FAIRMol

Z276200254

ID 2197

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

SMILES: COc1cc(/C=N\NC(=O)CNC(=O)c2cccc([N+](=O)O)c2)ccc1O

Formula: C17H17N4O6+ | MW: 373.34500000000014

LogP: 1.0804999999999998 | TPSA: 140.32999999999998

HBA/HBD: 6/4 | RotB: 7

InChIKey: IEQGBTPRFNDISL-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Catechol Peptide backbone Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator ×2 Retro-amide

Functional group

Carbonyl ×2 Amide ×2 Secondary amine Phenol Aryl ether Imine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.071870-
DOCK_BASE_INTER_RANK-0.886304-
DOCK_BASE_INTER_RANK-1.126090-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.710125-
DOCK_FINAL_RANK3.439781-
DOCK_FINAL_RANK2.536139-
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:ALA151-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG391-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE461-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR451-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.619473-
DOCK_MAX_CLASH_OVERLAP0.620750-
DOCK_MAX_CLASH_OVERLAP0.661937-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.599078-
DOCK_PRE_RANK3.298939-
DOCK_PRE_RANK2.415190-
DOCK_PRIMARY_POSE_ID3052-
DOCK_PRIMARY_POSE_ID6449-
DOCK_PRIMARY_POSE_ID14615-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ARG39;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:MET183;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:LEU101;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:ILE46;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR45;A:THR69-
DOCK_SCAFFOLDO=C(CNC(=O)c1ccccc1)NN=Cc1ccccc1-
DOCK_SCAFFOLDO=C(NCC=NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(CNC(=O)c1ccccc1)NN=Cc1ccccc1-
DOCK_SCORE-24.041000-
DOCK_SCORE-20.026100-
DOCK_SCORE-28.139200-
DOCK_SCORE_INTER-28.940600-
DOCK_SCORE_INTER-23.930200-
DOCK_SCORE_INTER-30.404300-
DOCK_SCORE_INTER_KCAL-6.912347-
DOCK_SCORE_INTER_KCAL-5.715633-
DOCK_SCORE_INTER_KCAL-7.261945-
DOCK_SCORE_INTER_NORM-1.071870-
DOCK_SCORE_INTER_NORM-0.886304-
DOCK_SCORE_INTER_NORM-1.126090-
DOCK_SCORE_INTRA4.899620-
DOCK_SCORE_INTRA3.904070-
DOCK_SCORE_INTRA2.265120-
DOCK_SCORE_INTRA_KCAL1.170255-
DOCK_SCORE_INTRA_KCAL0.932472-
DOCK_SCORE_INTRA_KCAL0.541015-
DOCK_SCORE_INTRA_NORM0.181467-
DOCK_SCORE_INTRA_NORM0.144595-
DOCK_SCORE_INTRA_NORM0.083893-
DOCK_SCORE_KCAL-5.742097-
DOCK_SCORE_KCAL-4.783154-
DOCK_SCORE_KCAL-6.720935-
DOCK_SCORE_NORM-0.890407-
DOCK_SCORE_NORM-0.741709-
DOCK_SCORE_NORM-1.042190-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H17N4O6+-
DOCK_SOURCE_FORMULAC17H17N4O6+-
DOCK_SOURCE_FORMULAC17H17N4O6+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.080500-
DOCK_SOURCE_LOGP1.920800-
DOCK_SOURCE_LOGP1.080500-
DOCK_SOURCE_MW373.345000-
DOCK_SOURCE_MW373.345000-
DOCK_SOURCE_MW373.345000-
DOCK_SOURCE_NAMEZ276200254-
DOCK_SOURCE_NAMEZ276200254-
DOCK_SOURCE_NAMEZ276200254-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA140.330000-
DOCK_SOURCE_TPSA143.820000-
DOCK_SOURCE_TPSA140.330000-
DOCK_STRAIN_DELTA59.966056-
DOCK_STRAIN_DELTA70.874674-
DOCK_STRAIN_DELTA63.634566-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT10-
DOCK_TARGETT22-
EXACT_MASS373.11426068408997Da
FORMULAC17H17N4O6+-
HBA6-
HBD4-
LOGP1.0804999999999998-
MOL_WEIGHT373.34500000000014g/mol
QED_SCORE0.4228157199346795-
ROTATABLE_BONDS7-
TPSA140.32999999999998A^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
T22 T22 selection_import_t22 1
native pose available
 2.536139453384206 -28.1392 16 0.76 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.710124874786965 -24.041 10 0.59 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.4397813385699 -20.0261 17 1.00 - Best 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
377 2.536139453384206 -1.12609 -28.1392 15 23 16 0.76 0.53 0.55 0.55 - no geometry warning; 13 clashes; 13 protein contact clashes; high strain Δ 63.6 Open pose
T05 — T05 1 poses · report selection_import_t05
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
342 2.710124874786965 -1.07187 -24.041 14 15 10 0.59 0.43 0.67 0.80 - no geometry warning; 9 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 60.0 Open pose
T10 — T10 1 poses · report selection_import_t10
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
353 3.4397813385699 -0.886304 -20.0261 10 17 17 1.00 0.46 0.45 0.64 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 70.9 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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