FAIRMol

Z44355105

ID 3333

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: COc1cc(/C=C2\SC(=S)N(c3cccnc3)C2=O)ccc1O

Formula: C16H12N2O3S2 | MW: 344.41700000000014

LogP: 3.2016000000000018 | TPSA: 62.66

HBA/HBD: 6/1 | RotB: 3

InChIKey: DZSDRLYMQDCAPC-ZSOIEALJSA-N

Recognized patterns

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

Bio motif

Acrylamide Catechol Michael acceptor Chalcone N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic Michael acceptor (extended) Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Phenol Tertiary amine Lactam Aryl ether Sulfide Enone Dithiocarbamate Ether Thioamide Alkene

Ring system

Benzene Pyridine
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.819958-
DOCK_BASE_INTER_RANK-1.071280-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK3.677793-
DOCK_FINAL_RANK4.043722-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TYR941-
DOCK_IFP::B:ARG1131-
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:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.648453-
DOCK_MAX_CLASH_OVERLAP0.648345-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT2-
DOCK_PRE_RANK3.038292-
DOCK_PRE_RANK3.939389-
DOCK_PRIMARY_POSE_ID49766-
DOCK_PRIMARY_POSE_ID52822-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;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_SCAFFOLDO=C1C(=Cc2ccccc2)SC(=S)N1c1cccnc1-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)SC(=S)N1c1cccnc1-
DOCK_SCORE-19.728100-
DOCK_SCORE-27.929200-
DOCK_SCORE_INTER-18.859000-
DOCK_SCORE_INTER-24.639500-
DOCK_SCORE_INTER_KCAL-4.504397-
DOCK_SCORE_INTER_KCAL-5.885046-
DOCK_SCORE_INTER_NORM-0.819958-
DOCK_SCORE_INTER_NORM-1.071280-
DOCK_SCORE_INTRA-0.869067-
DOCK_SCORE_INTRA-3.289640-
DOCK_SCORE_INTRA_KCAL-0.207573-
DOCK_SCORE_INTRA_KCAL-0.785717-
DOCK_SCORE_INTRA_NORM-0.037785-
DOCK_SCORE_INTRA_NORM-0.143028-
DOCK_SCORE_KCAL-4.711978-
DOCK_SCORE_KCAL-6.670778-
DOCK_SCORE_NORM-0.857744-
DOCK_SCORE_NORM-1.214310-
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_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC16H12N2O3S2-
DOCK_SOURCE_FORMULAC16H12N2O3S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP3.201600-
DOCK_SOURCE_LOGP3.201600-
DOCK_SOURCE_MW344.417000-
DOCK_SOURCE_MW344.417000-
DOCK_SOURCE_NAMEZ44355105-
DOCK_SOURCE_NAMEZ44355105-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA62.660000-
DOCK_SOURCE_TPSA62.660000-
DOCK_STRAIN_DELTA22.658356-
DOCK_STRAIN_DELTA13.738891-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT20-
DOCK_TARGETT21-
EXACT_MASS344.02893424399997Da
FORMULAC16H12N2O3S2-
HBA6-
HBD1-
LOGP3.2016000000000018-
MOL_WEIGHT344.41700000000014g/mol
QED_SCORE0.6814053753325525-
ROTATABLE_BONDS3-
TPSA62.66A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T20 T20 dockmulti_91311c650f2e_T20 3
native pose available
 3.677793333105896 -19.7281 8 1.00 - Best pose
T21 T21 dockmulti_91311c650f2e_T21 2
native pose available
 4.043722053723348 -27.9292 13 0.93 - Best pose
T20 — T20 3 poses · report dockmulti_91311c650f2e_T20
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
2801 3.677793333105896 -0.819958 -19.7281 5 10 8 1.00 0.00 0.00 0.00 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 22.7 Open pose
2802 4.094901877936572 -0.747803 -20.2781 3 9 7 0.88 0.00 0.00 0.00 - no geometry warning; 11 clashes; 6 protein contact clashes; high strain Δ 22.1 Open pose
2800 7.5215465968494915 -0.733813 -18.182 4 10 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 19.5 Open pose
T21 — T21 2 poses · report dockmulti_91311c650f2e_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
2966 4.043722053723348 -1.07128 -27.9292 10 17 13 0.93 0.50 0.56 0.62 - no geometry warning; 9 clashes; 10 protein contact clashes; moderate strain Δ 13.7 Open pose
2965 4.7088080297849535 -0.947034 -22.9296 10 16 14 1.00 0.50 0.56 0.50 - no geometry warning; 9 clashes; 11 protein contact clashes; moderate strain Δ 18.2 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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⚗ AI Structural Analysis

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