data_NM8
#

_chem_comp.id                                   NM8
_chem_comp.name                                 "6-{5-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]furan-2-yl}-N-{3-[(4-ethylpiperazin-1-yl)methyl]-5-(trifluoromethyl)phenyl}naphthalene-1-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H29 F3 N4 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(Z)-6-(5-((2,4-dioxothiazolidin-5-ylidene)methyl)furan-2-yl)-N-(3-((4-ethylpiperazin-1-yl)methyl)-5-(trifluoromethyl)phenyl)-1-naphthamide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2011-01-25
_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                       634.668
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NM8
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       3QF9
_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
NM8  CAA   CAA   C  0  1  Y  N  N  -22.209  39.991  -1.958   -0.857   0.124  -0.329  CAA   NM8   1  
NM8  CAB   CAB   C  0  1  Y  N  N  -21.587  39.395  -3.073   -1.068  -1.262  -0.361  CAB   NM8   2  
NM8  CAC   CAC   C  0  1  Y  N  N  -20.582  38.414  -2.811   -2.386  -1.776  -0.285  CAC   NM8   3  
NM8  CAD   CAD   C  0  1  Y  N  N  -20.224  38.045  -1.488   -3.468  -0.889  -0.178  CAD   NM8   4  
NM8  CAE   CAE   C  0  1  Y  N  N  -20.885  38.624  -0.398   -3.228   0.477  -0.149  CAE   NM8   5  
NM8  CAF   CAF   C  0  1  Y  N  N  -21.835  39.637  -0.640   -1.914   0.972  -0.226  CAF   NM8   6  
NM8  CAG   CAG   C  0  1  Y  N  N  -20.508  38.371   0.917   -4.360   1.417  -0.037  CAG   NM8   7  
NM8  CAH   CAH   C  0  1  Y  N  N  -20.871  39.072   2.015   -4.264   2.790  -0.002  CAH   NM8   8  
NM8  CAI   CAI   C  0  1  Y  N  N  -20.203  38.609   3.061   -5.564   3.288   0.108  CAI   NM8   9  
NM8  CAJ   CAJ   C  0  1  Y  N  N  -19.404  37.644   2.580   -6.410   2.194   0.136  CAJ   NM8  10  
NM8  OAK   OAK   O  0  1  Y  N  N  -19.537  37.467   1.244   -5.659   1.077   0.042  OAK   NM8  11  
NM8  CAL   CAL   C  0  1  N  N  N  -18.514  36.936   3.351   -7.817   2.238   0.240  CAL   NM8  12  
NM8  CAM   CAM   C  0  1  N  N  N  -17.809  35.913   2.787   -8.537   1.078   0.258  CAM   NM8  13  
NM8  CAN   CAN   C  0  1  N  N  N  -16.741  35.265   3.434   -9.944   0.930   0.356  CAN   NM8  14  
NM8  NAO   NAO   N  0  1  N  N  N  -16.214  34.269   2.697  -10.403  -0.310   0.352  NAO   NM8  15  
NM8  CAP   CAP   C  0  1  N  N  N  -16.815  34.138   1.502   -9.533  -1.325   0.257  CAP   NM8  16  
NM8  SAQ   SAQ   S  0  1  N  N  N  -18.061  35.289   1.193   -7.925  -0.584   0.154  SAQ   NM8  17  
NM8  OAR   OAR   O  0  1  N  N  N  -16.336  35.562   4.569  -10.688   1.891   0.441  OAR   NM8  18  
NM8  OAS   OAS   O  0  1  N  N  N  -16.479  33.321   0.671   -9.793  -2.513   0.239  OAS   NM8  19  
NM8  CAT   CAT   C  0  1  Y  N  N  -21.924  39.748  -4.424    0.020  -2.164  -0.469  CAT   NM8  20  
NM8  CAU   CAU   C  0  1  Y  N  N  -21.251  39.086  -5.467   -0.229  -3.529  -0.498  CAU   NM8  21  
NM8  CAV   CAV   C  0  1  Y  N  N  -20.269  38.119  -5.210   -1.529  -4.014  -0.423  CAV   NM8  22  
NM8  CAW   CAW   C  0  1  Y  N  N  -19.936  37.781  -3.885   -2.592  -3.168  -0.319  CAW   NM8  23  
NM8  CAX   CAX   C  0  1  N  N  N  -22.988  40.837  -4.831    1.402  -1.657  -0.550  CAX   NM8  24  
