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 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 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 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" LA1 InChI InChI 1.03 "InChI=1S/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" LA1 InChIKey InChI 1.03 COVPLULNDBDXTN-KYJUHHDHSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LA1 "Create component" 2004-11-01 RCSB LA1 "Modify descriptor" 2011-06-04 RCSB LA1 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LA1 _pdbx_chem_comp_synonyms.name "(S)-2-((S)-3-ISOBUTYL-2,5-DIOXO-4-QUINOLIN-3-YLMETHYL-[1,4]DIAZEPAN-1YL)-N-METHYL-3-NAPHTALEN-2-YL-PROPIONAMIDE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##