data_618
# 
_chem_comp.id                                    618 
_chem_comp.name                                  (3R,6R,9AR)-2,2-DIMETHYL-6-[(N-METHYL-L-ALANYL)AMINO]-N-(3-METHYL-1-PHENYL-1H-PYRAZOL-5-YL)-5-OXO-2,3,5,6,9,9A-HEXAHYDRO[1,3]THIAZOLO[3,2-A]AZEPINE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-21 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        496.625 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     618 
_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        2I3I 
_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 
618 O6   O6   O 0 1 N N N 84.649 61.331 12.970 -3.579 -1.400  -2.208 O6   618 1  
618 C5   C5   C 0 1 N N N 84.057 61.043 13.993 -2.782 -0.694  -2.821 C5   618 2  
618 C3   C3   C 0 1 N N S 84.846 60.447 15.187 -3.197 0.244   -3.947 C3   618 3  
618 N2   N2   N 0 1 N N N 86.251 60.079 14.838 -4.290 -0.369  -4.656 N2   618 4  
618 C1   C1   C 0 1 N N N 86.371 58.956 13.882 -4.746 0.466   -5.767 C1   618 5  
618 C4   C4   C 0 1 N N N 84.819 61.351 16.437 -3.588 1.609   -3.402 C4   618 6  
618 N7   N7   N 0 1 N N N 82.751 61.248 14.198 -1.418 -0.622  -2.546 N7   618 7  
618 C8   C8   C 0 1 N N R 81.594 60.991 13.298 -0.790 -1.380  -1.498 C8   618 8  
618 C9   C9   C 0 1 N N N 80.570 62.090 13.710 -0.481 -2.794  -1.993 C9   618 9  
618 O15  O15  O 0 1 N N N 80.369 62.155 14.924 -1.290 -3.697  -1.752 O15  618 10 
618 C14  C14  C 0 1 N N N 81.967 60.817 11.814 0.312  -0.598  -0.856 C14  618 11 
618 C13  C13  C 0 1 N N N 80.822 60.612 10.807 1.616  -0.546  -1.164 C13  618 12 
618 C12  C12  C 0 1 N N N 79.802 61.762 10.621 2.341  -1.224  -2.289 C12  618 13 
618 C11  C11  C 0 1 N N R 80.016 63.061 11.429 1.437  -1.894  -3.319 C11  618 14 
618 N10  N10  N 0 1 N N N 79.859 62.927 12.893 0.680  -2.994  -2.739 N10  618 15 
618 S16  S16  S 0 1 N N N 78.710 64.206 10.945 2.394  -2.568  -4.705 S16  618 16 
618 C17  C17  C 0 1 N N N 78.567 65.005 12.553 2.290  -4.294  -4.134 C17  618 17 
618 C19  C19  C 0 1 N N N 77.206 65.721 12.691 2.134  -5.212  -5.352 C19  618 18 
618 C20  C20  C 0 1 N N N 79.649 66.101 12.718 3.602  -4.627  -3.409 C20  618 19 
618 C18  C18  C 0 1 N N S 78.783 63.786 13.489 1.016  -4.328  -3.255 C18  618 20 
618 C21  C21  C 0 1 N N N 77.540 62.853 13.706 1.189  -5.246  -2.077 C21  618 21 
618 O22  O22  O 0 1 N N N 77.328 61.902 12.952 1.671  -4.836  -1.026 O22  618 22 
618 N23  N23  N 0 1 N N N 76.748 63.189 14.734 0.745  -6.529  -2.373 N23  618 23 
618 C24  C24  C 0 1 Y N N 75.380 62.794 15.041 0.748  -7.659  -1.522 C24  618 24 
618 C25  C25  C 0 1 Y N N 74.496 62.345 14.087 1.595  -7.958  -0.521 C25  618 25 
618 C26  C26  C 0 1 Y N N 73.298 62.066 14.737 1.105  -9.190  -0.048 C26  618 26 
618 C29  C29  C 0 1 N N N 72.012 61.545 14.127 1.641  -10.004 1.055  C29  618 27 
618 N27  N27  N 0 1 Y N N 73.441 62.333 16.078 0.030  -9.609  -0.720 N27  618 28 
618 N28  N28  N 0 1 Y N N 74.704 62.785 16.292 -0.163 -8.635  -1.626 N28  618 29 
618 C30  C30  C 0 1 Y N N 75.151 63.133 17.454 -1.222 -8.732  -2.529 C30  618 30 
618 C31  C31  C 0 1 Y N N 74.323 63.886 18.321 -1.819 -7.574  -3.010 C31  618 31 
618 C32  C32  C 0 1 Y N N 74.770 64.268 19.584 -2.879 -7.671  -3.912 C32  618 32 
