data_155
# 
_chem_comp.id                                    155 
_chem_comp.name                                  6-[(Z)-AMINO(IMINO)METHYL]-N-(1-ISOPROPYL-3,4-DIHYDROISOQUINOLIN-7-YL)-2-NAPHTHAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H24 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         6-[N-(1-ISOPROPYL-3,4-DIHYDRO-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                        384.474 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     155 
_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        1OWJ 
_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 
155 N18  N18  N 0 1 N N N 16.994 19.364 33.970 -0.798 0.734  8.270  N18  155 1  
155 C17  C17  C 0 1 N N N 18.339 19.522 33.847 0.281  0.263  7.715  C17  155 2  
155 N19  N19  N 0 1 N N N 18.870 20.745 34.046 1.372  -0.057 8.494  N19  155 3  
155 C12  C12  C 0 1 Y N N 19.214 18.374 33.518 0.337  0.074  6.248  C12  155 4  
155 C13  C13  C 0 1 Y N N 20.523 18.432 34.023 -0.761 0.399  5.472  C13  155 5  
155 C4   C4   C 0 1 Y N N 21.479 17.417 33.798 -0.703 0.218  4.082  C4   155 6  
155 C5   C5   C 0 1 Y N N 22.811 17.601 34.271 -1.804 0.539  3.265  C5   155 7  
155 C6   C6   C 0 1 Y N N 23.820 16.645 33.999 -1.729 0.357  1.922  C6   155 8  
155 C1   C1   C 0 1 Y N N 23.520 15.474 33.254 -0.559 -0.150 1.327  C1   155 9  
155 C2   C2   C 0 1 Y N N 22.164 15.274 32.757 0.538  -0.480 2.105  C2   155 10 
155 C3   C3   C 0 1 Y N N 21.123 16.244 33.019 0.481  -0.294 3.494  C3   155 11 
155 C10  C10  C 0 1 Y N N 19.781 16.178 32.502 1.582  -0.615 4.311  C10  155 12 
155 C11  C11  C 0 1 Y N N 18.827 17.224 32.736 1.505  -0.432 5.655  C11  155 13 
155 C20  C20  C 0 1 N N N 24.603 14.524 33.128 -0.504 -0.339 -0.136 C20  155 14 
155 O21  O21  O 0 1 N N N 25.647 14.504 33.774 0.503  -0.778 -0.655 O21  155 15 
155 N22  N22  N 0 1 N N N 24.387 13.650 32.238 -1.571 -0.024 -0.897 N22  155 16 
155 C23  C23  C 0 1 Y N N 25.412 13.334 31.489 -1.483 -0.099 -2.291 C23  155 17 
155 C28  C28  C 0 1 Y N N 26.297 12.325 31.863 -0.282 0.186  -2.925 C28  155 18 
155 C27  C27  C 0 1 Y N N 27.175 11.850 30.878 -0.204 0.103  -4.314 C27  155 19 
155 C26  C26  C 0 1 Y N N 27.229 12.448 29.592 -1.332 -0.252 -5.057 C26  155 20 
155 C25  C25  C 0 1 Y N N 26.401 13.530 29.270 -2.519 -0.534 -4.419 C25  155 21 
155 C24  C24  C 0 1 Y N N 25.479 13.960 30.236 -2.597 -0.458 -3.039 C24  155 22 
155 C32  C32  C 0 1 N N N 28.178 11.888 28.571 -1.215 -0.324 -6.557 C32  155 23 
155 C33  C33  C 0 1 N N N 28.358 10.334 28.694 -0.230 0.737  -7.042 C33  155 24 
155 N34  N34  N 0 1 N N N 28.527 9.948  30.086 1.018  0.682  -6.289 N34  155 25 
155 C35  C35  C 0 1 N N N 27.977 10.662 31.100 1.050  0.402  -5.030 C35  155 26 
155 C40  C40  C 0 1 N N N 28.166 10.152 32.470 2.366  0.375  -4.294 C40  155 27 
155 C41  C41  C 0 1 N N N 29.532 10.649 32.962 2.659  -1.050 -3.826 C41  155 28 
155 C45  C45  C 0 1 N N N 27.869 8.646  32.381 3.482  0.845  -5.229 C45  155 29 
155 H18  H18  H 0 1 N N N 16.386 20.178 33.877 -0.835 0.858  9.232  H18  155 30 
155 H191 1H19 H 0 0 N N N 19.878 20.863 33.953 1.335  0.066  9.455  H191 155 31 
155 H192 2H19 H 0 0 N N N 18.580 21.084 34.963 2.177  -0.408 8.080  H192 155 32 
155 H13  H13  H 0 1 N N N 20.812 19.312 34.621 -1.656 0.789  5.933  H13  155 33 
155 H5   H5   H 0 1 N N N 23.065 18.499 34.858 -2.708 0.930  3.707  H5   155 34 
155 H6   H6   H 0 1 N N N 24.845 16.813 34.369 -2.577 0.606  1.301  H6   155 35 
155 H2   H2   H 0 1 N N N 21.921 14.371 32.171 1.431  -0.874 1.644  H2   155 36 
155 H10  H10  H 0 1 N N N 19.474 15.299 31.909 2.486  -1.005 3.870  H10  155 37 
155 H11  H11  H 0 1 N N N 17.808 17.145 32.319 2.354  -0.680 6.276  H11  155 38 
155 H22  H22  H 0 1 N N N 23.461 13.233 32.132 -2.401 0.252  -0.478 H22  155 39 
155 H28  H28  H 0 1 N N N 26.302 11.921 32.889 0.585  0.466  -2.346 H28  155 40 
155 H25  H25  H 0 1 N N N 26.472 14.027 28.288 -3.389 -0.814 -4.995 H25  155 41 
155 H24  H24  H 0 1 N N N 24.799 14.798 30.008 -3.530 -0.680 -2.541 H24  155 42 
155 H321 1H32 H 0 0 N N N 27.867 12.173 27.538 -2.192 -0.146 -7.007 H321 155 43 
