FAIRMol

Z46148475

ID 2757

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

SMILES: COc1cc(/C=C(/C(=O)c2cccs2)c2nc3ccccc3[nH]2)cc(OC)c1O

Formula: C22H18N2O4S | MW: 406.46300000000014

LogP: 4.770700000000003 | TPSA: 84.44000000000001

HBA/HBD: 6/2 | RotB: 6

InChIKey: MRJPNJSUWJVJEX-UVTDQMKNSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Ketone Phenol Aryl ether ×2 Enone Ether ×2 Alkene

Ring system

Benzene ×2 Benzimidazole Imidazole Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.117060-
DOCK_BASE_INTER_RANK-0.686445-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.535130-
DOCK_FINAL_RANK2.418029-
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:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.639647-
DOCK_MAX_CLASH_OVERLAP0.655922-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.488197-
DOCK_PRE_RANK2.373176-
DOCK_PRIMARY_POSE_ID4668-
DOCK_PRIMARY_POSE_ID13497-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL164-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_SCAFFOLDO=C(C(=Cc1ccccc1)c1nc2ccccc2[nH]1)c1cccs1-
DOCK_SCAFFOLDO=C(C(=Cc1ccccc1)c1nc2ccccc2[nH]1)c1cccs1-
DOCK_SCORE-24.045500-
DOCK_SCORE-17.704500-
DOCK_SCORE_INTER-32.394700-
DOCK_SCORE_INTER-19.906900-
DOCK_SCORE_INTER_KCAL-7.737345-
DOCK_SCORE_INTER_KCAL-4.754683-
DOCK_SCORE_INTER_NORM-1.117060-
DOCK_SCORE_INTER_NORM-0.686445-
DOCK_SCORE_INTRA8.349200-
DOCK_SCORE_INTRA2.202380-
DOCK_SCORE_INTRA_KCAL1.994173-
DOCK_SCORE_INTRA_KCAL0.526030-
DOCK_SCORE_INTRA_NORM0.287904-
DOCK_SCORE_INTRA_NORM0.075944-
DOCK_SCORE_KCAL-5.743171-
DOCK_SCORE_KCAL-4.228649-
DOCK_SCORE_NORM-0.829155-
DOCK_SCORE_NORM-0.610501-
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_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H18N2O4S-
DOCK_SOURCE_FORMULAC22H18N2O4S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP4.770700-
DOCK_SOURCE_LOGP4.770700-
DOCK_SOURCE_MW406.463000-
DOCK_SOURCE_MW406.463000-
DOCK_SOURCE_NAMEZ46148475-
DOCK_SOURCE_NAMEZ46148475-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA84.440000-
DOCK_SOURCE_TPSA84.440000-
DOCK_STRAIN_DELTA33.245276-
DOCK_STRAIN_DELTA32.178052-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT20-
EXACT_MASS406.09872805599997Da
FORMULAC22H18N2O4S-
HBA6-
HBD2-
LOGP4.770700000000003-
MOL_WEIGHT406.46300000000014g/mol
QED_SCORE0.3558740483726348-
ROTATABLE_BONDS6-
TPSA84.44000000000001A^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
 0.5351303374726359 -24.0455 13 0.68 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.4180288236392378 -17.7045 8 1.00 - 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
605 0.5351303374726359 -1.11706 -24.0455 7 17 13 0.68 0.17 0.20 0.20 - no geometry warning; 9 clashes; 4 protein contact clashes; 2 cofactor-context clashes; high strain Δ 33.2 Open pose
T20 — T20 1 poses · report selection_import_t20
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
618 2.4180288236392378 -0.686445 -17.7045 5 10 8 1.00 0.00 0.00 0.00 - no geometry warning; 12 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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