FAIRMol

Z19656583

ID 1253

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: Cc1cc(C(=O)CSc2nnnn2-c2ccccc2)c(C)n1CCc1ccccc1

Formula: C23H23N5OS | MW: 417.53800000000024

LogP: 4.298340000000004 | TPSA: 65.6

HBA/HBD: 5/- | RotB: 8

InChIKey: CZFUFROVIJSLHK-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

H-bond acceptor N ×5 H-bond acceptor O Gatekeeper aromatic ×2

Functional group

Carbonyl Ketone Sulfide

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.986616-
DOCK_BASE_INTER_RANK-0.856086-
DOCK_BASE_INTER_RANK-0.870183-
DOCK_BASE_INTER_RANK-1.095570-
DOCK_BASE_INTER_RANK-1.007040-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK2.180870-
DOCK_FINAL_RANK1.944790-
DOCK_FINAL_RANK0.681825-
DOCK_FINAL_RANK1.169658-
DOCK_FINAL_RANK4.110888-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER861-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2371-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620294-
DOCK_MAX_CLASH_OVERLAP0.620293-
DOCK_MAX_CLASH_OVERLAP0.620263-
DOCK_MAX_CLASH_OVERLAP0.620298-
DOCK_MAX_CLASH_OVERLAP0.620238-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.146137-
DOCK_PRE_RANK1.915054-
DOCK_PRE_RANK0.654784-
DOCK_PRE_RANK1.149472-
DOCK_PRE_RANK4.091714-
DOCK_PRIMARY_POSE_ID1881-
DOCK_PRIMARY_POSE_ID2548-
DOCK_PRIMARY_POSE_ID3887-
DOCK_PRIMARY_POSE_ID5246-
DOCK_PRIMARY_POSE_ID7950-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:SER86;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER227;A:TYR191;A:TYR194;A:VAL237;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74-
DOCK_SCAFFOLDO=C(CSc1nnnn1-c1ccccc1)c1ccn(CCc2ccccc2)c1-
DOCK_SCAFFOLDO=C(CSc1nnnn1-c1ccccc1)c1ccn(CCc2ccccc2)c1-
DOCK_SCAFFOLDO=C(CSc1nnnn1-c1ccccc1)c1ccn(CCc2ccccc2)c1-
DOCK_SCAFFOLDO=C(CSc1nnnn1-c1ccccc1)c1ccn(CCc2ccccc2)c1-
DOCK_SCAFFOLDO=C(CSc1nnnn1-c1ccccc1)c1ccn(CCc2ccccc2)c1-
DOCK_SCORE-23.353200-
DOCK_SCORE-20.878200-
DOCK_SCORE-22.670900-
DOCK_SCORE-32.502000-
DOCK_SCORE-25.324100-
DOCK_SCORE_INTER-29.598500-
DOCK_SCORE_INTER-25.682600-
DOCK_SCORE_INTER-26.105500-
DOCK_SCORE_INTER-32.867200-
DOCK_SCORE_INTER-30.211300-
DOCK_SCORE_INTER_KCAL-7.069483-
DOCK_SCORE_INTER_KCAL-6.134186-
DOCK_SCORE_INTER_KCAL-6.235194-
DOCK_SCORE_INTER_KCAL-7.850199-
DOCK_SCORE_INTER_KCAL-7.215848-
DOCK_SCORE_INTER_NORM-0.986616-
DOCK_SCORE_INTER_NORM-0.856086-
DOCK_SCORE_INTER_NORM-0.870183-
DOCK_SCORE_INTER_NORM-1.095570-
DOCK_SCORE_INTER_NORM-1.007040-
DOCK_SCORE_INTRA6.245240-
DOCK_SCORE_INTRA4.804400-
DOCK_SCORE_INTRA3.340690-
DOCK_SCORE_INTRA0.365267-
DOCK_SCORE_INTRA4.887110-
DOCK_SCORE_INTRA_KCAL1.491651-
DOCK_SCORE_INTRA_KCAL1.147512-
DOCK_SCORE_INTRA_KCAL0.797910-
DOCK_SCORE_INTRA_KCAL0.087243-
DOCK_SCORE_INTRA_KCAL1.167267-
DOCK_SCORE_INTRA_NORM0.208175-
DOCK_SCORE_INTRA_NORM0.160147-
DOCK_SCORE_INTRA_NORM0.111356-
DOCK_SCORE_INTRA_NORM0.012176-
DOCK_SCORE_INTRA_NORM0.162904-
DOCK_SCORE_KCAL-5.577818-
DOCK_SCORE_KCAL-4.986675-
DOCK_SCORE_KCAL-5.414854-
DOCK_SCORE_KCAL-7.762973-
DOCK_SCORE_KCAL-6.048560-
DOCK_SCORE_NORM-0.778441-
DOCK_SCORE_NORM-0.695939-
DOCK_SCORE_NORM-0.755696-
DOCK_SCORE_NORM-1.083400-
