data_6RD
# 
_chem_comp.id                                    6RD 
_chem_comp.name                                  "5-(1~{H}-indol-3-ylmethyl)-1-methyl-~{N}-(naphthalen-1-ylmethyl)-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H27 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-06-07 
_chem_comp.pdbx_modified_date                    2017-03-03 
_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                        449.547 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6RD 
_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        5L87 
_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 
6RD CAH C1  C 0 1 Y N N 11.819 4.416  11.409 -5.474 2.454  -0.733 CAH 6RD 1  
6RD CAG C2  C 0 1 Y N N 10.560 4.012  10.917 -6.736 2.449  -1.325 CAG 6RD 2  
6RD CAJ C3  C 0 1 Y N N 9.567  4.908  10.720 -7.630 1.457  -1.061 CAJ 6RD 3  
6RD CBC C4  C 0 1 Y N N 9.779  6.303  10.993 -7.278 0.421  -0.179 CBC 6RD 4  
6RD CAI C5  C 0 1 Y N N 8.757  7.254  10.751 -8.173 -0.621 0.117  CAI 6RD 5  
6RD CAC C6  C 0 1 Y N N 8.980  8.560  11.024 -7.798 -1.608 0.976  CAC 6RD 6  
6RD CAE C7  C 0 1 Y N N 10.207 8.994  11.562 -6.537 -1.602 1.568  CAE 6RD 7  
6RD CAL C8  C 0 1 Y N N 11.232 8.115  11.811 -5.643 -0.609 1.305  CAL 6RD 8  
6RD CBE C9  C 0 1 Y N N 11.031 6.729  11.525 -5.995 0.426  0.423  CBE 6RD 9  
6RD CAX C10 C 0 1 Y N N 12.053 5.755  11.697 -5.099 1.468  0.126  CAX 6RD 10 
6RD CAQ C11 C 0 1 N N N 13.426 6.193  12.183 -3.728 1.488  0.751  CAQ 6RD 11 
6RD NAU N1  N 0 1 N N N 14.451 5.167  12.054 -2.847 0.568  0.027  NAU 6RD 12 
6RD CAW C12 C 0 1 N N N 14.770 4.300  13.042 -1.564 0.421  0.411  CAW 6RD 13 
6RD OAB O1  O 0 1 N N N 14.170 4.123  14.114 -1.137 1.052  1.358  OAB 6RD 14 
6RD CBA C13 C 0 1 Y N N 15.764 3.304  12.705 -0.676 -0.507 -0.319 CBA 6RD 15 
6RD CAZ C14 C 0 1 Y N N 16.372 2.338  13.548 0.674  -0.767 -0.042 CAZ 6RD 16 
6RD CAS C15 C 0 1 N N N 16.174 1.979  14.981 1.572  -0.202 1.023  CAS 6RD 17 
6RD NAT N2  N 0 1 Y N N 16.289 3.238  11.472 -1.001 -1.258 -1.358 NAT 6RD 18 
6RD NBH N3  N 0 1 Y N N 17.215 2.259  11.516 0.018  -1.947 -1.745 NBH 6RD 19 
6RD CAA C16 C 0 1 N N N 18.020 1.918  10.341 0.020  -2.885 -2.870 CAA 6RD 20 
6RD CBB C17 C 0 1 Y N N 17.286 1.696  12.750 1.074  -1.680 -0.965 CBB 6RD 21 
6RD CAO C18 C 0 1 N N N 18.188 0.601  13.201 2.476  -2.234 -1.014 CAO 6RD 22 
6RD CAP C19 C 0 1 N N N 17.675 0.054  14.513 3.156  -1.910 0.324  CAP 6RD 23 
6RD NBG N4  N 0 1 N N N 17.225 1.102  15.409 2.968  -0.494 0.650  NBG 6RD 24 
6RD CAR C20 C 0 1 N N N 17.170 0.672  16.806 3.895  -0.069 1.707  CAR 6RD 25 
6RD CAY C21 C 0 1 Y N N 16.064 -0.342 17.023 5.311  -0.153 1.197  CAY 6RD 26 
6RD CBF C22 C 0 1 Y N N 16.107 -1.780 16.889 5.992  0.829  0.349  CBF 6RD 27 
6RD CAM C23 C 0 1 Y N N 17.116 -2.686 16.541 5.614  2.046  -0.221 CAM 6RD 28 
6RD CAF C24 C 0 1 Y N N 16.793 -4.057 16.553 6.507  2.743  -0.985 CAF 6RD 29 
6RD CAD C25 C 0 1 Y N N 15.539 -4.539 16.842 7.787  2.250  -1.199 CAD 6RD 30 
