FAIRMol

Z49995281

ID 3522

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

SMILES: CCN(CC)S(=O)(=O)c1cc/c(=N\N=C\c2ccc(O)cc2O)[nH]c1

Formula: C16H20N4O4S | MW: 364.42700000000013

LogP: 1.3912 | TPSA: 118.35000000000001

HBA/HBD: 6/3 | RotB: 6

InChIKey: KZBOZJYUPULZBU-VCHYOVAHSA-N

Recognized patterns

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

Bio motif

Resorcinol Sulfonamide bioisostere H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic

Functional group

Phenol ×2 Sulfonamide Imine

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.959342-
DOCK_BASE_INTER_RANK-0.951082-
DOCK_BASE_INTER_RANK-0.981231-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK4.150787-
DOCK_FINAL_RANK3.151195-
DOCK_FINAL_RANK2.584265-
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:ARG1161-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
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:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
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_OVERLAP0.632403-
DOCK_MAX_CLASH_OVERLAP0.632345-
DOCK_MAX_CLASH_OVERLAP0.651511-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.091819-
DOCK_PRE_RANK3.109351-
DOCK_PRE_RANK2.532953-
DOCK_PRIMARY_POSE_ID6574-
DOCK_PRIMARY_POSE_ID7269-
DOCK_PRIMARY_POSE_ID14059-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ASN125;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDC(=NN=c1cccc[nH]1)c1ccccc1-
DOCK_SCAFFOLDC(=NN=c1cccc[nH]1)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ccccn1)c1ccccc1-
DOCK_SCORE-23.516500-
DOCK_SCORE-22.978900-
DOCK_SCORE-24.973400-
DOCK_SCORE_INTER-23.983500-
DOCK_SCORE_INTER-23.777000-
DOCK_SCORE_INTER-24.530800-
DOCK_SCORE_INTER_KCAL-5.728363-
DOCK_SCORE_INTER_KCAL-5.679041-
DOCK_SCORE_INTER_KCAL-5.859083-
DOCK_SCORE_INTER_NORM-0.959342-
DOCK_SCORE_INTER_NORM-0.951082-
DOCK_SCORE_INTER_NORM-0.981231-
DOCK_SCORE_INTRA0.467045-
DOCK_SCORE_INTRA0.798160-
DOCK_SCORE_INTRA-0.442590-
DOCK_SCORE_INTRA_KCAL0.111552-
DOCK_SCORE_INTRA_KCAL0.190637-
DOCK_SCORE_INTRA_KCAL-0.105711-
DOCK_SCORE_INTRA_NORM0.018682-
DOCK_SCORE_INTRA_NORM0.031926-
DOCK_SCORE_INTRA_NORM-0.017704-
DOCK_SCORE_KCAL-5.616822-
DOCK_SCORE_KCAL-5.488418-
DOCK_SCORE_KCAL-5.964797-
DOCK_SCORE_NORM-0.940660-
DOCK_SCORE_NORM-0.919156-
DOCK_SCORE_NORM-0.998934-
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_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H20N4O4S-
DOCK_SOURCE_FORMULAC16H20N4O4S-
DOCK_SOURCE_FORMULAC16H20N4O4S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP1.391200-
DOCK_SOURCE_LOGP1.391200-
DOCK_SOURCE_LOGP1.969300-
DOCK_SOURCE_MW364.427000-
DOCK_SOURCE_MW364.427000-
DOCK_SOURCE_MW364.427000-
DOCK_SOURCE_NAMEZ49995281-
DOCK_SOURCE_NAMEZ49995281-
DOCK_SOURCE_NAMEZ49995281-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA118.350000-
DOCK_SOURCE_TPSA118.350000-
DOCK_SOURCE_TPSA115.120000-
DOCK_STRAIN_DELTA38.998478-
DOCK_STRAIN_DELTA30.586503-
DOCK_STRAIN_DELTA35.412947-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT11-
DOCK_TARGETT21-
EXACT_MASS364.12052612Da
FORMULAC16H20N4O4S-
HBA6-
HBD3-
LOGP1.3912-
MOL_WEIGHT364.42700000000013g/mol
QED_SCORE0.5300120794856742-
ROTATABLE_BONDS6-
TPSA118.35000000000001A^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
 2.584264671788129 -24.9734 13 0.93 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.1511952543305424 -22.9789 12 0.67 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.150787184621093 -23.5165 14 0.82 - 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
501 2.584264671788129 -0.981231 -24.9734 10 15 13 0.93 0.67 0.78 0.88 - no geometry warning; 6 clashes; 2 protein clashes; high strain Δ 35.4 Open pose
T11 — T11 1 poses · report selection_import_t11
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
495 3.1511952543305424 -0.951082 -22.9789 5 15 12 0.67 0.60 0.60 0.75 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 30.6 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
478 4.150787184621093 -0.959342 -23.5165 9 14 14 0.82 0.38 0.45 0.55 - no geometry warning; 9 clashes; 3 protein clashes; high strain Δ 39.0 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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