data_M1N # _chem_comp.id M1N _chem_comp.name "(1R)-3-METHYL-1-{[N-(MORPHOLIN-4-YLCARBONYL)-3-(1-NAPHTHYL)-D-ALANYL]AMINO}BUTYLBORONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H32 B N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(4-MORPHOLINE)CARBONYL-B-(1-NAPHTHYL)-L-ALANINE-L-LEUCINE BORONIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 441.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M1N _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 2FHH _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 M1N O3 O3 O 0 1 N N N 77.043 0.202 -19.398 -1.276 1.447 -0.220 O3 M1N 1 M1N C2 C2 C 0 1 N N N 75.832 0.168 -19.106 -1.102 0.284 0.078 C2 M1N 2 M1N N1 N1 N 0 1 N N N 75.586 0.411 -17.710 -2.159 -0.531 0.257 N1 M1N 3 M1N C15 C15 C 0 1 N N R 76.103 -0.583 -16.740 -3.520 -0.014 0.093 C15 M1N 4 M1N B B B 0 1 N N N 76.610 -2.015 -16.764 -4.182 0.175 1.504 B M1N 5 M1N O17 O17 O 0 1 N N N 76.829 -2.723 -18.063 -4.341 -0.941 2.369 O17 M1N 6 M1N O16 O16 O 0 1 N N N 75.690 -2.901 -15.986 -4.621 1.460 1.916 O16 M1N 7 M1N C22 C22 C 0 1 N N N 74.794 -0.525 -15.888 -4.347 -1.004 -0.730 C22 M1N 8 M1N C23 C23 C 0 1 N N N 74.146 0.430 -14.913 -5.768 -0.463 -0.901 C23 M1N 9 M1N C25 C25 C 0 1 N N N 74.349 1.788 -15.382 -5.728 0.820 -1.733 C25 M1N 10 M1N C24 C24 C 0 1 N N N 72.790 0.132 -14.481 -6.628 -1.508 -1.615 C24 M1N 11 M1N C4 C4 C 0 1 N N R 74.998 -0.058 -20.254 0.298 -0.248 0.246 C4 M1N 12 M1N N6 N6 N 0 1 N N N 75.609 -0.896 -21.318 1.220 0.867 0.475 N6 M1N 13 M1N C7 C7 C 0 1 N N N 75.888 -2.310 -21.330 1.350 1.836 -0.453 C7 M1N 14 M1N N9 N9 N 0 1 N N N 75.115 -3.507 -21.181 2.111 2.918 -0.195 N9 M1N 15 M1N C14 C14 C 0 1 N N N 73.767 -3.176 -21.777 2.188 4.042 -1.144 C14 M1N 16 M1N C13 C13 C 0 1 N N N 72.809 -4.371 -21.600 2.009 5.345 -0.357 C13 M1N 17 M1N O12 O12 O 0 1 N N N 73.534 -5.469 -20.914 2.983 5.412 0.684 O12 M1N 18 M1N C11 C11 C 0 1 N N N 74.871 -5.937 -21.448 2.659 4.411 1.648 C11 M1N 19 M1N C10 C10 C 0 1 N N N 75.819 -4.748 -21.701 2.893 3.025 1.048 C10 M1N 20 M1N O8 O8 O 0 1 N N N 77.126 -2.706 -21.486 0.781 1.733 -1.522 O8 M1N 21 M1N C5 C5 C 0 1 N N N 74.653 1.116 -20.879 0.713 -1.002 -1.019 C5 M1N 22 M1N C31 C31 C 0 1 Y N N 73.244 1.591 -20.810 2.062 -1.638 -0.805 C31 M1N 23 M1N C36 C36 C 0 1 Y N N 72.114 0.852 -20.411 3.193 -0.996 -1.209 C36 M1N 24 M1N C35 C35 C 0 1 Y N N 70.787 1.489 -20.445 4.449 -1.569 -1.019 C35 M1N 25 M1N C34 C34 C 0 1 Y N N 70.598 2.849 -20.862 4.582 -2.786 -0.424 C34 M1N 26 M1N C33 C33 C 0 1 Y N N 71.752 3.584 -21.273 3.438 -3.478 0.006 C33 M1N 27 M1N C40 C40 C 0 1 Y N N 71.570 4.911 -21.707 3.535 -4.737 0.624 C40 M1N 28 M1N C39 C39 C 0 1 Y N N 72.652 5.682 -22.134 2.404 -5.378 1.028 C39 M1N 29 M1N C38 C38 C 0 1 Y N N 73.956 5.118 -22.131 1.148 -4.805 0.838 C38 M1N 30 M1N C37 C37 C 0 1 Y N N 74.180 3.744 -21.699 1.015 -3.589 0.243 C37 M1N 31 M1N