data_LA1
# 
_chem_comp.id                                    LA1 
_chem_comp.name                                  (2R)-2-[3-ISOBUTYL-2,5-DIOXO-4-(QUINOLIN-3-YLMETHYL)-1,4-DIAZEPAN-1-YL]-N-METHYL-3-(2-NAPHTHYL)PROPANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (S)-2-((S)-3-ISOBUTYL-2,5-DIOXO-4-QUINOLIN-3-YLMETHYL-[1,4]DIAZEPAN-1YL)-N-METHYL-3-NAPHTALEN-2-YL-PROPIONAMIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-01 
_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                        536.664 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LA1 
_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        1XUO 
_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 
LA1 O70  O70  O 0 1 N N N 5.754  48.608 44.464 2.418  3.597  0.305  O70  LA1 1  
LA1 C69  C69  C 0 1 N N N 6.526  48.891 43.558 2.933  2.739  -0.381 C69  LA1 2  
LA1 N71  N71  N 0 1 N N N 7.475  49.836 43.658 3.620  3.085  -1.488 N71  LA1 3  
LA1 C73  C73  C 0 1 N N N 7.638  50.652 44.848 3.747  4.496  -1.861 C73  LA1 4  
LA1 C30  C30  C 0 1 N N S 6.490  48.124 42.253 2.802  1.288  0.003  C30  LA1 5  
LA1 C49  C49  C 0 1 N N N 5.053  47.994 41.718 3.185  0.409  -1.190 C49  LA1 6  
LA1 C52  C52  C 0 1 Y N N 4.909  47.168 40.453 3.036  -1.043 -0.812 C52  LA1 7  
LA1 C59  C59  C 0 1 Y N N 4.249  45.914 40.473 4.096  -1.707 -0.276 C59  LA1 8  
LA1 C58  C58  C 0 1 Y N N 4.088  45.175 39.297 3.960  -3.059 0.083  C58  LA1 9  
LA1 C61  C61  C 0 1 Y N N 3.439  43.914 39.293 5.030  -3.777 0.644  C61  LA1 10 
LA1 C63  C63  C 0 1 Y N N 3.316  43.205 38.090 4.863  -5.087 0.974  C63  LA1 11 
LA1 C65  C65  C 0 1 Y N N 3.835  43.719 36.890 3.645  -5.730 0.764  C65  LA1 12 
LA1 C67  C67  C 0 1 Y N N 4.494  44.951 36.911 2.586  -5.066 0.223  C67  LA1 13 
LA1 C57  C57  C 0 1 Y N N 4.617  45.664 38.108 2.721  -3.713 -0.130 C57  LA1 14 
LA1 C55  C55  C 0 1 Y N N 5.272  46.899 38.099 1.651  -2.995 -0.692 C55  LA1 15 
LA1 C53  C53  C 0 1 Y N N 5.420  47.638 39.268 1.818  -1.686 -1.022 C53  LA1 16 
LA1 N2   N2   N 0 1 N N N 7.112  46.815 42.469 1.418  1.008  0.392  N2   LA1 17 
LA1 C3   C3   C 0 1 N N N 6.451  45.803 43.278 1.391  0.369  1.693  C3   LA1 18 
LA1 C6   C6   C 0 1 N N N 7.233  45.566 44.580 0.424  1.133  2.610  C6   LA1 19 
LA1 C9   C9   C 0 1 N N N 8.556  44.833 44.484 -0.922 1.190  1.963  C9   LA1 20 
LA1 O10  O10  O 0 1 N N N 8.943  44.312 45.526 -1.783 0.841  2.742  O10  LA1 21 
LA1 N11  N11  N 0 1 N N N 9.343  44.728 43.414 -1.430 1.493  0.847  N11  LA1 22 
LA1 C12  C12  C 0 1 N N S 9.034  45.268 42.089 -0.837 1.669  -0.460 C12  LA1 23 
