FAIRMol

OHD_TB2022_23

ID 218

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

SMILES: N#C[C@H](CCc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1F

Formula: C26H24FN3O2 | MW: 429.4950000000002

LogP: 3.8079800000000024 | TPSA: 81.99000000000001

HBA/HBD: 3/2 | RotB: 9

InChIKey: DRCGWZHSZBQGBB-URXFXBBRSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Nitrile Fluorine

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.915082-
DOCK_BASE_INTER_RANK-0.728338-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID15-
DOCK_FINAL_RANK1.567479-
DOCK_FINAL_RANK2.494661-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.741836-
DOCK_MAX_CLASH_OVERLAP0.619950-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.514952-
DOCK_PRE_RANK2.463284-
DOCK_PRIMARY_POSE_ID80-
DOCK_PRIMARY_POSE_ID9541-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t15-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:GLY214;B:GLY215;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NCCCc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(NC(Cc1ccccc1)C(=O)NCCCc1ccccc1)c1ccccc1-
DOCK_SCORE-24.634600-
DOCK_SCORE-21.446400-
DOCK_SCORE_INTER-29.282600-
DOCK_SCORE_INTER-23.306800-
DOCK_SCORE_INTER_KCAL-6.994032-
DOCK_SCORE_INTER_KCAL-5.566736-
DOCK_SCORE_INTER_NORM-0.915082-
DOCK_SCORE_INTER_NORM-0.728338-
DOCK_SCORE_INTRA4.648030-
DOCK_SCORE_INTRA1.860420-
DOCK_SCORE_INTRA_KCAL1.110163-
DOCK_SCORE_INTRA_KCAL0.444354-
DOCK_SCORE_INTRA_NORM0.145251-
DOCK_SCORE_INTRA_NORM0.058138-
DOCK_SCORE_KCAL-5.883876-
DOCK_SCORE_KCAL-5.122387-
DOCK_SCORE_NORM-0.769831-
DOCK_SCORE_NORM-0.670200-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H24FN3O2-
DOCK_SOURCE_FORMULAC26H24FN3O2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.807980-
DOCK_SOURCE_LOGP3.807980-
DOCK_SOURCE_MW429.495000-
DOCK_SOURCE_MW429.495000-
DOCK_SOURCE_NAMEOHD_TB2022_23-
DOCK_SOURCE_NAMEOHD_TB2022_23-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA81.990000-
DOCK_SOURCE_TPSA81.990000-
DOCK_STRAIN_DELTA35.998257-
DOCK_STRAIN_DELTA24.449011-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT15-
EXACT_MASS429.185255228Da
FORMULAC26H24FN3O2-
HBA3-
HBD2-
LOGP3.8079800000000024-
MOL_WEIGHT429.4950000000002g/mol
QED_SCORE0.5427448394750481-
ROTATABLE_BONDS9-
TPSA81.99000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 1.5674787099113439 -24.6346 12 0.57 - Best pose
T15 T15 selection_import_t15 1
native pose available
 2.494660793218931 -21.4464 11 0.85 - Best 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
80 1.5674787099113439 -0.915082 -24.6346 4 16 12 0.57 0.00 0.20 0.20 - no geometry warning; 16 clashes; 4 protein contact clashes; high strain Δ 36.0 Open pose
T15 — T15 1 poses · report selection_import_t15
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
55 2.494660793218931 -0.728338 -21.4464 3 15 11 0.85 - - - - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 24.4 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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