FAIRMol

Z49549408

ID 303

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

SMILES: Oc1ccc(/C=N/Nc2ccc(Cl)cc2)c(O)c1O

Formula: C13H11ClN2O3 | MW: 278.69500000000005

LogP: 2.902800000000001 | TPSA: 85.08000000000001

HBA/HBD: 5/4 | RotB: 3

InChIKey: RTAUGTZBLILHLD-VIZOYTHASA-N

Recognized patterns

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

Bio motif

Catechol ×2 Resorcinol H-bond acceptor N H-bond donor ×4 Gatekeeper aromatic ×2 Ionizable base

Functional group

Phenol ×3 Chlorine Imine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.366520-
DOCK_BASE_INTER_RANK-2.091470-
DOCK_BASE_INTER_RANK-1.796130-
DOCK_BASE_INTER_RANK-1.208830-
DOCK_BASE_INTER_RANK-1.112190-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.911799-
DOCK_FINAL_RANK-0.404480-
DOCK_FINAL_RANK-0.463108-
DOCK_FINAL_RANK2.784922-
DOCK_FINAL_RANK3.022241-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1951-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1941-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_INTRA_OUTLIER_SIDEhigh-
DOCK_MAX_CLASH_OVERLAP0.612858-
DOCK_MAX_CLASH_OVERLAP0.620107-
DOCK_MAX_CLASH_OVERLAP0.610098-
DOCK_MAX_CLASH_OVERLAP0.610054-
DOCK_MAX_CLASH_OVERLAP0.610218-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.868384-
DOCK_PRE_RANK-0.441902-
DOCK_PRE_RANK-0.501397-
DOCK_PRE_RANK2.738841-
DOCK_PRE_RANK2.964931-
DOCK_PRIMARY_POSE_ID462-
DOCK_PRIMARY_POSE_ID4412-
DOCK_PRIMARY_POSE_ID5125-
DOCK_PRIMARY_POSE_ID11277-
DOCK_PRIMARY_POSE_ID11925-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER95;A:TYR174-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER95;A:TYR174-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG287;A:GLY195;A:GLY196;A:GLY197;A:GLY286;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:SER200;A:VAL194-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDC(=NNc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NNc1ccccc1)c1ccccc1-
DOCK_SCORE-20.677500-
DOCK_SCORE-32.786000-
DOCK_SCORE-28.838600-
DOCK_SCORE-10.635700-
DOCK_SCORE-14.724800-
DOCK_SCORE_INTER-25.963800-
DOCK_SCORE_INTER-39.737900-
DOCK_SCORE_INTER-34.126500-
DOCK_SCORE_INTER-22.967700-
DOCK_SCORE_INTER-21.131700-
DOCK_SCORE_INTER_KCAL-6.201350-
DOCK_SCORE_INTER_KCAL-9.491238-
DOCK_SCORE_INTER_KCAL-8.150978-
DOCK_SCORE_INTER_KCAL-5.485743-
DOCK_SCORE_INTER_KCAL-5.047222-
DOCK_SCORE_INTER_NORM-1.366520-
DOCK_SCORE_INTER_NORM-2.091470-
DOCK_SCORE_INTER_NORM-1.796130-
DOCK_SCORE_INTER_NORM-1.208830-
DOCK_SCORE_INTER_NORM-1.112190-
DOCK_SCORE_INTRA5.286320-
DOCK_SCORE_INTRA6.951860-
DOCK_SCORE_INTRA5.287920-
DOCK_SCORE_INTRA10.981500-
DOCK_SCORE_INTRA6.406910-
DOCK_SCORE_INTRA_KCAL1.262616-
DOCK_SCORE_INTRA_KCAL1.660424-
DOCK_SCORE_INTRA_KCAL1.262999-
DOCK_SCORE_INTRA_KCAL2.622887-
DOCK_SCORE_INTRA_KCAL1.530265-
DOCK_SCORE_INTRA_NORM0.278227-
DOCK_SCORE_INTRA_NORM0.365887-
DOCK_SCORE_INTRA_NORM0.278311-
DOCK_SCORE_INTRA_NORM0.577974-
DOCK_SCORE_INTRA_NORM0.337206-
DOCK_SCORE_KCAL-4.938738-
DOCK_SCORE_KCAL-7.830805-
DOCK_SCORE_KCAL-6.887984-
DOCK_SCORE_KCAL-2.540294-
DOCK_SCORE_KCAL-3.516960-
DOCK_SCORE_NORM-1.088290-
DOCK_SCORE_NORM-1.725580-
DOCK_SCORE_NORM-1.517820-
