FAIRMol

Z19278435

ID 496

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

SMILES: O=C(COC(=O)c1cccc(S(=O)(=O)N2CCN(c3ccccc3)CC2)c1)NCc1ccco1

Formula: C24H25N3O6S | MW: 483.5460000000002

LogP: 2.263700000000001 | TPSA: 109.15999999999997

HBA/HBD: 7/1 | RotB: 8

InChIKey: LGAQKLZPUUURLS-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×6 H-bond donor Gatekeeper aromatic ×2 β-Turn mimetic ×2 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide Ester Secondary amine Tertiary amine Sulfonamide Ether

Ring system

Benzene ×2 Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.757120-
DOCK_BASE_INTER_RANK-0.791020-
DOCK_BASE_INTER_RANK-0.762918-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID4-
DOCK_FINAL_RANK2.815860-
DOCK_FINAL_RANK2.152471-
DOCK_FINAL_RANK3.066688-
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:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS2441-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER601-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2831-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:ALA2881-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614360-
DOCK_MAX_CLASH_OVERLAP0.614511-
DOCK_MAX_CLASH_OVERLAP0.614427-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.764597-
DOCK_PRE_RANK2.124511-
DOCK_PRE_RANK3.005109-
DOCK_PRIMARY_POSE_ID512-
DOCK_PRIMARY_POSE_ID1839-
DOCK_PRIMARY_POSE_ID2490-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t04-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS244;A:NDP302;A:PHE113;A:PRO115;A:SER227;A:TYR191;A:TYR194;A:TYR283;D:ALA288;D:ARG287-
DOCK_SCAFFOLDO=C(COC(=O)c1cccc(S(=O)(=O)N2CCN(c3ccccc3)CC2)c1)NCc1ccco1-
DOCK_SCAFFOLDO=C(COC(=O)c1cccc(S(=O)(=O)N2CCN(c3ccccc3)CC2)c1)NCc1ccco1-
DOCK_SCAFFOLDO=C(COC(=O)c1cccc(S(=O)(=O)N2CCN(c3ccccc3)CC2)c1)NCc1ccco1-
DOCK_SCORE-27.676200-
DOCK_SCORE-20.472600-
DOCK_SCORE-28.484300-
DOCK_SCORE_INTER-25.742100-
DOCK_SCORE_INTER-26.894700-
DOCK_SCORE_INTER-25.939200-
DOCK_SCORE_INTER_KCAL-6.148398-
DOCK_SCORE_INTER_KCAL-6.423692-
DOCK_SCORE_INTER_KCAL-6.195474-
DOCK_SCORE_INTER_NORM-0.757120-
DOCK_SCORE_INTER_NORM-0.791020-
DOCK_SCORE_INTER_NORM-0.762918-
DOCK_SCORE_INTRA-1.934110-
DOCK_SCORE_INTRA6.422040-
DOCK_SCORE_INTRA-2.545060-
DOCK_SCORE_INTRA_KCAL-0.461954-
DOCK_SCORE_INTRA_KCAL1.533879-
DOCK_SCORE_INTRA_KCAL-0.607877-
DOCK_SCORE_INTRA_NORM-0.056886-
DOCK_SCORE_INTRA_NORM0.188883-
DOCK_SCORE_INTRA_NORM-0.074855-
DOCK_SCORE_KCAL-6.610350-
DOCK_SCORE_KCAL-4.889799-
DOCK_SCORE_KCAL-6.803361-
DOCK_SCORE_NORM-0.814005-
DOCK_SCORE_NORM-0.602137-
DOCK_SCORE_NORM-0.837773-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H25N3O6S-
DOCK_SOURCE_FORMULAC24H25N3O6S-
DOCK_SOURCE_FORMULAC24H25N3O6S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP2.263700-
DOCK_SOURCE_LOGP2.263700-
DOCK_SOURCE_LOGP2.263700-
DOCK_SOURCE_MW483.546000-
DOCK_SOURCE_MW483.546000-
DOCK_SOURCE_MW483.546000-
DOCK_SOURCE_NAMEZ19278435-
DOCK_SOURCE_NAMEZ19278435-
DOCK_SOURCE_NAMEZ19278435-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA109.160000-
DOCK_SOURCE_TPSA109.160000-
DOCK_SOURCE_TPSA109.160000-
DOCK_STRAIN_DELTA35.389553-
DOCK_STRAIN_DELTA22.163816-
DOCK_STRAIN_DELTA40.172648-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT03-
DOCK_TARGETT04-
EXACT_MASS483.14640652Da
FORMULAC24H25N3O6S-
HBA7-
HBD1-
LOGP2.263700000000001-
MOL_WEIGHT483.5460000000002g/mol
QED_SCORE0.48967807282164705-
ROTATABLE_BONDS8-
TPSA109.15999999999997A^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
 2.1524713220498173 -20.4726 15 0.75 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.8158595554520227 -27.6762 14 0.67 - Best pose
T04 T04 selection_import_t04 1
native pose available
 3.066687723246015 -28.4843 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
484 2.1524713220498173 -0.79102 -20.4726 4 16 15 0.75 0.29 0.20 0.20 - no geometry warning; 11 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 22.2 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
512 2.8158595554520227 -0.75712 -27.6762 3 18 14 0.67 0.00 0.00 0.00 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 35.4 Open pose
T04 — T04 1 poses · report selection_import_t04
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
457 3.066687723246015 -0.762918 -28.4843 2 16 13 0.68 0.33 0.40 0.40 - no geometry warning; 12 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 40.2 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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