NM8  OAY   OAY   O  0  1  N  N  N  -23.981  41.092  -4.127    1.608  -0.462  -0.635  OAY   NM8  25  
NM8  NAZ   NAZ   N  0  1  N  N  N  -22.676  41.567  -5.946    2.438  -2.519  -0.530  NAZ   NM8  26  
NM8  HAA   HAA   H  0  1  N  N  N  -22.983  40.729  -2.112    0.147   0.518  -0.382  HAA   NM8  27  
NM8  HAD   HAD   H  0  1  N  N  N  -19.442  37.318  -1.322   -4.478  -1.266  -0.120  HAD   NM8  28  
NM8  HAF   HAF   H  0  1  N  N  N  -22.285  40.152   0.196   -1.742   2.038  -0.197  HAF   NM8  29  
NM8  HAH   HAH   H  0  1  N  N  N  -21.589  39.878   2.036   -3.355   3.372  -0.051  HAH   NM8  30  
NM8  HAI   HAI   H  0  1  N  N  N  -20.284  38.939   4.086   -5.854   4.327   0.160  HAI   NM8  31  
NM8  HAL   HAL   H  0  1  N  N  N  -18.374  37.187   4.392   -8.324   3.189   0.306  HAL   NM8  32  
NM8  HNAO  HNAO  H  0  0  N  N  N  -15.459  33.690   3.005  -11.355  -0.482   0.416  HNAO  NM8  33  
NM8  HAU   HAU   H  0  1  N  N  N  -21.497  39.329  -6.490    0.596  -4.221  -0.580  HAU   NM8  34  
NM8  HAV   HAV   H  0  1  N  N  N  -19.766  37.632  -6.032   -1.699  -5.080  -0.447  HAV   NM8  35  
NM8  HAW   HAW   H  0  1  N  N  N  -19.181  37.032  -3.694   -3.594  -3.566  -0.262  HAW   NM8  36  
NM8  HNAZ  HNAZ  H  0  0  N  N  N  -22.832  41.767  -6.913    2.274  -3.475  -0.528  HNAZ  NM8  37  
NM8  C20   C20   C  0  1  Y  N  N        ?       ?       ?    4.076  -0.881  -1.211  C20   NM8  38  
NM8  C21   C21   C  0  1  Y  N  N        ?       ?       ?    3.750  -2.035  -0.510  C21   NM8  39  
NM8  C22   C22   C  0  1  Y  N  N        ?       ?       ?    4.729  -2.707   0.209  C22   NM8  40  
NM8  C23   C23   C  0  1  Y  N  N        ?       ?       ?    6.024  -2.227   0.227  C23   NM8  41  
NM8  C24   C24   C  0  1  Y  N  N        ?       ?       ?    6.346  -1.077  -0.472  C24   NM8  42  
NM8  C25   C25   C  0  1  Y  N  N        ?       ?       ?    5.373  -0.405  -1.189  C25   NM8  43  
NM8  C26   C26   C  0  1  N  N  N        ?       ?       ?    7.087  -2.955   1.007  C26   NM8  44  
NM8  F1    F1    F  0  1  N  N  N        ?       ?       ?    6.526  -4.078   1.624  F1    NM8  45  
NM8  F2    F2    F  0  1  N  N  N        ?       ?       ?    8.108  -3.361   0.140  F2    NM8  46  
NM8  F3    F3    F  0  1  N  N  N        ?       ?       ?    7.616  -2.103   1.983  F3    NM8  47  
NM8  C27   C27   C  0  1  N  N  N        ?       ?       ?    5.728   0.847  -1.949  C27   NM8  48  
NM8  N3    N3    N  0  1  N  N  N        ?       ?       ?    5.545   2.016  -1.078  N3    NM8  49  
NM8  C28   C28   C  0  1  N  N  N        ?       ?       ?    6.102   3.226  -1.698  C28   NM8  50  
NM8  C29   C29   C  0  1  N  N  N        ?       ?       ?    6.139   1.785   0.246  C29   NM8  51  
NM8  C30   C30   C  0  1  N  N  N        ?       ?       ?    5.859   2.991   1.145  C30   NM8  52  
NM8  N4    N4    N  0  1  N  N  N        ?       ?       ?    6.416   4.201   0.526  N4    NM8  53  
NM8  C31   C31   C  0  1  N  N  N        ?       ?       ?    5.822   4.432  -0.799  C31   NM8  54  
NM8  C32   C32   C  0  1  N  N  N        ?       ?       ?    6.233   5.370   1.396  C32   NM8  55  
NM8  C33   C33   C  0  1  N  N  N        ?       ?       ?    7.036   6.549   0.842  C33   NM8  56  
NM8  H12   H12   H  0  1  N  N  N        ?       ?       ?    3.318  -0.358  -1.775  H12   NM8  57  
