FAIRMol

Z19287096

ID 2499

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: Cc1ccc(C(=O)OC/C(O)=N/c2nc(-c3ccccc3)cs2)cc1NC(=O)c1ccco1

Formula: C24H19N3O5S | MW: 461.49900000000014

LogP: 5.408820000000003 | TPSA: 114.02000000000001

HBA/HBD: 7/2 | RotB: 7

InChIKey: SKVNACLQMJDJNT-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl ×2 Amide Ester Secondary amine Imine Ether

Ring system

Benzene ×2 Furan Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.846650-
DOCK_BASE_INTER_RANK-0.605392-
DOCK_BASE_INTER_RANK-0.624670-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.441790-
DOCK_FINAL_RANK3.434353-
DOCK_FINAL_RANK1.173502-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:CYS571-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:LYS611-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE2331-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO521-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616984-
DOCK_MAX_CLASH_OVERLAP0.616933-
DOCK_MAX_CLASH_OVERLAP0.616977-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.377523-
DOCK_PRE_RANK2.363201-
DOCK_PRE_RANK1.129390-
DOCK_PRIMARY_POSE_ID13545-
DOCK_PRIMARY_POSE_ID4040-
DOCK_PRIMARY_POSE_ID12189-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:CYS52;A:CYS57;A:FAD501;A:GLU18;A:ILE339;A:LEU17;A:LYS61;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE233;A:PHE58;A:PHE94;A:PRO52;A:PRO91;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:LYS410;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397-
DOCK_SCAFFOLDO=C(OCC=Nc1nc(-c2ccccc2)cs1)c1cccc(NC(=O)c2ccco2)c1-
DOCK_SCAFFOLDO=C(OCC=Nc1nc(-c2ccccc2)cs1)c1cccc(NC(=O)c2ccco2)c1-
DOCK_SCAFFOLDO=C(OCC=Nc1nc(-c2ccccc2)cs1)c1cccc(NC(=O)c2ccco2)c1-
DOCK_SCORE-15.766100-
DOCK_SCORE-20.105000-
DOCK_SCORE-12.997700-
DOCK_SCORE_INTER-19.977900-
DOCK_SCORE_INTER-20.614100-
DOCK_SCORE_INTER-27.939400-
DOCK_SCORE_INTER_KCAL-4.923595-
DOCK_SCORE_INTER_KCAL-6.673214-
DOCK_SCORE_INTER_KCAL-4.771642-
DOCK_SCORE_INTER_NORM-0.846650-
DOCK_SCORE_INTER_NORM-0.605392-
DOCK_SCORE_INTER_NORM-0.624670-
DOCK_SCORE_INTRA6.980170-
DOCK_SCORE_INTRA0.509142-
DOCK_SCORE_INTRA12.173300-
DOCK_SCORE_INTRA_KCAL1.667186-
DOCK_SCORE_INTRA_KCAL0.121607-
DOCK_SCORE_INTRA_KCAL2.907544-
DOCK_SCORE_INTRA_NORM0.015428-
DOCK_SCORE_INTRA_NORM0.368889-
DOCK_SCORE_INTRA_NORM0.211520-
DOCK_SCORE_KCAL-3.104449-
DOCK_SCORE_KCAL-4.801999-
DOCK_SCORE_KCAL-3.765670-
DOCK_SCORE_NORM-0.609241-
DOCK_SCORE_NORM-0.477761-
DOCK_SCORE_NORM-0.393871-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H19N3O5S-
DOCK_SOURCE_FORMULAC24H19N3O5S-
DOCK_SOURCE_FORMULAC24H19N3O5S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP5.408820-
DOCK_SOURCE_LOGP5.408820-
DOCK_SOURCE_LOGP5.408820-
DOCK_SOURCE_MW461.499000-
DOCK_SOURCE_MW461.499000-
DOCK_SOURCE_MW461.499000-
DOCK_SOURCE_NAMEZ19287096-
DOCK_SOURCE_NAMEZ19287096-
DOCK_SOURCE_NAMEZ19287096-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA114.020000-
DOCK_SOURCE_TPSA114.020000-
DOCK_SOURCE_TPSA114.020000-
DOCK_STRAIN_DELTA38.020210-
DOCK_STRAIN_DELTA31.791917-
DOCK_STRAIN_DELTA47.391276-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT20-
DOCK_TARGETT18-
EXACT_MASS461.104541708Da
FORMULAC24H19N3O5S-
HBA7-
HBD2-
LOGP5.408820000000003-
MOL_WEIGHT461.49900000000014g/mol
QED_SCORE0.21610244635087342-
ROTATABLE_BONDS7-
TPSA114.02000000000001A^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
T06 T06 selection_import_t06 1
native pose available
 1.173501566040526 -15.7661 17 0.81 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.4417895331946147 -12.9977 7 0.88 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.4343533377078903 -20.105 8 0.62 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
654 1.173501566040526 -0.84665 -15.7661 1 21 17 0.81 0.00 0.00 0.00 - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 31.8 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
666 2.4417895331946147 -0.605392 -12.9977 5 9 7 0.88 0.00 0.00 0.00 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 47.4 Open pose
T18 — T18 1 poses · report selection_import_t18
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
668 3.4343533377078903 -0.62467 -20.105 8 14 8 0.62 - - - - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 38.0 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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