FAIRMol

Z1552195936

ID 3537

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

SMILES: CC(=O)c1ccc(S(=O)(=O)/N=C(\O)NC2CCCCC2)cc1

Formula: C15H20N2O4S | MW: 324.4020000000002

LogP: 2.4142 | TPSA: 95.82999999999998

HBA/HBD: 3/2 | RotB: 4

InChIKey: VGZSUPCWNCWDAN-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic Ionizable base Metal chelator ×2

Functional group

Carbonyl Ketone Secondary amine Amidine Imine

Ring system

Benzene Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.109300-
DOCK_BASE_INTER_RANK-1.276400-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK4.399649-
DOCK_FINAL_RANK4.471727-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN1041-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
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:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1361-
DOCK_IFP::A:LYS691-
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_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.611250-
DOCK_MAX_CLASH_OVERLAP0.610902-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.347516-
DOCK_PRE_RANK4.448810-
DOCK_PRIMARY_POSE_ID6731-
DOCK_PRIMARY_POSE_ID8770-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLN104;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:LEU136;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR389-
DOCK_SCAFFOLDO=S(=O)(N=CNC1CCCCC1)c1ccccc1-
DOCK_SCAFFOLDO=C(NC1CCCCC1)NS(=O)(=O)c1ccccc1-
DOCK_SCORE-23.727700-
DOCK_SCORE-26.355800-
DOCK_SCORE_INTER-24.404600-
DOCK_SCORE_INTER-28.080800-
DOCK_SCORE_INTER_KCAL-5.828941-
DOCK_SCORE_INTER_KCAL-6.706987-
DOCK_SCORE_INTER_NORM-1.109300-
DOCK_SCORE_INTER_NORM-1.276400-
DOCK_SCORE_INTRA0.676875-
DOCK_SCORE_INTRA1.724960-
DOCK_SCORE_INTRA_KCAL0.161669-
DOCK_SCORE_INTRA_KCAL0.412000-
DOCK_SCORE_INTRA_NORM0.030767-
DOCK_SCORE_INTRA_NORM0.078407-
DOCK_SCORE_KCAL-5.667266-
DOCK_SCORE_KCAL-6.294977-
DOCK_SCORE_NORM-1.078530-
DOCK_SCORE_NORM-1.197990-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FORMULAC15H20N2O4S-
DOCK_SOURCE_FORMULAC15H20N2O4S-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP2.414200-
DOCK_SOURCE_LOGP2.209800-
DOCK_SOURCE_MW324.402000-
DOCK_SOURCE_MW324.402000-
DOCK_SOURCE_NAMEZ1552195936-
DOCK_SOURCE_NAMEZ1552195936-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA95.830000-
DOCK_SOURCE_TPSA92.340000-
DOCK_STRAIN_DELTA35.809440-
DOCK_STRAIN_DELTA18.402747-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT10-
DOCK_TARGETT13-
EXACT_MASS324.11437811999997Da
FORMULAC15H20N2O4S-
HBA3-
HBD2-
LOGP2.4142-
MOL_WEIGHT324.4020000000002g/mol
QED_SCORE0.5035730606910684-
ROTATABLE_BONDS4-
TPSA95.82999999999998A^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
T10 T10 selection_import_t10 1
native pose available
 4.399649255426315 -23.7277 15 0.88 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.471726584663229 -26.3558 15 0.79 - Best 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
635 4.399649255426315 -1.1093 -23.7277 10 17 15 0.88 0.54 0.55 0.55 - no geometry warning; 8 clashes; 3 protein clashes; high strain Δ 35.8 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
640 4.471726584663229 -1.2764 -26.3558 8 17 15 0.79 0.44 0.57 0.57 - no geometry warning; 10 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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