data_303
#

_chem_comp.id                                   303
_chem_comp.name                                 "6-[(Z)-AMINO(IMINO)METHYL]-N-(1-ISOPROPYL-1,2,3,4-TETRAHYDROISOQUINOLIN-7-YL)-2-NAPHTHAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H26 N4 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "6-[N-(1-ISOPROPYL-1,2,3,4-TETRAHYDRO-7-ISOQUINOLINYL)CARBAMYL]-2-NAPHTHALENECARBOXAMIDINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-04-09
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       386.489
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    303
_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       1OWK
_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
303  N18   N18   N  0  1  N  N  N  16.827  19.521  33.895   1.580   0.894  -8.243  N18   303   1  
303  C17   C17   C  0  1  N  N  N  18.149  19.646  34.026   0.598   0.094  -7.940  C17   303   2  
303  N19   N19   N  0  1  N  N  N  18.621  20.698  34.686  -0.067  -0.586  -8.936  N19   303   3  
303  C4    C4    C  0  1  Y  N  N  19.072  18.630  33.468   0.196  -0.082  -6.526  C4    303   4  
303  C5    C5    C  0  1  Y  N  N  20.355  18.468  34.084   0.869   0.605  -5.531  C5    303   5  
303  C6    C6    C  0  1  Y  N  N  21.300  17.473  33.699   0.485   0.434  -4.192  C6    303   6  
303  C10   C10   C  0  1  Y  N  N  22.567  17.369  34.359   1.149   1.119  -3.157  C10   303   7  
303  C11   C11   C  0  1  Y  N  N  23.525  16.379  33.988   0.763   0.941  -1.868  C11   303   8  
303  C12   C12   C  0  1  Y  N  N  23.242  15.456  32.926  -0.298   0.077  -1.546  C12   303   9  
303  C13   C13   C  0  1  Y  N  N  21.959  15.545  32.248  -0.968  -0.614  -2.542  C13   303  10  
303  C1    C1    C  0  1  Y  N  N  20.968  16.553  32.624  -0.587  -0.439  -3.881  C1    303  11  
303  C2    C2    C  0  1  Y  N  N  19.665  16.734  31.994  -1.251  -1.123  -4.916  C2    303  12  
303  C3    C3    C  0  1  Y  N  N  18.725  17.748  32.387  -0.863  -0.945  -6.206  C3    303  13  
303  C20   C20   C  0  1  N  N  N  24.351  14.510  32.636  -0.699  -0.098  -0.135  C20   303  14  
303  O21   O21   O  0  1  N  N  N  25.163  14.211  33.514  -1.616  -0.843   0.147  O21   303  15  
303  N22   N22   N  0  1  N  N  N  24.440  14.010  31.367  -0.047   0.568   0.838  N22   303  16  
303  C23   C23   C  0  1  Y  N  N  25.505  13.308  30.826  -0.499   0.494   2.159  C23   303  17  
303  C28   C28   C  0  1  Y  N  N  26.321  12.406  31.549   0.411   0.452   3.204  C28   303  18  
303  C27   C27   C  0  1  Y  N  N  27.338  11.673  30.903  -0.033   0.377   4.515  C27   303  19  
303  C26   C26   C  0  1  Y  N  N  27.482  11.786  29.490  -1.387   0.346   4.777  C26   303  20  
303  C25   C25   C  0  1  Y  N  N  26.696  12.702  28.769  -2.299   0.389   3.735  C25   303  21  
303  C24   C24   C  0  1  Y  N  N  25.751  13.480  29.447  -1.861   0.463   2.429  C24   303  22  
303  C32   C32   C  0  1  N  N  N  28.483  10.923  28.737  -1.900   0.264   6.193  C32   303  23  
303  C33   C33   C  0  1  N  N  N  28.942   9.720  29.570  -0.771   0.611   7.165  C33   303  24  
303  N34   N34   N  0  1  N  N  N  29.404  10.247  30.855   0.398  -0.218   6.845  N34   303  25  
303  C35   C35   C  0  1  N  N  S  28.305  10.778  31.679   0.984   0.335   5.623  C35   303  26  