NM8  H13   H13   H  0  1  N  N  N        ?       ?       ?    4.479  -3.605   0.755  H13   NM8  58  
NM8  H14   H14   H  0  1  N  N  N        ?       ?       ?    7.359  -0.703  -0.456  H14   NM8  59  
NM8  H15   H15   H  0  1  N  N  N        ?       ?       ?    6.767   0.794  -2.272  H15   NM8  60  
NM8  H16   H16   H  0  1  N  N  N        ?       ?       ?    5.081   0.939  -2.821  H16   NM8  61  
NM8  H17   H17   H  0  1  N  N  N        ?       ?       ?    7.179   3.108  -1.823  H17   NM8  62  
NM8  H18   H18   H  0  1  N  N  N        ?       ?       ?    5.638   3.383  -2.672  H18   NM8  63  
NM8  H19   H19   H  0  1  N  N  N        ?       ?       ?    5.701   0.891   0.690  H19   NM8  64  
NM8  H20   H20   H  0  1  N  N  N        ?       ?       ?    7.216   1.650   0.143  H20   NM8  65  
NM8  H21   H21   H  0  1  N  N  N        ?       ?       ?    4.782   3.109   1.270  H21   NM8  66  
NM8  H22   H22   H  0  1  N  N  N        ?       ?       ?    6.323   2.834   2.119  H22   NM8  67  
NM8  H23   H23   H  0  1  N  N  N        ?       ?       ?    6.260   5.327  -1.242  H23   NM8  68  
NM8  H24   H24   H  0  1  N  N  N        ?       ?       ?    4.745   4.567  -0.696  H24   NM8  69  
NM8  H25   H25   H  0  1  N  N  N        ?       ?       ?    5.176   5.635   1.432  H25   NM8  70  
NM8  H26   H26   H  0  1  N  N  N        ?       ?       ?    6.583   5.133   2.401  H26   NM8  71  
NM8  H27   H27   H  0  1  N  N  N        ?       ?       ?    6.900   7.417   1.488  H27   NM8  72  
NM8  H28   H28   H  0  1  N  N  N        ?       ?       ?    8.092   6.285   0.806  H28   NM8  73  
NM8  H29   H29   H  0  1  N  N  N        ?       ?       ?    6.686   6.786  -0.163  H29   NM8  74  
#   #
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
NM8  CAA  CAF   SING  Y  N   1  
NM8  CAA  HAA   SING  N  N   2  
NM8  CAB  CAA   DOUB  Y  N   3  
NM8  CAB  CAC   SING  Y  N   4  
NM8  CAC  CAD   DOUB  Y  N   5  
NM8  CAD  CAE   SING  Y  N   6  
NM8  CAD  HAD   SING  N  N   7  
NM8  CAE  CAG   SING  Y  N   8  
NM8  CAF  CAE   DOUB  Y  N   9  
NM8  CAF  HAF   SING  N  N  10  
NM8  CAG  OAK   SING  Y  N  11  
NM8  CAG  CAH   DOUB  Y  N  12  
NM8  CAH  CAI   SING  Y  N  13  
NM8  CAH  HAH   SING  N  N  14  
NM8  CAI  HAI   SING  N  N  15  
NM8  CAJ  CAI   DOUB  Y  N  16  
NM8  CAJ  CAL   SING  N  N  17  
NM8  OAK  CAJ   SING  Y  N  18  
NM8  CAL  HAL   SING  N  N  19  
NM8  CAM  CAL   DOUB  N  Z  20  
NM8  CAM  CAN   SING  N  N  21  
NM8  CAN  OAR   DOUB  N  N  22  
NM8  NAO  CAN   SING  N  N  23  
NM8  NAO  HNAO  SING  N  N  24  
NM8  CAP  NAO   SING  N  N  25  
NM8  SAQ  CAM   SING  N  N  26  
NM8  SAQ  CAP   SING  N  N  27  
NM8  OAS  CAP   DOUB  N  N  28  
NM8  CAT  CAB   SING  Y  N  29  
NM8  CAU  CAT   DOUB  Y  N  30  
NM8  CAU  CAV   SING  Y  N  31  
NM8  CAU  HAU   SING  N  N  32  
NM8  CAV  CAW   DOUB  Y  N  33  
NM8  CAV  HAV   SING  N  N  34  
NM8  CAW  CAC   SING  Y  N  35  
NM8  CAW  HAW   SING  N  N  36  
NM8  CAX  CAT   SING  N  N  37  
NM8  CAX  OAY   DOUB  N  N  38  
NM8  NAZ  CAX   SING  N  N  39  
NM8  NAZ  HNAZ  SING  N  N  40  
NM8  C20  C21   SING  Y  N  41  
NM8  C21  C22   DOUB  Y  N  42  
NM8  C22  C23   SING  Y  N  43  
NM8  C23  C24   DOUB  Y  N  44  
