FAIRMol

Z166959692

ID 5270

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

SMILES: O=C(Cn1c(=O)oc2cc([N+](=O)O)ccc21)Nc1nc2ccccc2s1

Formula: C16H11N4O5S+ | MW: 371.35400000000004

LogP: 2.642500000000001 | TPSA: 117.44000000000003

HBA/HBD: 6/2 | RotB: 4

InChIKey: SUNARRWVXDSYRZ-UHFFFAOYSA-O

Recognized patterns

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

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene ×2 Benzothiazole Benzoxazole Oxazole Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.720028-
DOCK_BASE_INTER_RANK-0.921573-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK3.676533-
DOCK_FINAL_RANK4.566190-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.673178-
DOCK_MAX_CLASH_OVERLAP0.661238-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.586285-
DOCK_PRE_RANK4.411717-
DOCK_PRIMARY_POSE_ID13400-
DOCK_PRIMARY_POSE_ID14092-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(Cn1c(=O)oc2ccccc21)Nc1nc2ccccc2s1-
DOCK_SCAFFOLDO=c1oc2ccccc2n1CC=Nc1nc2ccccc2s1-
DOCK_SCORE-17.327800-
DOCK_SCORE-27.125300-
DOCK_SCORE_INTER-18.720700-
DOCK_SCORE_INTER-23.960900-
DOCK_SCORE_INTER_KCAL-4.471364-
DOCK_SCORE_INTER_KCAL-5.722965-
DOCK_SCORE_INTER_NORM-0.720028-
DOCK_SCORE_INTER_NORM-0.921573-
DOCK_SCORE_INTRA1.392910-
DOCK_SCORE_INTRA-3.164420-
DOCK_SCORE_INTRA_KCAL0.332691-
DOCK_SCORE_INTRA_KCAL-0.755809-
DOCK_SCORE_INTRA_NORM0.053573-
DOCK_SCORE_INTRA_NORM-0.121709-
DOCK_SCORE_KCAL-4.138676-
DOCK_SCORE_KCAL-6.478769-
DOCK_SCORE_NORM-0.666455-
DOCK_SCORE_NORM-1.043280-
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_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H11N4O5S+-
DOCK_SOURCE_FORMULAC16H11N4O5S+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.642500-
DOCK_SOURCE_LOGP3.292000-
DOCK_SOURCE_MW371.354000-
DOCK_SOURCE_MW371.354000-
DOCK_SOURCE_NAMEZ166959692-
DOCK_SOURCE_NAMEZ166959692-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA117.440000-
DOCK_SOURCE_TPSA120.930000-
DOCK_STRAIN_DELTA52.037429-
DOCK_STRAIN_DELTA75.768000-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT20-
DOCK_TARGETT21-
EXACT_MASS371.04446687209Da
FORMULAC16H11N4O5S+-
HBA6-
HBD2-
LOGP2.642500000000001-
MOL_WEIGHT371.35400000000004g/mol
QED_SCORE0.5326373511868542-
ROTATABLE_BONDS4-
TPSA117.44000000000003A^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
T20 T20 selection_import_t20 1
native pose available
 3.6765327095149924 -17.3278 6 0.75 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.566189971479168 -27.1253 14 1.00 - Best 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
521 3.6765327095149924 -0.720028 -17.3278 6 10 6 0.75 0.00 0.00 0.00 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 52.0 Open pose
T21 — T21 1 poses · report selection_import_t21
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
534 4.566189971479168 -0.921573 -27.1253 15 16 14 1.00 0.50 0.56 0.75 - no geometry warning; 10 clashes; 3 protein clashes; high strain Δ 75.8 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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