FAIRMol

Z27116094

ID 715

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

SMILES: CSc1cccc(N2C[C@@H](C(=O)NCCN3C(=O)S/C(=C\c4cccnc4)C3=O)CC2=O)c1

Formula: C23H22N4O4S2 | MW: 482.5870000000003

LogP: 3.009100000000002 | TPSA: 99.67999999999999

HBA/HBD: 7/1 | RotB: 7

InChIKey: BNJQKZDJELTZGU-WSLMLHKMSA-N

Recognized patterns

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

Bio motif

Acrylamide Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×6 H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic Michael acceptor (extended) β-Turn mimetic Metal chelator ×4 P-gp efflux flag ×2

Functional group

Carbonyl ×4 Amide ×4 Secondary amine Tertiary amine ×2 Lactam ×3 Imide Sulfide ×2 Enone Thioester Alkene

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.654511-
DOCK_BASE_INTER_RANK-0.770178-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK0.838721-
DOCK_FINAL_RANK2.508870-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.653964-
DOCK_MAX_CLASH_OVERLAP0.653945-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.809946-
DOCK_PRE_RANK2.468036-
DOCK_PRIMARY_POSE_ID1134-
DOCK_PRIMARY_POSE_ID11935-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR34;A:VAL9-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY112;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=C(NCCN1C(=O)SC(=Cc2cccnc2)C1=O)C1CC(=O)N(c2ccccc2)C1-
DOCK_SCAFFOLDO=C(NCCN1C(=O)SC(=Cc2cccnc2)C1=O)C1CC(=O)N(c2ccccc2)C1-
DOCK_SCORE-26.478400-
DOCK_SCORE-22.752800-
DOCK_SCORE_INTER-25.415900-
DOCK_SCORE_INTER-21.598800-
DOCK_SCORE_INTER_KCAL-5.158787-
DOCK_SCORE_INTER_KCAL-6.070486-
DOCK_SCORE_INTER_NORM-0.770178-
DOCK_SCORE_INTER_NORM-0.654511-
DOCK_SCORE_INTRA-1.062560-
DOCK_SCORE_INTRA-1.153910-
DOCK_SCORE_INTRA_KCAL-0.275607-
DOCK_SCORE_INTRA_KCAL-0.253788-
DOCK_SCORE_INTRA_NORM-0.034967-
DOCK_SCORE_INTRA_NORM-0.032199-
DOCK_SCORE_KCAL-6.324260-
DOCK_SCORE_KCAL-5.434415-
DOCK_SCORE_NORM-0.802377-
DOCK_SCORE_NORM-0.689478-
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_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H22N4O4S2-
DOCK_SOURCE_FORMULAC23H22N4O4S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.009100-
DOCK_SOURCE_LOGP3.009100-
DOCK_SOURCE_MW482.587000-
DOCK_SOURCE_MW482.587000-
DOCK_SOURCE_NAMEZ27116094-
DOCK_SOURCE_NAMEZ27116094-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA99.680000-
DOCK_SOURCE_TPSA99.680000-
DOCK_STRAIN_DELTA30.037623-
DOCK_STRAIN_DELTA22.724787-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT18-
DOCK_TARGETT02-
EXACT_MASS482.10824718399994Da
FORMULAC23H22N4O4S2-
HBA7-
HBD1-
LOGP3.009100000000002-
MOL_WEIGHT482.5870000000003g/mol
QED_SCORE0.47834012628019523-
ROTATABLE_BONDS7-
TPSA99.67999999999999A^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
T02 T02 selection_import_t02 1
native pose available
 0.8387206313599579 -26.4784 16 0.76 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.508869715061147 -22.7528 10 0.77 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
456 0.8387206313599579 -0.770178 -26.4784 2 20 16 0.76 0.00 0.00 0.00 - no geometry warning; 11 clashes; 2 protein contact clashes; moderate strain Δ 22.7 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
414 2.508869715061147 -0.654511 -22.7528 4 14 10 0.77 - - - - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 30.0 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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