FAIRMol

OHD_TC1_206

ID 1132

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

SMILES: O=C1C(=O)c2ccccc2C(O)=C1[C@H](Sc1ccc(Cl)cc1)c1cn(-c2cc(Cl)cc(Cl)c2)nn1

Formula: C25H14Cl3N3O3S | MW: 542.831

LogP: 6.795600000000003 | TPSA: 85.08

HBA/HBD: 6/1 | RotB: 5

InChIKey: XXHUMYYHLQBRKS-RUZDIDTESA-N

Recognized patterns

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

Bio motif

Chalcone H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic ×3 Michael acceptor (extended)

Functional group

Carbonyl ×2 Ketone ×2 Chlorine ×3 Sulfide Enone Alkene Enol ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.782825-
DOCK_BASE_INTER_RANK-0.854930-
DOCK_BASE_INTER_RANK-0.759625-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK1.487398-
DOCK_FINAL_RANK4.434510-
DOCK_FINAL_RANK3.950149-
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:ALA321-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN3271-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS3281-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER861-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL491-
DOCK_IFP::A:VAL871-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
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_OVERLAP0.628175-
DOCK_MAX_CLASH_OVERLAP0.628213-
DOCK_MAX_CLASH_OVERLAP0.628148-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.444446-
DOCK_PRE_RANK4.395686-
DOCK_PRE_RANK3.906329-
DOCK_PRIMARY_POSE_ID1459-
DOCK_PRIMARY_POSE_ID8187-
DOCK_PRIMARY_POSE_ID13633-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:TRP47;A:VAL30;A:VAL31;A:VAL49;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG277;A:ASN327;A:ASP332;A:ASP88;A:CYS328;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG140;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:TYR94;B:ARG113;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C1C(=O)c2ccccc2C=C1C(Sc1ccccc1)c1cn(-c2ccccc2)nn1-
DOCK_SCAFFOLDO=C1C(=O)c2ccccc2C=C1C(Sc1ccccc1)c1cn(-c2ccccc2)nn1-
DOCK_SCAFFOLDO=C1C(=O)c2ccccc2C=C1C(Sc1ccccc1)c1cn(-c2ccccc2)nn1-
DOCK_SCORE-25.782800-
DOCK_SCORE-28.017700-
DOCK_SCORE-26.532600-
DOCK_SCORE_INTER-27.398900-
DOCK_SCORE_INTER-29.922500-
DOCK_SCORE_INTER-26.586900-
DOCK_SCORE_INTER_KCAL-6.544118-
DOCK_SCORE_INTER_KCAL-7.146869-
DOCK_SCORE_INTER_KCAL-6.350175-
DOCK_SCORE_INTER_NORM-0.782825-
DOCK_SCORE_INTER_NORM-0.854930-
DOCK_SCORE_INTER_NORM-0.759625-
DOCK_SCORE_INTRA1.616070-
DOCK_SCORE_INTRA1.904840-
DOCK_SCORE_INTRA0.054290-
DOCK_SCORE_INTRA_KCAL0.385992-
DOCK_SCORE_INTRA_KCAL0.454963-
DOCK_SCORE_INTRA_KCAL0.012967-
DOCK_SCORE_INTRA_NORM0.046173-
DOCK_SCORE_INTRA_NORM0.054424-
DOCK_SCORE_INTRA_NORM0.001551-
DOCK_SCORE_KCAL-6.158119-
DOCK_SCORE_KCAL-6.691916-
DOCK_SCORE_KCAL-6.337205-
DOCK_SCORE_NORM-0.736652-
DOCK_SCORE_NORM-0.800506-
DOCK_SCORE_NORM-0.758074-
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_FILET03_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_FORMULAC25H14Cl3N3O3S-
DOCK_SOURCE_FORMULAC25H14Cl3N3O3S-
DOCK_SOURCE_FORMULAC25H14Cl3N3O3S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP6.795600-
DOCK_SOURCE_LOGP6.795600-
DOCK_SOURCE_LOGP6.795600-
DOCK_SOURCE_MW542.831000-
DOCK_SOURCE_MW542.831000-
DOCK_SOURCE_MW542.831000-
DOCK_SOURCE_NAMEOHD_TC1_206-
DOCK_SOURCE_NAMEOHD_TC1_206-
DOCK_SOURCE_NAMEOHD_TC1_206-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_STRAIN_DELTA31.179899-
DOCK_STRAIN_DELTA28.921678-
DOCK_STRAIN_DELTA31.638774-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT13-
DOCK_TARGETT21-
EXACT_MASS540.982145348Da
FORMULAC25H14Cl3N3O3S-
HBA6-
HBD1-
LOGP6.795600000000003-
MOL_WEIGHT542.831g/mol
QED_SCORE0.22058037594164684-
ROTATABLE_BONDS5-
TPSA85.08A^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
T03 T03 selection_import_t03 1
native pose available
 1.487397980914039 -25.7828 15 0.75 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.950148974539433 -26.5326 12 0.86 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.434509519974426 -28.0177 13 0.68 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
104 1.487397980914039 -0.782825 -25.7828 2 17 15 0.75 0.29 0.20 0.20 - no geometry warning; 16 clashes; 3 protein contact clashes; high strain Δ 31.2 Open 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
75 3.950148974539433 -0.759625 -26.5326 12 16 12 0.86 0.25 0.22 0.25 - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 31.6 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
57 4.434509519974426 -0.85493 -28.0177 5 17 13 0.68 0.56 0.57 0.57 - no geometry warning; 15 clashes; 3 protein clashes; moderate strain Δ 28.9 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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