FAIRMol

Z49545335

ID 3853

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

SMILES: COc1cc(/C=N/N=C2/C(=O)Nc3ccccc32)ccc1O

Formula: C16H13N3O3 | MW: 295.2980000000001

LogP: 2.1761 | TPSA: 83.28

HBA/HBD: 5/2 | RotB: 3

InChIKey: GWBCIDJFKIVNAA-RQZCQDPDSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Phenol Lactam Aryl ether Imine ×2 Ether

Ring system

Benzene ×2 Indoline

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.247820-
DOCK_BASE_INTER_RANK-1.219100-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK1.919036-
DOCK_FINAL_RANK2.098754-
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:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP2331-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER1951-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR971-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.630613-
DOCK_MAX_CLASH_OVERLAP0.619406-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.068142-
DOCK_PRE_RANK1.897082-
DOCK_PRIMARY_POSE_ID8535-
DOCK_PRIMARY_POSE_ID7850-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP233;A:ASP88;A:GLU274;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE196;A:PRO113;A:PRO275;A:SER195;A:SER200;A:THR132;A:TYR278;A:TYR389-
DOCK_SCAFFOLDO=C1Nc2ccccc2C1=NN=Cc1ccccc1-
DOCK_SCAFFOLDO=C1N=c2ccccc2=C1NN=Cc1ccccc1-
DOCK_SCORE-29.742100-
DOCK_SCORE-26.097100-
DOCK_SCORE_INTER-27.452000-
DOCK_SCORE_INTER-26.820300-
DOCK_SCORE_INTER_KCAL-6.556800-
DOCK_SCORE_INTER_KCAL-6.405921-
DOCK_SCORE_INTER_NORM-1.219100-
DOCK_SCORE_INTER_NORM-1.247820-
DOCK_SCORE_INTRA-2.290040-
DOCK_SCORE_INTRA0.723159-
DOCK_SCORE_INTRA_KCAL-0.546967-
DOCK_SCORE_INTRA_KCAL0.172724-
DOCK_SCORE_INTRA_NORM0.032871-
DOCK_SCORE_INTRA_NORM-0.104093-
DOCK_SCORE_KCAL-6.233188-
DOCK_SCORE_KCAL-7.103782-
DOCK_SCORE_NORM-1.186230-
DOCK_SCORE_NORM-1.351910-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H13N3O3-
DOCK_SOURCE_FORMULAC16H13N3O3-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP2.176100-
DOCK_SOURCE_LOGP0.292500-
DOCK_SOURCE_MW295.298000-
DOCK_SOURCE_MW295.298000-
DOCK_SOURCE_NAMEZ49545335-
DOCK_SOURCE_NAMEZ49545335-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA83.280000-
DOCK_SOURCE_TPSA83.280000-
DOCK_STRAIN_DELTA17.618301-
DOCK_STRAIN_DELTA23.951696-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT12-
EXACT_MASS295.095691276Da
FORMULAC16H13N3O3-
HBA5-
HBD2-
LOGP2.1761-
MOL_WEIGHT295.2980000000001g/mol
QED_SCORE0.6721566960919431-
ROTATABLE_BONDS3-
TPSA83.28A^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
T12 T12 selection_import_t12 1
native pose available
 1.9190361257320792 -26.0971 16 1.00 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.0987535247410727 -29.7421 15 0.79 - Best pose
T12 — T12 1 poses · report selection_import_t12
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
398 1.9190361257320792 -1.2191 -26.0971 11 19 16 1.00 0.75 0.70 0.70 - no geometry warning; 8 clashes; 1 protein clash 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
405 2.0987535247410727 -1.24782 -29.7421 13 22 15 0.79 0.67 0.57 0.57 - no geometry warning; 6 clashes; 1 protein clash; moderate strain Δ 24.0 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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