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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h25-26H 
M1N InChIKey         InChI                1.02b MQMHIOPMTAJOHV-PCYNGGPCDB                                                                                                                                                                           
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                                                                                                                                              
# 
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"                       
# 