C32 C32 C 0 1 Y N N 73.070 2.963 -21.255 2.160 -2.894 -0.182 C32 M1N 32 M1N HN1 HN1 H 0 1 N N N 75.085 1.221 -17.405 -2.020 -1.461 0.495 HN1 M1N 33 M1N H15 H15 H 0 1 N N N 77.153 -0.294 -16.586 -3.484 0.946 -0.422 H15 M1N 34 M1N H17 H17 H 0 1 N N N 76.875 -2.087 -18.767 -4.763 -0.612 3.174 H17 M1N 35 M1N H16 H16 H 0 1 N N N 76.073 -3.089 -15.137 -4.423 2.069 1.192 H16 M1N 36 M1N H221 1H22 H 0 0 N N N 75.157 -1.216 -15.113 -4.383 -1.964 -0.214 H221 M1N 37 M1N H222 2H22 H 0 0 N N N 74.027 -0.576 -16.675 -3.887 -1.135 -1.709 H222 M1N 38 M1N H23 H23 H 0 1 N N N 74.666 0.289 -13.954 -6.195 -0.249 0.078 H23 M1N 39 M1N H251 1H25 H 0 0 N N N 73.511 2.080 -16.031 -5.300 0.606 -2.712 H251 M1N 40 M1N H252 2H25 H 0 0 N N N 75.290 1.843 -15.950 -6.740 1.205 -1.855 H252 M1N 41 M1N H253 3H25 H 0 0 N N N 74.400 2.470 -14.521 -5.115 1.564 -1.224 H253 M1N 42 M1N H241 1H24 H 0 0 N N N 72.466 -0.822 -14.922 -6.200 -1.722 -2.595 H241 M1N 43 M1N H242 2H24 H 0 0 N N N 72.115 0.936 -14.810 -6.656 -2.422 -1.023 H242 M1N 44 M1N H243 3H24 H 0 0 N N N 72.762 0.057 -13.384 -7.640 -1.123 -1.737 H243 M1N 45 M1N H4 H4 H 0 1 N N N 74.133 -0.581 -19.820 0.328 -0.926 1.100 H4 M1N 46 M1N HN6 HN6 H 0 1 N N N 75.865 -0.405 -22.151 1.737 0.908 1.295 HN6 M1N 47 M1N H141 1H14 H 0 0 N N N 73.887 -2.963 -22.849 3.160 4.041 -1.638 H141 M1N 48 M1N H142 2H14 H 0 0 N N N 73.349 -2.295 -21.267 1.396 3.950 -1.888 H142 M1N 49 M1N H131 1H13 H 0 0 N N N 72.456 -4.715 -22.583 2.135 6.194 -1.028 H131 M1N 50 M1N H132 2H13 H 0 0 N N N 71.943 -4.065 -20.995 1.010 5.371 0.079 H132 M1N 51 M1N H111 1H11 H 0 0 N N N 74.702 -6.458 -22.402 3.288 4.538 2.528 H111 M1N 52 M1N H112 2H11 H 0 0 N N N 75.333 -6.610 -20.711 1.611 4.507 1.933 H112 M1N 53 M1N H101 1H10 H 0 0 N N N 76.782 -4.897 -21.191 2.571 2.259 1.754 H101 M1N 54 M1N H102 2H10 H 0 0 N N N 76.028 -4.647 -22.776 3.952 2.896 0.822 H102 M1N 55 M1N H51 1H5 H 0 1 N N N 74.812 0.906 -21.947 -0.023 -1.775 -1.239 H51 M1N 56 M1N H52 2H5 H 0 1 N N N 75.268 1.904 -20.419 0.768 -0.305 -1.855 H52 M1N 57 M1N H36 H36 H 0 1 N N N 72.219 -0.172 -20.083 3.115 -0.029 -1.683 H36 M1N 58 M1N H35 H35 H 0 1 N N N 69.925 0.912 -20.145 5.330 -1.039 -1.350 H35 M1N 59 M1N H34 H34 H 0 1 N N N 69.617 3.301 -20.865 5.562 -3.218 -0.284 H34 M1N 60 M1N H40 H40 H 0 1 N N N 70.578 5.339 -21.709 4.502 -5.193 0.777 H40 M1N 61 M1N H39 H39 H 0 1 N N N 72.499 6.699 -22.464 2.482 -6.345 1.502 H39 M1N 62 M1N H38 H38 H 0 1 N N N 74.795 5.717 -22.454 0.267 -5.336 1.167 H38 M1N 63 M1N H37 H37 H 0 1 N N N 75.174 3.322 -21.715 0.035 -3.158 0.102 H37 M1N 64 # # 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 M1N O3 C2 DOUB N N 1 M1N C2 N1 SING N N 2 M1N C2 C4 SING N N 3 M1N N1 C15 SING N N 4 M1N N1 HN1 SING N N 5 M1N C15 B SING N N 6 M1N C15 C22 SING N N 7 M1N C15 H15 SING N N 8 M1N B O17 SING N N 9 M1N B O16 SING N N 10 M1N O17 H17 SING N N 11 M1N