618 C33  C33  C 0 1 Y N N 76.048 63.902 19.996 -3.332 -8.924  -4.325 C33  618 33 
618 C34  C34  C 0 1 Y N N 76.876 63.159 19.152 -2.725 -10.081 -3.835 C34  618 34 
618 C35  C35  C 0 1 Y N N 76.448 62.770 17.890 -1.666 -9.984  -2.933 C35  618 35 
618 H3   H3   H 0 1 N N N 84.314 59.517 15.436 -2.373 0.345   -4.662 H3   618 36 
618 HN2  HN2  H 0 1 N N N 86.717 59.814 15.682 -5.080 -0.523  -4.021 HN2  618 37 
618 H11A 1H1  H 0 0 N N N 86.401 59.349 12.855 -5.585 1.090   -5.448 H11A 618 38 
618 H12  2H1  H 0 1 N N N 87.296 58.397 14.087 -5.072 -0.161  -6.601 H12  618 39 
618 H13A 3H1  H 0 0 N N N 85.505 58.286 13.993 -3.936 1.114   -6.111 H13A 618 40 
618 H41  1H4  H 0 1 N N N 84.813 60.726 17.342 -4.406 1.527   -2.676 H41  618 41 
618 H42  2H4  H 0 1 N N N 85.711 61.995 16.443 -2.744 2.090   -2.896 H42  618 42 
618 H43  3H4  H 0 1 N N N 83.914 61.977 16.417 -3.924 2.269   -4.208 H43  618 43 
618 HN7  HN7  H 0 1 N N N 82.517 61.632 15.091 -0.830 -0.035  -3.137 HN7  618 44 
618 H8   H8   H 0 1 N N N 81.126 60.003 13.420 -1.564 -1.505  -0.730 H8   618 45 
618 H14  H14  H 0 1 N N N 82.997 60.838 11.491 -0.000 0.000   -0.000 H14  618 46 
618 H13  H13  H 0 1 N N N 80.732 59.693 10.246 2.246  0.079   -0.532 H13  618 47 
618 H121 1H12 H 0 0 N N N 79.832 62.042 9.558  2.952  -0.460  -2.787 H121 618 48 
618 H122 2H12 H 0 0 N N N 78.851 61.355 10.994 3.034  -1.952  -1.848 H122 618 49 
618 H11  H11  H 0 1 N N N 81.048 63.377 11.217 0.749  -1.163  -3.751 H11  618 50 
618 H191 1H19 H 0 0 N N N 76.987 65.891 13.755 1.670  -6.159  -5.063 H191 618 51 
618 H192 2H19 H 0 0 N N N 77.245 66.687 12.166 1.506  -4.738  -6.112 H192 618 52 
618 H193 3H19 H 0 0 N N N 76.416 65.095 12.250 3.110  -5.429  -5.797 H193 618 53 
618 H201 1H20 H 0 0 N N N 79.906 66.206 13.782 3.655  -4.101  -2.450 H201 618 54 
618 H202 2H20 H 0 0 N N N 80.548 65.817 12.151 3.675  -5.701  -3.217 H202 618 55 
618 H203 3H20 H 0 0 N N N 79.262 67.058 12.338 4.463  -4.326  -4.014 H203 618 56 
618 H18  H18  H 0 1 N N N 79.027 64.220 14.470 0.147  -4.685  -3.821 H18  618 57 
618 HN23 HN23 H 0 0 N N N 77.163 63.811 15.397 0.374  -6.688  -3.308 HN23 618 58 
618 H25  H25  H 0 1 N N N 74.695 62.231 13.032 2.444  -7.391  -0.165 H25  618 59 
618 H291 1H29 H 0 0 N N N 71.256 61.419 14.916 2.657  -10.369 0.827  H291 618 60 
618 H292 2H29 H 0 0 N N N 71.644 62.262 13.379 1.696  -9.439  2.003  H292 618 61 
618 H293 3H29 H 0 0 N N N 72.202 60.575 13.644 1.011  -10.887 1.267  H293 618 62 
618 H31  H31  H 0 1 N N N 73.331 64.168 17.999 -1.476 -6.591  -2.697 H31  618 63 
618 H32  H32  H 0 1 N N N 74.131 64.843 20.237 -3.352 -6.770  -4.293 H32  618 64 
618 H33  H33  H 0 1 N N N 76.401 64.194 20.974 -4.157 -9.000  -5.027 H33  618 65 
618 H34  H34  H 0 1 N N N 77.865 62.883 19.486 -3.078 -11.056 -4.157 H34  618 66 
618 H35  H35  H 0 1 N N N 77.098 62.196 17.247 -1.202 -10.894 -2.559 H35  618 67 
# 
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 
618 O6  C5   DOUB N N 1  
618 C5  N7   SING N N 2  
618 C5  C3   SING N N 3  
618 C3  N2   SING N N 4  
618 C3  C4   SING N N 5  
618 C3  H3   SING N N 6  
618 N2  C1   SING N N 7  
