data_5D2
# 
_chem_comp.id                                    5D2 
_chem_comp.name                                  "N-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-1-(3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidine-4-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H33 Cl N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-07 
_chem_comp.pdbx_modified_date                    2016-05-27 
_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                        497.036 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5D2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5DLX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5D2 CAB C1  C  0 1 Y N N -6.775  7.296  3.261   8.008   1.307  -0.079 CAB 5D2 1  
5D2 CAA C2  C  0 1 Y N N -5.691  8.147  3.004   9.212   1.945  0.156  CAA 5D2 2  
5D2 CL  CL1 CL 0 0 N N N -4.959  8.514  4.243   9.229   3.559  0.794  CL  5D2 3  
5D2 CAF C3  C  0 1 Y N N -5.192  8.532  1.774   10.404  1.297  -0.117 CAF 5D2 4  
5D2 CAE C4  C  0 1 Y N N -5.907  8.145  0.672   10.395  0.011  -0.626 CAE 5D2 5  
5D2 CAD C5  C  0 1 Y N N -7.024  7.356  0.901   9.195   -0.631 -0.863 CAD 5D2 6  
5D2 CAC C6  C  0 1 Y N N -7.499  6.924  2.170   7.997   0.014  -0.585 CAC 5D2 7  
5D2 NAH N1  N  0 1 N N N -8.592  6.152  2.285   6.782   -0.633 -0.822 NAH 5D2 8  
5D2 CAM C7  C  0 1 N N N -9.080  5.397  1.111   6.719   -1.914 -0.105 CAM 5D2 9  
5D2 CAL C8  C  0 1 N N N -10.377 5.899  0.788   5.410   -2.628 -0.455 CAL 5D2 10 
5D2 CAI C9  C  0 1 N N N -9.385  6.047  3.521   5.647   0.227  -0.460 CAI 5D2 11 
5D2 CAJ C10 C  0 1 N N N -10.810 6.284  3.210   4.338   -0.486 -0.809 CAJ 5D2 12 
5D2 NAK N2  N  0 1 N N N -11.222 5.628  1.974   4.275   -1.768 -0.092 NAK 5D2 13 
5D2 CAN C11 C  0 1 N N N -12.666 5.862  1.882   2.998   -2.449 -0.342 CAN 5D2 14 
5D2 CAO C12 C  0 1 N N N -13.316 5.429  0.589   1.857   -1.635 0.272  CAO 5D2 15 
5D2 CAP C13 C  0 1 N N N -13.216 6.528  -0.359  0.527   -2.344 0.012  CAP 5D2 16 
5D2 NAQ N3  N  0 1 N N N -14.406 6.685  -1.143  -0.566  -1.565 0.600  NAQ 5D2 17 
5D2 CAR C14 C  0 1 N N N -14.670 7.871  -1.674  -1.837  -2.000 0.494  CAR 5D2 18 
5D2 OAT O1  O  0 1 N N N -14.033 8.926  -1.450  -2.077  -3.036 -0.089 OAT 5D2 19 
5D2 CAS C15 C  0 1 N N N -15.802 7.767  -2.667  -2.961  -1.198 1.099  CAS 5D2 20 
5D2 CAY C16 C  0 1 N N N -15.122 7.251  -3.989  -4.291  -1.908 0.839  CAY 5D2 21 
5D2 CAX C17 C  0 1 N N N -15.857 7.560  -5.312  -5.427  -1.109 1.485  CAX 5D2 22 
5D2 CAU C18 C  0 1 N N N -16.535 9.121  -2.757  -2.992  0.195  0.466  CAU 5D2 23 
5D2 CAV C19 C  0 1 N N N -17.436 8.977  -3.977  -4.113  1.018  1.108  CAV 5D2 24 
5D2 NAW N4  N  0 1 N N N -16.510 8.885  -5.182  -5.373  0.273  0.989  NAW 5D2 25 
5D2 CAZ C20 C  0 1 Y N N -16.082 9.946  -5.856  -6.495  0.866  0.419  CAZ 5D2 26 
5D2 NBE N5  N  0 1 Y N N -15.330 9.779  -6.965  -7.577  0.149  0.222  NBE 5D2 27 
5D2 NBD N6  N  0 1 Y N N -14.810 10.892 -7.598  -8.716  0.726  -0.344 NBD 5D2 28 
5D2 CBH C21 C  0 1 Y N N -14.033 10.988 -8.657  -9.942  0.258  -0.660 CBH 5D2 29 
5D2 CBI C22 C  0 1 N N N -13.585 9.767  -9.435  -10.436 -1.151 -0.458 CBI 5D2 30 
5D2 NBG N7  N  0 1 Y N N -13.793 12.272 -8.987  -10.626 1.251  -1.174 NBG 5D2 31 
5D2 NBF N8  N  0 1 Y N N -14.475 13.014 -8.055  -9.906  2.318  -1.202 NBF 5D2 32 
5D2 CBC C23 C  0 1 Y N N -15.086 12.152 -7.207  -8.711  2.052  -0.700 CBC 5D2 33 