LA1 C14  C14  C 0 1 N N N 8.326  44.102 41.293 -1.080 3.110  -0.914 C14  LA1 24 
LA1 C17  C17  C 0 1 N N N 7.910  44.389 39.834 -0.553 4.075  0.150  C17  LA1 25 
LA1 C23  C23  C 0 1 N N N 7.150  43.155 39.266 -0.559 5.500  -0.406 C23  LA1 26 
LA1 C19  C19  C 0 1 N N N 9.128  44.714 38.973 -1.448 4.007  1.389  C19  LA1 27 
LA1 C1   C1   C 0 1 N N N 8.328  46.594 41.945 0.629  1.404  -0.511 C1   LA1 28 
LA1 O32  O32  O 0 1 N N N 8.941  47.431 41.277 1.145  1.592  -1.592 O32  LA1 29 
LA1 C27  C27  C 0 1 N N N 10.578 43.970 43.572 -2.879 1.704  0.884  C27  LA1 30 
LA1 C33  C33  C 0 1 Y N N 11.679 44.870 44.028 -3.583 0.408  0.573  C33  LA1 31 
LA1 C39  C39  C 0 1 Y N N 11.940 45.023 45.446 -3.793 0.038  -0.725 C39  LA1 32 
LA1 C38  C38  C 0 1 Y N N 13.071 45.922 45.869 -4.450 -1.182 -0.970 C38  LA1 33 
LA1 C41  C41  C 0 1 Y N N 13.355 46.095 47.230 -4.696 -1.631 -2.277 C41  LA1 34 
LA1 C43  C43  C 0 1 Y N N 14.410 46.939 47.594 -5.340 -2.815 -2.472 C43  LA1 35 
LA1 C45  C45  C 0 1 Y N N 15.166 47.602 46.619 -5.759 -3.588 -1.392 C45  LA1 36 
LA1 C47  C47  C 0 1 Y N N 14.879 47.422 45.263 -5.537 -3.183 -0.111 C47  LA1 37 
LA1 C37  C37  C 0 1 Y N N 13.820 46.575 44.898 -4.875 -1.967 0.131  C37  LA1 38 
LA1 N36  N36  N 0 1 Y N N 13.496 46.368 43.515 -4.643 -1.544 1.378  N36  LA1 39 
LA1 C34  C34  C 0 1 Y N N 12.406 45.499 43.122 -4.027 -0.410 1.610  C34  LA1 40 
LA1 H71  H71  H 0 1 N N N 8.069  49.934 42.835 4.032  2.399  -2.037 H71  LA1 41 
LA1 H731 1H73 H 0 0 N N N 7.756  49.963 45.716 2.756  4.919  -2.024 H731 LA1 42 
LA1 H732 2H73 H 0 0 N N N 8.426  51.437 44.931 4.247  5.040  -1.059 H732 LA1 43 
LA1 H733 3H73 H 0 0 N N N 6.657  51.136 45.063 4.333  4.578  -2.776 H733 LA1 44 
LA1 H30  H30  H 0 1 N N N 7.062  48.679 41.474 3.466  1.073  0.840  H30  LA1 45 
LA1 H491 1H49 H 0 0 N N N 4.605  49.004 41.570 2.530  0.634  -2.032 H491 LA1 46 
LA1 H492 2H49 H 0 0 N N N 4.381  47.597 42.514 4.219  0.607  -1.471 H492 LA1 47 
LA1 H59  H59  H 0 1 N N N 3.854  45.507 41.419 5.036  -1.197 -0.123 H59  LA1 48 
LA1 H61  H61  H 0 1 N N N 3.031  43.486 40.224 5.980  -3.291 0.813  H61  LA1 49 
LA1 H63  H63  H 0 1 N N N 2.803  42.228 38.088 5.687  -5.636 1.405  H63  LA1 50 
LA1 H65  H65  H 0 1 N N N 3.727  43.163 35.944 3.539  -6.770 1.034  H65  LA1 51 
LA1 H67  H67  H 0 1 N N N 4.919  45.362 35.980 1.648  -5.578 0.066  H67  LA1 52 
LA1 H55  H55  H 0 1 N N N 5.679  47.297 37.154 0.700  -3.480 -0.860 H55  LA1 53 
LA1 H53  H53  H 0 1 N N N 5.948  48.606 39.255 0.994  -1.136 -1.453 H53  LA1 54 
LA1 H31  1H3  H 0 1 N N N 6.291  44.856 42.711 1.053  -0.662 1.586  H31  LA1 55 
