FAIRMol

Z19402850

ID 2790

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

SMILES: CNC(=O)NC(=O)[C@@H](C)OC(=O)c1c2c(nc3ccccc13)/C(=C/c1cccs1)CC2

Formula: C23H21N3O4S | MW: 435.50500000000017

LogP: 3.7840000000000025 | TPSA: 97.39

HBA/HBD: 6/2 | RotB: 4

InChIKey: PVBRULDDFBPVHE-MNWMYKRDSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) ×3 Hinge binder (NH-C=O) ×3 H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic Metal chelator ×4

Functional group

Carbonyl ×3 Amide ×3 Ester Secondary amine ×2 Urea Imide Ether Alkene

Ring system

Benzene Pyridine Quinoline Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.151230-
DOCK_BASE_INTER_RANK-0.974069-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK0.866377-
DOCK_FINAL_RANK1.885345-
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:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE2061-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.723987-
DOCK_MAX_CLASH_OVERLAP0.729115-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.821435-
DOCK_PRE_RANK1.843906-
DOCK_PRIMARY_POSE_ID4699-
DOCK_PRIMARY_POSE_ID12842-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t07-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE206;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDC(=C1CCc2cc3ccccc3nc21)c1cccs1-
DOCK_SCAFFOLDC(=C1CCc2cc3ccccc3nc21)c1cccs1-
DOCK_SCORE-30.121500-
DOCK_SCORE-22.333600-
DOCK_SCORE_INTER-30.196100-
DOCK_SCORE_INTER-35.688100-
DOCK_SCORE_INTER_KCAL-8.523960-
DOCK_SCORE_INTER_KCAL-7.212218-
DOCK_SCORE_INTER_NORM-1.151230-
DOCK_SCORE_INTER_NORM-0.974069-
DOCK_SCORE_INTRA7.862590-
DOCK_SCORE_INTRA5.566590-
DOCK_SCORE_INTRA_KCAL1.877948-
DOCK_SCORE_INTRA_KCAL1.329558-
DOCK_SCORE_INTRA_NORM0.253632-
DOCK_SCORE_INTRA_NORM0.179567-
DOCK_SCORE_KCAL-7.194400-
DOCK_SCORE_KCAL-5.334291-
DOCK_SCORE_NORM-0.971662-
DOCK_SCORE_NORM-0.720437-
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_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H21N3O4S-
DOCK_SOURCE_FORMULAC23H21N3O4S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.784000-
DOCK_SOURCE_LOGP3.784000-
DOCK_SOURCE_MW435.505000-
DOCK_SOURCE_MW435.505000-
DOCK_SOURCE_NAMEZ19402850-
DOCK_SOURCE_NAMEZ19402850-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA97.390000-
DOCK_SOURCE_TPSA97.390000-
DOCK_STRAIN_DELTA32.224672-
DOCK_STRAIN_DELTA30.367076-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT19-
EXACT_MASS435.1252771520001Da
FORMULAC23H21N3O4S-
HBA6-
HBD2-
LOGP3.7840000000000025-
MOL_WEIGHT435.50500000000017g/mol
QED_SCORE0.6080259712679132-
ROTATABLE_BONDS4-
TPSA97.39A^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
 0.8663767904512023 -22.3336 15 0.79 - Best pose
T19 T19 selection_import_t19 1
native pose available
 1.885344840575277 -30.1215 8 0.30 - 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
636 0.8663767904512023 -0.974069 -22.3336 5 16 15 0.79 0.33 0.20 0.20 - no geometry warning; 10 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 32.2 Open pose
T19 — T19 1 poses · report selection_import_t19
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
641 1.885344840575277 -1.15123 -30.1215 5 19 8 0.30 0.00 0.00 0.00 - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 30.4 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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