FAIRMol

Z64648195

ID 3183

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

SMILES: Cc1ccc(-c2csc3ncnc(Sc4nnc(CN5CCCCCC5=O)o4)c23)cc1

Formula: C22H21N5O2S2 | MW: 451.5770000000004

LogP: 5.103520000000004 | TPSA: 85.01

HBA/HBD: 8/- | RotB: 5

InChIKey: WDTJJMFFOIUNKQ-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×5 H-bond acceptor O ×2 Gatekeeper aromatic Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Sulfide

Ring system

Benzene Pyrimidine Thiophene Oxadiazole 1,3,4-Oxadiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.948942-
DOCK_BASE_INTER_RANK-0.819839-
DOCK_BASE_INTER_RANK-0.887834-
DOCK_BASE_INTER_RANK-0.727277-
DOCK_BASE_INTER_RANK-1.008260-
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_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK0.932267-
DOCK_FINAL_RANK3.575323-
DOCK_FINAL_RANK2.904350-
DOCK_FINAL_RANK4.638520-
DOCK_FINAL_RANK3.533906-
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:ALA151-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:SER741-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::C:ALA3381-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
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_OVERLAP0.680710-
DOCK_MAX_CLASH_OVERLAP0.680735-
DOCK_MAX_CLASH_OVERLAP0.680762-
DOCK_MAX_CLASH_OVERLAP0.680790-
DOCK_MAX_CLASH_OVERLAP0.718012-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.912938-
DOCK_PRE_RANK3.548987-
DOCK_PRE_RANK2.871560-
DOCK_PRE_RANK4.617586-
DOCK_PRE_RANK3.502465-
DOCK_PRIMARY_POSE_ID5897-
DOCK_PRIMARY_POSE_ID6560-
DOCK_PRIMARY_POSE_ID7914-
DOCK_PRIMARY_POSE_ID9287-
DOCK_PRIMARY_POSE_ID12660-
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_t09-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO50;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:MET386;A:PHE383;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSC:ALA338;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE367;C:PRO336;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C1CCCCCN1Cc1nnc(Sc2ncnc3scc(-c4ccccc4)c23)o1-
DOCK_SCAFFOLDO=C1CCCCCN1Cc1nnc(Sc2ncnc3scc(-c4ccccc4)c23)o1-
DOCK_SCAFFOLDO=C1CCCCCN1Cc1nnc(Sc2ncnc3scc(-c4ccccc4)c23)o1-
DOCK_SCAFFOLDO=C1CCCCCN1Cc1nnc(Sc2ncnc3scc(-c4ccccc4)c23)o1-
DOCK_SCAFFOLDO=C1CCCCCN1Cc1nnc(Sc2ncnc3scc(-c4ccccc4)c23)o1-
DOCK_SCORE-28.739200-
DOCK_SCORE-22.241900-
DOCK_SCORE-24.510400-
DOCK_SCORE-22.025700-
DOCK_SCORE-23.847000-
DOCK_SCORE_INTER-29.417200-
DOCK_SCORE_INTER-25.415000-
DOCK_SCORE_INTER-27.522800-
DOCK_SCORE_INTER-22.545600-
DOCK_SCORE_INTER-31.256000-
DOCK_SCORE_INTER_KCAL-7.026181-
DOCK_SCORE_INTER_KCAL-6.070271-
DOCK_SCORE_INTER_KCAL-6.573711-
DOCK_SCORE_INTER_KCAL-5.384926-
DOCK_SCORE_INTER_KCAL-7.465371-
DOCK_SCORE_INTER_NORM-0.948942-
DOCK_SCORE_INTER_NORM-0.819839-
DOCK_SCORE_INTER_NORM-0.887834-
DOCK_SCORE_INTER_NORM-0.727277-
DOCK_SCORE_INTER_NORM-1.008260-
DOCK_SCORE_INTRA0.678014-
DOCK_SCORE_INTRA3.173080-
DOCK_SCORE_INTRA3.012410-
DOCK_SCORE_INTRA0.519864-
DOCK_SCORE_INTRA7.409050-
DOCK_SCORE_INTRA_KCAL0.161941-
DOCK_SCORE_INTRA_KCAL0.757877-
DOCK_SCORE_INTRA_KCAL0.719502-
DOCK_SCORE_INTRA_KCAL0.124167-
DOCK_SCORE_INTRA_KCAL1.769622-
DOCK_SCORE_INTRA_NORM0.021871-
DOCK_SCORE_INTRA_NORM0.102357-
DOCK_SCORE_INTRA_NORM0.097174-
DOCK_SCORE_INTRA_NORM0.016770-
DOCK_SCORE_INTRA_NORM0.239002-
