FAIRMol

Z49558975

ID 2198

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

SMILES: CCn1c(C)[nH+]c2cc(C(=O)N/N=C\c3ccc(O)c(O)c3O)ccc21

Formula: C18H19N4O4+ | MW: 355.37400000000014

LogP: 1.6644199999999998 | TPSA: 121.22000000000003

HBA/HBD: 5/4 | RotB: 4

InChIKey: ACGKZTTVUAVCNN-OCKHKDLRSA-O

Recognized patterns

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

Bio motif

Catechol ×2 Resorcinol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O H-bond donor ×5 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Phenol ×3 Imine

Ring system

Benzene ×2 Benzimidazole Imidazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.146590-
DOCK_BASE_INTER_RANK-1.022540-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK2.711197-
DOCK_FINAL_RANK2.892570-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL3361-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.646198-
DOCK_MAX_CLASH_OVERLAP0.646219-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.856210-
DOCK_PRE_RANK2.681527-
DOCK_PRIMARY_POSE_ID9441-
DOCK_PRIMARY_POSE_ID3348-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG242;A:ARG337;A:ARG50;A:ASP243;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:LEU339;A:LEU382;A:MET386;A:PHE383;A:PRO338;A:SER282;A:THR21;A:THR285;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ARG17;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:SER227;A:TYR114;A:TYR194;A:VAL230-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1ccc2[nH]c[nH+]c2c1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1ccc2[nH]c[nH+]c2c1-
DOCK_SCORE-29.778600-
DOCK_SCORE-22.668800-
DOCK_SCORE_INTER-26.585900-
DOCK_SCORE_INTER-29.811300-
DOCK_SCORE_INTER_KCAL-7.120310-
DOCK_SCORE_INTER_KCAL-6.349936-
DOCK_SCORE_INTER_NORM-1.022540-
DOCK_SCORE_INTER_NORM-1.146590-
DOCK_SCORE_INTRA3.917130-
DOCK_SCORE_INTRA0.032693-
DOCK_SCORE_INTRA_KCAL0.935591-
DOCK_SCORE_INTRA_KCAL0.007809-
DOCK_SCORE_INTRA_NORM0.150659-
DOCK_SCORE_INTRA_NORM0.001257-
DOCK_SCORE_KCAL-7.112499-
DOCK_SCORE_KCAL-5.414352-
DOCK_SCORE_NORM-0.871877-
DOCK_SCORE_NORM-1.145330-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H19N4O4+-
DOCK_SOURCE_FORMULAC18H19N4O4+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP1.664420-
DOCK_SOURCE_LOGP1.664420-
DOCK_SOURCE_MW355.374000-
DOCK_SOURCE_MW355.374000-
DOCK_SOURCE_NAMEZ49558975-
DOCK_SOURCE_NAMEZ49558975-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA121.220000-
DOCK_SOURCE_TPSA121.220000-
DOCK_STRAIN_DELTA27.505815-
DOCK_STRAIN_DELTA23.329619-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT14-
DOCK_TARGETT05-
EXACT_MASS355.14008150808996Da
FORMULAC18H19N4O4+-
HBA5-
HBD4-
LOGP1.6644199999999998-
MOL_WEIGHT355.37400000000014g/mol
QED_SCORE0.3229718538088506-
ROTATABLE_BONDS4-
TPSA121.22000000000003A^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
 2.7111970994958092 -29.7786 9 0.53 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.8925698953620227 -22.6688 8 0.53 - 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
638 2.7111970994958092 -1.14659 -29.7786 7 11 9 0.53 0.43 0.33 0.60 - no geometry warning; 10 clashes; 2 protein clashes; 1 severe cofactor-context clash; moderate strain Δ 23.3 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
633 2.8925698953620227 -1.02254 -22.6688 7 18 8 0.53 0.33 0.60 0.60 - no geometry warning; 8 clashes; 2 protein clashes; moderate strain Δ 27.5 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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