303  C40   C40   C  0  1  N  N  N  28.910  11.432  32.932   2.164  -0.536   5.190  C40   303  27  
303  C42   C42   C  0  1  N  N  N  29.900  12.583  32.632   3.210  -0.570   6.306  C42   303  28  
303  C46   C46   C  0  1  N  N  N  29.426  10.400  33.930   1.672  -1.957   4.909  C46   303  29  
303  H18   H18   H  0  1  N  N  N  16.239  20.348  33.995   1.843   1.010  -9.170  H18   303  30  
303  H191  1H19  H  0  0  N  N  N  19.631  20.793  34.786   0.195  -0.471  -9.862  H191  303  31  
303  H192  2H19  H  0  0  N  N  N  18.191  20.730  35.610  -0.799  -1.182  -8.710  H192  303  32  
303  H5    H5    H  0  1  N  N  N  20.632  19.150  34.904   1.683   1.268  -5.783  H5    303  33  
303  H10   H10   H  0  1  N  N  N  22.811  18.070  35.174   1.966   1.786  -3.388  H10   303  34  
303  H11   H11   H  0  1  N  N  N  24.487  16.327  34.524   1.278   1.470  -1.079  H11   303  35  
303  H13   H13   H  0  1  N  N  N  21.733  14.835  31.434  -1.780  -1.280  -2.290  H13   303  36  
303  H2    H2    H  0  1  N  N  N  19.372  16.062  31.169  -2.068  -1.790  -4.685  H2    303  37  
303  H3    H3    H  0  1  N  N  N  17.756  17.847  31.869  -1.378  -1.474  -6.995  H3    303  38  
303  H22   H22   H  0  1  N  N  N  23.633  14.176  30.765   0.734   1.100   0.622  H22   303  39  
303  H28   H28   H  0  1  N  N  N  26.162  12.272  32.632   1.470   0.477   2.996  H28   303  40  
303  H25   H25   H  0  1  N  N  N  26.820  12.809  27.678  -3.358   0.365   3.946  H25   303  41  
303  H24   H24   H  0  1  N  N  N  25.189  14.243  28.883  -2.575   0.496   1.619  H24   303  42  
303  H321  1H32  H  0  0  N  N  N  28.078  10.601  27.749  -2.254  -0.747   6.393  H321  303  43  
303  H322  2H32  H  0  0  N  N  N  29.351  11.525  28.382  -2.722   0.969   6.323  H322  303  44  
303  H331  1H33  H  0  0  N  N  N  28.159   8.932  29.673  -1.094   0.410   8.187  H331  303  45  
303  H332  2H33  H  0  0  N  N  N  29.704   9.092  29.052  -0.511   1.665   7.062  H332  303  46  
303  H34   H34   H  0  1  N  N  N  30.133  10.947  30.722   1.070  -0.068   7.583  H34   303  47  
303  H35   H35   H  0  1  N  N  N  27.648   9.937  32.004   1.340   1.347   5.822  H35   303  48  
303  H40   H40   H  0  1  N  N  N  28.065  11.949  33.444   2.611  -0.121   4.286  H40   303  49  
303  H421  1H42  H  0  0  N  N  N  30.338  13.057  33.540   4.051  -1.192   5.998  H421  303  50  
303  H422  2H42  H  0  0  N  N  N  30.706  12.234  31.945   3.561   0.441   6.506  H422  303  51  
303  H423  3H42  H  0  0  N  N  N  29.418  13.352  31.984   2.763  -0.985   7.210  H423  303  52  
303  H461  1H46  H  0  0  N  N  N  29.864  10.874  34.838   1.225  -2.372   5.812  H461  303  53  
303  H462  2H46  H  0  0  N  N  N  28.629   9.668  34.201   0.927  -1.933   4.114  H462  303  54  
303  H463  3H46  H  0  0  N  N  N  30.151   9.702  33.449   2.512  -2.579   4.600  H463  303  55  
#   #
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
303  N18  C17   DOUB  N  N   1  
303  N18  H18   SING  N  N   2  
303  C17  N19   SING  N  N   3  
303  C17  C4    SING  N  N   4  
303  N19  H191  SING  N  N   5  
303  N19  H192  SING  N  N   6  
303  C4   C5    DOUB  Y  N   7  
303  C4   C3    SING  Y  N   8  
303  C5   C6    SING  Y  N   9  
303  C5   H5    SING  N  N  10  
303  C6   C10   DOUB  Y  N  11  
