FAIRMol

Z29294093

ID 197

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

SMILES: N/C(O)=C1\C=C(c2ccccc2)S\C1=N/C(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1

Formula: C21H21N3O5S3 | MW: 491.6160000000003

LogP: 2.7528000000000015 | TPSA: 122.28999999999999

HBA/HBD: 8/2 | RotB: 5

InChIKey: DNBYYFODVLWDCL-JMERVXJPSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Primary amine Clear highlight

Bio motif

Sulfonamide bioisostere Aza-Michael acceptor H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic Ionizable base Metal chelator

Functional group

Carbonyl Primary amine Sulfonamide Sulfide Imine Ether Alkene ×2 Enol ether Dienophile

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.821422-
DOCK_BASE_INTER_RANK-0.884942-
DOCK_BASE_INTER_RANK-0.793129-
DOCK_BASE_INTER_RANK-0.732381-
DOCK_BASE_INTER_RANK-0.786972-
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_COUNT11.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK1.495194-
DOCK_FINAL_RANK1.184793-
DOCK_FINAL_RANK1.761223-
DOCK_FINAL_RANK3.178655-
DOCK_FINAL_RANK3.075409-
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:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS901-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
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_INTRA_OUTLIER_SIDElow-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_INTRA_OUTLIER_SIDElow-
DOCK_MAX_CLASH_OVERLAP0.689973-
DOCK_MAX_CLASH_OVERLAP0.648267-
DOCK_MAX_CLASH_OVERLAP0.688861-
DOCK_MAX_CLASH_OVERLAP0.718771-
DOCK_MAX_CLASH_OVERLAP0.723919-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.411215-
DOCK_PRE_RANK1.141256-
DOCK_PRE_RANK1.713354-
DOCK_PRE_RANK3.133058-
DOCK_PRE_RANK3.010125-
DOCK_PRIMARY_POSE_ID632-
DOCK_PRIMARY_POSE_ID2002-
DOCK_PRIMARY_POSE_ID6050-
DOCK_PRIMARY_POSE_ID9449-
DOCK_PRIMARY_POSE_ID14217-
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_t01-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG29;A:GLU31;A:GLY21;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
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:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:ILE45;B:LEU94;B:LYS57;B:LYS90;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:PRO93;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ASP243;A:ASP385;A:CYS26;A:GLN341;A:GLU384;A:LEU25;A:LEU382;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDC=C1C=C(c2ccccc2)SC1=NC(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1-
DOCK_SCAFFOLDC=C1C=C(c2ccccc2)SC1=NC(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1-
DOCK_SCAFFOLDC=C1C=C(c2ccccc2)SC1=NC(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1-
DOCK_SCAFFOLDC=C1C=C(c2ccccc2)SC1=NC(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1-
DOCK_SCAFFOLDC=C1C=C(c2ccccc2)SC1=NC(=O)Cc1ccc(S(=O)(=O)N2CCOCC2)s1-
DOCK_SCORE-31.147900-
DOCK_SCORE-49.052900-
DOCK_SCORE-46.328200-
DOCK_SCORE-47.099700-
DOCK_SCORE-46.896600-
DOCK_SCORE_INTER-26.285500-
DOCK_SCORE_INTER-28.318100-
DOCK_SCORE_INTER-25.380100-
DOCK_SCORE_INTER-23.436200-
DOCK_SCORE_INTER-25.183100-
DOCK_SCORE_INTER_KCAL-6.278187-
DOCK_SCORE_INTER_KCAL-6.763665-
DOCK_SCORE_INTER_KCAL-6.061935-
DOCK_SCORE_INTER_KCAL-5.597643-
DOCK_SCORE_INTER_KCAL-6.014883-
DOCK_SCORE_INTER_NORM-0.821422-
DOCK_SCORE_INTER_NORM-0.884942-
DOCK_SCORE_INTER_NORM-0.793129-
DOCK_SCORE_INTER_NORM-0.732381-
DOCK_SCORE_INTER_NORM-0.786972-
DOCK_SCORE_INTRA-4.862430-
DOCK_SCORE_INTRA-20.734800-
DOCK_SCORE_INTRA-20.948100-
DOCK_SCORE_INTRA-23.663500-
DOCK_SCORE_INTRA-21.713500-
DOCK_SCORE_INTRA_KCAL-1.161372-
DOCK_SCORE_INTRA_KCAL-4.952424-