6RD CAK C26 C 0 1 Y N N 14.553 -3.642 17.200 8.180  1.051  -0.647 CAK 6RD 31 
6RD CBD C27 C 0 1 Y N N 14.854 -2.269 17.229 7.288  0.325  0.135  CBD 6RD 32 
6RD NAV N5  N 0 1 Y N N 14.066 -1.184 17.552 7.374  -0.873 0.808  NAV 6RD 33 
6RD CAN C28 C 0 1 Y N N 14.827 -0.024 17.442 6.190  -1.139 1.439  CAN 6RD 34 
6RD HAI H1  H 0 1 N N N 12.600 3.686  11.562 -4.782 3.251  -0.963 HAI 6RD 35 
6RD HAH H2  H 0 1 N N N 10.387 2.970  10.694 -7.009 3.244  -2.003 HAH 6RD 36 
6RD HAK H3  H 0 1 N N N 8.607  4.573  10.355 -8.604 1.466  -1.527 HAK 6RD 37 
6RD HAJ H4  H 0 1 N N N 7.805  6.938  10.351 -9.155 -0.638 -0.334 HAJ 6RD 38 
6RD HAD H5  H 0 1 N N N 8.203  9.283  10.826 -8.488 -2.407 1.202  HAD 6RD 39 
6RD HAF H6  H 0 1 N N N 10.345 10.042 11.784 -6.264 -2.397 2.247  HAF 6RD 40 
6RD HAM H7  H 0 1 N N N 12.171 8.464  12.215 -4.669 -0.618 1.771  HAM 6RD 41 
6RD HAT H8  H 0 1 N N N 13.738 7.070  11.597 -3.320 2.498  0.699  HAT 6RD 42 
6RD HAU H9  H 0 1 N N N 13.346 6.471  13.244 -3.799 1.178  1.793  HAU 6RD 43 
6RD HBH H10 H 0 1 N N N 14.946 5.100  11.188 -3.188 0.065  -0.729 HBH 6RD 44 
6RD HAX H11 H 0 1 N N N 16.189 2.893  15.592 1.428  0.876  1.093  HAX 6RD 45 
6RD HAY H12 H 0 1 N N N 15.204 1.474  15.101 1.343  -0.667 1.982  HAY 6RD 46 
6RD HAB H13 H 0 1 N N N 17.735 2.567  9.500  0.294  -2.357 -3.784 HAB 6RD 47 
6RD HAC H14 H 0 1 N N N 19.086 2.064  10.572 0.742  -3.679 -2.680 HAC 6RD 48 
6RD HAA H15 H 0 1 N N N 17.844 0.867  10.069 -0.974 -3.318 -2.984 HAA 6RD 49 
6RD HAP H16 H 0 1 N N N 18.202 -0.200 12.447 2.440  -3.314 -1.158 HAP 6RD 50 
6RD HAQ H17 H 0 1 N N N 19.206 0.994  13.338 3.028  -1.770 -1.831 HAQ 6RD 51 
6RD HAS H18 H 0 1 N N N 16.832 -0.623 14.309 2.716  -2.521 1.112  HAS 6RD 52 
6RD HAR H19 H 0 1 N N N 18.485 -0.507 15.003 4.222  -2.128 0.250  HAR 6RD 53 
6RD HAV H21 H 0 1 N N N 18.133 0.217  17.080 3.673  0.959  1.994  HAV 6RD 54 
6RD HAW H22 H 0 1 N N N 16.984 1.548  17.444 3.782  -0.721 2.573  HAW 6RD 55 
6RD HAN H23 H 0 1 N N N 18.106 -2.346 16.273 4.620  2.435  -0.058 HAN 6RD 56 
6RD HAG H24 H 0 1 N N N 17.573 -4.768 16.323 6.215  3.684  -1.426 HAG 6RD 57 
6RD HAE H25 H 0 1 N N N 15.329 -5.597 16.790 8.482  2.812  -1.806 HAE 6RD 58 
6RD HAL H26 H 0 1 N N N 13.563 -3.990 17.455 9.178  0.676  -0.820 HAL 6RD 59 
6RD HBI H27 H 0 1 N N N 13.104 -1.224 17.822 8.159  -1.442 0.834  HBI 6RD 60 
6RD HAO H28 H 0 1 N N N 14.478 0.975  17.659 5.990  -2.013 2.041  HAO 6RD 61 
# 
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 
6RD CAA NBH SING N N 1  
6RD CAJ CAG DOUB Y N 2  
6RD CAJ CBC SING Y N 3  
6RD CAI CBC DOUB Y N 4  
6RD CAI CAC SING Y N 5  
6RD CAG CAH SING Y N 6  
6RD CBC CBE SING Y N 7  
6RD CAC CAE DOUB Y N 8  
6RD CAH CAX DOUB Y N 9  
6RD NAT NBH SING Y N 10 
6RD NAT CBA DOUB Y N 11 
6RD NBH CBB SING Y N 12 
6RD CBE CAX SING Y N 13 
6RD CBE CAL DOUB Y N 14 
6RD CAE CAL SING Y N 15 
6RD CAX CAQ SING N N 16 
6RD NAU CAQ SING N N 17 
6RD NAU CAW SING N N 18 
