FAIRMol

Z49615771

ID 4762

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

SMILES: O/C(=N\N=C/c1ccccc1O)c1ccc(O)cc1

Formula: C14H12N2O3 | MW: 256.261

LogP: 2.4365000000000006 | TPSA: 85.41000000000001

HBA/HBD: 4/3 | RotB: 3

InChIKey: KBVOYZBDPPDBHJ-DHDCSXOGSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

H-bond acceptor N ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol ×2 Imine ×2

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.174750-
DOCK_BASE_INTER_RANK-1.647930-
DOCK_BASE_INTER_RANK-1.302800-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK2.125044-
DOCK_FINAL_RANK1.474866-
DOCK_FINAL_RANK2.704053-
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:ALA241-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1951-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR451-
DOCK_IFP::A:THR691-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618954-
DOCK_MAX_CLASH_OVERLAP0.618737-
DOCK_MAX_CLASH_OVERLAP0.639576-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.111284-
DOCK_PRE_RANK2.673004-
DOCK_PRE_RANK1.436028-
DOCK_PRIMARY_POSE_ID11491-
DOCK_PRIMARY_POSE_ID14897-
DOCK_PRIMARY_POSE_ID14206-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t17-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG287;A:ARG331;A:GLY195;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:MET333;A:PHE198;A:SER200-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ALA70;A:ASN41;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU39;A:LYS26;A:SER27;A:SER28;A:THR44;A:THR45;A:THR69-
DOCK_SCAFFOLDC(=NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NN=Cc1ccccc1)c1ccccc1-
DOCK_SCORE-31.200300-
DOCK_SCORE-27.493400-
DOCK_SCORE-23.896100-
DOCK_SCORE_INTER-22.320200-
DOCK_SCORE_INTER-24.753300-
DOCK_SCORE_INTER-31.310600-
DOCK_SCORE_INTER_KCAL-5.912227-
DOCK_SCORE_INTER_KCAL-5.331090-
DOCK_SCORE_INTER_KCAL-7.478412-
DOCK_SCORE_INTER_NORM-1.647930-
DOCK_SCORE_INTER_NORM-1.174750-
DOCK_SCORE_INTER_NORM-1.302800-
DOCK_SCORE_INTRA-5.176810-
DOCK_SCORE_INTRA0.110340-
DOCK_SCORE_INTRA0.857149-
DOCK_SCORE_INTRA_KCAL0.026354-
DOCK_SCORE_INTRA_KCAL0.204727-
DOCK_SCORE_INTRA_KCAL-1.236460-
DOCK_SCORE_INTRA_NORM0.045113-
DOCK_SCORE_INTRA_NORM0.005807-
DOCK_SCORE_INTRA_NORM-0.272464-
DOCK_SCORE_KCAL-7.452067-
DOCK_SCORE_KCAL-6.566689-
DOCK_SCORE_KCAL-5.707488-
DOCK_SCORE_NORM-1.257690-
DOCK_SCORE_NORM-1.642120-
DOCK_SCORE_NORM-1.447020-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.003614-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000190-
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_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC14H12N2O3-
DOCK_SOURCE_FORMULAC14H12N2O3-
DOCK_SOURCE_FORMULAC14H12N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_HEAVY_ATOMS19.000000-
DOCK_SOURCE_LOGP2.436500-
DOCK_SOURCE_LOGP2.436500-
DOCK_SOURCE_LOGP1.861700-
DOCK_SOURCE_MW256.261000-
DOCK_SOURCE_MW256.261000-
DOCK_SOURCE_MW256.261000-
DOCK_SOURCE_NAMEZ49615771-
DOCK_SOURCE_NAMEZ49615771-
DOCK_SOURCE_NAMEZ49615771-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA85.410000-
DOCK_SOURCE_TPSA85.410000-
DOCK_SOURCE_TPSA81.920000-
DOCK_STRAIN_DELTA24.236761-
DOCK_STRAIN_DELTA28.929621-
DOCK_STRAIN_DELTA9.537553-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT22-
DOCK_TARGETT21-
DOCK_TARGETT17-
EXACT_MASS256.084792244Da
FORMULAC14H12N2O3-
HBA4-
HBD3-
LOGP2.4365000000000006-
MOL_WEIGHT256.261g/mol
QED_SCORE0.447627826414179-
ROTATABLE_BONDS3-
TPSA85.41000000000001A^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
T21 T21 selection_import_t21 1
native pose available
 1.4748659763691998 -23.8961 14 1.00 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.1250444203349335 -31.2003 11 0.52 - Best pose
T17 T17 selection_import_t17 1
native pose available
 2.7040530989760505 -27.4934 4 0.33 - Best 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
648 1.4748659763691998 -1.3028 -23.8961 7 15 14 1.00 0.50 0.67 0.75 - no geometry warning; 9 clashes; 1 protein clash; moderate strain Δ 28.9 Open pose
T22 — T22 1 poses · report selection_import_t22
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
659 2.1250444203349335 -1.64793 -31.2003 13 18 11 0.52 0.33 0.36 0.36 - no geometry warning; 9 clashes; 1 protein clash Open 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
648 2.7040530989760505 -1.17475 -27.4934 6 11 4 0.33 1.00 1.00 1.00 - no geometry warning; 9 clashes; 2 protein clashes; moderate strain Δ 24.2 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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