FAIRMol

Z1546610486

ID 118

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

SMILES: Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CC[NH+](CCO)CC2)n1

Formula: C22H27ClN7O2S+ | MW: 489.0250000000003

LogP: 1.8964399999999995 | TPSA: 107.71000000000001

HBA/HBD: 8/4 | RotB: 7

InChIKey: ZBNZXTGUTAYRHI-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Secondary amine ×2 Alcohol Tertiary amine Chlorine

Ring system

Benzene Piperazine Pyrimidine Thiazole Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.808486-
DOCK_BASE_INTER_RANK-0.964304-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT25.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK1.075355-
DOCK_FINAL_RANK1.231152-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::C:ALA3381-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLN4391-
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:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL3371-
DOCK_IFP::C:VAL3621-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.703413-
DOCK_MAX_CLASH_OVERLAP0.703403-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.956526-
DOCK_PRE_RANK1.102840-
DOCK_PRIMARY_POSE_ID468-
DOCK_PRIMARY_POSE_ID12543-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSC:ALA338;C:ALA363;C:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLN439;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:SER364;C:THR335;C:THR51;C:VAL337;C:VAL362-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cnc(Nc2cc(N3CC[NH2+]CC3)ncn2)s1-
DOCK_SCAFFOLDO=C(Nc1ccccc1)c1cnc(Nc2cc(N3CC[NH2+]CC3)ncn2)s1-
DOCK_SCORE-25.698400-
DOCK_SCORE-27.647900-
DOCK_SCORE_INTER-26.680000-
DOCK_SCORE_INTER-31.822000-
DOCK_SCORE_INTER_KCAL-6.372411-
DOCK_SCORE_INTER_KCAL-7.600557-
DOCK_SCORE_INTER_NORM-0.808486-
DOCK_SCORE_INTER_NORM-0.964304-
DOCK_SCORE_INTRA0.981658-
DOCK_SCORE_INTRA3.790990-
DOCK_SCORE_INTRA_KCAL0.234465-
DOCK_SCORE_INTRA_KCAL0.905463-
DOCK_SCORE_INTRA_NORM0.029747-
DOCK_SCORE_INTRA_NORM0.114879-
DOCK_SCORE_KCAL-6.137960-
DOCK_SCORE_KCAL-6.603590-
DOCK_SCORE_NORM-0.778739-
DOCK_SCORE_NORM-0.837816-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.383118-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.011610-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H27ClN7O2S+-
DOCK_SOURCE_FORMULAC22H27ClN7O2S+-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP1.896440-
DOCK_SOURCE_LOGP1.896440-
DOCK_SOURCE_MW489.025000-
DOCK_SOURCE_MW489.025000-
DOCK_SOURCE_NAMEZ1546610486-
DOCK_SOURCE_NAMEZ1546610486-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA107.710000-
DOCK_SOURCE_TPSA107.710000-
DOCK_STRAIN_DELTA62.853303-
DOCK_STRAIN_DELTA66.331486-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT19-
EXACT_MASS488.16299820409Da
FORMULAC22H27ClN7O2S+-
HBA8-
HBD4-
LOGP1.8964399999999995-
MOL_WEIGHT489.0250000000003g/mol
QED_SCORE0.4020252998864373-
ROTATABLE_BONDS7-
TPSA107.71000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 1.0753549482666065 -25.6984 16 0.76 - Best pose
T19 T19 selection_import_t19 1
native pose available
 1.2311524290810478 -27.6479 8 0.30 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
468 1.0753549482666065 -0.808486 -25.6984 6 20 16 0.76 0.00 0.20 0.20 - no geometry warning; 11 clashes; 3 protein contact clashes; 1 cofactor-context clash; high strain Δ 62.9 Open 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
342 1.2311524290810478 -0.964304 -27.6479 9 25 8 0.30 0.08 0.20 0.25 - no geometry warning; 9 clashes; 6 protein contact clashes; 2 cofactor-context clashes; high strain Δ 66.3 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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