FAIRMol

Z24304592

ID 4226

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

SMILES: C/C(N)=C(/C#N)C(=O)CSc1nc2scc(-c3ccccc3)c2c(=O)n1C

Formula: C19H16N4O2S2 | MW: 396.4970000000001

LogP: 3.079480000000001 | TPSA: 101.77000000000001

HBA/HBD: 7/1 | RotB: 5

InChIKey: TWNWSFGZBMCDOH-ACCUITESSA-N

Recognized patterns

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

Bio motif

Michael acceptor ATP mimic pyrimidine Aza-Michael acceptor H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic Ionizable base Michael acceptor (extended)

Functional group

Carbonyl Ketone Primary amine Nitrile Sulfide Enone Alkene

Ring system

Benzene Pyrimidine Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.887855-
DOCK_BASE_INTER_RANK-0.869958-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_FINAL_RANK3.991946-
DOCK_FINAL_RANK2.316595-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:ASP711-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:SER761-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.658293-
DOCK_MAX_CLASH_OVERLAP0.658335-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.973022-
DOCK_PRE_RANK2.292687-
DOCK_PRIMARY_POSE_ID9314-
DOCK_PRIMARY_POSE_ID10049-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t15-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG342;A:ARG50;A:ASP385;A:ASP44;A:ASP47;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:PHE284;A:PRO340;A:PRO344;A:SER282;A:THR21;A:THR285-
DOCK_RESIDUE_CONTACTSB:ALA77;B:ARG74;B:ASN208;B:ASN245;B:ASP71;B:GLU82;B:GLY246;B:GLY85;B:LEU73;B:LYS211;B:MET70;B:PHE83;B:SER76;B:VAL88-
DOCK_SCAFFOLDO=c1[nH]cnc2scc(-c3ccccc3)c12-
DOCK_SCAFFOLDO=c1[nH]cnc2scc(-c3ccccc3)c12-
DOCK_SCORE-24.385000-
DOCK_SCORE-20.556300-
DOCK_SCORE_INTER-23.972100-
DOCK_SCORE_INTER-23.488900-
DOCK_SCORE_INTER_KCAL-5.725640-
DOCK_SCORE_INTER_KCAL-5.610230-
DOCK_SCORE_INTER_NORM-0.887855-
DOCK_SCORE_INTER_NORM-0.869958-
DOCK_SCORE_INTRA-0.412876-
DOCK_SCORE_INTRA2.932510-
DOCK_SCORE_INTRA_KCAL-0.098614-
DOCK_SCORE_INTRA_KCAL0.700418-
DOCK_SCORE_INTRA_NORM-0.015292-
DOCK_SCORE_INTRA_NORM0.108611-
DOCK_SCORE_KCAL-5.824260-
DOCK_SCORE_KCAL-4.909790-
DOCK_SCORE_NORM-0.903147-
DOCK_SCORE_NORM-0.761346-
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_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H16N4O2S2-
DOCK_SOURCE_FORMULAC19H16N4O2S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP3.079480-
DOCK_SOURCE_LOGP3.079480-
DOCK_SOURCE_MW396.497000-
DOCK_SOURCE_MW396.497000-
DOCK_SOURCE_NAMEZ24304592-
DOCK_SOURCE_NAMEZ24304592-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA101.770000-
DOCK_SOURCE_TPSA101.770000-
DOCK_STRAIN_DELTA14.964475-
DOCK_STRAIN_DELTA19.186305-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT15-
EXACT_MASS396.071467752Da
FORMULAC19H16N4O2S2-
HBA7-
HBD1-
LOGP3.079480000000001-
MOL_WEIGHT396.4970000000001g/mol
QED_SCORE0.3077198551082278-
ROTATABLE_BONDS5-
TPSA101.77000000000001A^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
T15 T15 selection_import_t15 1
native pose available
 2.3165947336490738 -20.5563 8 0.62 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.991946341183055 -24.385 10 0.67 - Best 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
563 2.3165947336490738 -0.869958 -20.5563 4 14 8 0.62 - - - - no geometry warning; 9 clashes; 1 protein clash 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
506 3.991946341183055 -0.887855 -24.385 7 19 10 0.67 0.17 0.20 0.40 - no geometry warning; 10 clashes; 3 protein clashes 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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