LA1 H32  2H3  H 0 1 N N N 5.384  46.060 43.475 2.391  0.382  2.127  H32  LA1 56 
LA1 H61A 1H6  H 0 0 N N N 6.576  45.043 45.313 0.347  0.618  3.568  H61A LA1 57 
LA1 H62  2H6  H 0 1 N N N 7.390  46.541 45.097 0.795  2.146  2.769  H62  LA1 58 
LA1 H12  H12  H 0 1 N N N 10.015 45.586 41.664 -1.337 0.999  -1.160 H12  LA1 59 
LA1 H141 1H14 H 0 0 N N N 7.438  43.748 41.868 -0.560 3.287  -1.855 H141 LA1 60 
LA1 H142 2H14 H 0 0 N N N 8.969  43.192 41.322 -2.149 3.272  -1.053 H142 LA1 61 
LA1 H17  H17  H 0 1 N N N 7.238  45.278 39.815 0.465  3.795  0.422  H17  LA1 62 
LA1 H231 1H23 H 0 0 N N N 6.283  42.862 39.903 -1.586 5.812  -0.596 H231 LA1 63 
LA1 H232 2H23 H 0 0 N N N 6.850  43.362 38.212 -0.102 6.175  0.318  H232 LA1 64 
LA1 H233 3H23 H 0 0 N N N 7.741  42.214 39.360 0.008  5.529  -1.337 H233 LA1 65 
LA1 H191 1H19 H 0 0 N N N 9.899  43.911 39.031 -1.267 4.880  2.017  H191 LA1 66 
LA1 H192 2H19 H 0 0 N N N 8.828  44.921 37.919 -2.493 3.991  1.082  H192 LA1 67 
LA1 H193 3H19 H 0 0 N N N 9.725  45.552 39.403 -1.221 3.102  1.952  H193 LA1 68 
LA1 H271 1H27 H 0 0 N N N 10.850 43.417 42.643 -3.171 2.047  1.876  H271 LA1 69 
LA1 H272 2H27 H 0 0 N N N 10.446 43.095 44.251 -3.156 2.454  0.143  H272 LA1 70 
LA1 H39  H39  H 0 1 N N N 11.308 44.481 46.169 -3.459 0.662  -1.541 H39  LA1 71 
LA1 H41  H41  H 0 1 N N N 12.759 45.577 48.000 -4.376 -1.041 -3.123 H41  LA1 72 
LA1 H43  H43  H 0 1 N N N 14.648 47.083 48.661 -5.528 -3.159 -3.479 H43  LA1 73 
LA1 H45  H45  H 0 1 N N N 15.991 48.269 46.920 -6.268 -4.523 -1.573 H45  LA1 74 
LA1 H47  H47  H 0 1 N N N 15.478 47.939 44.495 -5.867 -3.795 0.716  H47  LA1 75 
LA1 H34  H34  H 0 1 N N N 12.114 45.306 42.076 -3.858 -0.103 2.631  H34  LA1 76 
# 
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 
LA1 O70 C69  DOUB N N 1  
LA1 C69 N71  SING N N 2  
LA1 C69 C30  SING N N 3  
LA1 N71 C73  SING N N 4  
LA1 N71 H71  SING N N 5  
LA1 C73 H731 SING N N 6  
LA1 C73 H732 SING N N 7  
LA1 C73 H733 SING N N 8  
LA1 C30 C49  SING N N 9  
LA1 C30 N2   SING N N 10 
LA1 C30 H30  SING N N 11 
LA1 C49 C52  SING N N 12 
LA1 C49 H491 SING N N 13 
LA1 C49 H492 SING N N 14 
LA1 C52 C59  DOUB Y N 15 
LA1 C52 C53  SING Y N 16 
LA1 C59 C58  SING Y N 17 
LA1 C59 H59  SING N N 18 
LA1 C58 C61  DOUB Y N 19 
LA1 C58 C57  SING Y N 20 
LA1 C61 C63  SING Y N 21 
LA1 C61 H61  SING N N 22 
LA1 C63 C65  DOUB Y N 23 
LA1 C63 H63  SING N N 24 
LA1 C65 C67  SING Y N 25 
LA1 C65 H65  SING N N 26 
LA1 C67 C57  DOUB Y N 27 
LA1 C67 H67  SING N N 28 
LA1 C57 C55  SING Y N 29 
LA1 C55 C53  DOUB Y N 30 
LA1 C55 H55  SING N N 31 
LA1 C53 H53  SING N N 32 
LA1 N2  C3   SING N N 33 