5D2 CBB C24 C  0 1 Y N N -15.891 12.321 -6.127  -7.550  2.819  -0.488 CBB 5D2 34 
5D2 CBA C25 C  0 1 Y N N -16.389 11.246 -5.369  -6.458  2.229  0.065  CBA 5D2 35 
5D2 H1  H1  H  0 1 N N N -7.019  6.958  4.257   7.078   1.813  0.135  H1  5D2 36 
5D2 H2  H2  H  0 1 N N N -4.283  9.109  1.686   11.343  1.798  0.066  H2  5D2 37 
5D2 H3  H3  H  0 1 N N N -5.616  8.440  -0.325  11.327  -0.490 -0.842 H3  5D2 38 
5D2 H4  H4  H  0 1 N N N -7.586  7.040  0.035   9.189   -1.635 -1.260 H4  5D2 39 
5D2 H5  H5  H  0 1 N N N -9.141  4.326  1.352   7.563   -2.538 -0.400 H5  5D2 40 
5D2 H6  H6  H  0 1 N N N -8.398  5.543  0.260   6.759   -1.733 0.968  H6  5D2 41 
5D2 H7  H7  H  0 1 N N N -10.331 6.980  0.590   5.383   -2.834 -1.525 H7  5D2 42 
5D2 H8  H8  H  0 1 N N N -10.779 5.381  -0.095  5.348   -3.565 0.098  H8  5D2 43 
5D2 H9  H9  H  0 1 N N N -9.265  5.041  3.950   5.674   0.433  0.610  H9  5D2 44 
5D2 H10 H10 H  0 1 N N N -9.037  6.798  4.245   5.709   1.164  -1.013 H10 5D2 45 
5D2 H11 H11 H  0 1 N N N -10.975 7.367  3.108   3.494   0.137  -0.514 H11 5D2 46 
5D2 H12 H12 H  0 1 N N N -11.422 5.896  4.038   4.298   -0.668 -1.883 H12 5D2 47 
5D2 H14 H14 H  0 1 N N N -12.843 6.941  2.005   2.840   -2.542 -1.416 H14 5D2 48 
5D2 H15 H15 H  0 1 N N N -13.151 5.315  2.704   3.020   -3.441 0.109  H15 5D2 49 
5D2 H16 H16 H  0 1 N N N -14.374 5.186  0.767   2.015   -1.542 1.347  H16 5D2 50 
5D2 H17 H17 H  0 1 N N N -12.798 4.544  0.190   1.834   -0.643 -0.179 H17 5D2 51 
5D2 H18 H18 H  0 1 N N N -12.370 6.335  -1.036  0.369   -2.437 -1.063 H18 5D2 52 
5D2 H19 H19 H  0 1 N N N -13.035 7.459  0.198   0.549   -3.336 0.463  H19 5D2 53 
5D2 H20 H20 H  0 1 N N N -15.026 5.914  -1.287  -0.374  -0.736 1.066  H20 5D2 54 
5D2 H21 H21 H  0 1 N N N -16.514 7.002  -2.323  -2.803  -1.105 2.173  H21 5D2 55 
5D2 H22 H22 H  0 1 N N N -15.024 6.158  -3.909  -4.461  -1.979 -0.236 H22 5D2 56 
5D2 H23 H23 H  0 1 N N N -14.122 7.705  -4.049  -4.260  -2.909 1.269  H23 5D2 57 
5D2 H24 H24 H  0 1 N N N -16.617 6.788  -5.505  -6.385  -1.555 1.219  H24 5D2 58 
5D2 H25 H25 H  0 1 N N N -15.136 7.580  -6.142  -5.307  -1.114 2.568  H25 5D2 59 
5D2 H26 H26 H  0 1 N N N -15.819 9.944  -2.896  -2.035  0.691  0.631  H26 5D2 60 
5D2 H27 H27 H  0 1 N N N -17.131 9.303  -1.851  -3.174  0.104  -0.605 H27 5D2 61 
5D2 H28 H28 H  0 1 N N N -18.096 9.853  -4.069  -3.885  1.187  2.160  H28 5D2 62 
5D2 H29 H29 H  0 1 N N N -18.046 8.065  -3.895  -4.202  1.976  0.595  H29 5D2 63 
5D2 H30 H30 H  0 1 N N N -13.024 10.085 -10.326 -10.893 -1.238 0.527  H30 5D2 64 
5D2 H31 H31 H  0 1 N N N -12.940 9.144  -8.799  -11.174 -1.391 -1.224 H31 5D2 65 
5D2 H32 H32 H  0 1 N N N -14.466 9.186  -9.744  -9.598  -1.844 -0.533 H32 5D2 66 
5D2 H33 H33 H  0 1 N N N -16.161 13.326 -5.837  -7.528  3.864  -0.761 H33 5D2 67 
5D2 H34 H34 H  0 1 N N N -16.970 11.399 -4.471  -5.562  2.806  0.237  H34 5D2 68 
# 
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 
5D2 CBI CBH SING N N 1  
5D2 NBG CBH DOUB Y N 2  
5D2 NBG NBF SING Y N 3  
5D2 CBH NBD SING Y N 4  
5D2 NBF CBC DOUB Y N 5  
5D2 NBD CBC SING Y N 6  
5D2 NBD NBE SING Y N 7  
5D2 CBC CBB SING Y N 8  
5D2 NBE CAZ DOUB Y N 9  
5D2 CBB CBA DOUB Y N 10 
5D2 CAZ CBA SING Y N 11 
5D2 CAZ NAW SING N N 12 
5D2 CAX NAW SING N N 13 
5D2 CAX CAY SING N N 14 
5D2 NAW CAV SING N N 15 
5D2 CAY CAS SING N N 16 
5D2 CAV CAU SING N N 17 
5D2 CAU CAS SING N N 18 
5D2 CAS CAR SING N N 19 