618 N2  HN2  SING N N 8  
618 C1  H11A SING N N 9  
618 C1  H12  SING N N 10 
618 C1  H13A SING N N 11 
618 C4  H41  SING N N 12 
618 C4  H42  SING N N 13 
618 C4  H43  SING N N 14 
618 N7  C8   SING N N 15 
618 N7  HN7  SING N N 16 
618 C8  C14  SING N N 17 
618 C8  C9   SING N N 18 
618 C8  H8   SING N N 19 
618 C9  N10  SING N N 20 
618 C9  O15  DOUB N N 21 
618 C14 C13  DOUB N N 22 
618 C14 H14  SING N N 23 
618 C13 C12  SING N N 24 
618 C13 H13  SING N N 25 
618 C12 C11  SING N N 26 
618 C12 H121 SING N N 27 
618 C12 H122 SING N N 28 
618 C11 S16  SING N N 29 
618 C11 N10  SING N N 30 
618 C11 H11  SING N N 31 
618 N10 C18  SING N N 32 
618 S16 C17  SING N N 33 
618 C17 C19  SING N N 34 
618 C17 C20  SING N N 35 
618 C17 C18  SING N N 36 
618 C19 H191 SING N N 37 
618 C19 H192 SING N N 38 
618 C19 H193 SING N N 39 
618 C20 H201 SING N N 40 
618 C20 H202 SING N N 41 
618 C20 H203 SING N N 42 
618 C18 C21  SING N N 43 
618 C18 H18  SING N N 44 
618 C21 O22  DOUB N N 45 
618 C21 N23  SING N N 46 
618 N23 C24  SING N N 47 
618 N23 HN23 SING N N 48 
618 C24 C25  DOUB Y N 49 
618 C24 N28  SING Y N 50 
618 C25 C26  SING Y N 51 
618 C25 H25  SING N N 52 
618 C26 C29  SING N N 53 
618 C26 N27  DOUB Y N 54 
618 C29 H291 SING N N 55 
618 C29 H292 SING N N 56 
618 C29 H293 SING N N 57 
618 N27 N28  SING Y N 58 
618 N28 C30  SING N N 59 
618 C30 C35  DOUB Y N 60 
618 C30 C31  SING Y N 61 
618 C31 C32  DOUB Y N 62 
618 C31 H31  SING N N 63 
618 C32 C33  SING Y N 64 
618 C32 H32  SING N N 65 
618 C33 C34  DOUB Y N 66 
618 C33 H33  SING N N 67 
618 C34 C35  SING Y N 68 
618 C34 H34  SING N N 69 
618 C35 H35  SING N N 70 
# 
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 
618 SMILES           ACDLabs              10.04 O=C4N3C(C(=O)Nc2cc(nn2c1ccccc1)C)C(SC3CC=CC4NC(=O)C(NC)C)(C)C 
618 InChI            InChI                1.02b 
InChI=1/C25H32N6O3S/c1-15-14-19(31(29-15)17-10-7-6-8-11-17)28-23(33)21-25(3,4)35-20-13-9-12-18(24(34)30(20)21)27-22(32)16(2)26-5/h6-12,14,16,18,20-21,26H,13H2,1-5H3,(H,27,32)(H,28,33)/t16-,18+,20+,21+/m0/s1/f/h27-28H 
618 InChIKey         InChI                1.02b WIYCWFZPNIUIGJ-NBFPZJTLDP 
618 SMILES_CANONICAL CACTVS               3.341 CN[C@@H](C)C(=O)N[C@@H]1C=CC[C@H]2SC(C)(C)[C@H](N2C1=O)C(=O)Nc3cc(C)nn3c4ccccc4 
618 SMILES           CACTVS               3.341 CN[CH](C)C(=O)N[CH]1C=CC[CH]2SC(C)(C)[CH](N2C1=O)C(=O)Nc3cc(C)nn3c4ccccc4 
618 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(n(n1)c2ccccc2)NC(=O)[C@@H]3C(S[C@H]4N3C(=O)[C@@H](C=CC4)NC(=O)[C@H](C)NC)(C)C 
618 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(n(n1)c2ccccc2)NC(=O)C3C(SC4N3C(=O)C(C=CC4)NC(=O)C(C)NC)(C)C 
# 
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 
618 "SYSTEMATIC NAME" ACDLabs              10.04 (3R,6R,9aR)-2,2-dimethyl-6-[(N-methyl-L-alanyl)amino]-N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-5-oxo-2,3,5,6,9,9a-hexahydro[1,3]thiazolo[3,2-a]azepine-3-carboxamide      
618 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,6R,9aR)-2,2-dimethyl-6-[[(2S)-2-methylaminopropanoyl]amino]-N-(5-methyl-2-phenyl-pyrazol-3-yl)-5-oxo-3,6,9,9a-tetrahydro-[1,3]thiazolo[2,3-g]azepine-3-carboxamide 
# 
