FAIRMol

Z195195302

ID 2548

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

SMILES: CC(=O)c1ccc(NC(=O)CCn2c(=O)[nH]c(=O)c3ccccc32)cc1

Formula: C19H17N3O4 | MW: 351.36200000000014

LogP: 1.9212 | TPSA: 101.03

HBA/HBD: 4/2 | RotB: 5

InChIKey: TTYSJLBJDKCBKP-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl ×2 Amide Ketone Secondary amine

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.889102-
DOCK_BASE_INTER_RANK-1.293340-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.554193-
DOCK_FINAL_RANK2.833123-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1601-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614296-
DOCK_MAX_CLASH_OVERLAP0.614371-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.525699-
DOCK_PRE_RANK2.805945-
DOCK_PRIMARY_POSE_ID3784-
DOCK_PRIMARY_POSE_ID14650-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ASN126;A:ASP129;A:ASP160;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(CCn1c(=O)[nH]c(=O)c2ccccc21)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CCn1c(=O)[nH]c(=O)c2ccccc21)Nc1ccccc1-
DOCK_SCORE-20.761200-
DOCK_SCORE-32.229500-
DOCK_SCORE_INTER-23.116700-
DOCK_SCORE_INTER-33.626800-
DOCK_SCORE_INTER_KCAL-5.521331-
DOCK_SCORE_INTER_KCAL-8.031627-
DOCK_SCORE_INTER_NORM-0.889102-
DOCK_SCORE_INTER_NORM-1.293340-
DOCK_SCORE_INTRA1.567460-
DOCK_SCORE_INTRA1.397290-
DOCK_SCORE_INTRA_KCAL0.374382-
DOCK_SCORE_INTRA_KCAL0.333737-
DOCK_SCORE_INTRA_NORM0.060287-
DOCK_SCORE_INTRA_NORM0.053742-
DOCK_SCORE_KCAL-4.958730-
DOCK_SCORE_KCAL-7.697887-
DOCK_SCORE_NORM-0.798509-
DOCK_SCORE_NORM-1.239600-
DOCK_SCORE_RESTR0.787957-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.030306-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H17N3O4-
DOCK_SOURCE_FORMULAC19H17N3O4-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP1.921200-
DOCK_SOURCE_LOGP1.921200-
DOCK_SOURCE_MW351.362000-
DOCK_SOURCE_MW351.362000-
DOCK_SOURCE_NAMEZ195195302-
DOCK_SOURCE_NAMEZ195195302-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA101.030000-
DOCK_SOURCE_TPSA101.030000-
DOCK_STRAIN_DELTA22.532473-
DOCK_STRAIN_DELTA21.613813-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT22-
EXACT_MASS351.121906024Da
FORMULAC19H17N3O4-
HBA4-
HBD2-
LOGP1.9212-
MOL_WEIGHT351.36200000000014g/mol
QED_SCORE0.685814289043945-
ROTATABLE_BONDS5-
TPSA101.03A^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
 1.5541927822920305 -20.7612 13 0.62 - Best pose
T22 T22 selection_import_t22 1
native pose available
 2.83312281727452 -32.2295 17 0.81 - 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
398 1.5541927822920305 -0.889102 -20.7612 2 15 13 0.62 0.00 0.00 0.00 - no geometry warning; 16 clashes; 4 protein contact clashes; moderate strain Δ 22.5 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
412 2.83312281727452 -1.29334 -32.2295 13 23 17 0.81 0.40 0.45 0.55 - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 21.6 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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