FAIRMol

Z56872897

ID 3598

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

SMILES: NS(=O)(=O)c1ccc(O)c(NC(=O)c2ccc([N+](=O)O)o2)c1

Formula: C11H10N3O7S+ | MW: 328.2820000000001

LogP: 0.6845000000000001 | TPSA: 162.94

HBA/HBD: 6/4 | RotB: 4

InChIKey: HNQQUCGHTRBWNU-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×4 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol Sulfonamide

Ring system

Benzene Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.096400-
DOCK_BASE_INTER_RANK-1.330090-
DOCK_BASE_INTER_RANK-1.281230-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK6.069208-
DOCK_FINAL_RANK3.944805-
DOCK_FINAL_RANK2.399270-
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:ALA151-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1361-
DOCK_IFP::A:LYS1691-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR491-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.611823-
DOCK_MAX_CLASH_OVERLAP0.611812-
DOCK_MAX_CLASH_OVERLAP0.622518-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.935355-
DOCK_PRE_RANK3.874136-
DOCK_PRE_RANK2.301337-
DOCK_PRIMARY_POSE_ID6689-
DOCK_PRIMARY_POSE_ID8729-
DOCK_PRIMARY_POSE_ID14171-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLU138;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU136;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP88;A:CYS70;A:GLU274;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS169;A:LYS69;A:PHE170;A:PHE238;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccco1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccco1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1ccco1-
DOCK_SCORE-19.712900-
DOCK_SCORE-29.486000-
DOCK_SCORE-25.427100-
DOCK_SCORE_INTER-24.120900-
DOCK_SCORE_INTER-29.262100-
DOCK_SCORE_INTER-28.187100-
DOCK_SCORE_INTER_KCAL-5.761180-
DOCK_SCORE_INTER_KCAL-6.989136-
DOCK_SCORE_INTER_KCAL-6.732376-
DOCK_SCORE_INTER_NORM-1.096400-
DOCK_SCORE_INTER_NORM-1.330090-
DOCK_SCORE_INTER_NORM-1.281230-
DOCK_SCORE_INTRA4.407950-
DOCK_SCORE_INTRA-0.223952-
DOCK_SCORE_INTRA2.760030-
DOCK_SCORE_INTRA_KCAL1.052821-
DOCK_SCORE_INTRA_KCAL-0.053490-
DOCK_SCORE_INTRA_KCAL0.659222-
DOCK_SCORE_INTRA_NORM0.200361-
DOCK_SCORE_INTRA_NORM-0.010180-
DOCK_SCORE_INTRA_NORM0.125456-
DOCK_SCORE_KCAL-4.708347-
DOCK_SCORE_KCAL-7.042613-
DOCK_SCORE_KCAL-6.073161-
DOCK_SCORE_NORM-0.896041-
DOCK_SCORE_NORM-1.340270-
DOCK_SCORE_NORM-1.155780-
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_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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC11H10N3O7S+-
DOCK_SOURCE_FORMULAC11H10N3O7S+-
DOCK_SOURCE_FORMULAC11H10N3O7S+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP0.684500-
DOCK_SOURCE_LOGP0.684500-
DOCK_SOURCE_LOGP0.684500-
DOCK_SOURCE_MW328.282000-
DOCK_SOURCE_MW328.282000-
DOCK_SOURCE_MW328.282000-
DOCK_SOURCE_NAMEZ56872897-
DOCK_SOURCE_NAMEZ56872897-
DOCK_SOURCE_NAMEZ56872897-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA162.940000-
DOCK_SOURCE_TPSA162.940000-
DOCK_SOURCE_TPSA162.940000-
DOCK_STRAIN_DELTA68.346759-
DOCK_STRAIN_DELTA44.110752-
DOCK_STRAIN_DELTA55.011087-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT13-
DOCK_TARGETT21-
EXACT_MASS328.0233970800899Da
FORMULAC11H10N3O7S+-
HBA6-
HBD4-
LOGP0.6845000000000001-
MOL_WEIGHT328.2820000000001g/mol
QED_SCORE0.4733123240344479-
ROTATABLE_BONDS4-
TPSA162.94A^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
T21 T21 selection_import_t21 1
native pose available
 2.3992703597079696 -25.4271 13 0.93 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.9448053376264167 -29.486 15 0.79 - Best pose
T10 T10 selection_import_t10 1
native pose available
 6.069208291146927 -19.7129 16 0.94 - Best 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
613 2.3992703597079696 -1.28123 -25.4271 13 15 13 0.93 0.58 0.78 0.75 - no geometry warning; 6 clashes; 1 protein clash; high strain Δ 55.0 Open pose
T13 — T13 1 poses · report selection_import_t13
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
599 3.9448053376264167 -1.33009 -29.486 9 17 15 0.79 0.56 0.43 0.57 - no geometry warning; 6 clashes; 3 protein clashes; high strain Δ 44.1 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
593 6.069208291146927 -1.0964 -19.7129 16 18 16 0.94 0.62 0.64 0.82 - no geometry warning; 4 clashes; 4 protein clashes; high strain Δ 68.3 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

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

Loading…

ADMET Profile

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

Loading…

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.
Loading…