LA1 N2  C1   SING N N 34 
LA1 C3  C6   SING N N 35 
LA1 C3  H31  SING N N 36 
LA1 C3  H32  SING N N 37 
LA1 C6  C9   SING N N 38 
LA1 C6  H61A SING N N 39 
LA1 C6  H62  SING N N 40 
LA1 C9  O10  DOUB N N 41 
LA1 C9  N11  SING N N 42 
LA1 N11 C12  SING N N 43 
LA1 N11 C27  SING N N 44 
LA1 C12 C14  SING N N 45 
LA1 C12 C1   SING N N 46 
LA1 C12 H12  SING N N 47 
LA1 C14 C17  SING N N 48 
LA1 C14 H141 SING N N 49 
LA1 C14 H142 SING N N 50 
LA1 C17 C23  SING N N 51 
LA1 C17 C19  SING N N 52 
LA1 C17 H17  SING N N 53 
LA1 C23 H231 SING N N 54 
LA1 C23 H232 SING N N 55 
LA1 C23 H233 SING N N 56 
LA1 C19 H191 SING N N 57 
LA1 C19 H192 SING N N 58 
LA1 C19 H193 SING N N 59 
LA1 C1  O32  DOUB N N 60 
LA1 C27 C33  SING N N 61 
LA1 C27 H271 SING N N 62 
LA1 C27 H272 SING N N 63 
LA1 C33 C39  DOUB Y N 64 
LA1 C33 C34  SING Y N 65 
LA1 C39 C38  SING Y N 66 
LA1 C39 H39  SING N N 67 
LA1 C38 C41  DOUB Y N 68 
LA1 C38 C37  SING Y N 69 
LA1 C41 C43  SING Y N 70 
LA1 C41 H41  SING N N 71 
LA1 C43 C45  DOUB Y N 72 
LA1 C43 H43  SING N N 73 
LA1 C45 C47  SING Y N 74 
LA1 C45 H45  SING N N 75 
LA1 C47 C37  DOUB Y N 76 
LA1 C47 H47  SING N N 77 
LA1 C37 N36  SING Y N 78 
LA1 N36 C34  DOUB Y N 79 
LA1 C34 H34  SING N N 80 
# 
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 
LA1 SMILES           ACDLabs              10.04 O=C(NC)C(N1C(=O)C(N(C(=O)CC1)Cc2cc3ccccc3nc2)CC(C)C)Cc5cc4ccccc4cc5 
LA1 InChI            InChI                1.02b 
InChI=1/C33H36N4O3/c1-22(2)16-30-33(40)36(29(32(39)34-3)19-23-12-13-25-8-4-5-9-26(25)17-23)15-14-31(38)37(30)21-24-18-27-10-6-7-11-28(27)35-20-24/h4-13,17-18,20,22,29-30H,14-16,19,21H2,1-3H3,(H,34,39)/t29-,30-/m0/s1/f/h34H 
LA1 InChIKey         InChI                1.02b COVPLULNDBDXTN-CVHSESJTDD 
LA1 SMILES_CANONICAL CACTVS               3.341 CNC(=O)[C@H](Cc1ccc2ccccc2c1)N3CCC(=O)N(Cc4cnc5ccccc5c4)[C@@H](CC(C)C)C3=O 
LA1 SMILES           CACTVS               3.341 CNC(=O)[CH](Cc1ccc2ccccc2c1)N3CCC(=O)N(Cc4cnc5ccccc5c4)[CH](CC(C)C)C3=O 
LA1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@H]1C(=O)N(CCC(=O)N1Cc2cc3ccccc3nc2)[C@@H](Cc4ccc5ccccc5c4)C(=O)NC 
LA1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC1C(=O)N(CCC(=O)N1Cc2cc3ccccc3nc2)C(Cc4ccc5ccccc5c4)C(=O)NC 
# 
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 
LA1 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-(quinolin-3-ylmethyl)-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide  
LA1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-methyl-2-[(3S)-3-(2-methylpropyl)-2,5-dioxo-4-(quinolin-3-ylmethyl)-1,4-diazepan-1-yl]-3-naphthalen-2-yl-propanamide 
# 
