FAIRMol

Z31287542

ID 528

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

SMILES: O=C1/C(=C/N/N=C(\O)[C@H]2COc3ccccc3O2)c2ccccc2C(=O)N1c1ccccc1Cl

Formula: C25H18ClN3O5 | MW: 475.8880000000002

LogP: 4.169000000000002 | TPSA: 100.46000000000001

HBA/HBD: 6/2 | RotB: 4

InChIKey: OMSUOGHKOWWGHU-BRBKRDGESA-N

Recognized patterns

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

Bio motif

Acrylamide Catechol Michael acceptor N-Methyl amide ×4 Aza-Michael acceptor H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×3 Ionizable base Michael acceptor (extended) Metal chelator ×3 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Tertiary amine Lactam ×2 Chlorine Aryl ether ×2 Imide Enone Imine Ether ×2 Alkene

Ring system

Benzene ×3 Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.758944-
DOCK_BASE_INTER_RANK-0.809397-
DOCK_BASE_INTER_RANK-0.834785-
DOCK_BASE_INTER_RANK-0.765850-
DOCK_BASE_INTER_RANK-0.658059-
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_COUNT18.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK2.982339-
DOCK_FINAL_RANK2.881685-
DOCK_FINAL_RANK3.833370-
DOCK_FINAL_RANK1.769828-
DOCK_FINAL_RANK3.189379-
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:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
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_MAX_CLASH_OVERLAP0.657263-
DOCK_MAX_CLASH_OVERLAP0.657211-
DOCK_MAX_CLASH_OVERLAP0.657139-
DOCK_MAX_CLASH_OVERLAP0.657208-
DOCK_MAX_CLASH_OVERLAP0.662449-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.940813-
DOCK_PRE_RANK2.841997-
DOCK_PRE_RANK3.788426-
DOCK_PRE_RANK1.736335-
DOCK_PRE_RANK3.138677-
DOCK_PRIMARY_POSE_ID559-
DOCK_PRIMARY_POSE_ID1231-
DOCK_PRIMARY_POSE_ID1895-
DOCK_PRIMARY_POSE_ID5939-
DOCK_PRIMARY_POSE_ID12075-
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_t02-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLY21;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO26;A:PRO27;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR54;A:THR83;A:VAL156;A:VAL87-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:TRP47;B:TYR162;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C1C(=CNN=CC2COc3ccccc3O2)c2ccccc2C(=O)N1c1ccccc1-
DOCK_SCAFFOLDO=C1C(=CNN=CC2COc3ccccc3O2)c2ccccc2C(=O)N1c1ccccc1-
DOCK_SCAFFOLDO=C1C(=CNN=CC2COc3ccccc3O2)c2ccccc2C(=O)N1c1ccccc1-
DOCK_SCAFFOLDO=C1C(=CNN=CC2COc3ccccc3O2)c2ccccc2C(=O)N1c1ccccc1-
DOCK_SCAFFOLDO=C(NNC=C1C(=O)N(c2ccccc2)C(=O)c2ccccc21)C1COc2ccccc2O1-
DOCK_SCORE-25.218400-
DOCK_SCORE-27.386100-
DOCK_SCORE-25.724700-
DOCK_SCORE-23.772900-
DOCK_SCORE-22.302300-
DOCK_SCORE_INTER-25.804100-
DOCK_SCORE_INTER-27.519500-
DOCK_SCORE_INTER-28.382700-
DOCK_SCORE_INTER-26.038900-
DOCK_SCORE_INTER-22.374000-
DOCK_SCORE_INTER_KCAL-6.163206-
DOCK_SCORE_INTER_KCAL-6.572922-
DOCK_SCORE_INTER_KCAL-6.779094-
DOCK_SCORE_INTER_KCAL-6.219287-
DOCK_SCORE_INTER_KCAL-5.343940-
DOCK_SCORE_INTER_NORM-0.758944-
DOCK_SCORE_INTER_NORM-0.809397-
DOCK_SCORE_INTER_NORM-0.834785-
DOCK_SCORE_INTER_NORM-0.765850-
DOCK_SCORE_INTER_NORM-0.658059-
DOCK_SCORE_INTRA0.585702-
DOCK_SCORE_INTRA0.133413-
DOCK_SCORE_INTRA2.657940-
DOCK_SCORE_INTRA2.266020-
DOCK_SCORE_INTRA0.071693-
DOCK_SCORE_INTRA_KCAL0.139893-
DOCK_SCORE_INTRA_KCAL0.031865-
DOCK_SCORE_INTRA_KCAL0.634838-
DOCK_SCORE_INTRA_KCAL0.541230-
DOCK_SCORE_INTRA_KCAL0.017124-
DOCK_SCORE_INTRA_NORM0.017226-
DOCK_SCORE_INTRA_NORM0.003924-