NM8  C24  C25   SING  Y  N  45  
NM8  C20  C25   DOUB  Y  N  46  
NM8  NAZ  C21   SING  N  N  47  
NM8  C23  C26   SING  N  N  48  
NM8  C26  F1    SING  N  N  49  
NM8  C26  F2    SING  N  N  50  
NM8  C26  F3    SING  N  N  51  
NM8  C25  C27   SING  N  N  52  
NM8  C27  N3    SING  N  N  53  
NM8  N3   C28   SING  N  N  54  
NM8  N3   C29   SING  N  N  55  
NM8  C29  C30   SING  N  N  56  
NM8  C30  N4    SING  N  N  57  
NM8  N4   C31   SING  N  N  58  
NM8  C31  C28   SING  N  N  59  
NM8  N4   C32   SING  N  N  60  
NM8  C32  C33   SING  N  N  61  
NM8  C20  H12   SING  N  N  62  
NM8  C22  H13   SING  N  N  63  
NM8  C24  H14   SING  N  N  64  
NM8  C27  H15   SING  N  N  65  
NM8  C27  H16   SING  N  N  66  
NM8  C28  H17   SING  N  N  67  
NM8  C28  H18   SING  N  N  68  
NM8  C29  H19   SING  N  N  69  
NM8  C29  H20   SING  N  N  70  
NM8  C30  H21   SING  N  N  71  
NM8  C30  H22   SING  N  N  72  
NM8  C31  H23   SING  N  N  73  
NM8  C31  H24   SING  N  N  74  
NM8  C32  H25   SING  N  N  75  
NM8  C32  H26   SING  N  N  76  
NM8  C33  H27   SING  N  N  77  
NM8  C33  H28   SING  N  N  78  
NM8  C33  H29   SING  N  N  79  
#   #
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
NM8  SMILES            ACDLabs               12.01  "O=C1C(\SC(=O)N1)=C\c6oc(c5cc4cccc(C(=O)Nc2cc(cc(c2)CN3CCN(CC)CC3)C(F)(F)F)c4cc5)cc6"  
NM8  SMILES_CANONICAL  CACTVS                3.370  "CCN1CCN(CC1)Cc2cc(NC(=O)c3cccc4cc(ccc34)c5oc(cc5)/C=C/6SC(=O)NC/6=O)cc(c2)C(F)(F)F"  
NM8  SMILES            CACTVS                3.370  "CCN1CCN(CC1)Cc2cc(NC(=O)c3cccc4cc(ccc34)c5oc(cc5)C=C6SC(=O)NC6=O)cc(c2)C(F)(F)F"  
NM8  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "CCN1CCN(CC1)Cc2cc(cc(c2)NC(=O)c3cccc4c3ccc(c4)c5ccc(o5)/C=C\6/C(=O)NC(=O)S6)C(F)(F)F"  
NM8  SMILES            "OpenEye OEToolkits"  1.7.0  "CCN1CCN(CC1)Cc2cc(cc(c2)NC(=O)c3cccc4c3ccc(c4)c5ccc(o5)C=C6C(=O)NC(=O)S6)C(F)(F)F"  
NM8  InChI             InChI                 1.03   "InChI=1S/C33H29F3N4O4S/c1-2-39-10-12-40(13-11-39)19-20-14-23(33(34,35)36)17-24(15-20)37-30(41)27-5-3-4-21-16-22(6-8-26(21)27)28-9-7-25(44-28)18-29-31(42)38-32(43)45-29/h3-9,14-18H,2,10-13,19H2,1H3,(H,37,41)(H,38,42,43)/b29-18-"  
NM8  InChIKey          InChI                 1.03   QFKROKXEJOKXGQ-MIXAMLLLSA-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
NM8  "SYSTEMATIC NAME"  ACDLabs               12.01  "6-{5-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]furan-2-yl}-N-{3-[(4-ethylpiperazin-1-yl)methyl]-5-(trifluoromethyl)phenyl}naphthalene-1-carboxamide"  
NM8  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "6-[5-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]furan-2-yl]-N-[3-[(4-ethylpiperazin-1-yl)methyl]-5-(trifluoromethyl)phenyl]naphthalene-1-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NM8  "Create component"      2011-01-25  RCSB  
NM8  "Modify aromatic_flag"  2011-06-04  RCSB  
NM8  "Modify descriptor"     2011-06-04  RCSB  
NM8  "Modify synonyms"       2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NM8
_pdbx_chem_comp_synonyms.name        "(Z)-6-(5-((2,4-dioxothiazolidin-5-ylidene)methyl)furan-2-yl)-N-(3-((4-ethylpiperazin-1-yl)methyl)-5-(trifluoromethyl)phenyl)-1-naphthamide"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
