FAIRMol

Z24132888

ID 3085

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

SMILES: Cc1ccc(NC(=O)[C@@H](OC(=O)c2ccc(NC(N)=O)cc2)c2ccccc2)cc1Cl

Formula: C23H20ClN3O4 | MW: 437.8830000000001

LogP: 4.6758200000000025 | TPSA: 110.52000000000001

HBA/HBD: 4/3 | RotB: 6

InChIKey: QHHAGKKNDWKSAB-FQEVSTJZSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl ×3 Amide ×3 Ester Primary amine Secondary amine ×2 Chlorine Urea Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.082180-
DOCK_BASE_INTER_RANK-0.840458-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK1.553285-
DOCK_FINAL_RANK2.703599-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET1631-
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:SER461-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2061-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616046-
DOCK_MAX_CLASH_OVERLAP0.616112-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.507534-
DOCK_PRE_RANK2.626215-
DOCK_PRIMARY_POSE_ID5149-
DOCK_PRIMARY_POSE_ID6481-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET163;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C(OC(C(=O)Nc1ccccc1)c1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(OC(C(=O)Nc1ccccc1)c1ccccc1)c1ccccc1-
DOCK_SCORE-20.925600-
DOCK_SCORE-16.893300-
DOCK_SCORE_INTER-33.547700-
DOCK_SCORE_INTER-26.054200-
DOCK_SCORE_INTER_KCAL-8.012734-
DOCK_SCORE_INTER_KCAL-6.222941-
DOCK_SCORE_INTER_NORM-1.082180-
DOCK_SCORE_INTER_NORM-0.840458-
DOCK_SCORE_INTRA12.622100-
DOCK_SCORE_INTRA9.160860-
DOCK_SCORE_INTRA_KCAL3.014738-
DOCK_SCORE_INTRA_KCAL2.188035-
DOCK_SCORE_INTRA_NORM0.407164-
DOCK_SCORE_INTRA_NORM0.295511-
DOCK_SCORE_KCAL-4.997996-
DOCK_SCORE_KCAL-4.034897-
DOCK_SCORE_NORM-0.675019-
DOCK_SCORE_NORM-0.544947-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H20ClN3O4-
DOCK_SOURCE_FORMULAC23H20ClN3O4-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP4.675820-
DOCK_SOURCE_LOGP4.675820-
DOCK_SOURCE_MW437.883000-
DOCK_SOURCE_MW437.883000-
DOCK_SOURCE_NAMEZ24132888-
DOCK_SOURCE_NAMEZ24132888-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA110.520000-
DOCK_SOURCE_TPSA110.520000-
DOCK_STRAIN_DELTA32.641800-
DOCK_STRAIN_DELTA46.899858-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT10-
EXACT_MASS437.1142338Da
FORMULAC23H20ClN3O4-
HBA4-
HBD3-
LOGP4.6758200000000025-
MOL_WEIGHT437.8830000000001g/mol
QED_SCORE0.48612318011655803-
ROTATABLE_BONDS6-
TPSA110.52000000000001A^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
T08 T08 selection_import_t08 1
native pose available
 1.553284776421913 -20.9256 15 0.79 - Best pose
T10 T10 selection_import_t10 1
native pose available
 2.7035990479878067 -16.8933 16 0.94 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
408 1.553284776421913 -1.08218 -20.9256 9 20 15 0.79 0.50 0.40 0.40 - no geometry warning; 18 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 32.6 Open pose
T10 — T10 1 poses · report selection_import_t10
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
385 2.7035990479878067 -0.840458 -16.8933 9 17 16 0.94 0.46 0.36 0.64 - no geometry warning; 17 clashes; 10 protein contact clashes; high strain Δ 46.9 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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