FAIRMol

Z2752015126

ID 3331

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

SMILES: O=C(O)[C@H]1[C@H]2CC[C@H](CC2)[C@@H]1Nc1nc(-c2c[nH]c3ncc(F)cc23)ncc1F

Formula: C20H19F2N5O2 | MW: 399.4010000000001

LogP: 3.599400000000002 | TPSA: 103.78999999999999

HBA/HBD: 5/3 | RotB: 4

InChIKey: JGPXDNKSIXAZEQ-UIHHKEIPSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×3 Ionizable base Metal chelator

Functional group

Carbonyl Carboxylic acid Secondary amine Fluorine ×2

Ring system

Pyridine Pyrimidine Pyrrole Cyclohexane ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.062190-
DOCK_BASE_INTER_RANK-0.860019-
DOCK_BASE_INTER_RANK-0.848956-
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_COUNT12.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK3.681990-
DOCK_FINAL_RANK3.598566-
DOCK_FINAL_RANK3.223680-
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:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:GLU431-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.714207-
DOCK_MAX_CLASH_OVERLAP0.714187-
DOCK_MAX_CLASH_OVERLAP0.714182-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.559280-
DOCK_PRE_RANK3.169664-
DOCK_PRE_RANK3.653176-
DOCK_PRIMARY_POSE_ID5816-
DOCK_PRIMARY_POSE_ID7148-
DOCK_PRIMARY_POSE_ID9200-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:PHE383;A:PRO338;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:GLU43;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_RESIDUE_CONTACTSA:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_SCAFFOLDc1cnc2[nH]cc(-c3nccc(NC4CC5CCC4CC5)n3)c2c1-
DOCK_SCAFFOLDc1cnc2[nH]cc(-c3nccc(NC4CC5CCC4CC5)n3)c2c1-
DOCK_SCAFFOLDc1cnc2[nH]cc(-c3nccc(NC4CC5CCC4CC5)n3)c2c1-
DOCK_SCORE-16.385100-
DOCK_SCORE-21.604000-
DOCK_SCORE-17.777200-
DOCK_SCORE_INTER-24.619700-
DOCK_SCORE_INTER-30.803400-
DOCK_SCORE_INTER-24.940500-
DOCK_SCORE_INTER_KCAL-5.880317-
DOCK_SCORE_INTER_KCAL-7.357269-
DOCK_SCORE_INTER_KCAL-5.956939-
DOCK_SCORE_INTER_NORM-1.062190-
DOCK_SCORE_INTER_NORM-0.860019-
DOCK_SCORE_INTER_NORM-0.848956-
DOCK_SCORE_INTRA8.234660-
DOCK_SCORE_INTRA7.163300-
DOCK_SCORE_INTRA9.199400-
DOCK_SCORE_INTRA_KCAL1.966816-
DOCK_SCORE_INTRA_KCAL2.197240-
DOCK_SCORE_INTRA_KCAL1.710926-
DOCK_SCORE_INTRA_NORM0.317221-
DOCK_SCORE_INTRA_NORM0.247010-
DOCK_SCORE_INTRA_NORM0.283954-
DOCK_SCORE_KCAL-5.160029-
DOCK_SCORE_KCAL-4.246013-
DOCK_SCORE_KCAL-3.913516-
DOCK_SCORE_NORM-0.565003-
DOCK_SCORE_NORM-0.744966-
DOCK_SCORE_NORM-0.613008-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H19F2N5O2-
DOCK_SOURCE_FORMULAC20H19F2N5O2-
DOCK_SOURCE_FORMULAC20H19F2N5O2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.599400-
DOCK_SOURCE_LOGP3.599400-
DOCK_SOURCE_LOGP3.599400-
DOCK_SOURCE_MW399.401000-
DOCK_SOURCE_MW399.401000-
DOCK_SOURCE_MW399.401000-
DOCK_SOURCE_NAMEZ2752015126-
DOCK_SOURCE_NAMEZ2752015126-
DOCK_SOURCE_NAMEZ2752015126-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA103.790000-
DOCK_SOURCE_TPSA103.790000-
DOCK_SOURCE_TPSA103.790000-
DOCK_STRAIN_DELTA22.751433-
DOCK_STRAIN_DELTA29.180862-
DOCK_STRAIN_DELTA36.706671-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
DOCK_TARGETT11-
DOCK_TARGETT14-
EXACT_MASS399.15068128800004Da
FORMULAC20H19F2N5O2-
HBA5-
HBD3-
LOGP3.599400000000002-
MOL_WEIGHT399.4010000000001g/mol
QED_SCORE0.6193547298392771-
ROTATABLE_BONDS4-
TPSA103.78999999999999A^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
T09 T09 selection_import_t09 1
native pose available
 3.223680325206018 -21.604 15 0.71 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.5985658614324247 -17.7772 13 0.72 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.681989993149358 -16.3851 8 0.53 - Best pose
T09 — T09 1 poses · report selection_import_t09
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 3.223680325206018 -1.06219 -21.604 7 17 15 0.71 0.29 0.33 0.33 - no geometry warning; 13 clashes; 2 protein clashes; 1 severe cofactor-context clash; high strain Δ 36.7 Open pose
T11 — T11 1 poses · report selection_import_t11
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
374 3.5985658614324247 -0.860019 -17.7772 5 13 13 0.72 0.60 0.60 0.50 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 29.2 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
392 3.681989993149358 -0.848956 -16.3851 5 12 8 0.53 0.00 0.20 0.40 - no geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 22.8 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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