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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h25,28H,26H2/b25-23- 
303 InChIKey         InChI                1.02b DARQQJKHXPXSRO-HDECINGODP                                                                                                                                                                         
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                                                                                                                                                 
# 
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     
# 
