FAIRMol

Z56811438

ID 1280

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: CS(=O)(=O)c1ccc2nc(NC(=O)c3ccc(NS(=O)(=O)c4ccc(F)c(F)c4)cc3)sc2c1

Formula: C21H15F2N3O5S3 | MW: 523.5640000000002

LogP: 4.031100000000002 | TPSA: 122.30000000000001

HBA/HBD: 7/2 | RotB: 6

InChIKey: IPNAIAOSVBLROM-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Fluorine ×2 Sulfone

Ring system

Benzene ×3 Benzothiazole Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.849252-
DOCK_BASE_INTER_RANK-0.818704-
DOCK_BASE_INTER_RANK-0.667396-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK2.308789-
DOCK_FINAL_RANK4.071177-
DOCK_FINAL_RANK2.795705-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLY1951-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL3621-
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:MET781-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623259-
DOCK_MAX_CLASH_OVERLAP0.645338-
DOCK_MAX_CLASH_OVERLAP0.671743-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.275929-
DOCK_PRE_RANK4.029100-
DOCK_PRE_RANK2.772760-
DOCK_PRIMARY_POSE_ID1818-
DOCK_PRIMARY_POSE_ID7873-
DOCK_PRIMARY_POSE_ID11324-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:TYR162;A:VAL156;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG228;A:ARG287;A:CYS375;A:GLY195;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:ILE199;A:ILE285;A:LEU227;A:LEU332;A:PHE198;A:PHE230;A:SER200;A:SER364;A:THR374;A:TYR221;A:VAL362-
DOCK_SCAFFOLDO=C(Nc1nc2ccccc2s1)c1ccc(NS(=O)(=O)c2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1nc2ccccc2s1)c1ccc(NS(=O)(=O)c2ccccc2)cc1-
DOCK_SCAFFOLDO=C(Nc1nc2ccccc2s1)c1ccc(NS(=O)(=O)c2ccccc2)cc1-
DOCK_SCORE-22.498800-
DOCK_SCORE-22.217400-
DOCK_SCORE-19.969200-
DOCK_SCORE_INTER-28.874600-
DOCK_SCORE_INTER-27.835900-
DOCK_SCORE_INTER-22.691500-
DOCK_SCORE_INTER_KCAL-6.896583-
DOCK_SCORE_INTER_KCAL-6.648493-
DOCK_SCORE_INTER_KCAL-5.419774-
DOCK_SCORE_INTER_NORM-0.849252-
DOCK_SCORE_INTER_NORM-0.818704-
DOCK_SCORE_INTER_NORM-0.667396-
DOCK_SCORE_INTRA6.375810-
DOCK_SCORE_INTRA5.618550-
DOCK_SCORE_INTRA2.296690-
DOCK_SCORE_INTRA_KCAL1.522837-
DOCK_SCORE_INTRA_KCAL1.341968-
DOCK_SCORE_INTRA_KCAL0.548555-
DOCK_SCORE_INTRA_NORM0.187524-
DOCK_SCORE_INTRA_NORM0.165251-
DOCK_SCORE_INTRA_NORM0.067550-
DOCK_SCORE_KCAL-5.373748-
DOCK_SCORE_KCAL-5.306537-
DOCK_SCORE_KCAL-4.769564-
DOCK_SCORE_NORM-0.661728-
DOCK_SCORE_NORM-0.653453-
DOCK_SCORE_NORM-0.587331-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.425544-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.012516-
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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H15F2N3O5S3-
DOCK_SOURCE_FORMULAC21H15F2N3O5S3-
DOCK_SOURCE_FORMULAC21H15F2N3O5S3-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP4.031100-
DOCK_SOURCE_LOGP4.031100-
DOCK_SOURCE_LOGP4.031100-
DOCK_SOURCE_MW523.564000-
DOCK_SOURCE_MW523.564000-
DOCK_SOURCE_MW523.564000-
DOCK_SOURCE_NAMEZ56811438-
DOCK_SOURCE_NAMEZ56811438-
DOCK_SOURCE_NAMEZ56811438-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA122.300000-
DOCK_SOURCE_TPSA122.300000-
DOCK_SOURCE_TPSA122.300000-
DOCK_STRAIN_DELTA25.389033-
DOCK_STRAIN_DELTA30.711716-
DOCK_STRAIN_DELTA18.425935-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT12-
DOCK_TARGETT17-
EXACT_MASS523.01419002Da
FORMULAC21H15F2N3O5S3-
HBA7-
HBD2-
LOGP4.031100000000002-
MOL_WEIGHT523.5640000000002g/mol
QED_SCORE0.39352966693653374-
ROTATABLE_BONDS6-
TPSA122.30000000000001A^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
T03 T03 selection_import_t03 1
native pose available
 2.3087885354320044 -22.4988 14 0.70 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.7957054174014 -19.9692 7 0.58 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.071177036007283 -22.2174 15 0.94 - Best 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
463 2.3087885354320044 -0.849252 -22.4988 4 15 14 0.70 0.29 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 25.4 Open pose
T17 — T17 1 poses · report selection_import_t17
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
481 2.7957054174014 -0.667396 -19.9692 7 21 7 0.58 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash 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
421 4.071177036007283 -0.818704 -22.2174 12 17 15 0.94 0.50 0.50 0.70 - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 30.7 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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