DOCK_SCORE_INTRA_KCAL-5.003370-
DOCK_SCORE_INTRA_KCAL-5.651932-
DOCK_SCORE_INTRA_KCAL-5.186183-
DOCK_SCORE_INTRA_NORM-0.151951-
DOCK_SCORE_INTRA_NORM-0.647961-
DOCK_SCORE_INTRA_NORM-0.654628-
DOCK_SCORE_INTRA_NORM-0.739485-
DOCK_SCORE_INTRA_NORM-0.678546-
DOCK_SCORE_KCAL-7.439551-
DOCK_SCORE_KCAL-11.716089-
DOCK_SCORE_KCAL-11.065305-
DOCK_SCORE_KCAL-11.249575-
DOCK_SCORE_KCAL-11.201065-
DOCK_SCORE_NORM-0.973373-
DOCK_SCORE_NORM-1.532900-
DOCK_SCORE_NORM-1.447760-
DOCK_SCORE_NORM-1.471870-
DOCK_SCORE_NORM-1.465520-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H21N3O5S3-
DOCK_SOURCE_FORMULAC21H21N3O5S3-
DOCK_SOURCE_FORMULAC21H21N3O5S3-
DOCK_SOURCE_FORMULAC21H21N3O5S3-
DOCK_SOURCE_FORMULAC21H21N3O5S3-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP2.752800-
DOCK_SOURCE_LOGP2.752800-
DOCK_SOURCE_LOGP2.752800-
DOCK_SOURCE_LOGP2.752800-
DOCK_SOURCE_LOGP2.752800-
DOCK_SOURCE_MW491.616000-
DOCK_SOURCE_MW491.616000-
DOCK_SOURCE_MW491.616000-
DOCK_SOURCE_MW491.616000-
DOCK_SOURCE_MW491.616000-
DOCK_SOURCE_NAMEZ29294093-
DOCK_SOURCE_NAMEZ29294093-
DOCK_SOURCE_NAMEZ29294093-
DOCK_SOURCE_NAMEZ29294093-
DOCK_SOURCE_NAMEZ29294093-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA122.290000-
DOCK_SOURCE_TPSA122.290000-
DOCK_SOURCE_TPSA122.290000-
DOCK_SOURCE_TPSA122.290000-
DOCK_SOURCE_TPSA122.290000-
DOCK_STRAIN_DELTA49.562539-
DOCK_STRAIN_DELTA31.489647-
DOCK_STRAIN_DELTA33.716601-
DOCK_STRAIN_DELTA32.562951-
DOCK_STRAIN_DELTA41.803602-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT03-
DOCK_TARGETT09-
DOCK_TARGETT14-
DOCK_TARGETT21-
EXACT_MASS491.06433377200005Da
FORMULAC21H21N3O5S3-
HBA8-
HBD2-
LOGP2.7528000000000015-
MOL_WEIGHT491.6160000000003g/mol
QED_SCORE0.6167850644090617-
ROTATABLE_BONDS5-
TPSA122.28999999999999A^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
 1.1847930015500647 -49.0529 17 0.85 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.4951936856465549 -31.1479 12 0.57 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.7612227019476687 -46.3282 17 0.81 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.075408860119218 -46.8966 14 1.00 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.178654702339341 -47.0997 10 0.67 - 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
647 1.1847930015500647 -0.884942 -49.0529 4 19 17 0.85 0.29 0.20 0.20 - no geometry warning; 8 clashes; 5 protein contact clashes; very favorable intra outlier; high strain Δ 31.5 Open pose
T01 — T01 1 poses · report selection_import_t01
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
632 1.4951936856465549 -0.821422 -31.1479 4 15 12 0.57 0.40 0.40 0.40 - no geometry warning; 11 clashes; 6 protein contact clashes; 1 cofactor-context clash; high strain Δ 49.6 Open 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
632 1.7612227019476687 -0.793129 -46.3282 4 20 17 0.81 0.14 0.17 0.17 - no geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash; very favorable intra outlier; high strain Δ 33.7 Open pose
T21 — T21 1 poses · report selection_import_t21
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
659 3.075408860119218 -0.786972 -46.8966 11 18 14 1.00 0.42 0.44 0.50 - no geometry warning; 10 clashes; 1 protein clash; very favorable intra outlier; high strain Δ 41.8 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
641 3.178654702339341 -0.732381 -47.0997 5 13 10 0.67 0.17 0.20 0.20 - no geometry warning; 9 clashes; 2 protein clashes; very favorable intra outlier; high strain Δ 32.6 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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