303  C6   C1    SING  Y  N  12  
303  C10  C11   SING  Y  N  13  
303  C10  H10   SING  N  N  14  
303  C11  C12   DOUB  Y  N  15  
303  C11  H11   SING  N  N  16  
303  C12  C13   SING  Y  N  17  
303  C12  C20   SING  N  N  18  
303  C13  C1    DOUB  Y  N  19  
303  C13  H13   SING  N  N  20  
303  C1   C2    SING  Y  N  21  
303  C2   C3    DOUB  Y  N  22  
303  C2   H2    SING  N  N  23  
303  C3   H3    SING  N  N  24  
303  C20  O21   DOUB  N  N  25  
303  C20  N22   SING  N  N  26  
303  N22  C23   SING  N  N  27  
303  N22  H22   SING  N  N  28  
303  C23  C28   DOUB  Y  N  29  
303  C23  C24   SING  Y  N  30  
303  C28  C27   SING  Y  N  31  
303  C28  H28   SING  N  N  32  
303  C27  C26   DOUB  Y  N  33  
303  C27  C35   SING  N  N  34  
303  C26  C25   SING  Y  N  35  
303  C26  C32   SING  N  N  36  
303  C25  C24   DOUB  Y  N  37  
303  C25  H25   SING  N  N  38  
303  C24  H24   SING  N  N  39  
303  C32  C33   SING  N  N  40  
303  C32  H321  SING  N  N  41  
303  C32  H322  SING  N  N  42  
303  C33  N34   SING  N  N  43  
303  C33  H331  SING  N  N  44  
303  C33  H332  SING  N  N  45  
303  N34  C35   SING  N  N  46  
303  N34  H34   SING  N  N  47  
303  C35  C40   SING  N  N  48  
303  C35  H35   SING  N  N  49  
303  C40  C42   SING  N  N  50  
303  C40  C46   SING  N  N  51  
303  C40  H40   SING  N  N  52  
303  C42  H421  SING  N  N  53  
303  C42  H422  SING  N  N  54  
303  C42  H423  SING  N  N  55  
303  C46  H461  SING  N  N  56  
303  C46  H462  SING  N  N  57  
303  C46  H463  SING  N  N  58  
#   #
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
303  SMILES            ACDLabs               10.04  "O=C(c2cc1ccc(C(=[N@H])N)cc1cc2)Nc3ccc4c(c3)C(NCC4)C(C)C"  
303  SMILES_CANONICAL  CACTVS                3.341  "CC(C)[C@@H]1NCCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12"  
303  SMILES            CACTVS                3.341  "CC(C)[CH]1NCCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12"  
303  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC(C)[C@H]1c2cc(ccc2CCN1)NC(=O)c3ccc4cc(ccc4c3)C(=N)N"  
303  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C)C1c2cc(ccc2CCN1)NC(=O)c3ccc4cc(ccc4c3)C(=N)N"  
303  InChI             InChI                 1.03   "InChI=1S/C24H26N4O/c1-14(2)22-21-13-20(8-7-15(21)9-10-27-22)28-24(29)19-6-4-16-11-18(23(25)26)5-3-17(16)12-19/h3-8,11-14,22,27H,9-10H2,1-2H3,(H3,25,26)(H,28,29)/t22-/m0/s1"  
303  InChIKey          InChI                 1.03   DARQQJKHXPXSRO-QFIPXVFZSA-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
303  "SYSTEMATIC NAME"  ACDLabs               10.04  "6-carbamimidoyl-N-[(1S)-1-(1-methylethyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]naphthalene-2-carboxamide"  
303  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "6-carbamimidoyl-N-[(1S)-1-propan-2-yl-1,2,3,4-tetrahydroisoquinolin-7-yl]naphthalene-2-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
303  "Create component"   2003-04-09  RCSB  
303  "Modify descriptor"  2011-06-04  RCSB  
303  "Modify synonyms"    2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     303
_pdbx_chem_comp_synonyms.name        "6-[N-(1-ISOPROPYL-1,2,3,4-TETRAHYDRO-7-ISOQUINOLINYL)CARBAMYL]-2-NAPHTHALENECARBOXAMIDINE"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
