FAIRMol

Z49692586

ID 2193

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

SMILES: COc1cc(/C=N\N=C(/O)c2cc(-c3ccco3)nc3ccccc23)cc(OC)c1O

Formula: C23H19N3O5 | MW: 417.42100000000016

LogP: 4.556300000000003 | TPSA: 109.67

HBA/HBD: 7/2 | RotB: 6

InChIKey: OOBPZXCFGNUKJD-CFRMEGHHSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor O Clear highlight

Bio motif

Catechol ×2 Resorcinol H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol Aryl ether ×2 Imine ×2 Ether ×2

Ring system

Benzene ×2 Pyridine Quinoline Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.911307-
DOCK_BASE_INTER_RANK-0.609342-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.695650-
DOCK_FINAL_RANK2.690240-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.637744-
DOCK_MAX_CLASH_OVERLAP0.637683-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.654058-
DOCK_PRE_RANK2.653747-
DOCK_PRIMARY_POSE_ID3044-
DOCK_PRIMARY_POSE_ID13273-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDC(=NN=Cc1cc(-c2ccco2)nc2ccccc12)c1ccccc1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cc(-c2ccco2)nc2ccccc12-
DOCK_SCORE-29.289000-
DOCK_SCORE-16.797200-
DOCK_SCORE_INTER-28.250500-
DOCK_SCORE_INTER-18.889600-
DOCK_SCORE_INTER_KCAL-6.747519-
DOCK_SCORE_INTER_KCAL-4.511705-
DOCK_SCORE_INTER_NORM-0.911307-
DOCK_SCORE_INTER_NORM-0.609342-
DOCK_SCORE_INTRA-1.038460-
DOCK_SCORE_INTRA2.092450-
DOCK_SCORE_INTRA_KCAL-0.248032-
DOCK_SCORE_INTRA_KCAL0.499773-
DOCK_SCORE_INTRA_NORM-0.033499-
DOCK_SCORE_INTRA_NORM0.067498-
DOCK_SCORE_KCAL-6.995560-
DOCK_SCORE_KCAL-4.011944-
DOCK_SCORE_NORM-0.944806-
DOCK_SCORE_NORM-0.541844-
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_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H19N3O5-
DOCK_SOURCE_FORMULAC23H19N3O5-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP4.556300-
DOCK_SOURCE_LOGP3.981500-
DOCK_SOURCE_MW417.421000-
DOCK_SOURCE_MW417.421000-
DOCK_SOURCE_NAMEZ49692586-
DOCK_SOURCE_NAMEZ49692586-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA109.670000-
DOCK_SOURCE_TPSA106.180000-
DOCK_STRAIN_DELTA30.450398-
DOCK_STRAIN_DELTA27.583863-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT05-
DOCK_TARGETT20-
EXACT_MASS417.132470708Da
FORMULAC23H19N3O5-
HBA7-
HBD2-
LOGP4.556300000000003-
MOL_WEIGHT417.42100000000016g/mol
QED_SCORE0.27043519483858064-
ROTATABLE_BONDS6-
TPSA109.67A^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
T20 T20 selection_import_t20 1
native pose available
 2.6902401557782833 -16.7972 7 0.88 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.69565047905876 -29.289 11 0.65 - Best pose
T20 — T20 1 poses · report selection_import_t20
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
394 2.6902401557782833 -0.609342 -16.7972 5 11 7 0.88 1.00 1.00 1.00 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 27.6 Open 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
334 2.69565047905876 -0.911307 -29.289 6 14 11 0.65 0.29 0.33 0.40 - no geometry warning; 13 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 30.5 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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