FAIRMol

Z56778174

ID 2398

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

SMILES: COc1ccc(O)c(/C=N/N/C(O)=C2\Sc3ccccc3C2=O)c1

Formula: C17H14N2O4S | MW: 342.3760000000001

LogP: 3.040000000000001 | TPSA: 91.15

HBA/HBD: 7/3 | RotB: 4

InChIKey: AEAISZUTXRPPOK-TYIVXSKHSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Ketone Phenol Aryl ether Sulfide Enone Imine Ether Alkene Enol ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.918378-
DOCK_BASE_INTER_RANK-0.953333-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK0.485903-
DOCK_FINAL_RANK1.439221-
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:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER981-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.626427-
DOCK_MAX_CLASH_OVERLAP0.622749-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.396515-
DOCK_PRE_RANK1.390663-
DOCK_PRIMARY_POSE_ID3914-
DOCK_PRIMARY_POSE_ID9341-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t06-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:SER98;A:THR184;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG342;A:ASN20;A:ASP44;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU339;A:LEU382;A:PRO340;A:SER282;A:THR21;A:THR285-
DOCK_SCAFFOLDO=C1C(=CNN=Cc2ccccc2)Sc2ccccc21-
DOCK_SCAFFOLDO=C1C(=CNN=Cc2ccccc2)Sc2ccccc21-
DOCK_SCORE-21.828800-
DOCK_SCORE-20.582800-
DOCK_SCORE_INTER-22.041100-
DOCK_SCORE_INTER-22.880000-
DOCK_SCORE_INTER_KCAL-5.264429-
DOCK_SCORE_INTER_KCAL-5.464796-
DOCK_SCORE_INTER_NORM-0.918378-
DOCK_SCORE_INTER_NORM-0.953333-
DOCK_SCORE_INTRA1.458320-
DOCK_SCORE_INTRA0.518683-
DOCK_SCORE_INTRA_KCAL0.348314-
DOCK_SCORE_INTRA_KCAL0.123885-
DOCK_SCORE_INTRA_NORM0.060763-
DOCK_SCORE_INTRA_NORM0.021612-
DOCK_SCORE_KCAL-4.916119-
DOCK_SCORE_KCAL-5.213722-
DOCK_SCORE_NORM-0.909532-
DOCK_SCORE_NORM-0.857615-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.532537-
DOCK_SCORE_RESTR_NORM0.022189-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H14N2O4S-
DOCK_SOURCE_FORMULAC17H14N2O4S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP3.040000-
DOCK_SOURCE_LOGP3.040000-
DOCK_SOURCE_MW342.376000-
DOCK_SOURCE_MW342.376000-
DOCK_SOURCE_NAMEZ56778174-
DOCK_SOURCE_NAMEZ56778174-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA91.150000-
DOCK_SOURCE_TPSA91.150000-
DOCK_STRAIN_DELTA34.061235-
DOCK_STRAIN_DELTA51.700893-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT14-
EXACT_MASS342.067427928Da
FORMULAC17H14N2O4S-
HBA7-
HBD3-
LOGP3.040000000000001-
MOL_WEIGHT342.3760000000001g/mol
QED_SCORE0.34234451701892793-
ROTATABLE_BONDS4-
TPSA91.15A^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
 0.485902620135362 -21.8288 13 0.62 - Best pose
T14 T14 selection_import_t14 1
native pose available
 1.4392209920281516 -20.5828 9 0.60 - 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
528 0.485902620135362 -0.953333 -21.8288 2 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 8 clashes; 3 protein contact clashes; high strain Δ 51.7 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
533 1.4392209920281516 -0.918378 -20.5828 4 16 9 0.60 0.33 0.40 0.40 - no geometry warning; 7 clashes; 1 protein clash; high strain Δ 34.1 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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