0.023   1.179  H29  5LV  58  
5LV  H30  H30  H  0  1  N  N  N   8.504  -11.574  17.250   -6.658   1.548   1.419  H30  5LV  59  
5LV  H31  H31  H  0  1  N  N  N   8.083  -13.976  16.928   -9.317   1.248  -0.049  H31  5LV  60  
5LV  H32  H32  H  0  1  N  N  N   9.608  -14.112  15.989   -8.430   2.772   0.191  H32  5LV  61  
#   #
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
5LV  N3   C12  SING  N  N   1  
5LV  O1   C21  SING  N  N   2  
5LV  C21  C20  SING  N  N   3  
5LV  C12  C11  SING  N  N   4  
5LV  C20  C22  DOUB  Y  N   5  
5LV  C20  C19  SING  Y  N   6  
5LV  C11  C10  SING  N  N   7  
5LV  C22  C17  SING  Y  N   8  
5LV  C19  N5   DOUB  Y  N   9  
5LV  C    C1   SING  N  N  10  
5LV  C10  N2   SING  N  N  11  
5LV  C2   C1   DOUB  N  N  12  
5LV  C2   C3   SING  N  N  13  
5LV  C1   C16  SING  N  N  14  
5LV  C9   C8   SING  N  N  15  
5LV  C9   N2   SING  N  N  16  
5LV  C17  C4   SING  N  N  17  
5LV  C17  C18  DOUB  Y  N  18  
5LV  C8   C7   SING  N  N  19  
5LV  C16  O    DOUB  N  N  20  
5LV  C16  N4   SING  N  N  21  
5LV  C3   C4   DOUB  Y  N  22  
5LV  C3   C15  SING  Y  N  23  
5LV  C4   C5   SING  Y  N  24  
5LV  N2   C13  SING  N  N  25  
5LV  N4   C15  SING  N  N  26  
5LV  C15  C6   DOUB  Y  N  27  
5LV  C5   N    DOUB  Y  N  28  
5LV  N5   C18  SING  Y  N  29  
5LV  N    C6   SING  Y  N  30  
5LV  C6   N1   SING  N  N  31  
5LV  C7   N1   SING  N  N  32  
5LV  C7   C14  SING  N  N  33  
5LV  C13  C14  SING  N  N  34  
5LV  N1   H1   SING  N  N  35  
5LV  N3   H2   SING  N  N  36  
5LV  N3   H3   SING  N  N  37  
5LV  C5   H5   SING  N  N  38  
5LV  C7   H6   SING  N  N  39  
5LV  C8   H7   SING  N  N  40  
5LV  C8   H8   SING  N  N  41  
5LV  C10  H9   SING  N  N  42  
5LV  C10  H10  SING  N  N  43  
5LV  C13  H11  SING  N  N  44  
5LV  C13  H12  SING  N  N  45  
5LV  C21  H13  SING  N  N  46  
5LV  C21  H14  SING  N  N  47  
5LV  C22  H15  SING  N  N  48  
5LV  C    H16  SING  N  N  49  
5LV  C    H17  SING  N  N  50  
5LV  C    H18  SING  N  N  51  
5LV  N4   H19  SING  N  N  52  
5LV  C2   H20  SING  N  N  53  
5LV  O1   H21  SING  N  N  54  
5LV  C19  H22  SING  N  N  55  
5LV  C18  H23  SING  N  N  56  
5LV  C14  H24  SING  N  N  57  
5LV  C14  H25  SING  N  N  58  
5LV  C9   H27  SING  N  N  59  
5LV  C9   H28  SING  N  N  60  
5LV  C11  H29  SING  N  N  61  
5LV  C11  H30  SING  N  N  62  
5LV  C12  H31  SING  N  N  63  
5LV  C12  H32  SING  N  N  64  
#   #
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
5LV  InChI             InChI                 1.03   "InChI=1S/C23H30N6O2/c1-15-9-19-20(17-10-16(14-30)11-25-12-17)13-26-22(21(19)28-23(15)31)27-18-3-7-29(8-4-18)6-2-5-24/h9-13,18,30H,2-8,14,24H2,1H3,(H,26,27)(H,28,31)"  
5LV  InChIKey          InChI                 1.03   WQPQQRVHJTZSFA-UHFFFAOYSA-N  
5LV  SMILES_CANONICAL  CACTVS                3.385  "CC1=Cc2c(NC1=O)c(NC3CCN(CCCN)CC3)ncc2c4cncc(CO)c4"  
5LV  SMILES            CACTVS                3.385  "CC1=Cc2c(NC1=O)c(NC3CCN(CCCN)CC3)ncc2c4cncc(CO)c4"  
5LV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1=Cc2c(cnc(c2NC1=O)NC3CCN(CC3)CCCN)c4cc(cnc4)CO"  
5LV  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1=Cc2c(cnc(c2NC1=O)NC3CCN(CC3)CCCN)c4cc(cnc4)CO"  
#
_pdbx_chem_comp_identifier.comp_id          5LV
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "8-[[1-(3-azanylpropyl)piperidin-4-yl]amino]-5-[5-(hydroxymethyl)pyridin-3-yl]-3-methyl-1~{H}-1,7-naphthyridin-2-one"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     5LV
_pdbx_chem_comp_synonyms.name        "8-((1-(3-aminopropyl)piperidin-4-yl)amino)-5-(5-(hydroxymethyl)pyridin-3-yl)-3-methyl-1,7-naphthyridin-2(1H)-one"
_pdbx_chem_comp_synonyms.provenance  AUTHOR
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
5LV  "Create component"  2021-07-13  PDBE  
5LV  "Initial release"   2021-10-13  RCSB  
##
