FAIRMol

Z56865835

ID 5190

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

SMILES: COCCCNC(=O)c1c(N)n(-c2ccc(S(N)(=O)=O)cc2)c2nc3ccccc3nc12

Formula: C21H22N6O4S | MW: 454.51200000000017

LogP: 1.5696000000000008 | TPSA: 155.21999999999997

HBA/HBD: 7/3 | RotB: 7

InChIKey: PZAYPBHJYDCTHM-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base Metal chelator

Functional group

Carbonyl Amide Primary amine Secondary amine Sulfonamide Ether

Ring system

Benzene ×2 Quinazoline Quinoxaline Pyrazine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.951831-
DOCK_BASE_INTER_RANK-1.030780-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK6.159337-
DOCK_FINAL_RANK4.692457-
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:ALA401-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY131-
DOCK_IFP::C:GLY1611-
DOCK_IFP::C:GLY501-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
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_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.694173-
DOCK_MAX_CLASH_OVERLAP0.694092-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK6.111257-
DOCK_PRE_RANK4.652781-
DOCK_PRIMARY_POSE_ID14645-
DOCK_PRIMARY_POSE_ID12573-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ARG287;C:ASP327;C:CYS52;C:CYS57;C:GLU202;C:GLY13;C:GLY161;C:GLY50;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER14;C:SER162;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDc1ccc(-n2ccc3nc4ccccc4nc32)cc1-
DOCK_SCAFFOLDc1ccc(-n2ccc3nc4ccccc4nc32)cc1-
DOCK_SCORE-29.957100-
DOCK_SCORE-19.799600-
DOCK_SCORE_INTER-32.984900-
DOCK_SCORE_INTER-30.458600-
DOCK_SCORE_INTER_KCAL-7.274915-
DOCK_SCORE_INTER_KCAL-7.878311-
DOCK_SCORE_INTER_NORM-1.030780-
DOCK_SCORE_INTER_NORM-0.951831-
DOCK_SCORE_INTRA0.501441-
DOCK_SCORE_INTRA11.306200-
DOCK_SCORE_INTRA_KCAL0.119767-
DOCK_SCORE_INTRA_KCAL2.700441-
DOCK_SCORE_INTRA_NORM0.353319-
DOCK_SCORE_INTRA_NORM0.015670-
DOCK_SCORE_KCAL-4.729055-
DOCK_SCORE_KCAL-7.155134-
DOCK_SCORE_NORM-0.618738-
DOCK_SCORE_NORM-0.936161-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR1.879100-
DOCK_SCORE_RESTR_NORM0.058722-
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_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H22N6O4S-
DOCK_SOURCE_FORMULAC21H22N6O4S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP1.569600-
DOCK_SOURCE_LOGP1.569600-
DOCK_SOURCE_MW454.512000-
DOCK_SOURCE_MW454.512000-
DOCK_SOURCE_NAMEZ56865835-
DOCK_SOURCE_NAMEZ56865835-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA155.220000-
DOCK_SOURCE_TPSA155.220000-
DOCK_STRAIN_DELTA29.398894-
DOCK_STRAIN_DELTA33.822619-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT22-
DOCK_TARGETT19-
EXACT_MASS454.1423241840001Da
FORMULAC21H22N6O4S-
HBA7-
HBD3-
LOGP1.5696000000000008-
MOL_WEIGHT454.51200000000017g/mol
QED_SCORE0.35792701907848373-
ROTATABLE_BONDS7-
TPSA155.21999999999997A^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
 4.692457437454324 -29.9571 18 0.86 - Best pose
T19 T19 selection_import_t19 1
native pose available
 6.159336665420304 -19.7996 8 0.30 - 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
407 4.692457437454324 -0.951831 -29.9571 9 19 18 0.86 0.47 0.45 0.45 - no geometry warning; 9 clashes; 3 protein clashes; moderate strain Δ 29.4 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
372 6.159336665420304 -1.03078 -19.7996 11 24 8 0.30 0.00 0.00 0.00 - no geometry warning; 9 clashes; 4 protein clashes; 1 cofactor-context clash; high strain Δ 33.8 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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