DOCK_SCORE_NORM-0.844138-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.093925-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.003131-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H23N5OS-
DOCK_SOURCE_FORMULAC23H23N5OS-
DOCK_SOURCE_FORMULAC23H23N5OS-
DOCK_SOURCE_FORMULAC23H23N5OS-
DOCK_SOURCE_FORMULAC23H23N5OS-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.298340-
DOCK_SOURCE_LOGP4.298340-
DOCK_SOURCE_LOGP4.298340-
DOCK_SOURCE_LOGP4.298340-
DOCK_SOURCE_LOGP4.298340-
DOCK_SOURCE_MW417.538000-
DOCK_SOURCE_MW417.538000-
DOCK_SOURCE_MW417.538000-
DOCK_SOURCE_MW417.538000-
DOCK_SOURCE_MW417.538000-
DOCK_SOURCE_NAMEZ19656583-
DOCK_SOURCE_NAMEZ19656583-
DOCK_SOURCE_NAMEZ19656583-
DOCK_SOURCE_NAMEZ19656583-
DOCK_SOURCE_NAMEZ19656583-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA65.600000-
DOCK_SOURCE_TPSA65.600000-
DOCK_SOURCE_TPSA65.600000-
DOCK_SOURCE_TPSA65.600000-
DOCK_SOURCE_TPSA65.600000-
DOCK_STRAIN_DELTA26.538457-
DOCK_STRAIN_DELTA23.373720-
DOCK_STRAIN_DELTA21.516439-
DOCK_STRAIN_DELTA16.105726-
DOCK_STRAIN_DELTA15.194099-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT04-
DOCK_TARGETT06-
DOCK_TARGETT08-
DOCK_TARGETT12-
EXACT_MASS417.16233135600004Da
FORMULAC23H23N5OS-
HBA5-
HBD0-
LOGP4.298340000000004-
MOL_WEIGHT417.53800000000024g/mol
QED_SCORE0.3159002624393328-
ROTATABLE_BONDS8-
TPSA65.6A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T06 T06 selection_import_t06 1
native pose available
 0.6818248824134601 -22.6709 14 0.67 - Best pose
T08 T08 selection_import_t08 1
native pose available
 1.1696575870053978 -32.502 10 0.53 - Best pose
T04 T04 selection_import_t04 1
native pose available
 1.9447900786079562 -20.8782 14 0.74 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.18086980307911 -23.3532 16 0.80 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.110887622816772 -25.3241 14 0.88 - Best pose
T06 — T06 1 poses · report selection_import_t06
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
501 0.6818248824134601 -0.870183 -22.6709 2 17 14 0.67 0.00 0.00 0.00 - no geometry warning; 9 clashes; 3 protein contact clashes; moderate strain Δ 21.5 Open pose
T08 — T08 1 poses · report selection_import_t08
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
505 1.1696575870053978 -1.09557 -32.502 6 13 10 0.53 0.17 0.20 0.40 - no geometry warning; 8 clashes; 8 protein contact clashes Open pose
T04 — T04 1 poses · report selection_import_t04
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
515 1.9447900786079562 -0.856086 -20.8782 2 15 14 0.74 0.17 0.20 0.20 - no geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 23.4 Open pose
T03 — T03 1 poses · report selection_import_t03
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
526 2.18086980307911 -0.986616 -23.3532 3 18 16 0.80 0.29 0.20 0.20 - no geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 26.5 Open pose
T12 — T12 1 poses · report selection_import_t12
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
498 4.110887622816772 -1.00704 -25.3241 14 17 14 0.88 0.50 0.40 0.50 - no geometry warning; 8 clashes; 3 protein clashes Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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