DOCK_SCORE_INTRA_NORM0.078175-
DOCK_SCORE_INTRA_NORM0.066648-
DOCK_SCORE_INTRA_NORM0.002109-
DOCK_SCORE_KCAL-6.023314-
DOCK_SCORE_KCAL-6.541060-
DOCK_SCORE_KCAL-6.144242-
DOCK_SCORE_KCAL-5.678062-
DOCK_SCORE_KCAL-5.326815-
DOCK_SCORE_NORM-0.741717-
DOCK_SCORE_NORM-0.805473-
DOCK_SCORE_NORM-0.756610-
DOCK_SCORE_NORM-0.699202-
DOCK_SCORE_NORM-0.655950-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_RESTR_NORM0.000000-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H18ClN3O5-
DOCK_SOURCE_FORMULAC25H18ClN3O5-
DOCK_SOURCE_FORMULAC25H18ClN3O5-
DOCK_SOURCE_FORMULAC25H18ClN3O5-
DOCK_SOURCE_FORMULAC25H18ClN3O5-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP4.169000-
DOCK_SOURCE_LOGP4.169000-
DOCK_SOURCE_LOGP4.169000-
DOCK_SOURCE_LOGP4.169000-
DOCK_SOURCE_LOGP3.328700-
DOCK_SOURCE_MW475.888000-
DOCK_SOURCE_MW475.888000-
DOCK_SOURCE_MW475.888000-
DOCK_SOURCE_MW475.888000-
DOCK_SOURCE_MW475.888000-
DOCK_SOURCE_NAMEZ31287542-
DOCK_SOURCE_NAMEZ31287542-
DOCK_SOURCE_NAMEZ31287542-
DOCK_SOURCE_NAMEZ31287542-
DOCK_SOURCE_NAMEZ31287542-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA100.460000-
DOCK_SOURCE_TPSA100.460000-
DOCK_SOURCE_TPSA100.460000-
DOCK_SOURCE_TPSA100.460000-
DOCK_SOURCE_TPSA96.970000-
DOCK_STRAIN_DELTA30.414100-
DOCK_STRAIN_DELTA29.405642-
DOCK_STRAIN_DELTA32.225415-
DOCK_STRAIN_DELTA25.782002-
DOCK_STRAIN_DELTA35.116917-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT09-
DOCK_TARGETT18-
EXACT_MASS475.09349835599994Da
FORMULAC25H18ClN3O5-
HBA6-
HBD2-
LOGP4.169000000000002-
MOL_WEIGHT475.8880000000002g/mol
QED_SCORE0.1930305032417551-
ROTATABLE_BONDS4-
TPSA100.46000000000001A^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
T09 T09 selection_import_t09 1
native pose available
 1.769827959117952 -23.7729 10 0.48 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.881685141030699 -27.3861 13 0.62 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.982339016181099 -25.2184 10 0.48 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.189378955111548 -22.3023 7 0.54 - Best pose
T03 T03 selection_import_t03 1
native pose available
 3.833370078962241 -25.7247 13 0.65 - Best pose
T09 — T09 1 poses · report selection_import_t09
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
521 1.769827959117952 -0.76585 -23.7729 6 14 10 0.48 0.00 0.00 0.00 - no geometry warning; 18 clashes; 4 protein contact clashes; moderate strain Δ 25.8 Open pose
T02 — T02 1 poses · report selection_import_t02
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
553 2.881685141030699 -0.809397 -27.3861 5 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 19 clashes; 1 protein clash; 2 cofactor-context clashes; moderate strain Δ 29.4 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
559 2.982339016181099 -0.758944 -25.2184 4 14 10 0.48 0.00 0.20 0.20 - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 30.4 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
554 3.189378955111548 -0.658059 -22.3023 5 11 7 0.54 - - - - no geometry warning; 20 clashes; 1 protein clash; high strain Δ 35.1 Open 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
540 3.833370078962241 -0.834785 -25.7247 4 14 13 0.65 0.29 0.20 0.20 - no geometry warning; 19 clashes; 1 protein clash; high strain Δ 32.2 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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