DOCK_SCORE_NORM-0.559776-
DOCK_SCORE_NORM-0.774988-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR1.350450-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.071076-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC13H11ClN2O3-
DOCK_SOURCE_FORMULAC13H11ClN2O3-
DOCK_SOURCE_FORMULAC13H11ClN2O3-
DOCK_SOURCE_FORMULAC13H11ClN2O3-
DOCK_SOURCE_FORMULAC13H11ClN2O3-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_LOGP2.902800-
DOCK_SOURCE_LOGP2.902800-
DOCK_SOURCE_LOGP2.902800-
DOCK_SOURCE_LOGP2.902800-
DOCK_SOURCE_LOGP2.902800-
DOCK_SOURCE_MW278.695000-
DOCK_SOURCE_MW278.695000-
DOCK_SOURCE_MW278.695000-
DOCK_SOURCE_MW278.695000-
DOCK_SOURCE_MW278.695000-
DOCK_SOURCE_NAMEZ49549408-
DOCK_SOURCE_NAMEZ49549408-
DOCK_SOURCE_NAMEZ49549408-
DOCK_SOURCE_NAMEZ49549408-
DOCK_SOURCE_NAMEZ49549408-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_SOURCE_TPSA85.080000-
DOCK_STRAIN_DELTA31.424830-
DOCK_STRAIN_DELTA28.122780-
DOCK_STRAIN_DELTA28.619331-
DOCK_STRAIN_DELTA32.811545-
DOCK_STRAIN_DELTA38.240867-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT17-
DOCK_TARGETT18-
EXACT_MASS278.045819892Da
FORMULAC13H11ClN2O3-
HBA5-
HBD4-
LOGP2.902800000000001-
MOL_WEIGHT278.69500000000005g/mol
QED_SCORE0.39503107503700885-
ROTATABLE_BONDS3-
TPSA85.08000000000001A^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
T08 T08 selection_import_t08 1
native pose available
 -0.4631075654822114 -28.8386 9 0.47 - Best pose
T07 T07 selection_import_t07 1
native pose available
 -0.4044800159095025 -32.786 8 0.42 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.9117986893836072 -20.6775 16 0.76 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.784922075947008 -10.6357 4 0.33 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.0222405991617607 -14.7248 7 0.54 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
384 -0.4631075654822114 -1.79613 -28.8386 13 12 9 0.47 0.67 0.80 0.80 - no geometry warning; 6 clashes; 4 protein contact clashes; 2 severe cofactor-context clashes; moderate strain Δ 28.6 Open 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
349 -0.4044800159095025 -2.09147 -32.786 13 11 8 0.42 0.83 0.80 0.80 - no geometry warning; 7 clashes; 5 protein contact clashes; 2 severe cofactor-context clashes; moderate strain Δ 28.1 Open pose
T01 — T01 1 poses · report selection_import_t01
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
462 1.9117986893836072 -1.36652 -20.6775 7 16 16 0.76 0.20 0.20 0.20 - no geometry warning; 6 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 31.4 Open pose
T17 — T17 1 poses · report selection_import_t17
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
434 2.784922075947008 -1.20883 -10.6357 9 14 4 0.33 0.00 0.00 0.00 - no geometry warning; 7 clashes; 1 protein clash; high normalized intra; high strain Δ 32.8 Open pose
T18 — T18 1 poses · report selection_import_t18
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
404 3.0222405991617607 -1.11219 -14.7248 10 13 7 0.54 - - - - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 38.2 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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