6RD CBA CAW SING N N 19 
6RD CBA CAZ SING Y N 20 
6RD CBB CAO SING N N 21 
6RD CBB CAZ DOUB Y N 22 
6RD CAW OAB DOUB N N 23 
6RD CAO CAP SING N N 24 
6RD CAZ CAS SING N N 25 
6RD CAP NBG SING N N 26 
6RD CAS NBG SING N N 27 
6RD NBG CAR SING N N 28 
6RD CAM CAF DOUB Y N 29 
6RD CAM CBF SING Y N 30 
6RD CAF CAD SING Y N 31 
6RD CAR CAY SING N N 32 
6RD CAD CAK DOUB Y N 33 
6RD CBF CAY SING Y N 34 
6RD CBF CBD DOUB Y N 35 
6RD CAY CAN DOUB Y N 36 
6RD CAK CBD SING Y N 37 
6RD CBD NAV SING Y N 38 
6RD CAN NAV SING Y N 39 
6RD CAH HAI SING N N 40 
6RD CAG HAH SING N N 41 
6RD CAJ HAK SING N N 42 
6RD CAI HAJ SING N N 43 
6RD CAC HAD SING N N 44 
6RD CAE HAF SING N N 45 
6RD CAL HAM SING N N 46 
6RD CAQ HAT SING N N 47 
6RD CAQ HAU SING N N 48 
6RD NAU HBH SING N N 49 
6RD CAS HAX SING N N 50 
6RD CAS HAY SING N N 51 
6RD CAA HAB SING N N 52 
6RD CAA HAC SING N N 53 
6RD CAA HAA SING N N 54 
6RD CAO HAP SING N N 55 
6RD CAO HAQ SING N N 56 
6RD CAP HAS SING N N 57 
6RD CAP HAR SING N N 58 
6RD CAR HAV SING N N 59 
6RD CAR HAW SING N N 60 
6RD CAM HAN SING N N 61 
6RD CAF HAG SING N N 62 
6RD CAD HAE SING N N 63 
6RD CAK HAL SING N N 64 
6RD NAV HBI SING N N 65 
6RD CAN HAO 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 
6RD InChI            InChI                1.03  "InChI=1S/C28H27N5O/c1-32-26-13-14-33(17-21-16-29-25-12-5-4-11-23(21)25)18-24(26)27(31-32)28(34)30-15-20-9-6-8-19-7-2-3-10-22(19)20/h2-12,16,29H,13-15,17-18H2,1H3,(H,30,34)" 
6RD InChIKey         InChI                1.03  XJVZXIUKPNWOSD-UHFFFAOYSA-N                                                                                                                                                   
6RD SMILES_CANONICAL CACTVS               3.385 "Cn1nc(C(=O)NCc2cccc3ccccc23)c4CN(CCc14)Cc5c[nH]c6ccccc56"                                                                                                                    
6RD SMILES           CACTVS               3.385 "Cn1nc(C(=O)NCc2cccc3ccccc23)c4CN(CCc14)Cc5c[nH]c6ccccc56"                                                                                                                    
6RD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cn1c2c(c(n1)C(=O)NCc3cccc4c3cccc4)CN(CC2)Cc5c[nH]c6c5cccc6"                                                                                                                  
6RD SMILES           "OpenEye OEToolkits" 2.0.5 "Cn1c2c(c(n1)C(=O)NCc3cccc4c3cccc4)CN(CC2)Cc5c[nH]c6c5cccc6"                                                                                                                  
# 
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 
6RD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(1~{H}-indol-3-ylmethyl)-1-methyl-~{N}-(naphthalen-1-ylmethyl)-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridine-3-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 
6RD "Create component" 2016-06-07 EBI  
6RD "Initial release"  2017-03-08 RCSB 
# 
