FAIRMol

Z31122016

ID 2229

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

SMILES: c1ccc(-c2cc3c(NC[C@@H]4COc5ccccc5O4)ncnc3s2)cc1

Formula: C21H17N3O2S | MW: 375.4530000000001

LogP: 4.6102000000000025 | TPSA: 56.269999999999996

HBA/HBD: 6/1 | RotB: 4

InChIKey: SYZTWBPKCRNLCK-OAHLLOKOSA-N

Recognized patterns

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

Bio motif

Catechol ATP mimic pyrimidine H-bond acceptor N ×2 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic ×2 Ionizable base

Functional group

Secondary amine Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Pyrimidine Thiophene Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.039270-
DOCK_BASE_INTER_RANK-1.017930-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK3.018843-
DOCK_FINAL_RANK3.657711-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL2281-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.694912-
DOCK_MAX_CLASH_OVERLAP0.694949-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.996819-
DOCK_PRE_RANK3.629812-
DOCK_PRIMARY_POSE_ID3275-
DOCK_PRIMARY_POSE_ID8712-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:PRO115;A:TYR114;A:TYR191;A:TYR194;A:VAL228;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PRO275;A:SER200;A:TYR389-
DOCK_SCAFFOLDc1ccc(-c2cc3c(NCC4COc5ccccc5O4)ncnc3s2)cc1-
DOCK_SCAFFOLDc1ccc(-c2cc3c(NCC4COc5ccccc5O4)ncnc3s2)cc1-
DOCK_SCORE-27.676800-
DOCK_SCORE-22.723300-
DOCK_SCORE_INTER-28.060200-
DOCK_SCORE_INTER-27.484100-
DOCK_SCORE_INTER_KCAL-6.702067-
DOCK_SCORE_INTER_KCAL-6.564467-
DOCK_SCORE_INTER_NORM-1.039270-
DOCK_SCORE_INTER_NORM-1.017930-
DOCK_SCORE_INTRA0.383435-
DOCK_SCORE_INTRA4.760810-
DOCK_SCORE_INTRA_KCAL0.091582-
DOCK_SCORE_INTRA_KCAL1.137100-
DOCK_SCORE_INTRA_NORM0.014201-
DOCK_SCORE_INTRA_NORM0.176326-
DOCK_SCORE_KCAL-6.610493-
DOCK_SCORE_KCAL-5.427369-
DOCK_SCORE_NORM-1.025070-
DOCK_SCORE_NORM-0.841605-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H17N3O2S-
DOCK_SOURCE_FORMULAC21H17N3O2S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP4.610200-
DOCK_SOURCE_LOGP4.610200-
DOCK_SOURCE_MW375.453000-
DOCK_SOURCE_MW375.453000-
DOCK_SOURCE_NAMEZ31122016-
DOCK_SOURCE_NAMEZ31122016-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA56.270000-
DOCK_SOURCE_TPSA56.270000-
DOCK_STRAIN_DELTA17.676417-
DOCK_STRAIN_DELTA22.121066-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT13-
EXACT_MASS375.104147784Da
FORMULAC21H17N3O2S-
HBA6-
HBD1-
LOGP4.6102000000000025-
MOL_WEIGHT375.4530000000001g/mol
QED_SCORE0.5644364026743603-
ROTATABLE_BONDS4-
TPSA56.269999999999996A^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
T05 T05 selection_import_t05 1
native pose available
 3.018843044563312 -27.6768 11 0.65 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.657711068170762 -22.7233 15 0.79 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
565 3.018843044563312 -1.03927 -27.6768 6 13 11 0.65 0.43 0.50 0.60 - no geometry warning; 12 clashes; 2 protein clashes 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
582 3.657711068170762 -1.01793 -22.7233 10 18 15 0.79 0.67 0.71 0.71 - no geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 22.1 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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