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 #