FAIRMol

Z24181579

ID 1273

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

SMILES: C=CCn1c(SCC(=O)NCc2ccc3c(c2)OCO3)nnc1[C@H]1COc2ccccc2O1

Formula: C23H22N4O5S | MW: 466.51900000000023

LogP: 3.113800000000002 | TPSA: 96.73000000000002

HBA/HBD: 8/1 | RotB: 8

InChIKey: RVVAUORUXLSRNU-HXUWFJFHSA-N

Recognized patterns

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

Bio motif

Catechol ×2 Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Aryl ether ×4 Sulfide Ether ×4 Alkene Acetal Vinyl

Ring system

Benzene ×2 Benzodioxole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.963317-
DOCK_BASE_INTER_RANK-0.824010-
DOCK_BASE_INTER_RANK-0.783773-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK2.280406-
DOCK_FINAL_RANK4.016783-
DOCK_FINAL_RANK2.038712-
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:ALA321-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.662613-
DOCK_MAX_CLASH_OVERLAP0.662529-
DOCK_MAX_CLASH_OVERLAP0.662482-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.239801-
DOCK_PRE_RANK3.981088-
DOCK_PRE_RANK2.014511-
DOCK_PRIMARY_POSE_ID1949-
DOCK_PRIMARY_POSE_ID8045-
DOCK_PRIMARY_POSE_ID11449-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:TYR162;A:VAL156;A:VAL30;A:VAL31-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG228;A:ARG361;A:CYS375;A:GLY196;A:GLY197;A:GLY376;A:ILE285;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR374;A:TYR221;A:VAL362;A:VAL366-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCAFFOLDO=C(CSc1nnc(C2COc3ccccc3O2)[nH]1)NCc1ccc2c(c1)OCO2-
DOCK_SCORE-29.996100-
DOCK_SCORE-26.174200-
DOCK_SCORE-26.630200-
DOCK_SCORE_INTER-31.789500-
DOCK_SCORE_INTER-27.192300-
DOCK_SCORE_INTER-25.864500-
DOCK_SCORE_INTER_KCAL-7.592795-
DOCK_SCORE_INTER_KCAL-6.494772-
DOCK_SCORE_INTER_KCAL-6.177632-
DOCK_SCORE_INTER_NORM-0.963317-
DOCK_SCORE_INTER_NORM-0.824010-
DOCK_SCORE_INTER_NORM-0.783773-
DOCK_SCORE_INTRA1.793340-
DOCK_SCORE_INTRA1.018160-
DOCK_SCORE_INTRA-0.765682-
DOCK_SCORE_INTRA_KCAL0.428332-
DOCK_SCORE_INTRA_KCAL0.243183-
DOCK_SCORE_INTRA_KCAL-0.182880-
DOCK_SCORE_INTRA_NORM0.054344-
DOCK_SCORE_INTRA_NORM0.030853-
DOCK_SCORE_INTRA_NORM-0.023203-
DOCK_SCORE_KCAL-7.164449-
DOCK_SCORE_KCAL-6.251603-
DOCK_SCORE_KCAL-6.360517-
DOCK_SCORE_NORM-0.908973-
DOCK_SCORE_NORM-0.793157-
DOCK_SCORE_NORM-0.806976-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H22N4O5S-
DOCK_SOURCE_FORMULAC23H22N4O5S-
DOCK_SOURCE_FORMULAC23H22N4O5S-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.113800-
DOCK_SOURCE_LOGP3.113800-
DOCK_SOURCE_LOGP3.113800-
DOCK_SOURCE_MW466.519000-
DOCK_SOURCE_MW466.519000-
DOCK_SOURCE_MW466.519000-
DOCK_SOURCE_NAMEZ24181579-
DOCK_SOURCE_NAMEZ24181579-
DOCK_SOURCE_NAMEZ24181579-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA96.730000-
DOCK_SOURCE_TPSA96.730000-
DOCK_SOURCE_TPSA96.730000-
DOCK_STRAIN_DELTA29.912356-
DOCK_STRAIN_DELTA27.113990-
DOCK_STRAIN_DELTA19.412789-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT12-
DOCK_TARGETT17-
EXACT_MASS466.131090804Da
FORMULAC23H22N4O5S-
HBA8-
HBD1-
LOGP3.113800000000002-
MOL_WEIGHT466.51900000000023g/mol
QED_SCORE0.3996460354184694-
ROTATABLE_BONDS8-
TPSA96.73000000000002A^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
T17 T17 selection_import_t17 1
native pose available
 2.0387116795349516 -26.6302 8 0.67 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.280406481965539 -29.9961 14 0.70 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.016783419434528 -26.1742 13 0.81 - Best pose
T17 — T17 1 poses · report selection_import_t17
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
606 2.0387116795349516 -0.783773 -26.6302 4 17 8 0.67 0.00 0.00 0.00 - no geometry warning; 9 clashes; 1 protein clash Open pose
T03 — T03 1 poses · report selection_import_t03
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
594 2.280406481965539 -0.963317 -29.9961 4 15 14 0.70 0.29 0.20 0.20 - no geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 29.9 Open pose
T12 — T12 1 poses · report selection_import_t12
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
593 4.016783419434528 -0.82401 -26.1742 12 16 13 0.81 0.50 0.50 0.50 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 27.1 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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