FAIRMol

Z19041503

ID 2625

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

SMILES: C/C(N)=C(/C#N)C(=O)COC(=O)c1cc(-c2ccc(Br)cc2)nc2ccccc12

Formula: C22H16BrN3O3 | MW: 450.2920000000001

LogP: 4.146480000000003 | TPSA: 106.07000000000001

HBA/HBD: 6/1 | RotB: 5

InChIKey: LUQCAHUGIGLIBE-QGOAFFKASA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl ×2 Ketone Ester Primary amine Nitrile Bromine Enone Ether Alkene

Ring system

Benzene ×2 Pyridine Quinoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.871671-
DOCK_BASE_INTER_RANK-1.072450-
DOCK_BASE_INTER_RANK-1.111620-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.650216-
DOCK_FINAL_RANK4.489730-
DOCK_FINAL_RANK1.857418-
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:ALA341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN3271-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS3281-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY3931-
DOCK_IFP::A:HIS1821-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER891-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL3921-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY1611-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER1621-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641355-
DOCK_MAX_CLASH_OVERLAP0.641388-
DOCK_MAX_CLASH_OVERLAP0.641358-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.627890-
DOCK_PRE_RANK4.471248-
DOCK_PRE_RANK1.829688-
DOCK_PRIMARY_POSE_ID3857-
DOCK_PRIMARY_POSE_ID8610-
DOCK_PRIMARY_POSE_ID12664-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:HIS182;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:SER89;A:THR184;A:THR86;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG277;A:ASN327;A:ASP332;A:ASP88;A:CYS328;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:GLY393;A:HIS197;A:HIS333;A:LYS69;A:PRO275;A:SER200;A:TYR331;A:TYR389;A:VAL392-
DOCK_RESIDUE_CONTACTSC:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY161;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER162;C:SER178;C:THR335;C:THR51-
DOCK_SCAFFOLDc1ccc(-c2ccc3ccccc3n2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc3ccccc3n2)cc1-
DOCK_SCAFFOLDc1ccc(-c2ccc3ccccc3n2)cc1-
DOCK_SCORE-21.580100-
DOCK_SCORE-29.027700-
DOCK_SCORE-24.414000-
DOCK_SCORE_INTER-25.278500-
DOCK_SCORE_INTER-31.101000-
DOCK_SCORE_INTER-32.236900-
DOCK_SCORE_INTER_KCAL-6.037669-
DOCK_SCORE_INTER_KCAL-7.428349-
DOCK_SCORE_INTER_KCAL-7.699655-
DOCK_SCORE_INTER_NORM-0.871671-
DOCK_SCORE_INTER_NORM-1.072450-
DOCK_SCORE_INTER_NORM-1.111620-
DOCK_SCORE_INTRA2.658540-
DOCK_SCORE_INTRA2.073240-
DOCK_SCORE_INTRA7.673520-
DOCK_SCORE_INTRA_KCAL0.634982-
DOCK_SCORE_INTRA_KCAL0.495185-
DOCK_SCORE_INTRA_KCAL1.832790-
DOCK_SCORE_INTRA_NORM0.091674-
DOCK_SCORE_INTRA_NORM0.071491-
DOCK_SCORE_INTRA_NORM0.264604-
DOCK_SCORE_KCAL-5.154321-
DOCK_SCORE_KCAL-6.933150-
DOCK_SCORE_KCAL-5.831186-
DOCK_SCORE_NORM-0.744142-
DOCK_SCORE_NORM-1.000960-
DOCK_SCORE_NORM-0.841861-
DOCK_SCORE_RESTR1.039790-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.149391-
DOCK_SCORE_RESTR_NORM0.035855-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.005151-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H16BrN3O3-
DOCK_SOURCE_FORMULAC22H16BrN3O3-
DOCK_SOURCE_FORMULAC22H16BrN3O3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP4.146480-
DOCK_SOURCE_LOGP4.146480-
DOCK_SOURCE_LOGP4.146480-
DOCK_SOURCE_MW450.292000-
DOCK_SOURCE_MW450.292000-
DOCK_SOURCE_MW450.292000-
DOCK_SOURCE_NAMEZ19041503-
DOCK_SOURCE_NAMEZ19041503-
DOCK_SOURCE_NAMEZ19041503-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA106.070000-
DOCK_SOURCE_TPSA106.070000-
DOCK_SOURCE_TPSA106.070000-
DOCK_STRAIN_DELTA17.925139-
DOCK_STRAIN_DELTA14.549947-
DOCK_STRAIN_DELTA22.002432-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT13-
DOCK_TARGETT19-
EXACT_MASS449.037503472Da
FORMULAC22H16BrN3O3-
HBA6-
HBD1-
LOGP4.146480000000003-
MOL_WEIGHT450.2920000000001g/mol
QED_SCORE0.35579654390530097-
ROTATABLE_BONDS5-
TPSA106.07000000000001A^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
T19 T19 selection_import_t19 1
native pose available
 1.857417542478169 -24.414 8 0.30 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.6502164879487613 -21.5801 17 0.81 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.489730344288321 -29.0277 14 0.74 - Best pose
T19 — T19 1 poses · report selection_import_t19
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
463 1.857417542478169 -1.11162 -24.414 6 21 8 0.30 0.00 0.00 0.00 - no geometry warning; 13 clashes; 9 protein contact clashes; moderate strain Δ 22.0 Open 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
471 2.6502164879487613 -0.871671 -21.5801 2 19 17 0.81 0.00 0.00 0.00 - no geometry warning; 13 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T13 — T13 1 poses · report selection_import_t13
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
480 4.489730344288321 -1.07245 -29.0277 8 21 14 0.74 0.44 0.57 0.57 - no geometry warning; 14 clashes; 3 protein clashes Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…