FAIRMol

Z57388696

ID 1042

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: CCOc1cccc(/C=N/NC(=O)c2[nH]nc3c2CCC3)c1O

Formula: C16H18N4O3 | MW: 314.3450000000001

LogP: 1.7666 | TPSA: 99.60000000000001

HBA/HBD: 5/3 | RotB: 5

InChIKey: IGRPXAZQJGUXPW-RQZCQDPDSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

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

Functional group

Carbonyl Amide Phenol Aryl ether Imine Ether

Ring system

Benzene Pyrazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.160640-
DOCK_BASE_INTER_RANK-1.212130-
DOCK_BASE_INTER_RANK-1.050440-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID3-
DOCK_FINAL_RANK3.569062-
DOCK_FINAL_RANK-0.069109-
DOCK_FINAL_RANK2.023778-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.609505-
DOCK_MAX_CLASH_OVERLAP0.610061-
DOCK_MAX_CLASH_OVERLAP0.610022-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK-0.115028-
DOCK_PRE_RANK1.997945-
DOCK_PRE_RANK3.483895-
DOCK_PRIMARY_POSE_ID6535-
DOCK_PRIMARY_POSE_ID2476-
DOCK_PRIMARY_POSE_ID1833-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t04-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:LEU101;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93-
DOCK_SCAFFOLDC(=NN=Cc1[nH]nc2c1CCC2)c1ccccc1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1[nH]nc2c1CCC2-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1[nH]nc2c1CCC2-
DOCK_SCORE-20.500700-
DOCK_SCORE-20.118800-
DOCK_SCORE-22.629800-
DOCK_SCORE_INTER-24.160000-
DOCK_SCORE_INTER-27.879000-
DOCK_SCORE_INTER-26.694600-
DOCK_SCORE_INTER_KCAL-6.658788-
DOCK_SCORE_INTER_KCAL-5.770519-
DOCK_SCORE_INTER_KCAL-6.375898-
DOCK_SCORE_INTER_NORM-1.050440-
DOCK_SCORE_INTER_NORM-1.212130-
DOCK_SCORE_INTER_NORM-1.160640-
DOCK_SCORE_INTRA6.575830-
DOCK_SCORE_INTRA1.530240-
DOCK_SCORE_INTRA7.378280-
DOCK_SCORE_INTRA_KCAL0.365492-
DOCK_SCORE_INTRA_KCAL1.570611-
DOCK_SCORE_INTRA_KCAL1.762273-
DOCK_SCORE_INTRA_NORM0.285906-
DOCK_SCORE_INTRA_NORM0.066532-
DOCK_SCORE_INTRA_NORM0.320795-
DOCK_SCORE_KCAL-4.896510-
DOCK_SCORE_KCAL-4.805295-
DOCK_SCORE_KCAL-5.405037-
DOCK_SCORE_NORM-0.983905-
DOCK_SCORE_NORM-0.874730-
DOCK_SCORE_NORM-0.891334-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H18N4O3-
DOCK_SOURCE_FORMULAC16H18N4O3-
DOCK_SOURCE_FORMULAC16H18N4O3-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP1.766600-
DOCK_SOURCE_LOGP2.341400-
DOCK_SOURCE_LOGP1.766600-
DOCK_SOURCE_MW314.345000-
DOCK_SOURCE_MW314.345000-
DOCK_SOURCE_MW314.345000-
DOCK_SOURCE_NAMEZ57388696-
DOCK_SOURCE_NAMEZ57388696-
DOCK_SOURCE_NAMEZ57388696-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA99.600000-
DOCK_SOURCE_TPSA99.600000-
DOCK_SOURCE_TPSA103.090000-
DOCK_STRAIN_DELTA50.035459-
DOCK_STRAIN_DELTA20.642407-
DOCK_STRAIN_DELTA32.728391-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT04-
DOCK_TARGETT03-
EXACT_MASS314.13789043599996Da
FORMULAC16H18N4O3-
HBA5-
HBD3-
LOGP1.7666-
MOL_WEIGHT314.3450000000001g/mol
QED_SCORE0.5781984623037193-
ROTATABLE_BONDS5-
TPSA99.60000000000001A^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
T03 T03 selection_import_t03 1
native pose available
 -0.06910913748763041 -20.1188 10 0.50 - Best pose
T04 T04 selection_import_t04 1
native pose available
 2.0237780639242033 -22.6298 9 0.47 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.5690617362258648 -20.5007 15 0.88 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
478 -0.06910913748763041 -1.16064 -20.1188 4 12 10 0.50 0.29 0.20 0.20 - no geometry warning; 4 clashes; 3 protein contact clashes; high strain Δ 32.7 Open pose
T04 — T04 1 poses · report selection_import_t04
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
443 2.0237780639242033 -1.05044 -22.6298 5 9 9 0.47 0.17 0.20 0.40 - no geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 20.6 Open pose
T10 — T10 1 poses · report selection_import_t10
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
439 3.5690617362258648 -1.21213 -20.5007 14 16 15 0.88 0.46 0.45 0.45 - no geometry warning; 6 clashes; 3 protein clashes; high strain Δ 50.0 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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