FAIRMol

Z16284068

ID 4253

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

SMILES: CCOc1cc(/C=C2/N=C(S[C@H](C)C(N)=O)N(c3ccc(OC(F)F)cc3)C2=O)ccc1O

Formula: C22H21F2N3O5S | MW: 477.4890000000002

LogP: 3.743000000000002 | TPSA: 114.45

HBA/HBD: 7/2 | RotB: 8

InChIKey: AQMUIEAWZAIBLI-HMHNVIDESA-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

Acrylamide Catechol Michael acceptor Chalcone N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended) Metal chelator ×3 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Primary amine Phenol Tertiary amine Lactam Fluorine ×2 Difluoromethyl Amidine Aryl ether ×2 Sulfide Enone Imine Ether ×2 Alkene

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.871649-
DOCK_BASE_INTER_RANK-0.687926-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK5.037212-
DOCK_FINAL_RANK3.980813-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA2441-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS2471-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.617503-
DOCK_MAX_CLASH_OVERLAP0.617471-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.002795-
DOCK_PRE_RANK3.942168-
DOCK_PRIMARY_POSE_ID9254-
DOCK_PRIMARY_POSE_ID10678-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t16-
DOCK_RESIDUE_CONTACTSA:ALA244;A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:GLY240;A:LEU339;A:LYS247;A:LYS51;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:TYR210;A:VAL88-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)N=CN1c1ccccc1-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)N=CN1c1ccccc1-
DOCK_SCORE-29.155700-
DOCK_SCORE-22.839800-
DOCK_SCORE_INTER-28.764400-
DOCK_SCORE_INTER-22.701500-
DOCK_SCORE_INTER_KCAL-6.870262-
DOCK_SCORE_INTER_KCAL-5.422162-
DOCK_SCORE_INTER_NORM-0.871649-
DOCK_SCORE_INTER_NORM-0.687926-
DOCK_SCORE_INTRA-0.391333-
DOCK_SCORE_INTRA-0.138263-
DOCK_SCORE_INTRA_KCAL-0.093468-
DOCK_SCORE_INTRA_KCAL-0.033024-
DOCK_SCORE_INTRA_NORM-0.011859-
DOCK_SCORE_INTRA_NORM-0.004190-
DOCK_SCORE_KCAL-6.963722-
DOCK_SCORE_KCAL-5.455195-
DOCK_SCORE_NORM-0.883508-
DOCK_SCORE_NORM-0.692115-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H21F2N3O5S-
DOCK_SOURCE_FORMULAC22H21F2N3O5S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.743000-
DOCK_SOURCE_LOGP3.743000-
DOCK_SOURCE_MW477.489000-
DOCK_SOURCE_MW477.489000-
DOCK_SOURCE_NAMEZ16284068-
DOCK_SOURCE_NAMEZ16284068-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA114.450000-
DOCK_SOURCE_TPSA114.450000-
DOCK_STRAIN_DELTA26.347230-
DOCK_STRAIN_DELTA28.820739-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT16-
EXACT_MASS477.11699821199994Da
FORMULAC22H21F2N3O5S-
HBA7-
HBD2-
LOGP3.743000000000002-
MOL_WEIGHT477.4890000000002g/mol
QED_SCORE0.5600682283138467-
ROTATABLE_BONDS8-
TPSA114.45A^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
T16 T16 selection_import_t16 1
native pose available
 3.9808127535607634 -22.8398 7 0.58 - Best pose
T14 T14 selection_import_t14 1
native pose available
 5.03721171803602 -29.1557 8 0.53 - Best pose
T16 — T16 1 poses · report selection_import_t16
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
513 3.9808127535607634 -0.687926 -22.8398 5 15 7 0.58 - - - - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 28.8 Open pose
T14 — T14 1 poses · report selection_import_t14
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
446 5.03721171803602 -0.871649 -29.1557 8 15 8 0.53 0.00 0.40 0.40 - no geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 26.3 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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