5D2 CAR OAT DOUB N N 20 
5D2 CAR NAQ SING N N 21 
5D2 NAQ CAP SING N N 22 
5D2 CAP CAO SING N N 23 
5D2 CAO CAN SING N N 24 
5D2 CAE CAD DOUB Y N 25 
5D2 CAE CAF SING Y N 26 
5D2 CAL CAM SING N N 27 
5D2 CAL NAK SING N N 28 
5D2 CAD CAC SING Y N 29 
5D2 CAM NAH SING N N 30 
5D2 CAF CAA DOUB Y N 31 
5D2 CAN NAK SING N N 32 
5D2 NAK CAJ SING N N 33 
5D2 CAC NAH SING N N 34 
5D2 CAC CAB DOUB Y N 35 
5D2 NAH CAI SING N N 36 
5D2 CAA CAB SING Y N 37 
5D2 CAA CL  SING N N 38 
5D2 CAJ CAI SING N N 39 
5D2 CAB H1  SING N N 40 
5D2 CAF H2  SING N N 41 
5D2 CAE H3  SING N N 42 
5D2 CAD H4  SING N N 43 
5D2 CAM H5  SING N N 44 
5D2 CAM H6  SING N N 45 
5D2 CAL H7  SING N N 46 
5D2 CAL H8  SING N N 47 
5D2 CAI H9  SING N N 48 
5D2 CAI H10 SING N N 49 
5D2 CAJ H11 SING N N 50 
5D2 CAJ H12 SING N N 51 
5D2 CAN H14 SING N N 52 
5D2 CAN H15 SING N N 53 
5D2 CAO H16 SING N N 54 
5D2 CAO H17 SING N N 55 
5D2 CAP H18 SING N N 56 
5D2 CAP H19 SING N N 57 
5D2 NAQ H20 SING N N 58 
5D2 CAS H21 SING N N 59 
5D2 CAY H22 SING N N 60 
5D2 CAY H23 SING N N 61 
5D2 CAX H24 SING N N 62 
5D2 CAX H25 SING N N 63 
5D2 CAU H26 SING N N 64 
5D2 CAU H27 SING N N 65 
5D2 CAV H28 SING N N 66 
5D2 CAV H29 SING N N 67 
5D2 CBI H30 SING N N 68 
5D2 CBI H31 SING N N 69 
5D2 CBI H32 SING N N 70 
5D2 CBB H33 SING N N 71 
5D2 CBA H34 SING N N 72 
# 
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 
5D2 SMILES           ACDLabs              12.01 "c1c(Cl)cccc1N2CCN(CC2)CCCNC(=O)C3CCN(CC3)c4ccc5n(n4)c(C)nn5"                                                                                                               
5D2 InChI            InChI                1.03  "InChI=1S/C25H33ClN8O/c1-19-28-29-23-6-7-24(30-34(19)23)33-12-8-20(9-13-33)25(35)27-10-3-11-31-14-16-32(17-15-31)22-5-2-4-21(26)18-22/h2,4-7,18,20H,3,8-17H2,1H3,(H,27,35)" 
5D2 InChIKey         InChI                1.03  JKOZTTFNOFUTMV-UHFFFAOYSA-N                                                                                                                                                 
5D2 SMILES_CANONICAL CACTVS               3.385 "Cc1nnc2ccc(nn12)N3CCC(CC3)C(=O)NCCCN4CCN(CC4)c5cccc(Cl)c5"                                                                                                                 
5D2 SMILES           CACTVS               3.385 "Cc1nnc2ccc(nn12)N3CCC(CC3)C(=O)NCCCN4CCN(CC4)c5cccc(Cl)c5"                                                                                                                 
5D2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1nc(cc2)N3CCC(CC3)C(=O)NCCCN4CCN(CC4)c5cccc(c5)Cl"                                                                                                                 
5D2 SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1nc(cc2)N3CCC(CC3)C(=O)NCCCN4CCN(CC4)c5cccc(c5)Cl"                                                                                                                 
# 
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 
5D2 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-1-(3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidine-4-carboxamide"  
5D2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-1-(3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidine-4-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 
5D2 "Create component" 2015-09-07 EBI  
5D2 "Initial release"  2016-06-01 RCSB 
# 