O16 H16 SING N N 12 M1N C22 C23 SING N N 13 M1N C22 H221 SING N N 14 M1N C22 H222 SING N N 15 M1N C23 C25 SING N N 16 M1N C23 C24 SING N N 17 M1N C23 H23 SING N N 18 M1N C25 H251 SING N N 19 M1N C25 H252 SING N N 20 M1N C25 H253 SING N N 21 M1N C24 H241 SING N N 22 M1N C24 H242 SING N N 23 M1N C24 H243 SING N N 24 M1N C4 N6 SING N N 25 M1N C4 C5 SING N N 26 M1N C4 H4 SING N N 27 M1N N6 C7 SING N N 28 M1N N6 HN6 SING N N 29 M1N C7 N9 SING N N 30 M1N C7 O8 DOUB N N 31 M1N N9 C14 SING N N 32 M1N N9 C10 SING N N 33 M1N C14 C13 SING N N 34 M1N C14 H141 SING N N 35 M1N C14 H142 SING N N 36 M1N C13 O12 SING N N 37 M1N C13 H131 SING N N 38 M1N C13 H132 SING N N 39 M1N O12 C11 SING N N 40 M1N C11 C10 SING N N 41 M1N C11 H111 SING N N 42 M1N C11 H112 SING N N 43 M1N C10 H101 SING N N 44 M1N C10 H102 SING N N 45 M1N C5 C31 SING N N 46 M1N C5 H51 SING N N 47 M1N C5 H52 SING N N 48 M1N C31 C36 SING Y N 49 M1N C31 C32 DOUB Y N 50 M1N C36 C35 DOUB Y N 51 M1N C36 H36 SING N N 52 M1N C35 C34 SING Y N 53 M1N C35 H35 SING N N 54 M1N C34 C33 DOUB Y N 55 M1N C34 H34 SING N N 56 M1N C33 C40 SING Y N 57 M1N C33 C32 SING Y N 58 M1N C40 C39 DOUB Y N 59 M1N C40 H40 SING N N 60 M1N C39 C38 SING Y N 61 M1N C39 H39 SING N N 62 M1N C38 C37 DOUB Y N 63 M1N C38 H38 SING N N 64 M1N C37 C32 SING Y N 65 M1N C37 H37 SING N N 66 # # 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 M1N SMILES ACDLabs 10.04 "O=C(NC(C(=O)NC(B(O)O)CC(C)C)Cc2c1ccccc1ccc2)N3CCOCC3" M1N SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@H](NC(=O)[C@@H](Cc1cccc2ccccc12)NC(=O)N3CCOCC3)B(O)O" M1N SMILES CACTVS 3.341 "CC(C)C[CH](NC(=O)[CH](Cc1cccc2ccccc12)NC(=O)N3CCOCC3)B(O)O" M1N SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "B([C@H](CC(C)C)NC(=O)[C@@H](Cc1cccc2c1cccc2)NC(=O)N3CCOCC3)(O)O" M1N SMILES "OpenEye OEToolkits" 1.5.0 "B(C(CC(C)C)NC(=O)C(Cc1cccc2c1cccc2)NC(=O)N3CCOCC3)(O)O" M1N InChI InChI 1.03 "InChI=1S/C23H32BN3O5/c1-16(2)14-21(24(30)31)26-22(28)20(25-23(29)27-10-12-32-13-11-27)15-18-8-5-7-17-6-3-4-9-19(17)18/h3-9,16,20-21,30-31H,10-15H2,1-2H3,(H,25,29)(H,26,28)/t20-,21+/m1/s1" M1N InChIKey InChI 1.03 MQMHIOPMTAJOHV-RTWAWAEBSA-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 M1N "SYSTEMATIC NAME" ACDLabs 10.04 "[(1R)-3-methyl-1-({(2R)-2-[(morpholin-4-ylcarbonyl)amino]-3-naphthalen-1-ylpropanoyl}amino)butyl]boronic acid (non-preferred name)" M1N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-3-methyl-1-[[(2R)-2-(morpholin-4-ylcarbonylamino)-3-naphthalen-1-yl-propanoyl]amino]butyl]boronic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M1N "Create component" 2006-01-10 RCSB M1N "Modify descriptor" 2011-06-04 RCSB M1N "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M1N _pdbx_chem_comp_synonyms.name "N-(4-MORPHOLINE)CARBONYL-B-(1-NAPHTHYL)-L-ALANINE-L-LEUCINE BORONIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##