DOCK_SCORE_KCAL-6.864243-
DOCK_SCORE_KCAL-5.312389-
DOCK_SCORE_KCAL-5.854211-
DOCK_SCORE_KCAL-5.260750-
DOCK_SCORE_KCAL-5.695761-
DOCK_SCORE_NORM-0.927070-
DOCK_SCORE_NORM-0.717481-
DOCK_SCORE_NORM-0.790659-
DOCK_SCORE_NORM-0.710507-
DOCK_SCORE_NORM-0.769258-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H21N5O2S2-
DOCK_SOURCE_FORMULAC22H21N5O2S2-
DOCK_SOURCE_FORMULAC22H21N5O2S2-
DOCK_SOURCE_FORMULAC22H21N5O2S2-
DOCK_SOURCE_FORMULAC22H21N5O2S2-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP5.103520-
DOCK_SOURCE_LOGP5.103520-
DOCK_SOURCE_LOGP5.103520-
DOCK_SOURCE_LOGP5.103520-
DOCK_SOURCE_LOGP5.103520-
DOCK_SOURCE_MW451.577000-
DOCK_SOURCE_MW451.577000-
DOCK_SOURCE_MW451.577000-
DOCK_SOURCE_MW451.577000-
DOCK_SOURCE_MW451.577000-
DOCK_SOURCE_NAMEZ64648195-
DOCK_SOURCE_NAMEZ64648195-
DOCK_SOURCE_NAMEZ64648195-
DOCK_SOURCE_NAMEZ64648195-
DOCK_SOURCE_NAMEZ64648195-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA85.010000-
DOCK_SOURCE_TPSA85.010000-
DOCK_SOURCE_TPSA85.010000-
DOCK_SOURCE_TPSA85.010000-
DOCK_SOURCE_TPSA85.010000-
DOCK_STRAIN_DELTA15.336267-
DOCK_STRAIN_DELTA21.009376-
DOCK_STRAIN_DELTA25.345590-
DOCK_STRAIN_DELTA16.757783-
DOCK_STRAIN_DELTA24.489750-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT10-
DOCK_TARGETT12-
DOCK_TARGETT14-
DOCK_TARGETT19-
EXACT_MASS451.113666912Da
FORMULAC22H21N5O2S2-
HBA8-
HBD0-
LOGP5.103520000000004-
MOL_WEIGHT451.5770000000004g/mol
QED_SCORE0.39010490581091967-
ROTATABLE_BONDS5-
TPSA85.01A^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
T09 T09 selection_import_t09 1
native pose available
 0.932266955788502 -28.7392 13 0.62 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.904350206753341 -24.5104 14 0.88 - Best pose
T19 T19 selection_import_t19 1
native pose available
 3.5339060627915737 -23.847 9 0.33 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.5753226198764536 -22.2419 12 0.71 - Best pose
T14 T14 selection_import_t14 1
native pose available
 4.63852025203437 -22.0257 7 0.47 - Best pose
T09 — T09 1 poses · report selection_import_t09
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
479 0.932266955788502 -0.948942 -28.7392 6 17 13 0.62 0.00 0.00 0.17 - no geometry warning; 9 clashes; 5 protein contact clashes 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
462 2.904350206753341 -0.887834 -24.5104 10 15 14 0.88 0.50 0.40 0.40 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 25.3 Open pose
T19 — T19 1 poses · report selection_import_t19
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
459 3.5339060627915737 -1.00826 -23.847 7 19 9 0.33 0.08 0.20 0.25 - no geometry warning; 11 clashes; 2 protein clashes; 2 cofactor-context clashes; moderate strain Δ 24.5 Open pose
T10 — T10 1 poses · report selection_import_t10
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
464 3.5753226198764536 -0.819839 -22.2419 13 13 12 0.71 0.54 0.45 0.45 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 21.0 Open pose
T14 — T14 1 poses · report selection_import_t14
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
479 4.63852025203437 -0.727277 -22.0257 5 11 7 0.47 0.00 0.00 0.40 - no geometry warning; 9 clashes; 2 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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