FAIRMol

Z28174049

ID 2819

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

SMILES: COc1cccc(-c2[nH][n+](-c3ccccc3)cc2/C(O)=[NH+]/c2nccs2)c1

Formula: C20H18N4O2S+2 | MW: 378.45700000000005

LogP: 2.1403999999999996 | TPSA: 75.99

HBA/HBD: 3/3 | RotB: 5

InChIKey: UCFKRZQSCSCSKJ-UHFFFAOYSA-P

Recognized patterns

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

Bio motif

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

Functional group

Aryl ether Ether

Ring system

Benzene ×2 Pyrazole Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.128490-
DOCK_BASE_INTER_RANK-1.002700-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK1.171000-
DOCK_FINAL_RANK3.119538-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2211-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619961-
DOCK_MAX_CLASH_OVERLAP0.651759-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.081725-
DOCK_PRE_RANK3.024083-
DOCK_PRIMARY_POSE_ID4703-
DOCK_PRIMARY_POSE_ID7420-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:VAL188;A:VAL221-
DOCK_SCAFFOLDC(=[NH+]c1nccs1)c1c[n+](-c2ccccc2)[nH]c1-c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]c1nccs1)c1c[n+](-c2ccccc2)[nH]c1-c1ccccc1-
DOCK_SCORE-29.688200-
DOCK_SCORE-22.868400-
DOCK_SCORE_INTER-30.469200-
DOCK_SCORE_INTER-27.073000-
DOCK_SCORE_INTER_KCAL-7.277447-
DOCK_SCORE_INTER_KCAL-6.466278-
DOCK_SCORE_INTER_NORM-1.128490-
DOCK_SCORE_INTER_NORM-1.002700-
DOCK_SCORE_INTRA0.781078-
DOCK_SCORE_INTRA4.204520-
DOCK_SCORE_INTRA_KCAL0.186557-
DOCK_SCORE_INTRA_KCAL1.004233-
DOCK_SCORE_INTRA_NORM0.028929-
DOCK_SCORE_INTRA_NORM0.155723-
DOCK_SCORE_KCAL-7.090908-
DOCK_SCORE_KCAL-5.462026-
DOCK_SCORE_NORM-1.099560-
DOCK_SCORE_NORM-0.846980-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H18N4O2S+2-
DOCK_SOURCE_FORMULAC20H18N4O2S+2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP2.140400-
DOCK_SOURCE_LOGP2.140400-
DOCK_SOURCE_MW378.457000-
DOCK_SOURCE_MW378.457000-
DOCK_SOURCE_NAMEZ28174049-
DOCK_SOURCE_NAMEZ28174049-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA75.990000-
DOCK_SOURCE_TPSA75.990000-
DOCK_STRAIN_DELTA51.656918-
DOCK_STRAIN_DELTA54.058624-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT11-
EXACT_MASS378.11394965618007Da
FORMULAC20H18N4O2S+2-
HBA3-
HBD3-
LOGP2.1403999999999996-
MOL_WEIGHT378.45700000000005g/mol
QED_SCORE0.2829308033365823-
ROTATABLE_BONDS5-
TPSA75.99A^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
T07 T07 selection_import_t07 1
native pose available
 1.1710001800044987 -29.6882 14 0.74 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.1195378590729232 -22.8684 11 0.61 - Best pose
T07 — T07 1 poses · report selection_import_t07
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 1.1710001800044987 -1.12849 -29.6882 4 18 14 0.74 0.17 0.40 0.40 - no geometry warning; 10 clashes; 7 protein contact clashes; 2 cofactor-context clashes; high strain Δ 51.7 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
646 3.1195378590729232 -1.0027 -22.8684 3 11 11 0.61 0.60 0.60 0.50 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 54.1 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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