155 H322 2H32 H 0 0 N N N 29.163 12.408 28.614 -0.856 -1.312 -6.847 H322 155 44 
155 H331 1H33 H 0 0 N N N 27.520 9.780  28.209 -0.678 1.723  -6.918 H331 155 45 
155 H332 2H33 H 0 0 N N N 29.193 9.962  28.056 -0.018 0.573  -8.098 H332 155 46 
155 H40  H40  H 0 1 N N N 27.483 10.523 33.269 2.313  1.038  -3.430 H40  155 47 
155 H411 1H41 H 0 0 N N N 29.675 10.263 33.998 3.610  -1.070 -3.294 H411 155 48 
155 H412 2H41 H 0 0 N N N 30.367 10.374 32.276 1.863  -1.385 -3.160 H412 155 49 
155 H413 3H41 H 0 0 N N N 29.643 11.756 32.890 2.712  -1.713 -4.690 H413 155 50 
155 H451 1H45 H 0 0 N N N 28.012 8.260  33.417 3.593  0.134  -6.048 H451 155 51 
155 H452 2H45 H 0 0 N N N 26.870 8.408  31.944 3.231  1.826  -5.631 H452 155 52 
155 H453 3H45 H 0 0 N N N 28.475 8.111  31.613 4.418  0.908  -4.674 H453 155 53 
# 
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 
155 N18 C17  DOUB N N 1  
155 N18 H18  SING N N 2  
155 C17 N19  SING N N 3  
155 C17 C12  SING N N 4  
155 N19 H191 SING N N 5  
155 N19 H192 SING N N 6  
155 C12 C13  DOUB Y N 7  
155 C12 C11  SING Y N 8  
155 C13 C4   SING Y N 9  
155 C13 H13  SING N N 10 
155 C4  C5   DOUB Y N 11 
155 C4  C3   SING Y N 12 
155 C5  C6   SING Y N 13 
155 C5  H5   SING N N 14 
155 C6  C1   DOUB Y N 15 
155 C6  H6   SING N N 16 
155 C1  C2   SING Y N 17 
155 C1  C20  SING N N 18 
155 C2  C3   DOUB Y N 19 
155 C2  H2   SING N N 20 
155 C3  C10  SING Y N 21 
155 C10 C11  DOUB Y N 22 
155 C10 H10  SING N N 23 
155 C11 H11  SING N N 24 
155 C20 O21  DOUB N N 25 
155 C20 N22  SING N N 26 
155 N22 C23  SING N N 27 
155 N22 H22  SING N N 28 
155 C23 C28  DOUB Y N 29 
155 C23 C24  SING Y N 30 
155 C28 C27  SING Y N 31 
155 C28 H28  SING N N 32 
155 C27 C26  DOUB Y N 33 
155 C27 C35  SING N N 34 
155 C26 C25  SING Y N 35 
155 C26 C32  SING N N 36 
155 C25 C24  DOUB Y N 37 
155 C25 H25  SING N N 38 
155 C24 H24  SING N N 39 
155 C32 C33  SING N N 40 
155 C32 H321 SING N N 41 
155 C32 H322 SING N N 42 
155 C33 N34  SING N N 43 
155 C33 H331 SING N N 44 
155 C33 H332 SING N N 45 
155 N34 C35  DOUB N N 46 
155 C35 C40  SING N N 47 
155 C40 C41  SING N N 48 
155 C40 C45  SING N N 49 
155 C40 H40  SING N N 50 
155 C41 H411 SING N N 51 
155 C41 H412 SING N N 52 
155 C41 H413 SING N N 53 
155 C45 H451 SING N N 54 
155 C45 H452 SING N N 55 
155 C45 H453 SING N N 56 
# 
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 
155 SMILES           ACDLabs              10.04 O=C(c2cc1ccc(C(=[N@H])N)cc1cc2)Nc4ccc3c(C(=NCC3)C(C)C)c4                                                                                                                         
155 InChI            InChI                1.02b InChI=1/C24H24N4O/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/h3-8,11-14H,9-10H2,1-2H3,(H3,25,26)(H,28,29)/f/h25,28H,26H2/b25-23- 
155 InChIKey         InChI                1.02b XRHANBWAKSYPEN-NKXHHXNODD                                                                                                                                                        
155 SMILES_CANONICAL CACTVS               3.341 CC(C)C1=NCCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12                                                                                                                               
155 SMILES           CACTVS               3.341 CC(C)C1=NCCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12                                                                                                                               
155 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C1=NCCc2c1cc(cc2)NC(=O)c3ccc4cc(ccc4c3)C(=N)N                                                                                                                               
155 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C1=NCCc2c1cc(cc2)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 
155 "SYSTEMATIC NAME" ACDLabs              10.04 6-carbamimidoyl-N-[1-(1-methylethyl)-3,4-dihydroisoquinolin-7-yl]naphthalene-2-carboxamide 
155 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-carbamimidoyl-N-(1-propan-2-yl-3,4-dihydroisoquinolin-7-yl)naphthalene-2-carboxamide     
# 
